Patenty przyklady
The present invention relates to dioxocyclopentyl hydroxamide derivatives of the formula [Figure] wherein X, Z and Q are as defined in the specification, and to pharmaceutical compositions and methods of treatment thereof.
A compound of the formula IA:
its enantiomers, diastereomers, enantiomerically enriched mixtures, racemic mixtures thereof, prodrugs, crystalline forms, non-crystalline forms, amorphous forms thereof, solvates thereof, metabolites thereof, and pharmaceutically acceptable salts, wherein:
ring A is a 3-13 membered carbocycle or heterocycle comprising carbon atoms, 0-3 carbonyl groups, 0-4 double bonds, and from 0-4 ring heteroatoms selected from the group consisting of O, N, NR, and S(O)p, provided that ring A contains other than a S—S, O—O, or S—O bond;
n′ is an integer from 1-3;
Z is selected from the group consisting of —COR5, —CO2H, —CH2CO2H, —CO2R6, —CONHOH, —CONHOR5, —CON(R6)OH, —CONHOR6, —NHRa; —N(OH)C(O)R5, —N(OH)CHO, —SH, —CH2SH, —S(O)(═NH)Ra, —SN2H2Ra; —PO(ORg)2, —PO(OH)NHRa;
Figure US20050113344A1-20050526-C00166
R8 is independently selected from the group consisiting of H, CH2OCORa,
P is -D-E-G-Q-L-T-X-Y, wherein
D is absent or is selected from the group consisting of O, NRa1, C(O), C(O)O, OC(O), C(O)NRa1, NRa1C(O), OC(O)O, OC(O)NRa1, NRa1C(O)O, NRa1C(O)NRa1, S(O)p, S(O)pNRa1, NRa1S(O)p, and NRa1SO2NRa1;
E is absent or is selected from the group consisting of C1-10alkylene, C2-10 alkenylene, and C2-10 alkynylene;
G is absent or is selected from the group consisting of O, NRa, S(O)p, and C(O);
Q is absent or is selected from the group consisting of a C3-13 carbocycle substituted with 0-5 Rb, and a 5-14 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and said heterocycle being substituted with 0-5 Rb;
L is absent or is selected from the group consisting of O, NRa1, C(O), C(O)O, OC(O), C(O)NRa1, NRa1C(O), OC(O)O, OC(O)NRa1, NRa1C(O)O, NRa1C(O)NRa1, S(O)p, S(O)pNRa1, NRa1S(O)p, and NRa1S(O)2NRa1;
T is absent or is selected from the group consisting of C1-10 alkylene, C2-10 alkenylene, and C2-10 alkynylene;
X is absent or is selected from the group consisting of O, NRa1, S(O)p, and C(O);
Y is selected from the group consisting of H, a C3-13 carbocycle substituted with 0-5 Rc and a 5-14 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and said heterocycle being substituted with 0-5 Rc;
provided that D, E, G, Q, L, T, X and Y do not combine to form a N—N, N—O, O—N, O—O, S(O)p—O, O—S(O)p or S(O)p—S(O)p group;
R, at each occurrence, is independently selected from (C1-10 alkylene substituted with 1-3 Rb1)-M, (C2-10 alkenylene substituted with 1-3 Rb1)-M, (C2-10 alkynylene substituted with 1-3 Rb1)-M, OH, Cl, F, Br, I, —CN, NO2, CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCF2CF3, OCHF2, O(CRdRd1)r-M, NRa(CRdRd1)r-M, OC(O)(CRdRd1)r-M, NRaC(O)(CR Rd1)r-M, OC(O)O(CRdRd1)r-M, OC(O)NRa(CRdRd1)r-M, NR C(O)O(CRdRd1)r M, NRaC(O)NRa1(CRdRd1)r-M, S(O)p(CRdRd1)r-M, S(O)2NRa(CRdRd1)r-M, NRaS(O)2(CRdRd1)r-M, and NRaS(O)2NRa1(CRdRd1)r-M, (CRdRd1)rP(O)(ORa)2, (CRdRd1)rP(O)(ORa)(NRdRd1), (CRdRd1)rP(O)(NRaRa1)2, (CRdRd1)rOP(O)(ORa)2, (CRdRd1)rOP(O)(ORa)(NRaRa1), (CRdRd1)rOP(O)(NRaRa1)2, (CRdRd1)rNRaP(O)(ORa)2, (CRdRd1)rNRaP(O)(ORa)(NRaRa1), (CRdRd1)rNRaP(O)(NRaRaRa1)2; C(═NRa)NRa1Ra2; C(═CRdRd1)NRa1Ra2; a C3-13 carbocycle
substituted with 0-5 Rd, and a 5-14 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, S(O)p and said heterocycle being substituted with 0-5 Rd;
alternatively, two R, together with a carbon atom on A, form the group CA═CRdRd1, where the atom CA is said atom on A;
M is selected from the group consisting of H, C2-10 alkenylene substituted with 0-3 Rb1, C2-10 alkynylene substituted with 0-3 Rb1, ORa, Cl, F, Br, I, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, RaNC(O)NRaRa1, OC(O)NRaRa1, NRaC(O)ORa, NRaC(O)Ra, S(O)2NRaRa1, NRaS(O)2Ra2, NRaS(O)2NRaRa1, QS(O)2NRaRa1, S(O)pRa2, CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCF2CF3, OCHF2, a C3-13 carbocycle substituted with 0-5 Rd, and a 5-14 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, S(O)p and said heterocycle being substituted with 0-5 Rd;
alternatively, R, at each occurrence, is independently selected from (CRdRd1)rO(CRdRd1)r-M1, (CRdRd1)rNRa(CRdRd1)r-M1, (CRdRd1)rC(O)(CRdRd1)r-M1, (CRdRd1)rC(O)O(CRdRd1)r-M1, (CRdRd1)rOC(O)(CRdRd1)r-M1, (CRdRd1)rC(O)NRa(CRdRd1)r-M1, (CRdRd1)rNRaC(O)(CRdRd1)r-M1, (CRdRd1)rOC(O)O(CRdRd1)r-M1, (CRdRd1)rOC(O)NRa(CRdRd1)r-M1, (CRdRd1)rNRaC(O)O(CRdRd1)r-M1, (CRdRd1)rNRaC(O)NRa1(CRdRd1)r-M1, (CRdRd1)rS(O)p(CRdRd1)r-M1, (CRdRd1)rS(O)2NRa(CRdRd1)r-M1, (CRdRd1)rNRaS(O)2(CRdRd1)r-M1, and (CRdRd1)rNRaS(O)2NRa1(CRdRd1)r-M1;
M1 is selected from the group consisting of C1-10 alkylene-M1, C2-10 alkenylene-M1, C2-10 alkynylene-M1, ORa, Cl, F, Br, I, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, RaNC(O)NRaRa1, OC(O)NRaRa1, RaNC(O)ORa1, S(O)2NRaRa1, NRaS(O)2Ra2, NRaS(O)2NRaRa1, OS(O)2NRaRa1, S(O)pRa2; CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCF2CF3, and a 5-14 membered non-aromatic heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, S(O)p and said heterocycle being substituted with 0-5 Rd; a C3-C13 carbocycle, C4-C14 heterocycle and wherein said C3-C13 carbocycle and C4-C14 heterocycle are substituted with 1-3 Rh, and CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, OCF2CF3 and OCH2CF3;
alternatively, when two R groups are attached to adjacent ring A atoms, together with the atoms to which they are attached they may form a 3-8 membered saturated, partially saturated or unsaturated ring comprised of carbon atoms and 0-3 heteroatoms selected from the group consisting of N, NRa, O, and S(O)p, wherein said ring may be benzene-fused and/or substituted with Rd;
alternatively, when two R groups are attached to the same ring A carbon, together with the carbon to which they are attached they may form a 3-8 membered saturated, partially saturated or unsaturated spiro-ring comprised of carbon atoms and 0-3 heteroatoms selected from the group consisting of N, NRa, O, and S(O)p, wherein said spiro-ring may be benzene-fused and/or substituted with Rd;
provided that either two or more R or M, M1 and the atom to which they are attached do not combine to form a N—N, N—O, O—N, O—O, N-halogen, O-halogen, S-halogen, S(O)p—O, O—S(O)p, S(O)p—S(O)p group, or C(O)F, C(O)Cl, C(O)Br, or C(O)I reactive group;
Ra, Ra1, and Ra2 at each occurrence are independently selected from the group consisting of H, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, wherein said alkyl, alkenyl and alkynyl groups are optionally substituted with O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, Br, I, ═O, —CN, NO2, alkylamino, dialkylamino, alkarylamino, arylamino, alkylcarbonyl, aralkylcarbonyl, arylcarbonyl, carboxyl, alkylcarboxylate, alkylamido, dialkylamido, alkylureidoalkyl, alkylureidodialkyl, carbamoylalkyl, carbamoyldialkyl, alkylcarbamoyl, sulfonamidoalkyl, sulfonamidodialkyl, N-alkylsulfonamidoalkyl, N-alkylsulfonamidoalkyl, N-alkylsufonamidodialkyl, alkylamidosulfonate, dialkylamidosulfonate, alkylsulfinyl, alkylsulfonyl, CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCF2CF3 and OCH2CF3; C3-C10 carbocycle, heterocycles, C3-C10 carbocyclylalkyl, heterocyclylalkyl and wherein said C3-C10 carbocycle, heterocycles, C3-C10 carbocyclylalkyl, and heterocyclylalkyl may be optionally substituted with one or more substituents selected from the group consisting of C1-C8 alkyl, O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, Br, I, ═O, —CN, NO2, alkylamino, dialkylamino, alkarylamino, arylamino, alkylcarbonyl, aralkylcarbonyl, arylcarbonyl, carboxyl, alkylcarboxylate, alkylamido, dialkylamido, alkylureidoalkyl, alkylureidodialkyl, carbamoylalkyl, carbamoyldialkyl, alkylcarbamoyl, sulfonamidoalkyl, sulfonamidodialkyl, N-alkylsulfonamidoalkyl, N-alkylsulfonamido-alkyl, N-alkylsufonamidodialkyl, alkylamidosulfonate, dialkylamidosulfonate, alkylsulfinyl, alkylsulfonyl, CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCF2CF3 and OCH2CF3;
alternatively, Ra and Ra1 taken together with the nitrogen to which they are attached form a 4 to 8 membered ring containing from 0-1 additional heteroatoms selected from the group consisting of N, O, and S, wherein said ring may be substituted with Rd;
Rb at each occurrence is independently selected from the group consisting of C1-6 alkyl optionally substituted with Rc1, O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, Br, I, ═O, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, RaNC(O)NRaRa; OC(O)NRaRa1, RaNC(O)O Ra1, S(O)2 NRaRa1, NRaS(O)2Ra2, NRaS(O)2 NRaRa1, OS(O)2 NRaRa1, S(O) pRa2, CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, OCF2CF3 and OCH2CF3; C3-10 carbocyclic residue, and a 5-14 membered heterocyclic system containing from 1-4 heteroatoms selected from the group consisting of N, O, and S, C3-C10 carbocyclyl(C1-8)alkyl, and 5-14 heterocyclyl-(C1-8)alkyl and said C3-10 carbocyclic residue, heterocyclic system, C3-C10 carbocyclyl(C1-8)alkyl, and 5-14 heterocyclyl(C1-8)alkyl are optionally substituted with Rc1;
Rb1 at each occurrence is independently selected from the group consisting of ORa, F, ═O, —CN, NO2, NRaRa1 and S(O)pRa;
Rc at each occurrence is independently selected from the group consisting of C1-6 alkyl optionally substituted with Rc1, ORa, Cl, F, Br, I, ═O, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, RaNC(O)NRaRa, OC(O)NRaRa1, RaNC(O)ORa1, S(O)2NRaRa1, NRaS(O)2 Ra2, NRa S(O)2NRaRa1, OS(O)2NRaRa1, S(O)pRa2, CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, OCF2CF3 and OCH2CF3; a C3-10 carbocyclic residue, and a 5-14 membered heterocyclic system containing from 1-4 heteroatoms selected from the group consisting of N, O, and S, C3-C10 carbocyclyl(C1-8)alkyl, and 5-14 heterocyclyl(C1-8)alkyl; said C3-10 carbocyclic residue, heterocyclic system C3-C10 carbocyclyl(C1-8)alkyl, and 5-14 heterocyclyl(C1-8)alkyl are optionally substituted with Rc1;
Rc1 at each occurrence is independently selected from the group consisting of C1-6 alkyl, ORa, Cl, F, Br, I, ═O, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, OC(O)NRaRa1, RaNC(O)ORa, S(O)2NRaRa1, NRaS(O)2Ra2, NRaS(O)2NRaR1, S(O)pR2, CF3, and CF2CF3, CH2F, and CHF2;
Rd at each occurrence is independently selected from the group consisting of H, C1-6 alkyl optionally substituted with Rc1, ORa, Cl, F, Br, I, ═O, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, RaNC(O)NRaRa, OC(O)NRaRa1, RaNC(O)O Ra1, S(O)2 NRaRa1, NRaS(O)2 Ra2, NRaS(O)2 NRaRa1, OS(O)2 NRaRa1, S(O)pRa2, CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, OCF2CF3 and OCH2CF3; C3-10 carbocyclic residue, and a 5-14 membered heterocyclic system containing from 1-4 heteroatoms selected from the group consisting of N, O, and S, C3-C10 carbocyclyl(C1-8)alkyl, and 5-14 heterocyclyl(C1-8)alkyl; said C3-10 carbocyclic residue, heterocyclic system C3-C10 carbocyclyl(C1-8)alkyl, and 5-14 heterocyclyl(C1-8)alkyl optionally substituted with Rc1;
Rd1at each occurrence is independently selected from the group consisting of H, C1-6 alkyl optionally substituted with Rc1, ORa, Cl, F, Br, I, ═O, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, RaNC(O)NRaRa, OC(O)NRaRa1, RaNC(O)O Ra1, S(O)2 NRaRa, NRaS(O)2 Ra2, NRaS(O)2 NRaRa1, OS(O)2 NRaRa1, S(O)pRa2, CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, OCF2CF3 and OCH2CF3; C3-10 carbocyclic residue, and a 5-14 membered heterocyclic system containing from 1-4 heteroatoms selected from the group consisting of N, O, and S, C3-C10 carbocyclyl(C1-8)alkyl, and 5-14 heterocyclyl(C1-8)alkyl; said C3-10 carbocyclic residue, heterocyclic system C3-C10 carbocyclyl(C1-8)alkyl, and 5-14 heterocyclyl(C1-8)alkyl optionally substituted with Rc1;
alternatively, Rd and Rd1 taken together with the atom to which they are attached form a 4 to 8 membered ring containing from 0-1 heteroatoms selected from the group consisting of N, O, and S, wherein said ring may be substituted with Rd;
Rh at each occurrence is independently selected from the group consisting of ORj, NRjRa, CORj, C(O)ORj, C(O)NRjRa, NRaC(O)NRjRa1, OC(O)NRjRa, S(O)pNRjRa, NRaS(O)pRj, NRaS(O)pNRjRa, C1-4 alkyl substituted with Rc;
Rj at each occurrence is independently selected from the group consisting of CF3, CHF2, CFH2, CF2CF3, C1-C8 alkyl substituted with O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, Br, I, ═O, —CN, NO2, alkylamino, dialkylamino, alkarylamino, arylamino, alkylcarbonyl, aralkylcarbonyl, arylcarbonyl, carboxyl, alkylcarboxylate, alkylamido, dialkylamido, alkylureidoalkyl, alkylureidodialkyl, carbamoylalkyl, carbamoyldialkyl, alkylcarbamoyl, sulfonamidoalkyl, sulfonamidodialkyl, N-alkylsulfonamidoalkyl, N-alkylsulfonamidoalkyl, N-alkylsufonamidodialkyl, alkylamidosulfonate, dialkylamidosulfonate, alkylsulfinyl, alkylsulfonyl, CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, OCF2CF3 and OCH2CF3; C2-C8 alkenyl, C2-C8 alkynyl, wherein said alkenyl and alkynyl groups are optionally substituted with C1-C8 alkyl, O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, Br, I, ═O, —CN, NO2, alkylamino, dialkylamino, alkarylamino, arylamino, alkylcarbonyl, aralkylcarbonyl, arylcarbonyl, carboxyl, alkylcarboxylate, alkylamido, dialkylamido, alkylureidoalkyl, alkylureidodialkyl, carbamoylalkyl, carbamoyldialkyl, alkylcarbamoyl, sulfonamidoalkyl, sulfonamidodialkyl, N-alkylsulfonamidoalkyl, N-alkylsulfonamidoalkyl, N-alkylsufonamidodialkyl, alkylamidosulfonate, dialkylamidosulfonate, alkylsulfinyl, alkylsulfonyl, CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, OCF2CF3 and OCH2CF3; C3-C10 carbocycle, heterocycles, C3-C10 carbocyclylalkyl, heterocyclylalkyl and wherein said C3-C10 carbocycle, heterocycles, C3-C10 carbocyclylalkyl, and heterocyclylalkyl may be optionally substituted with one or more substituents selected from the group consisting of O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, Br, I, ═O, —CN, NO2, alkylamino, dialkylamino, alkarylamino, arylamino, alkylcarbonyl, aralkylcarbonyl, arylcarbonyl, carboxyl, alkylcarboxylate, alkylamido, dialkylamido, alkylureidoalkyl, alkylureidodialkyl, carbamoylalkyl, carbamoyldialkyl, alkylcarbamoyl, sulfonamidoalkyl, sulfonamidodialkyl, N-alkylsulfonamidoalkyl, N-alkylsulfonamido-alkyl, N-alkylsufonamidodialkyl, alkylamidosulfonate, dialkylamidosulfonate, alkylsulfinyl, alkylsulfonyl, CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCF2CF3 and OCH2CF3, with the proviso that said C3-C10 carbocycle can not be a phenyl group and C3-C10 carbocyclylalkyl can not be a benzyl group;
R3 is H or C1-6 alkyl ORa, NRaRa1, and S(O)pRa;
R4 is selected from the group consisting of H, C1-6 alkyl, ORa, NRaRa1, and S(O)pRa;
R5 at each occurrence is selected from the group consisting of C1-10 alkyl substituted with 0-2 Rb, and C1-8 alkyl substituted with 0-2 Re;
Rc at each occurrence is selected from the group consisting of phenyl substituted with 0-2 Rb and biphenyl substituted with 0-2 Rb;
R6 at each occurrence is selected from the group consisting of phenyl, naphthyl, C1-10 alkyl-phenyl-C1-6 alkyl-, C3-11 cycloalkyl, C1-6 alkylcarbonyloxy-C1-3 alkyl-, C1-6 alkoxycarbonyloxy-C1-3 alkyl-, C2-10 alkoxycarbonyl, C3-6 cycloalkylcarbonyloxy-C1-3 alkyl-, C3-6 cycloalkoxycarbonyloxy-C1-3 alkyl-, C3-6 cycloalkoxycarbonyl, phenoxycarbonyl, phenyloxycarbonyloxy-C1-3 alkyl-, phenylcarbonyloxy-C1-3 alkyl-, C1-6 alkoxy-C1-6 alkylcarbonyloxy-C1-3 alkyl-, [5-(C1-C5 alkyl)-1,3-dioxa-cyclopenten-2-one-yl]methyl, [5-(Ra) 1,3-dioxa-cyclopenten-2-one-yl]methyl, (5-aryl-1,3-dioxa-cyclopenten-2-one-yl)methyl, —C1-10 alkyl-NR7, R7a, —CH(R8)OC(O)R9, and —CH(R8)OC(O)OR9;
alternatively, R4 and R6 can be taken together to form a 5-10 membered ring optionally substituted with Rc;
R7 is selected from the group consisting of H, C1-10 alkyl, C2-6 alkenyl, C3-6 cycloalkyl-C1-3 alkyl-, and phenyl-C1-6 alkyl-;
R7a is selected from the group consisting of H, C1-10 alkyl, C2-6 alkenyl, C3-6 cycloalkyl-C1-3 alkyl-, and phenyl-C1-6 alkyl-;
R8 is selected from the group consisting of H and C1-4 linear alkyl;
R9 is selected from the group consisting of H, C1-8 alkyl substituted with 1-2R1, C3-8 cycloalkyl substituted with 1-2 Rf, and phenyl substituted with 0-2 Rb;
Rf at each occurrence is selected from the group consisting of H, C1-4 alkyl, C3-8 cycloalkyl, C1-5 alkoxy, and phenyl substituted with 0-2 Rb;
p at each occurrence is 0, 1, and 2; and
r at each occurrence is 0, or an integer from 1 to 10.
2. A compound according to claim 1 wherein the compound is of formula IIA:
Figure US20050113344A1-20050526-C00167
wherein ring A is a 4-10 membered non-aromatic carbocycle or heterocycle comprising carbon atoms, 0-1 carbonyl groups and from 0-2 ring heteroatoms selected from the group consisting of O, N, NR, provided that ring A contains other than a O—O bond;
n′ is 1 or 2;
Z is selected from the group consisting of —CO2H, —CH2CO2H, —CONHOH, —CONHOR5, —NHRa, —N(OH)C(O)R5, —N(OH)CHO, —SH, —CH2SH, and
P is -D-E-G-Q-L-T-X-Y, wherein
D is absent or is selected from the group consisting of O, NRa1, C(O), C(O)O, OC(O), C(O)NRa1, NRa1C(O), OC(O)NRa1, NRa1C(O)O, NRa1C(O)NRa1, S(O)p, S(O)pNRa1, and NRa1S(O)p;
E is absent or is selected from the group consisting of C1-10alkylene, C2-10 alkenylene, and C2-10 alkynylene;
G is absent or is selected from the group consisting of Q, NRa1, S(O)p, and C(O);
Q is absent or is selected from the group consisting of a C3-13 carbocycle substituted with 0-5 Rb, and a 5-14 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and said heterocycle being substituted with 0-5 Rb;
L is absent or is selected from the group consisting of O, NRa1, C(O), C(O)O, OC(O), C(O)NRa1, NRa1C(O), OC(O)NRa1, NRa1C(O)O, S(O)p, S(O)pNRa1, and NRa1S(O)p;
T is absent or is selected from the group consisting of C1-10 alkylene, C2-10 alkenylene, and C2-10 alkynylene;
X is absent or is selected from the group consisting of O, NRa1, S(O)p, and C(O);
Y is selected from the group consisting of H, a C3-10 carbocycle substituted with 0-5 Rc and a 5-10 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and said heterocycle being substituted with 0-5 Rc,
provided that D, E, G, Q, L, T, X and Y do not combine to form a N—N, N—O, O—N, O—O, S(O)p—O, O—S(O)p or S(O)p—S(O)p group;
R, at each occurrence, is independently selected from (C1-10 alkylene substituted with 1-3 Rb1)-M, (C2-10 alkenylene substituted with 1-3 Rb1)-M, (C2-10 alkynylene substituted with 1-3 Rb1)-M, OH, Cl, F, Cl, —CN, NO2, CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, O(CRdRd1)r-M, NRa(CRdRd1)r-M, OC(O)(CRdRd1)r-M, NRaC(O)(CRdRd1)r-M, OC(O)O(CRdRd1)r-M, OC(O)NRa(CRdRd1)r-M, NRaC(O)O(CRdRd1)r-M, NRaC(O)NRa1(CRdRd1)r-M, S(O)p(CRdRd1)r-M, S(O)2NRa(CRdRd1)r-M, NRaS(O)2(CRdRd1)r-M, C(═NCN)NRa1Ra2; C(═C(H)(NO2))NRa1Ra2; a C3-10 carbocycle substituted with 0-5 Rd, and a 5-10 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, S(O)p and said heterocycle being substituted with 0-5 Rd;
alternatively, two R, together with a carbon atom on A, form the group CA═CRdRd1, where the atom CA is said atom on A;
M is selected from the group consisting of H, C2-10 alkenylene substituted with 0-3 Rb, C2-10 alkynylene substituted with 0-3 Rb1, ORa, Cl, F, Br, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, RaNC(O)NRaRa1, OC(O)NRaRa, NRaC(O)ORa, NRaC(O)Ra, S(O)2NRaRa1, NRaS(O)2Ra2, S(O)pRa2, CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, a C3-10 carbocycle substituted with 0-5 Rd, and a 5-10 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, S(O)p and said heterocycle being substituted with 0-5 Rd;
alternatively, R, at each occurrence, is independently selected from C1-10 alkylene-M1, C2-10 alkenylene-M1, C2-10 alkynylene-M1, (CRdRd1)rO(CRdRd1)r-M 1, (CRdRd1)rNRa(CRdRd1)r M1, (CRdRd1)rC(O)(CRdRd1)r-M1, (CRdRd1)rC(O)O(CRdRd1)r-M1, (CRdRd1)rOC(O)(CRdRd1)r-M1 (CRdRd1)rC(O)NRa(CRdRd1)r-M1, (CRdRd1)rNRaC(O)(CRdRd1)r-M1, (CRdRd1)rOC(O)O(CRdRd1)r-M1, (CRdRd1)rOC(O)NRa(CRdRd1)r-M1, (CRdRd1)rNRaC(O)O(CRd1Rd1)r-M1, (CRdRd1)rNRaC(O)NRa1(CRdRd1)r-M1, (CRdRd1)rS(O)p(CRdRd1)r-M1, (CRdRd1)rS(O)2NRa(CRdRd1)r-M1, and (CRdRd1)rNRaS(O)2(CRdRd1)r-M1;
M1is selected from the group consisting of ORa, Cl, F, Br, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, RaNC(O)NRaRa1, OC(O)NRaRa1, RaNC(O)ORa1, S(O)2NRaRa1, NRaS(O)2Ra2, NRaS(O)2NRaRa1, OS(O)2NRaRa1, S(O)pRa2, CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, and a 5-10 membered non-aromatic heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, S(O)p and said heterocycle being substituted with 0-5 Rd; a C3-C10 carbocycle, C5-C10 heterocycle and wherein said C3-C10 carbocycle and C5-C10 heterocycle are substituted with 1-3 Rh, and CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, OCF2CF3 and OCH2CF3;
alternatively, when two R groups are attached to adjacent ring A atoms, together with the atoms to which they are attached they may form a 3-8 membered saturated, partially saturated or unsaturated ring comprised of carbon atoms and 0-3 heteroatoms selected from the group consisting of N, NRa, O, and S(O)p, wherein said ring may be benzene-fused and/or substituted with Rd;
alternatively, when two R groups are attached to the same ring A carbon, together with the carbon to which they are attached they may form a 3-8 membered saturated, partially saturated or unsaturated spiro-ring comprised of carbon atoms and 0-3 heteroatoms selected from the group consisting of N, NRa, O, and S(O)p, wherein said spiro-ring may be benzene-fused and/or substituted with Rd;
provided that either two R or M, M1 and the atom to which they are attached do not combine to form a N—N, N—O, O—N, O—O, N-halogen, O-halogen, S-halogen, S(O)p—O, O—S(O)p, S(O)p—S(O)p group, or C(O)F, C(O)Cl, C(O)Br, or C(O)I reactive group;
Ra, Ra1, and Ra2 at each occurrence are independently selected from the group consisting of H, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, wherein said alkyl, alkenyl and alkynyl groups are optionally substituted with O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, —CN, alkylamino, dialkylamino, alkarylamino, arylamino, alkylcarbonyl, aralkylcarbonyl, arylcarbonyl, carboxyl, alkylcarboxylate, alkylamido, dialkylamido, alkylureidoalkyl, alkylureidodialkyl, carbamoylalkyl, carbamoyldialkyl, alkylcarbamoyl, sulfonamidoalkyl, sulfonamidodialkyl, N-alkylsulfonamidoalkyl, N-alkylsulfonamidoalkyl, N-alkylsufonamidodialkyl, alkylamidosulfonate, dialkylamidosulfonate, alkylsulfinyl, alkylsulfonyl, CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, and OCH2CF3; C3-C10 carbocycle, heterocycles, C3-C10 carbocyclylalkyl, heterocyclylalkyl and wherein said C3-C10 carbocycle, heterocycles, C3-C10 carbocyclylalkyl, and heterocyclylalkyl may be optionally substituted with one or more substituents selected from the group consisting of C1-C8 alkyl, O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, Br, ═O, —CN, NO2, alkylamino, dialkylamino, alkarylamino, arylamino, alkylcarbonyl, aralkylcarbonyl, arylcarbonyl, carboxyl, alkylcarboxylate, alkylamido, dialkylamido, alkylureidoalkyl, alkylureidodialkyl, carbamoylalkyl, carbamoyldialkyl, alkylcarbamoyl, sulfonamidoalkyl, sulfonamidodialkyl, N-alkylsulfonamidoalkyl, N-alkylsulfonamido-alkyl, N-alkylsufonamidodialkyl, alkylamidosulfonate, dialkylamidosulfonate, alkylsulfinyl, alkylsulfonyl, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, and OCH2CF3;
alternatively, Raand Ra1 taken together with the nitrogen to which they are attached form a 3 to 8 membered ring containing from 0-1 additional heteroatoms selected from the group consisting of N, O, and S, wherein said ring may be substituted with Rd;
Rb at each occurrence is independently selected from the group consisting of C1-6 alkyl optionally substituted with Rc1, O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, RaNC(O)NRaRa, OC(O)NRaRa1, RaNC(O)O Ra1, S(O)2 NRaRa1, NRaS(O)2Ra2, NRaS(O)2 NRaRa1, OS(O)2 NRaRa1, S(O) pRa2, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; C3-10 carbocyclic residue, and a 5-10 membered heterocyclic system containing from 1-4 heteroatoms selected from the group consisting of N, O, and S, C3-C10 carbocyclyl(C1-8)alkyl, and 5-10 heterocyclyl-(C1-8)alkyl and said C3-10 carbocyclic residue, heterocyclic system, C3-C10 carbocyclyl(C1-8)alkyl, and 5-10 heterocyclyl(C1-8)alkyl are optionally substituted with Rc1;
Rb1 at each occurrence is independently selected from the group consisting of ORa, F, ═O, —CN, NO2, NRaRa1 and S(O)pRa;
Rc at each occurrence is independently selected from the group consisting of C1-6 alkyl optionally substituted with Rc1, ORa, Cl, F, —CN, NO2, NRaRai, C(O)Ra, C(O)ORa, C(O)NRaRa1, RaNC(O)NRaOC(O)NRaRa1, RaNC(O)ORa1, S(O)2 NRaS(O)2Ra2, NRaS(O)2 NRaRa1, S(O)pRa2, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; a C3-10 carbocyclic residue, and a 5-10 membered heterocyclic system containing from 1-4 heteroatoms selected from the group consisting of N, O, and S, C3-C10 carbocyclyl(C1-8)alkyl, and 5-10 heterocyclyl(C1-8)alkyl; said C3-10 carbocyclic residue, heterocyclic system, C3-C10 carbocyclyl(C1-8)alkyl, and 5-14 heterocyclyl(C1-8)alkyl are optionally substituted with Rc1;
Rc1 at each occurrence is independently selected from the group consisting of C1-6 alkyl, ORa, Cl, F, Br, ═O, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, OC(O)NRaRa1, RaNC(O)ORa, S(O)2NRaRa1, NRaS(O)2Ra2, S(O)pRa2, CF3, and CH2F, and CHF2;
Rd at each occurrence is independently selected from the group consisting of H, C1-6 alkyl optionally substituted with Rc1, ORa, Cl, F, Br, ═O, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRaI, RaNC(O)NRaRa, OC(O)NRaRa1, RaNC(O)ORa1, S(O)2 NRaRa1, NRaS(O)2 Ra2, OS(O)2 NRaRa1, S(O)pRa2, CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; C3-10 carbocyclic residue, and a 5-10 membered heterocyclic system containing from 1-4 heteroatoms selected from the group consisting of N, O, and S, C3-C10 carbocyclyl(C1-8)alkyl, and 5-14 heterocyclyl(C1-8)alkyl; said C3-10 carbocyclic residue, heterocyclic system C3-C10 carbocyclyl(C1-8)alkyl, and 5-10 heterocyclyl(C1-8)alkyl optionally substituted with Rc1;
Rd1at each occurrence is independently selected from the group consisting of H, C1-6 alkyl optionally substituted with Rc1, ORa, Cl, F, —CN, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, RaNC(O)NRaRa; OC(O)NRaRa1, RaNC(O)O Ra1, S(O)2 NRaRa1, NRaS(O)2Ra2, S(O) CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; C3-10 carbocyclic residue, and a 5-10 membered heterocyclic system containing from 1-4 heteroatoms selected from the group consisting of N, O, and S, C3-C10 carbocyclyl(C1-8)alkyl, and 5-10 heterocyclyl(C1-8)alkyl; said C3-10 carbocyclic residue, heterocyclic system C3-C10 carbocyclyl(C1-8)alkyl, and 5-14 heterocyclyl(C1-8)alkyl optionally substituted with Rc1;
alternatively, Rd and Rd1 taken together with the atom to which they are attached form a 4 to 8 membered ring containing from 0-1 heteroatoms selected from the group consisting of N, O, and S, wherein said ring may be substituted with Rd;
Rh at each occurrence is independently selected from the group consisting of ORj, NRjRa, CORj, C(O)ORj, C(O)NRjRa, NRaC(O)NRjRa1, OC(O)NRjRa, S(O)pNjRa1, NRaS(O)pRj, C1-6 alkyl substituted with Rc.
Rj at each occurrence is independently selected from the group consisting of CF3, CHF2, CH2F, CF2CF3, C1-C8 alkyl substituted with O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, —CN, alkylamino, dialkylamino, alkarylamino, arylamino, carboxyl, alkylcarboxylate, alkylamido, dialkylamido, alkylureidoalkyl, alkylureidodialkyl, carbamoylalkyl, carbamoyldialkyl, alkylcarbamoyl, sulfonamidoalkyl, sulfonamidodialkyl, N-alkylsulfonamidoalkyl, N-alkylsulfonamidoalkyl, N-alkylsufonamidodialkyl, alkylamidosulfonate, dialkylamidosulfonate, alkylsulfonyl, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; C2-C8 alkenyl, C2-C8 alkynyl, wherein said alkenyl and alkynyl groups are optionally substituted with C1-C8 alkyl, O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, —CN, alkylamino, dialkylamino, alkarylamino, arylamino, carboxyl, alkylcarboxylate, alkylamido, dialkylamido, alkylureidoalkyl, alkylureidodialkyl, carbamoylalkyl, carbamoyldialkyl, alkylcarbamoyl, sulfonamidoalkyl, sulfonamidodialkyl, N-alkylsulfonamidoalkyl, N-alkylsulfonamidoalkyl, N-alkylsufonamidodialkyl, alkylamidosulfonate, dialkylamidosulfonate, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; C3-C10 carbocycle, 5-10 membered heterocycles, C3-C10 carbocyclylalkyl, heterocyclylalkyl and wherein said C3-C10 carbocycle, heterocycles, C3-C10 carbocyclylalkyl, and heterocyclylalkyl may be optionally substituted with one or more substituents selected from the group consisting of O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, —CN, NO2, alkylamino, dialkylamino, alkarylamino, arylamino, carboxyl, alkylcarboxylate, alkylamido, dialkylamido, alkylureidoalkyl, alkylureidodialkyl, carbamoylalkyl, carbamoyldialkyl, alkylcarbamoyl, sulfonamidoalkyl, sulfonamidodialkyl, N-alkylsulfonamidoalkyl, N-alkylsulfonamido-alkyl, N-alkylsufonamidodialkyl, alkylamidosulfonate, dialkylamidosulfonate, alkylsulfonyl, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, and OCH2CF3, with the proviso that said C3-C10 carbocycle can not be a phenyl group and C3-C10 carbocyclylalkyl can not be a benzyl group;
R5 at each occurrence is selected from the group consisting of C1-10 alkyl substituted with 0-2 Rb, and C1-8 alkyl substituted with 0-2 Re;
Rc at each occurrence is selected from the group consisting of phenyl substituted with 0-2 Rb and biphenyl substituted with 0-2 Rb;
p at each occurrence is 0, 1, and 2; and
r at each occurrence is 0, or an integer from 1 to 10.
3. A compound according to claim 2 wherein the compound is selected from the group consisting of formula IIIA or IVA:
Figure US20050113344A1-20050526-C00168
wherein ring A is a 5-7 membered non-aromatic carbocycle or heterocycle comprising carbon atoms, 0-1 carbonyl groups and from 0-2 ring heteroatoms selected from the group consisting of O, N, NR, provided that ring A contains other than a O—O bond;
n′ is 1 or 2;
P is -D-E-G-Q-L-T-X-Y, wherein
D is absent or is selected from the group consisting of O, NRa1, C(O), C(O)NRa1, NRa1C(O), OC(O)NRa1, NRa1C(O)O, NRa1C(O)NRa1, S(O)p, S(O)pNRa1, and NRa1S(O)p;
E is absent or is selected from the group consisting of C1-10alkylene, C2-10 alkenylene, and C2-10 alkynylene;
G is absent or is selected from the group consisting of O, NRa1, S(O)p, and C(O);
Q is absent or is selected from the group consisting of a C3-13 carbocycle substituted with 0-5 Rb, and a 5-14 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and said heterocycle being substituted with 0-5 Rb;
L is absent or is selected from the group consisting of O, NRa1, C(O), C(O)NRa1, NRa1C(O), OC(O)NRa1, NRa1C(O)O, S(O)p, S(O)pNRa1, and NRa1S(O)p;
T is absent or is selected from the group consisting of C1-10 alkylene, C2-10 alkenylene, and C2-10 alkynylene;
X is absent or is selected from the group consisting of O, NRa, S(O)p, and C(O);
Y is selected from the group consisting of H, a C5-7 carbocycle substituted with 0-5 Rc and a 5-6 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and said heterocycle being substituted with 0-5 Rc;
provided that D, E, G, Q, L, T, X and Y do not combine to form a N—N, N—O, O—N, O—O, S(O)p—O, O—S(O)p or S(O)p—S(O)p group;
R, at each occurrence, is independently selected from (C1-10 alkylene substituted with 1-3 Rb1)-M, (C2-10 alkenylene substituted with 1-3 Rb1)-M, (C2-10 alkynylene substituted with 1-3 R1)-M, OH, F, Cl, —CN, NO2, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, O(CRdRd1)r-M, NRa(CRdRd1)r-M, OC(O)(CRdRd1)r-M, NRaC(O)(CRdRd1)r-M, OC(O)O(CRdRd1)r-M, OC(O)NRa(CRdRd1)r-M, NRaC(O)O(CRdRd1)r-M, NRaC(O)NRa1(CRdRd1)r-M, S(O)p(CRdRd1)r-M, S(O)2NRa(CRdRd1)r-M, NRaS(O)2(CRdRd1)r M, C(═NCN)NRa1Ra2; C(═C(H)(NO2))NRa1Ra2; a C3-10 carbocycle substituted with 0-5 Rd, and a 5-10 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, S(O)p and said heterocycle being substituted with 0-5 Rd;
alternatively, two R, together with a carbon atom on A, form the group CA═CRdRd1, where the atom CA is said atom on A;
M is selected from the group consisting of H, C2-10 alkenylene substituted with 0-3 Rb1, C2-10 alkynylene substituted with 0-3 Rb1, ORa, Cl, F, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, RaNC(O)NRaRa1, OC(O)NRaRa1, NRaC(O)ORa, NRaC(O)Ra, S(O)2NRaRa1, NRaS(O)2Ra2, S(O)pRa2, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, a C3-10 carbocycle substituted with 0-5 Rd, and a 5-10 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, S(O)p and said heterocycle being substituted with 0-5 Rd;
alternatively, R, at each occurrence, is independently selected C1-10 alkylene-M1, C2-10 alkenylene-M1, C2-10 alkynylene-M1, (CRdRd1)rO(CRdRd1)r-M1, (CRdRd1)rNRa(CRdRd1)r-M1, (CRdRd1)r C(O)(CRdRd1)r-M 1, (CRdRd1)rC(O)O(CRdRd1)r-M1, (CRdRd1)rOC(O)(CRdRd1)r-M1, (CRdRd1)rC(O)NRa(CRdRd1)r-M1, (CRdRd1)rNRaC(O)(CRdRd1)r-M1, (CRdRd1)rOC(O)O(CRdRd1)r-M1, (CRdRd1)rOC(O)NRa(CRdRd1)r-M1, (CRdRd1)rNRaC(O)O(CRdRd1)r-M1, (CRdRd1)rNRaC(O)NRa(CRdRd1)r-M1, (CRdRd1)rS(O)p(CRdRd1)r-M1, (CRdRd1)rS(O)2NRa(CRdRd1)r-M1, and (CRdRd1)rNRaS(O)2(CRdRd1)r-M1;
M1 is selected from the group consisting of ORa, Cl, F, Br, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, RaNC(O)NRaRa1, OC(O)NRaRa1, RaNC(O)ORa, S(O)2NRaRa1, NRaS(O)2Ra2, OS(O)2NRaRa1, S(O)pRa2, CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, and a 5-10 membered non-aromatic heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, S(O)p and said heterocycle being substituted with 0-5 Rd; a C3-C10 carbocycle, C5-C10 heterocycle and wherein said C3-C10 carbocycle and C5-C10 heterocycle are substituted with 1-3 Rh, and CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, OCF2CF3 and OCH2CF3;
provided that either two R or M, M1 and the atom to which they are attached do not combine to form a N—N, N—O, O—N, O—O, N-halogen, O-halogen, S-halogen, S(O)p—O, O—S(O)p, S(O)p—S(O)p group, or C(O)F, C(O)Cl, C(O)Br, or C(O)I reactive group;
Ra; Ra1, and Ra2 at each occurrence are independently selected from the group consisting of H, C1-C8 alkyl, C2-C8 alkenyl, C2-C8alkynyl; C3-C10 carbocycle, heterocycles, C3-C10 carbocyclylalkyl, heterocyclylalkyl;
alternatively, Ra and Ra1 taken together with the nitrogen to which they are attached form a 3 to 8 membered ring containing from 0-1 additional heteroatoms selected from the group consisting of N, O, and S, wherein said ring may be substituted with Rd;
Rb at each occurrence is independently selected from the group consisting of C1-6 alkyl optionally substituted with Rc1, O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, RaNC(O)NRaRa; OC(O)NRaRa1, RaNC(O)O Ra1, S(O)2 NRaRa1, NRaS(O)2Ra2, NRaS(O)2 NRaRa1, OS(O)2 NRaRa1, S(O) pRa2, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; C3-10 carbocyclic residue, and a 5-10 membered heterocyclic system containing from 1-4 heteroatoms selected from the group consisting of N, O, and S, C3-C10 carbocyclyl(C1-8)alkyl, and 5-10 heterocyclyl-(C1-8)alkyl and said C3-10 carbocyclic residue, heterocyclic system, C3-C10 carbocyclyl(C1-8)alkyl, and 5-10 heterocyclyl(C1-8)alkyl are optionally substituted with Rc1;
Rb1 at each occurrence is independently selected from the group consisting of ORa, F, —CN, NRaRa1 and S(O)pRa;
Rc at each occurrence is independently selected from the group consisting of C1-6 alkyl optionally substituted with Rc1, ORa, Cl, F, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, RaNC(O)NRaRa; OC(O)NRaRa1, RaNC(O)O Ra1, S(O)2 NRaRa1, NRaS(O)2Ra2, NRaS(O)2 NRaRa1, S(O)pRa2, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; a C3-10 carbocyclic residue, and a 5-10 membered heterocyclic system containing from 1-4 heteroatoms selected from the group consisting of N, O, and S, C3-C10 carbocyclyl(C1-8)alkyl, and 5-10 heterocyclyl(C1-8)alkyl; said C3-10 carbocyclic residue, heterocyclic system, C3-C10 carbocyclyl(C1-8)alkyl, and 5-14 heterocyclyl(C1-8)alkyl are optionally substituted with Rc1;
Rc1 at each occurrence is independently selected from the group consisting of C1-6 alkyl, ORa, Cl, F, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, OC(O)NRaRa1, RaNC(O)ORa, S(O)2NRaRa1, NRaS(O)2Ra2, S(O)pRa2, CF3, and CH2F, and CHF2;
Rd at each occurrence is independently selected from the group consisting of H, C1-6 alkyl optionally substituted with Rc1, ORa, Cl, F, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, RaNC(O)NRaRa; OC(O)NRaRa1, RaNC(O)O Ra1, S(O)2 NRaRa1, NRaS(O)2Ra2, S(O) pRa2, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; C3-10 carbocyclic residue, and a 5-10 membered heterocyclic system containing from 1-4 heteroatoms selected from the group consisting of N, O, and S, C3-C10 carbocyclyl(C1-8)alkyl, and 5-14 heterocyclyl(C1-8)alkyl; said C3-10 carbocyclic residue, heterocyclic system C3-C10 carbocyclyl(C1-8)alkyl, and 5-10 heterocyclyl(C1-8)alkyl optionally substituted with Rc1.
Rd1 at each occurrence is independently selected from the group consisting of H, C1-6 alkyl optionally substituted with Rc1, ORa, Cl, F, —CN, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, RaNC(O)NRaRa; OC(O)NRaRa1, RaNC(O)ORa, S(O)2 NRaRa1, NRaS(O)2Ra2, S(O)pRa2, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; C3-10 carbocyclic residue, and a 5-10 membered heterocyclic system containing from 1-4 heteroatoms selected from the group consisting of N, O, and S, C3-C10 carbocyclyl(C1-8)alkyl, and 5-10 heterocyclyl(C1-8)alkyl; said C3-10 carbocyclic residue, heterocyclic system C3-C10 carbocyclyl(C1-8)alkyl, and 5-14 heterocyclyl(C1-8)alkyl optionally substituted with Rc1;
alternatively, Rd and Rd1 taken together with the atom to which they are attached form a 4 to 8 membered ring containing from 0-1 heteroatoms selected from the group consisting of N, O, and S, wherein said ring may be substituted with Rd;
Rh at each occurrence is independently selected from the group consisting of ORj, NRjRa, CORj, C(O)ORj, C(O)NRjRa, NRaC(O)NRjRa1, OC(O)NRjRa, S(O)pNRjRa, NRaS(O)pRj, C-6 alkyl substituted with Rc.
Rj at each occurrence is independently selected from the group consisting of CF3, CHF2, CH2F, CF2CF3, C1-C8 alkyl substituted with O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, —CN, alkylamino, dialkylamino, alkarylamino, arylamino, carboxyl, alkylcarboxylate, alkylamido, dialkylamido, alkylureidoalkyl, alkylureidodialkyl, carbamoylalkyl, carbamoyldialkyl, alkylcarbamoyl, sulfonamidoalkyl, sulfonamidodialkyl, N-alkylsulfonamidoalkyl, N-alkylsulfonamidoalkyl, N-alkylsufonamidodialkyl, alkylamidosulfonate, dialkylamidosulfonate, alkylsulfonyl, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; C2-C8 alkenyl, C2-C8 alkynyl, wherein said alkenyl and alkynyl groups are optionally substituted with C1-C8 alkyl, O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, —CN, alkylamino, dialkylamino, alkarylamino, arylamino, carboxyl, alkylcarboxylate, alkylamido, dialkylamido, alkylureidoalkyl, alkylureidodialkyl, carbamoylalkyl, carbamoyldialkyl, alkylcarbamoyl, sulfonamidoalkyl, sulfonamidodialkyl, N-alkylsulfonamidoalkyl, N-alkylsulfonamidoalkyl, N-alkylsufonamidodialkyl, alkylamidosulfonate, dialkylamidosulfonate, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; C3-C10 carbocycle, 5-10 membered heterocycles, C3-C10 carbocyclylalkyl, heterocyclylalkyl and wherein said C3-C10 carbocycle, heterocycles, C3-C10 carbocyclylalkyl, and heterocyclylalkyl may be optionally substituted with one or more substituents selected from the group consisting of O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, —CN, NO2, alkylamino, dialkylamino, alkarylamino, arylamino, carboxyl, alkylcarboxylate, alkylamido, dialkylamido, alkylureidoalkyl, alkylureidodialkyl, carbamoylalkyl, carbamoyldialkyl, alkylcarbamoyl, sulfonamidoalkyl, sulfonamidodialkyl, N-alkylsulfonamidoalkyl, N-alkylsulfonamido-alkyl, N-alkylsufonamidodialkyl, alkylamidosulfonate, dialkylamidosulfonate, alkylsulfonyl, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, and OCH2CF3, with the proviso that said C3-C10 carbocycle can not be a phenyl group and C3-C10 carbocyclylalkyl can not be a benzyl group;
p at each occurrence is 0, 1, and 2; and
r at each occurrence is 0, or an integer from 1 to 10.
4. A compound according to claim 3 wherein the compound is of formula III wherein:
ring A is a 5-7 membered non-aromatic carbocycle or heterocycle comprising carbon atoms, and from 1-2 ring heteroatoms selected from the group consisting of O, N, NR, provided that ring A contains other than a O—O bond;
P is -D-Q-L-Y, wherein
D is absent or is selected from the group consisting of O, NRa1, C(O), C(O)NRa1, NRa1C(O), S(O)p, S(O)pNRa1, and NRa1S(O)p;
Q is absent or is selected from the group consisting of a C3-13 carbocycle substituted with 0-5 Rb, and a 5-14 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and said heterocycle being substituted with 0-5 Rb;
L is absent or is selected from the group consisting of O, NRa1, C(O), C(O)NRa1, S(O)p, S(O)pNRa1, and NRa1S(O)p;
Y is selected from the group consisting of H, a C5-7 carbocycle substituted with 0-5 Rc and a 5-6 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and said heterocycle being substituted with 0-5 Rc;
provided that D, Q, L and Y do not combine to form a N—N, N—O, O—N, O—O, S(O)p—O, O—S(O)p or S(O)p—S(O)p group;
R, at each occurrence, is independently selected from (C1-10 alkylene substituted with 1-3 Rb1)-M, (C2-10 alkenylene substituted with 1-3 Rb1)-M, (C2-10 alkynylene substituted with 1-3 Rb1)-M, OH, F, Cl, —CN, NO2, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, O(CRdRd1)r-M, NRa(CRdRd1)rM, OC(O)(CRdRd1)r-M, NRaC(O)(CRdRd1)r-M, OC(O)O(CRdRd1l)r-M, OC(O)NRa(CRdRd1)r-M, NRaC(O)O(CRdRd1)r-M, NRaC(O)NRa1(CRdRd1)r-M, S(O)p(CRdRd1)r-M, S(O)2NRa(CRdRd1)r-M, NRaS(O)2(CRdRd1)r M, C(═NCN)NRa1Ra2; C(═C(H)(NO2))NRa1Ra2; a C3-10 carbocycle substituted with 0-5 Rd, and a 5-10 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, S(O)p and said heterocycle being substituted with 0-5 Rd;
alternatively, two R, together with a carbon atom on A, form the group CA=CRdRd1, where the atom CA is said atom on A;
M is selected from the group consisting of H, C2-10 alkenylene substituted with 0-3 R C2-10 alkynylene substituted with 0-3 Rb1, ORa, Cl, F, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, RaNC(O)NRaRa1, OC(O)NRaRa1, NRaC(O)ORa, NRaC(O)Ra, S(O)2NRaRa1, NRaS(O)2Ra2, S(O)pRa2, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, a C3-10 carbocycle substituted with 0-5 Rd, and a 5-10 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, S(O)p and said heterocycle being substituted with 0-5 Rd;
alternatively, R, at each occurrence, is independently selected from C1-10 alkylene-M1, C2-10 alkenylene-M1, C2-10 alkynylene-M1, (CRdRd1)rO(CRdRd1)r-M1, (CRdRd1)rNRa(CRdRd1)r-M1, (CRdRd1)rC(O)(CRdRd1)r-M1, (CRdRd1)rC(O)O(CRdRd1)r-M1, (CRdRd1)rOC(O)(CRdRd1)r-M1, (CRdRd1)rC(O)NRa(CRdRd1)r-M1, (CRdRd1)rNRaC(O)(CRdRd1)r-M, (CRdRd1)rOC(O)O(CRdRd1)r-M1, (CRdRd1)rOC(O)NRa(CRdRd1l)r-M1, (CRdRd1)rNRaC(O)O(CRdRd1)r-M l, (CRdRd1)rNRaC(O)NRa(CRdRd1l)r-M1, (CRdRd1)rS(O)p(CRdRd1)r-M l, (CRdRd1)rS(O)2NRa(CRdRd1)r-M1, and (CRdRd1)rNRaS(O)2(CRdRd1)r-M1;
M1 is selected from the group consisting of ORa, Cl, F, Br, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, RaNC(O)NRaRa1, OC(O)NRaRa1, RaNC(O)ORa, S(O)2NRaRa1, NRaS(O)2Ra2, OS(O)2NRaRa1, S(O)pRa2, CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, and a 5-10 membered non-aromatic heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, S(O)p and said heterocycle being substituted with 0-5 Rd; a C3-C10 carbocycle, C5-C10 heterocycle and wherein said C3-C10 carbocycle and C5-C10 heterocycle are substituted with 1-3 Rh, and CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, OCF2CF3 and OCH2CF3;
provided that either two R or M, M1 and the atom to which they are attached do not combine to form a N—N, N—O, O—N, O—O, N-halogen, Q-halogen, S-halogen, S(O)p—O, O—S(O)p, S(O)p—S(O)p group, or C(O)F, C(O)Cl, C(O)Br, or C(O)I reactive group;
Ra; Ra1, and Ra2 at each occurrence are independently selected from the group consisting of H, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl; C3-C10 carbocycle, heterocycles, C3-C10 carbocyclylalkyl, heterocyclylalkyl;
alternatively, Ra and Ra1 taken together with the nitrogen to which they are attached form a 3 to 8 membered ring containing from 0-1 additional heteroatoms selected from the group consisting of N, O, and S, wherein said ring may be substituted with Rd;
Rb at each occurrence is independently selected from the group consisting of C1-6 alkyl optionally substituted with Rc1, O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, RaNC(O)NRaRa; OC(O)NRaRa1, RaNC(O)O Ra1, S(O)2 NRaRa1, NRaS(O)2Ra2, NRaS(O)2 NRaRa1, OS(O)2 NRaRa1, S(O) pRa, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; C3-10 carbocyclic residue, and a 5-10 membered heterocyclic system containing from 1-4 heteroatoms selected from the group consisting of N, O, and S, C3-C10 carbocyclyl(C1-8)alkyl, and 5-10 heterocyclyl-(C1-8)alkyl and said C3-10 carbocyclic residue, heterocyclic system, C3-C10 carbocyclyl(C1-8)alkyl, and 5-10 heterocyclyl(C1-8)alkyl are optionally substituted with Rc1;
Rb1 at each occurrence is independently selected from the group consisting of ORa, F, —CN, NRaRa1and S(O)pRa;
Rc at each occurrence is independently selected from the group consisting of C1-6 alkyl optionally substituted with Rc1, ORa, Cl, F, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, RaNC(O)NRaRa; OC(O)NRaRa1, RaNC(O)ORa1, S(O)2 NRaRa1, NRaS(O)2 Ra2, NRaS(O)2 NRaRa1, S(O)pRa2, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; a C3-10 carbocyclic residue, and a 5-10 membered heterocyclic system containing from 1-4 heteroatoms selected from the group consisting of N, O, and S, C3-C10 carbocyclyl(C1-8)alkyl, and 5-10 heterocyclyl(C1-8)alkyl; said C3-10 carbocyclic residue, heterocyclic system, C3-C10 carbocyclyl(C1-8)alkyl, and 5-14 heterocyclyl(C1-8)alkyl are optionally substituted with Rc1;
Rc1at each occurrence is independently selected from the group consisting of C1-6 alkyl, ORa, Cl, F, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, OC(O)NRaRa1, RaNC(O)ORa, S(O)2NRaRa1, NRaS(O)2Ra2, S(O)pRa2, CF3, and CH2F, and CHF2;
Rd at each occurrence is independently selected from the group consisting of H, C1-6 alkyl optionally substituted with Rc1, ORa, Cl, F, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, RaNC(O)NRaRa; OC(O)NRaRa1, RaNC(O)O Ra1, S(O)2 NRaRa1, NRaS(O)2Ra2, S(O)p Ra2, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; C3-10 carbocyclic residue, and a 5-10 membered heterocyclic system containing from 1-4 heteroatoms selected from the group consisting of N, O, and S, C3-C10 carbocyclyl(C1-8)alkyl, and 5-14 heterocyclyl(C1-8)alkyl; said C3-10 carbocyclic residue, heterocyclic system C3-C10 carbocyclyl(C1-8)alkyl, and 5-10 heterocyclyl(C 18)alkyl optionally substituted with Rc1;
Rd1 at each occurrence is independently selected from the group consisting of H, C1-6 alkyl optionally substituted with Rc1, ORa, Cl, F, —CN, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, RaNC(O)NRaRa; OC(O)NRaRa1, RaNC(O)O Ra1, S(O)2 NRaRa1, NRaS(O)2Ra2, S(O)pR1, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; C3-10 carbocyclic residue, and a 5-10 membered heterocyclic system containing from 1-4 heteroatoms selected from the group consisting of N, O, and S, C3-C10 carbocyclyl(C1-8)alkyl, and 5-10 heterocyclyl(C1-8)alkyl; said C3-10 carbocyclic residue, heterocyclic system C3-C10 carbocyclyl(C1-8)alkyl, and 5-14 heterocyclyl(C1-8)alkyl optionally substituted with Rc1;
alternatively, Rd and Rd1 taken together with the atom to which they are attached form a 4 to 8 membered ring containing from 0-1 heteroatoms selected from the group consisting of N, O, and S, wherein said ring may be substituted with Rd;
Rh at each occurrence is independently selected from the group consisting of ORj, NRjRa, CORj, C(O)ORj, C(O)NRjRa, NRaC(O)NRjRa1, OC(O)NRjRa, S(O)pNRjRa, NRaS(O)pRj, C1-6 alkyl substituted with Rc;
Rj at each occurrence is independently selected from the group consisting of CF3, CHF2, CH2F, CF2CF3, C1-C8 alkyl substituted with O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, —CN, alkylamino, dialkylamino, alkarylamino, arylamino, carboxyl, alkylcarboxylate, alkylamido, dialkylamido, alkylureidoalkyl, alkylureidodialkyl, carbamoylalkyl, carbamoyldialkyl, alkylcarbamoyl, sulfonamidoalkyl, sulfonamidodialkyl, N-alkylsulfonamidoalkyl, N-alkylsulfonamidoalkyl, N-alkylsufonamidodialkyl, alkylamidosulfonate, dialkylamidosulfonate, alkylsulfonyl, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; C2-C8 alkenyl, C2-C8 alkynyl, wherein said alkenyl and alkynyl groups are optionally substituted with C1-C8 alkyl, O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, —CN, alkylamino, dialkylamino, alkarylamino, arylamino, carboxyl, alkylcarboxylate, alkylamido, dialkylamido, alkylureidoalkyl, alkylureidodialkyl, carbamoylalkyl, carbamoyldialkyl, alkylcarbamoyl, sulfonamidoalkyl, sulfonamidodialkyl, N-alkylsulfonamidoalkyl, N-alkylsulfonamidoalkyl, N-alkylsufonamidodialkyl, alkylamidosulfonate, dialkylamidosulfonate, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; C3-C10 carbocycle, 5-10 membered heterocycles, C3-C10 carbocyclylalkyl, heterocyclylalkyl and wherein said C3-C10 carbocycle, heterocycles, C3-C10 carbocyclylalkyl, and heterocyclylalkyl may be optionally substituted with one or more substituents selected from the group consisting of O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, —CN, NO2, alkylamino, dialkylamino, alkarylamino, arylamino, carboxyl, alkylcarboxylate, alkylamido, dialkylamido, alkylureidoalkyl, alkylureidodialkyl, carbamoylalkyl, carbamoyldialkyl, alkylcarbamoyl, sulfonamidoalkyl, sulfonamidodialkyl, N-alkylsulfonamidoalkyl, N-alkylsulfonamido-alkyl, N-alkylsufonamidodialkyl, alkylamidosulfonate, dialkylamidosulfonate, alkylsulfonyl, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, and OCH2CF3, with the proviso that said C3-C10 carbocycle can not be a phenyl group and C3-C10 carbocyclylalkyl can not be a benzyl group;
p at each occurrence is 0, 1, and 2; and
r at each occurrence is 0, or an integer from 1 to 10.
5. A compound according to claim 2, wherein the compound has the formula VA
Figure US20050113344A1-20050526-C00169
wherein J and K are independently selected from the group consisting of —(CH2)n—, NH, NR, O, and n=1-3; with the proviso that J and K can not be an N—N, O—O, or N—O;
n′ is 1 or 2;
P is -D-Q-L-Y, wherein
D is absent or is selected from the group consisting of C(O), C(O)NRa1, NRa1C(O), S(O)p, S(O)pNRa1, and NRa1S(O)p;
Q is absent or is selected from the group consisting of a C3-13 carbocycle substituted with 0-5 Rb, and a 5-14 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and said heterocycle being substituted with 0-5 Rb;
L is absent or is selected from the group consisting of 0;
Y is selected from the group consisting of H, a C5-7 carbocycle substituted with 0-5 Rc and a 5-6 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and said heterocycle being substituted with 0-5 Rc;
provided that D, Q, L and Y do not combine to form a N—N, N—O, O—N, O—O, S(O)p—O, O—S(O)p or S(O)p—S(O)p group;
R, at each occurrence, is independently selected from OH, F, Cl, —CN, NO2, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, O(CRdRd1)r-M, NRa(CRdRd1)r-M, NRaC(O)(CRdRd1)r-M, OC(O)O(CRdRd1)r-M, OC(O)NRa(CRdRd1)r-M, NRaC(O)O(CRdRd1)r-M, NRaC(O)NRa1(CRdRd1)r-M, S(O)p(CRdRd1)r-M, S(O)2NRa(CRdRd1)r-M, NRaS(O)2(CRdRd1)r-M, C(═NCN)NRa1Ra; C(═C(H)(NO2))NRa1Ra2; a C3-10 carbocycle substituted with 0-5 Rd, and a 5-10 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, S(O)p and said heterocycle being substituted with 0-5 Rd;
alternatively, two R, together with a carbon atom on the ring bearing J and K form the group CA═CRdRd, where the atom CA is said atom on the ring bearing J and K;
M is selected from the group consisting of H, ORa, Cl, F, —CN, NO2, NRaRa1, C(O)NRaRa1, RaNC(O)NRaRa1, OC(O)NRaRa1, NRaC(O)ORa, NRaC(O)Ra, S(O)2NRaRa1, NR S(O)2Ra2, S(O)pRa2, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, a C3-10 carbocycle substituted with 0-5 Rd, and a 5-10 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, S(O)p and said heterocycle being substituted with 0-5 Rd;
alternatively, R, at each occurrence, is independently selected C1-10 alkylene-M1, C2-10 alkenylene-M1, C2-10 alkynylene-M1, (CRdRd1)rO(CRdRd1)r-M1, (CRdRd1)rNRa(CRdRd1)r-M1, (CRdRd1)r C(O)(CRdRd1)r-M1, (CRdRd1)rC(O)O(CRdRd1)r-M1, (CRdRd1)rC(O)NRa(CRdRd1)r-M1, (CRdRd1)rNRaC(O)(CRdRd1)r-M1, (CRdRd1)rOC(O)O(CRdRd1)r-M1, (CRdRd1)rOC(O)NRa(CRdRd1)r-M1, (CRdRd1)rNRaC(O)O(CRdRd1)r-M1, (CRdRd1)rNRaC(O)NRa(CRdRd1)r-M1, (CRdRd1)rS(O)p(CRdRd1)r-M1, (CRdRd1)rS(O)2NRa(CRdRd1)r-M1, and (CRdRd1)rNRaS(O)2(CRdRd1)r-M1;
M1 is selected from the group consisting of ORa, Cl, F. Br, —CN, NO2, NRaRa1, C(O)NRaRa1, RaNC(O)NRaRa1; OC(O)NRaRa1; RaNC(O)ORa, S(O)2NRaRa1, NRaS(O)2Ra, OS(O)2NRaRa1; S(O)rR1, CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, and a 5-10 membered non-aromatic heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, S(O)p and said heterocycle being substituted with 0-5 Rd; a C3-C10 carbocycle, C5-C10 heterocycle and wherein said C3-C10 carbocycle and C5-C10 heterocycle are substituted with 1-3 Rh, and CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, OCF2CF3 and OCH2CF3;
provided that either two R or M, M1 and the atom to which they are attached do not combine to form a N—N, N—O, O—N, O—O, N-halogen, O-halogen, S-halogen, S(O)p—O, O—S(O)p, S(O)p-S(O)p group, or C(O)F, C(O)Cl, C(O)Br, or C(O)I reactive group;
Ra; Ra1, and Ra2 at each occurrence are independently selected from the group consisting of H, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl; C3-C10 carbocycle, heterocycles, C3-C10 carbocyclylalkyl, heterocyclylalkyl;
alternatively, Ra and Ra1 taken together with the nitrogen to which they are attached form a 3 to 8 membered ring containing from 0-1 additional heteroatoms selected from the group consisting of N, O, and S, wherein said ring may be substituted with Rd;
Rb at each occurrence is independently selected from the group consisting of C1-6 alkyl optionally substituted with Rc1, O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, —CN, NO2, NRaRa1, C(O)NRaRa; RaNC(O)NRaRa; OC(O)NRaRa1, RaNC(O)ORa1, S(O)2 NRaRa1, NRaS(O)2Ra2, S(O)pRa2, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3;
Rc at each occurrence is independently selected from the group consisting of C1-6 alkyl optionally substituted with Rc1, ORa, Cl, F, —CN, NO2, NRaRa1, C(O)NRaRa1, RaNC(O)NRa, OC(O)NRaRa1, RaNC(O)ORa1, S(O)2 NRaRa1, NRaS(O)2 Ra2, S(O)pRa2, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; a C3-10 carbocyclic residue, and a 5-10 membered heterocyclic system containing from 1-4 heteroatoms selected from the group consisting of N, O, and S, C3-C10 carbocyclyl(C1-8)alkyl, and 5-10 heterocyclyl(C1-8)alkyl; said C3-10 carbocyclic residue, heterocyclic system, C3-C10 carbocyclyl(C1-8)alkyl, and 5-14 heterocyclyl(C1-8)alkyl are optionally substituted with Rc1;
Rc1 at each occurrence is independently selected from the group consisting of C1-6 alkyl, ORa, Cl, F, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, OC(O)NRaRa1, RaNC(O)ORa, S(O)2NRaRa1, NRaS(O)2Ra2, S(O)pRa2, CF3, and CH2F, and CHF2;
Rd at each occurrence is independently selected from the group consisting of H, C1-6 alkyl optionally substituted with Rc1, ORa, Cl, F, —CN, NO2, NR Ra1, C(O)NRaRa1, RaNC(O)NRaRa; OC(O)NRaRa1, RaNC(O)ORa1, S(O)2 NRaRa1, NRaS(O)2 Ra2, S(O)pRa2, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; C3-10 carbocyclic residue, and a 5-10 membered heterocyclic system containing from 1-4 heteroatoms selected from the group consisting of N, O, and S, C3-C10 carbocyclyl(C1-8)alkyl, and 5-14 heterocyclyl(C1-8)alkyl; said C3-10 carbocyclic residue, heterocyclic system C3-C10 carbocyclyl(C1-8)alkyl, and 5-10 heterocyclyl(C1-8)alkyl optionally substituted with Rc1;
Rd1 at each occurrence is independently selected from the group consisting of H, C1-6 alkyl optionally substituted with Rc1, ORa, Cl, F, —CN, NRaRa1, C(O)NRaRa1, RaNC(O)NRaRa, OC(O)NRaRa1RaNC(O)ORa, S(O)2 NRaRa1, NRaS(O)2 Ra2, S(O)pRa, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; C3-10 carbocyclic residue, and a 5-10 membered heterocyclic system containing from 1-4 heteroatoms selected from the group consisting of N, O, and S, C3-C10 carbocyclyl(C1-8)alkyl, and 5-10 heterocyclyl(C1-8)alkyl; said C3-10 carbocyclic residue, heterocyclic system C3-C10 carbocyclyl(C1-8)alkyl, and 5-14 heterocyclyl(C1-8)alkyl optionally substituted with Rc1;
alternatively, Rd and Rd1 taken together with the atom to which they are attached form a 4 to 8 membered ring containing from 0-1 heteroatoms selected from the group consisting of N, O, and S, wherein said ring may be substituted with Rd;
Rh at each occurrence is independently selected from the group consisting of ORj, NRjRa, CORj, C(O)ORj, C(O)NRjRa, NRaC(O)NRjRa1, OC(O)NRjRa, S(O)NRjRa1, NRaS(O)pRj, C1-6 alkyl substituted with Rc;
Rj at each occurrence is independently selected from the group consisting of CF3, CHF2, CH2F, CF2CF3, C1-C8 alkyl substituted with O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, —CN, alkylamino, dialkylamino, alkarylamino, arylamino, alkylamido, dialkylamido, carbamoylalkyl, carbamoyldialkyl, alkylcarbamoyl, sulfonamidoalkyl, sulfonamidodialkyl, N-alkylsulfonamidoalkyl, N-alkylsulfonamidoalkyl, N-alkylsufonamidodialkyl, alkylsulfonyl, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; C2-C8 alkenyl, C2-C8 alkynyl, wherein said alkenyl and alkynyl groups are optionally substituted with C1-C8 alkyl, O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, —CN, alkylamino, dialkylamino, alkarylamino, arylamino, alkylamido, dialkylamido, carbamoylalkyl, carbamoyldialkyl, alkylcarbamoyl, sulfonamidoalkyl, sulfonamidodialkyl, N-alkylsulfonamidoalkyl, N-alkylsulfonamidoalkyl, N-alkylsufonamidodialkyl, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; C3-C10 carbocycle, 5-10 membered heterocycles, C3-C10 carbocyclylalkyl, heterocyclylalkyl and wherein said C3-C10 carbocycle, heterocycles, C3-C10 carbocyclylalkyl, and heterocyclylalkyl may be optionally substituted with one or more substituents selected from the group consisting of O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, —CN, NO2, alkylamino, dialkylamino, alkarylamino, arylamino, alkylamido, dialkylamido, carbamoylalkyl, carbamoyldialkyl, alkylcarbamoyl, sulfonamidoalkyl, sulfonamidodialkyl, N-alkylsulfonamidoalkyl, N-alkylsulfonamido-alkyl, N-alkylsufonamidodialkyl, alkylsulfonyl, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, and OCH2CF3, with the proviso that said C3-C10 carbocycle can not be a phenyl group and C3-C10 carbocyclylalkyl can not be a benzyl group;
p at each occurrence is 0, 1, and 2; and
r at each occurrence is 0, or an integer from 1 to 10.
6. A compound according to claim 2, wherein the compound has the formula VIA
Figure US20050113344A1-20050526-C00170
wherein K and W are independently selected from the group consisting of —(CH2)n—, NH, NR, 0, and n=1-3, with the proviso that K and W can not be N—N, N—or O—O;
n′ is 1 or 2;
P is -D-Q-L-Y, wherein
D is absent or is selected from the group consisting of C(O), C(O)NR a, NRa1C(O), S(O)p, S(O)pNRa1, and NRa1S(O)p;
Q is absent or is selected from the group consisting of a C3-13 carbocycle substituted with 0-5 Rb, and a 5-14 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and said heterocycle being substituted with 0-5 Rb;
L is absent or is selected from the group consisting of O,
Y is selected from the group consisting of H, a C5-7 carbocycle substituted with 0-5 Rc and a 5-6 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and said heterocycle being substituted with 0-5 Rc;
provided that D, Q, L and Y do not combine to form a N—N, N—O, O—N, O—O, S(O)p—O, O—S(O)p or S(O)p—S(O)p group;
R, at each occurrence, is independently selected from OH, F, Cl, —CN, NO2, CF3, CH2F, CHF2. CF2CH3, C(CH3)2F, OCF3, OCHF2, O(CRdRd1)r-M, NRa(CRdRd1)r-M, NRaC(O)(CRdRd1)r-M, OC(O)O(CRdRd1)r-M, OC(O)NRa(CRdRd1)r-M, NRaC(O)O(CRdRd1)r-M, NRaC(O)NRa1(CRdRd1)r-M, S(O)p(CRdRd1)r-M, S(O)2NRa(CRdRd1)r-M, NRaS(O)2(CRdRd1)r-M, C(═NCN)NRa1Ra2; C(═C(H)(NO2))NRa1Ra2; a C3-10 carbocycle substituted with 0-5 Rd, and a 5-10 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, S(O)p and said heterocycle being substituted with 0-5 Rd;
alternatively, two R, together with a carbon atom on the ring bearing K and W form the group CA═CRdRd1, where the atom CA is said atom on the ring bearing K and W;
M is selected from the group consisting of H, ORa, Cl, F, —CN, NO2, NRaRa1, C(O)NR Ra1, RaNC(O)NRaRa1, OC(O)NRaRa1, NRaC(O)ORa, NRaC(O)R, S(O)2NRaRa1, NRaS(O)2Ra2, S(O)rRa2, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, a C3-10 carbocycle substituted with 0-5 Rd, and a 5-10 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, S(O)p and said heterocycle being substituted with 0-5 Rd;
alternatively, R, at each occurrence, is independently selected C1-10 alkylene-M1, C2-10 alkenylene-M1, C2-10 alkynylene-M1, (CRdRd1)rO(CRdRd1)r-M1, (CRdRd1)rNRa(CRdRd1)r-M, (CRdRd1)rC(O)(CRdRd1)r-M1, (CRdRd1)rC(O)O(CRdRd1)r-M1, (CRdRd1)rC(O)NRa(CRdRd1)r-M1, (CRdRd1)rNRaC(O)(CRdRd1)r-M1, (CRdRd1)rOC(O)O(CRdRd1)r-M, (CRdRd1)rOC(O)NRa(CRdRd1)r-M1, (CRdRd1)rNRaC(O)O(CRdRd1)r-M1, (CRdRd1)rNRaC(O)NRa(CRdRd1)r-M1, (CRdRd1)rS(O)p(CRdRd1)r-M1, (CRdRd1)rS(O)2NRa(CRdRd1)r-M1, and (CRdRd1)rNRaS(O)2(CRdRd1)r-M1;
M1 is selected from the group consisting of ORa, Cl, F, Br, —CN, NO2, NRaRa1, C(O)NRaRa1, RaNC(O)NRaRa1, OC(O)NRaRa1, RaNC(O)ORa, S(O)2NRaRa1, NRaS(O)2Ra, OS(O)2NRaRa1; S(O)pRa2, CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, and a 5-10 membered non-aromatic heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, S(O)p and said heterocycle being substituted with 0-5 Rd; a C3-C10 carbocycle, C5-C10 heterocycle and wherein said C3-C10 carbocycle and C5-C10 heterocycle are substituted with 1-3 Rh, and CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, OCF2CF3 and OCH2CF3;
provided that either two R or M, M1 and the atom to which they are attached do not combine to form a N—N, N—O, O—N, O—O, N-halogen, O-halogen, S-halogen, S(O)p—O, Q-S(O)p, S(O)p—S(O)p group, or C(O)F, C(O)Cl, C(O)Br, or C(O)I reactive group;
Ra; Ra1, and Ra2 at each occurrence are independently selected from the group consisting of H, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl; C3-C10 carbocycle, heterocycles, C3-C10 carbocyclylalkyl, heterocyclylalkyl;
alternatively, Ra and Ra1 taken together with the nitrogen to which they are attached form a 3 to 8 membered ring containing from 0-1 additional heteroatoms selected from the group consisting of N, O, and S, wherein said ring may be substituted with Rd;
Rb at each occurrence is independently selected from the group consisting of C1-6 alkyl optionally substituted with Rc1, O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, —CN, NO2, NRaRa1, C(O)NRaRa1, RaNC(O)NRaRa; OC(O)NRaRa1, RaNC(O)ORa1S(O)2 NRaRa1, NRaS(O)2 Ra2, S(O)pRa2, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2 and OCH2CF3;
Rc at each occurrence is independently selected from the group consisting of C1-6 alkyl optionally substituted with Rc1, ORa, Cl, F, —CN, NO2, NRaRa1, C(O)NRaRa1, RaNC(O)NRa, OC(O)NRaRa1, RaNC(O)ORa1, S(O)2 NRaRa1, NRaS(O)2 Ra2, S(O)pRa, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; a C3-10 carbocyclic residue, and a 5-10 membered heterocyclic system containing from 1-4 heteroatoms selected from the group consisting of N, O, and S, C3-C10 carbocyclyl(C1-8)alkyl, and 5-10 heterocyclyl(C1-8)alkyl; said C3-10 carbocyclic residue, heterocyclic system, C3-C10 carbocyclyl(C1-8)alkyl, and 5-14 heterocyclyl(C1-8)alkyl are optionally substituted with Rc1;
Rc1 at each occurrence is independently selected from the group consisting of C1-6 alkyl, ORa, Cl, F, —CN, NO2, NRaR a, C(O)Ra, C(O)ORa, C(O)NRaRa1, OC(O)NRaRa1, RaNC(O)ORa, S(O)2NRaR a, NRaS(O)2Ra2, S(O)pRa2, CF3, and CH2F, and CHF2;
Rd at each occurrence is independently selected from the group consisting of H, C1-6 alkyl optionally substituted with Rc1, ORa, Cl, F, —CN, NO2, NRaRa1, C(O)NRaRa1, RaNC(O)NRaRa, OC(O)NRaRa1, RaNC(O)ORa1, S(O)2 NRaRa1, NRaS(O)2 Ra, S(O)pRa, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; C3-10 carbocyclic residue, and a 5-10 membered heterocyclic system containing from 1-4 heteroatoms selected from the group consisting of N, O, and S, C3-C10 carbocyclyl(C1-8)alkyl, and 5-14 heterocyclyl(C1-8)alkyl; said C3-10 carbocyclic residue, heterocyclic system C3-C10 carbocyclyl(C1-8)alkyl, and 5-10 heterocyclyl(C1-8)alkyl optionally substituted with Rc1;
Rd1 at each occurrence is independently selected from the group consisting of H, C1-6 alkyl optionally substituted with Rc, ORa, Cl, F, —CN, NRaRa1, C(O)NRaRa1, RaNC(O)NRaRa; OC(O)NRaRa1, RaNC(O)ORa1, S(O)2 NRaRa1, NRaS(O)2 Ra2, S(O)pRa2, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; C3-10 carbocyclic residue, and a 5-10 membered heterocyclic system containing from 1-4 heteroatoms selected from the group consisting of N, O, and S, C3-C10 carbocyclyl(C1-8)alkyl, and 5-10 heterocyclyl(C1-8)alkyl; said C3-10 carbocyclic residue, heterocyclic system C3-C10 carbocyclyl(C1-8)alkyl, and 5-14 heterocyclyl(C1-8)alkyl optionally substituted with Rc1;
alternatively, Rd and Rd1 taken together with the atom to which they are attached form a 4 to 8 membered ring containing from 0-1 heteroatoms selected from the group consisting of N, O, and S, wherein said ring may be substituted with Rd;
Rh at each occurrence is independently selected from the group consisting of ORj, NRjRa, CORj, C(O)ORj, C(O)NRjRa, NRaC(O)NRjRa1OC(O)NRjRa, S(O)pNRjRa1, NRaS(O)pRj, C1-6 alkyl substituted with Rc;
Rj at each occurrence is independently selected from the group consisting of CF3, CHF2, CH2F, CF2CF3, C1-C8 alkyl substituted with O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, —CN, alkylamino, dialkylamino, alkarylamino, arylamino, alkylamido, dialkylamido, carbamoylalkyl, carbamoyldialkyl, alkylcarbamoyl, sulfonamidoalkyl, sulfonamidodialkyl, N-alkylsulfonamidoalkyl, N-alkylsulfonamidoalkyl, N-alkylsufonamidodialkyl, alkylsulfonyl, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; C2-C8 alkenyl, C2-C8 alkynyl, wherein said alkenyl and alkynyl groups are optionally substituted with C1-C8 alkyl, O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, —CN, alkylamino, dialkylamino, alkarylamino, arylamino, alkylamido, dialkylamido, carbamoylalkyl, carbamoyldialkyl, alkylcarbamoyl, sulfonamidoalkyl, sulfonamidodialkyl, N-alkylsulfonamidoalkyl, N-alkylsulfonamidoalkyl, N-alkylsufonamidodialkyl, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; C3-C10 carbocycle, 5-10 membered heterocycles, C3-C10 carbocyclylalkyl, heterocyclylalkyl and wherein said C3-C10 carbocycle, heterocycles, C3-C10 carbocyclylalkyl, and heterocyclylalkyl may be optionally substituted with one or more substituents selected from the group consisting of O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, —CN, NO2, alkylamino, dialkylamino, alkarylamino, arylamino, alkylamido, dialkylamido, carbamoylalkyl, carbamoyldialkyl, alkylcarbamoyl, sulfonamidoalkyl, sulfonamidodialkyl, N-alkylsulfonamidoalkyl, N-alkylsulfonamido-alkyl, N-alkylsufonamidodialkyl, alkylsulfonyl, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, and OCH2CF3, with the proviso that said C3-C10 carbocycle can not be a phenyl group and C3-C10 carbocyclylalkyl can not be a benzyl group;
p at each occurrence is 0, 1, and 2; and
r at each occurrence is 0, or an integer from 1 to 10.
7. A compound according to claim 5 or 6, wherein the compound is selected from the group consisting of:
Figure US20050113344A1-20050526-C00171
P is -D-Q-L-Y, wherein
D is absent or is selected from the group consisting of O, NRa1, C(O), C(O)NRa1, NRa1C(O), S(O)p, S(O)pNRa1, and NRa1S(O)p;
Q is absent or is selected from the group consisting of a C3-13 carbocycle substituted with 0-5 Rb, and a 5-14 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and said heterocycle being substituted with 0-5 Rb;
L is absent or is selected from the group consisting of O, NRa1, C(O), C(O)NRa1, S(O)p, S(O)pNRa1, and NRa1S(O)p;
Y is selected from the group consisting of H, a C5-7 carbocycle substituted with 0-5 Rc and a 5-6 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and said heterocycle being substituted with 0-5 Rc;
provided that D, Q, L and Y do not combine to form a N—N, N—O, O—N, O—O, S(O)p—O, O—S(O)p or S(O)p—S(O)p group;
R, at each occurrence, is independently selected from (C1-10 alkylene substituted with 1-3 Rb1)-M, (C2-10 alkenylene substituted with 1-3 Rb1)-M, (C2-10 alkynylene substituted with 1-3 Rb1)-M, OH, F, Cl, —CN, NO2, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, O(CRdRd1)r-M, NRa(CRdRd1)r-M, OC(O)(CRdRd1)r-M, NRaC(O)(CRdRd1)r-M, OC(O)O(CR Rd1)r-M, OC(O)NRa(CRdRd1)r-M, NRaC(O)O(CRdRd1)r-M, NRaC(O)NRa1(CRdRd1)r-M, S(O)p(CRdRd1)r-M, S(O)2NRa(CRdRd1)r-M, NRaS(O)2(CRdRd1)r-M, C(═NCN)NRa1Ra2; C(═C(H)(NO2))NRa1Ra2; a C3-10 carbocycle substituted with 0-5 Rd, and a 5-10 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, S(O)p and said heterocycle being substituted with 0-5 R d;
alternatively, when two R are located on the same carbon atom, the two R, together with the carbon atom to which they are attached form the group CA═CRdRd1;
M is selected from the group consisting of H, C2-10 alkenylene substituted with 0-3 Rb1, C2-10 alkynylene substituted with 0-3 Rb1, ORa, Cl, F, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, RaNC(O)NRaRa1, OC(O)NRaRa1, NRaC(O)ORa, NRaC(O)Ra, S(O)2NRaRa1, NRaS(O)2Ra, S(O)pRa2, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, a C3-10 carbocycle substituted with 0-5 Rd, and a 5-10 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, S(O)p and said heterocycle being substituted with 0-5 Rd;
alternatively, R, at each occurrence, is independently selected C1-10 alkylene-M1, C2-10 alkenylene-M1, C2-10 alkynylene-M1, (CRdRd1)rO(CRdRd1)r-M1, (CRdRd1)rNRa(CRdRd1)r-M1, (CRdRd1)rC(O)(CRdRd1)r-M1, (CRdRd1)rC(O)O(CRdRd1)r-M1, (CRdRd1)rOC(O)(CRdRd1)r-M1, (CRdRd1)rC(O)NRa(CRdRd1)r-M1, (CRdRd1)rNRaC(O)(CRdRd1)r-M1, (CRdRd1)rOC(O)O(CRdRd1)r-M1, (CRdRd1)rOC(O)NRa(CRdRd1)r-M1, (CRdRd1)rNRaC(O)O(CRdRd1)r-M1, (CRdRd1)rNRaC(O)NRa(CRdRd1)r-M1, (CRdRd1)rS(O)p(CRdRd1)r-M1, (CRdRd1)rS(O)2NRa(CRdRd1)r-M1, and (CRdRd1)rNRaS(O)2(CRdRd1)r-M1;
M1 is selected from the group consisting of ORa, Cl, F, Br, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, RaNC(O)NRaRa1, OC(O)NRaRa1, RaNC(O)ORa, S(O)2NRaRa1, NRaS(O)2Ra2, OS(O)2NRaRa1, S(O)pRa2, CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, and a 5-10 membered non-aromatic heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, S(O)p and said heterocycle being substituted with 0-5 Rd; a C3-C10 carbocycle, C5-C10 heterocycle and wherein said C3-C10 carbocycle and C5-C10 heterocycle are substituted with 1-3 Rh, and CF3, CF2CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, OCF2CF3 and OCH2CF3;
provided that either two R or M, M1 and the atom to which they are attached do not combine to form a N—N, N—O, O—N, O—O, N-halogen, O-halogen, S-halogen, S(O)p—O, O—S(O)p, S(O)p—S(O)p group, or C(O)F, C(O)Cl, C(O)Br, or C(O)I reactive group;
Ra; Ra1, and Ra2 at each occurrence are independently selected from the group consisting of H, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl; C3-C10 carbocycle, heterocycles, C3-C10 carbocyclylalkyl, heterocyclylalkyl;
alternatively, Ra and Ra1 taken together with the nitrogen to which they are attached form a 3 to 8 membered ring containing from 0-1 additional heteroatoms selected from the group consisting of N, O, and S, wherein said ring may be substituted with Rd;
Rb at each occurrence is independently selected from the group consisting of C1-6 alkyl optionally substituted with Rc1, O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa; RaNC(O)NRaRa; OC(O)NRaRa; RaNC(O)O Ra1, S(O)2 NRaRa1, NRaS(O)2 Ra2, NRaS(O)2 NRaRa1, OS(O)2 NRaRa1, S(O) pRa2, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; C3-10 carbocyclic residue, and a 5-10 membered heterocyclic system containing from 1-4 heteroatoms selected from the group consisting of N, O, and S, C3-C10 carbocyclyl(C1-8)alkyl, and 5-10 heterocyclyl-(C1-8)alkyl and said C3-10 carbocyclic residue, heterocyclic system, C3-C10 carbocyclyl(C1-8)alkyl, and 5-10 heterocyclyl(C1-8)alkyl are optionally substituted with Rc1;
Rb1 at each occurrence is independently selected from the group consisting of ORa, F, —CN, NRaRa1and S(O)pRa;
Rc at each occurrence is independently selected from the group consisting of C1-6 alkyl optionally substituted with Rc1, ORa, Cl, F, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa; C(O)NRaRa1, RaNC(O)NRaRa; OC(O)NRaRa1, RaNC(O)O Ra1, S(O)2 NRaR a, NRaS(O)2 Ra2, NRaS(O)2 NRaRa1, S(O)pRa2, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; a C3-10 carbocyclic residue, and a 5-10 membered heterocyclic system containing from 1-4 heteroatoms selected from the group consisting of N, O, and S, C3-C10 carbocyclyl(C1-8)alkyl, and 5-10 heterocyclyl(C1-8)alkyl; said C3-10 carbocyclic residue, heterocyclic system, C3-C10 carbocyclyl(C1-8)alkyl, and 5-14 heterocyclyl(C1-8)alkyl are optionally substituted with Rc1;
Rc1 at each occurrence is independently selected from the group consisting of C1-6 alkyl, ORa, Cl, F, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, OC(O)NRaRa; RaNC(O)ORa, S(O)2NRaRa1, NRaS(O)2Ra2, S(O)pRa2, CF3, and CH2F, and CHF2;
Rd at each occurrence is independently selected from the group consisting of H, C1-6 alkyl optionally substituted with Rc1, ORa, Cl, F, —CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, RaNC(O)NRaRa; OC(O)NRaRa1, RaNC(O)O Ra1, S(O)2 NRaRa1, NRaS(O)2R, S(O)pRa, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; C3-10 carbocyclic residue, and a 5-10 membered heterocyclic system containing from 1-4 heteroatoms selected from the group consisting of N, O, and S, C3-C10 carbocyclyl(C1-8)alkyl, and 5-14 heterocyclyl(C1-8)alkyl; said C3-10 carbocyclic residue, heterocyclic system C3-C10 carbocyclyl(C1-8)alkyl, and 5-10 heterocyclyl(C1-8)alkyl optionally substituted with Rc1;
Rd1 at each occurrence is independently selected from the group consisting of H, C1-6 alkyl optionally substituted with Rc1, ORa, Cl, F, —CN, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, RaNC(O)NRaRa; OC(O)NRaRa1, RaNC(O)O Ra1, S(O)2 NRaRa1, NRaS(O)2 Ra, S(O)pRa2 CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; C3-10 carbocyclic residue, and a 5-10 membered heterocyclic system containing from 1-4 heteroatoms selected from the group consisting of N, O, and S, C3-C10 carbocyclyl(C1-8)alkyl, and 5-10 heterocyclyl(C1-8)alkyl; said C3-10 carbocyclic residue, heterocyclic system C3-C10 carbocyclyl(C1-8)alkyl, and 5-14 heterocyclyl(C1-8)alkyl optionally substituted with Rc1;
alternatively, Rd and Rd1 taken together with the atom to which they are attached form a 4 to 8 membered ring containing from 0-1 heteroatoms selected from the group consisting of N, O, and S, wherein said ring may be substituted with Rd;
Rh at each occurrence is independently selected from the group consisting of ORj, NRjRa, CORj, C(O)ORj, C(O)NRjRa, NRaC(O)NRjRa1, OC(O)NRjRa, S(O)pNRjRa, NRaS(O)pRj, C1-6 alkyl substituted with Rc;
Rj at each occurrence is independently selected from the group consisting of CF3, CHF2, CH2F, CF2CF3, C1-C8 alkyl substituted with O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, —CN, alkylamino, dialkylamino, alkarylamino, arylamino, carboxyl, alkylcarboxylate, alkylamido, dialkylamido, alkylureidoalkyl, alkylureidodialkyl, carbamoylalkyl, carbamoyldialkyl, alkylcarbamoyl, sulfonamidoalkyl, sulfonamidodialkyl, N-alkylsulfonamidoalkyl, N-alkylsulfonamidoalkyl, N-alkylsufonamidodialkyl, alkylamidosulfonate, dialkylamidosulfonate, alkylsulfonyl, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; C2-C8 alkenyl, C2-C8 alkynyl, wherein said alkenyl and alkynyl groups are optionally substituted with C1-C8 alkyl, O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, —CN, alkylamino, dialkylamino, alkarylamino, arylamino, carboxyl, alkylcarboxylate, alkylamido, dialkylamido, alkylureidoalkyl, alkylureidodialkyl, carbamoylalkyl, carbamoyldialkyl, alkylcarbamoyl, sulfonamidoalkyl, sulfonamidodialkyl, N-alkylsulfonamidoalkyl, N-alkylsulfonamidoalkyl, N-alkylsufonamidodialkyl, alkylamidosulfonate, dialkylamidosulfonate, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, OCHF2, and OCH2CF3; C3-C10 carbocycle, 5-10 membered heterocycles, C3-C10 carbocyclylalkyl, heterocyclylalkyl and wherein said C3-C10 carbocycle, heterocycles, C3-C10 carbocyclylalkyl, and heterocyclylalkyl may be optionally substituted with one or more substituents selected from the group consisting of O(primary, secondary, or tertiary)C1-C8, OH, Cl, F, —CN, NO2, alkylamino, dialkylamino, alkarylamino, arylamino, carboxyl, alkylcarboxylate, alkylamido, dialkylamido, alkylureidoalkyl, alkylureidodialkyl, carbamoylalkyl, carbamoyldialkyl, alkylcarbamoyl, sulfonamidoalkyl, sulfonamidodialkyl, N-alkylsulfonamidoalkyl, N-alkylsulfonamido-alkyl, N-alkylsufonamidodialkyl, alkylamidosulfonate, dialkylamidosulfonate, alkylsulfonyl, CF3, CH2F, CHF2, CF2CH3, C(CH3)2F, OCF3, and OCH2CF3, with the proviso that said C3-C10 carbocycle can not be a phenyl group and C3-C10 carbocyclylalkyl can not be a benzyl group;
p at each occurrence is 0, 1, and 2; and
r at each occurrence is 0, or an integer from 1 to 10.
8. A compound according to claim 7, wherein the compound is selected from:
Figure US20050113344A1-20050526-C00172
9. A compound according to claim 8, wherein the compound is selected from:
Figure US20050113344A1-20050526-C00173
wherein:
M is selected from a C3-10 carbocycle substituted with 0-5 Rd and a 5-10 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, S(O)p and said heterocycle being substituted with 0-5 Rd.
10. A compound according to claim 9, wherein the compound is:
Figure US20050113344A1-20050526-C00174
wherein:
Q is absent or is selected from the group consisting of a C3-13 carbocycle substituted with 0-5 Rb, and a 5-14 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and said heterocycle being substituted with 0-5 Rb; and
Y is aryl substituted with 0-5 Rb.
11. A compound according to claim 9, wherein the compound is:
Figure US20050113344A1-20050526-C00175
wherein:
Q is absent or is selected from the group consisting of a C3-13 carbocycle substituted with 0-5 Rb, and a 5-14 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and said heterocycle being substituted with 0-5 Rb; and
Y is C3-13 carbocycle substituted with 0-5 Rc and a 5-14 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and said heterocycle being substituted with 0-5 Rc.
12. A compound according to claim 7, wherein the compound is selected from:
Figure US20050113344A1-20050526-C00176
13. The compound according to claim 1, wherein the compound exists in the form of a single enantiomer or diastereomer.
14. A method for treating a disease associated with unwanted metalloprotease activity in a mammalian subject, the method comprising administering to said mammal in need thereof, an effective amount of a metalloprotease inhibitor compound of claim 1.
15. A method for treating a diseases modulated by metalloproteases in a mammalian subject, wherein the disease is selected from the group consisting of arthritis, cancer, cardiovascular disorders, skin disorders, inflammation and allergic conditions by administering to said mammal in need of such treatment, an effective amount of a metalloprotease inhibitor according to claim 1.
16. A method of inhibiting pathological changes mediated by elevated levels of matrix metalloproteases in mammals comprising administering to said mammal in need thereof a therapeutically effective amount of a matrix metalloprotease inhibiting compound according to claim 1.
17. A method for treating a disease associated with unwanted sheddase activity in a mammalian subject, the method comprising administering to said mammal in need thereof, an effective amount of a sheddase inhibitor compound of claim 1.
18. A method for treating a disease associated with unwanted TNF-α converting enzyme activity in a mammalian subject, the method comprising administering to said mammal in need thereof, an effective amount of a TNF-α converting enzyme inhibitor compound of claim 1.
19. A method for treating a disease associated with unwanted metalloprotease activity wherein said metalloprotease is selected from the group consisiting of MMP12, MMP13, MMP3, MMP2, MMP9 in a mammalian subject, the method comprising administering to said mammal in need thereof, an effective amount of a metalloprotease inhibitor compound of claim 1.
20. A method for treating a disease associated with unwanted Her2 sheddase activity, growth factors and cytokine sheddases in a mammalian subject, the method comprising administering to said mammal in need thereof, an effective amount of a sheddase inhibitor compound of claim 1.
21. A method for treating a disease associated with unwanted ADAM activity wherein said ADAM is selected from the group consisting of ADAM10, ADAM15, ADAM28, ADAM33 in a mammalian subject, the method comprising administering to said mammal in need thereof, an effective amount of a sheddase inhibitor compound of claim 1.
22. A pharmaceutical composition for use in therapy, comprising a compound of claim 1, and a pharmaceutically-acceptable diluent or carrier.
23. A compound according to claim 1 selected from the group consisting of:
(2S,3S,5R)-2-{[4-(4-cyano-2-methylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl}-N-hydroxy-5-[(3R)-3-hydroxypyrrolidin-1-yl]piperidine-3-carboxamide
(2S,3 S)-2-{[4-(4-cyano-2-methylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl}-5-(2-{[2-(dimethylamino)ethyl]amino}-2-oxoethyl)-N-hydroxypiperidine-3-carboxamide
(2S,3S,5S)-2-{[4-(4-cyano-2-methylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl}-N-hydroxy-5-{2-[(3R)-3-hydroxypyrrolidin-1-yl]-2-oxoethyl}piperidine-3-carboxamide
(2S,3S,5R)-2-{[4-(4-cyano-2-methylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl}-N-hydroxy-5-{2-[(3R)-3-hydroxypyrrolidin-1-yl]-2-oxoethyl}piperidine-3-carboxamide
(2S,3S,5S)-2-{[4-(4-cyano-2-methylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl}-N-hydroxy-5-(2-morpholin-4-yl-2-oxoethyl)piperidine-3-carboxamide
(2S,3S,5R)-2-{[4-(4-cyano-2-methylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl}-N-hydroxy-5-(2-morpholin-4-yl-2-oxoethyl)piperidine-3-carboxamide
(2S,3S,5S)-2-{[4-(4-cyano-2-methylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl}-N-hydroxy-5-[2-(4-hydroxypiperidin-1-yl)-2-oxoethyl]piperidine-3-carboxamide
(2S,3S,5R)-2-{[4-(4-cyano-2-methylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl}-N-hydroxy-5-[2-(4-hydroxypiperidin-1-yl)-2-oxoethyl]piperidine-3-carboxamide
(2S,3S,5R)-2-{[4-(4-cyano-2-methylphenyl)piperazin-1-yl]carbonyl}-N-hydroxy-5-[(methoxyacetyl)(methyl)amino]piperidine-3-carboxamide
(2S,3S,5S)-2-{[4-(4-cyano-2-methylphenyl)piperazin-1-yl]carbonyl}-N-hydroxy-5-[(methoxyacetyl)(methyl)amino]piperidine-3-carboxamide
(2S,3S,5S)-2-{[4-(4-cyano-2-methylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl}-N-hydroxy-5-{2-[(2-methoxyethyl)amino]-2-oxoethyl}piperidine-3-carboxamide
(2S,3S,5R)-2-{[4-(4-cyano-2-methylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl}-N-hydroxy-5-{2-[(2-methoxyethyl)amino]-2-oxoethyl}piperidine-3-carboxamide
(2S,3S,5S)-2-{[4-(4-cyano-2-methylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl}-N-hydroxy-5-{2-oxo-2-[(3R)-tetrahydrofuran-3-ylamino]ethyl}piperidine-3-carboxamide
(2S,3S,5R)-2-{[4-(4-cyano-2-methylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl}-N-hydroxy-5-{2-oxo-2-[(3R)-tetrahydrofuran-3-ylamino]ethyl}piperidine-3-carboxamide
Methyl(3R,5S,6S)-5-[(hydroxyamino)carbonyl]-6-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}piperidin-3-yl carbonate
Methyl(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-6-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}piperidin-3-yl carbonate
(2S,3S)-N,5-dihydroxy-2-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}piperidine-3-carboxamide
(5S,6S)-5-[(hydroxyamino)carbonyl]-6-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}piperidin-3-yl methylcarbamate
tetrahydro-2H-pyran-4-yl(3R,4S)-3-[(hydroxyamino)carbonyl]-4-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}piperidine-1-carboxylate
(3R)-tetrahydrofuran-3-yl(3R,4S)-3-[(hydroxyamino)carbonyl]-4-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}piperidine-1-carboxylate
(3S)-tetrahydrofuran-3-yl(3R,4S)-3-[(hydroxyamino)carbonyl]-4-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}piperidine-1-carboxylate
2-methoxyethyl(3R,4S)-3-[(hydroxyamino)carbonyl]-4-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}piperidine-1-carboxylate
tetrahydro-2H-pyran-4-yl(3R,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
(3R)-tetrahydrofuran-3-yl(3R,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
(3S)-tetrahydrofuran-3-yl(3R,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
2-methoxyethyl(3R,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
tetrahydro-2H-pyran-4-yl(3R,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperidin-1-yl)carbonyl]piperidine-1-carboxylate
(3R)-tetrahydrofuran-3-yl(3R,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperidin-1-yl)carbonyl]piperidine-1-carboxylate
(3S)-tetrahydrofuran-3-yl(3R,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperidin-1-yl)carbonyl]piperidine-1-carboxylate
2-methoxyethyl(3R,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperidin-1-yl)carbonyl]piperidine-1-carboxylate
(1S,2S,5S)-N,5-dihydroxy-2-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}cyclohexanecarboxamide
(1S,2S,5S)-N,5-dihydroxy-2-{[4-phenyl-3,6-dihydropyridin-1 (2H)-yl]carbonyl}cyclohexanecarboxamide
(1S,2S,5S)-N,5-dihydroxy-2-[(4-phenylpiperidin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5S)-N,5-dihydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5S)-N,5-dihydroxy-2-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S)-N-hydroxy-2-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}-5-pyrrolidin-1-ylcyclohexanecarboxamide
(1S,2S,5S)-N-hydroxy-2-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}-5-morpholin-4-ylcyclohexanecarboxamide
(1S,2S,5R)-N-hydroxy-2-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}-5-morpholin-4-ylcyclohexanecarboxamide
(1S,2S)-N-hydroxy-5-[(3R)-3-hydroxypyrrolidin-1-yl]-2-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}cyclohexanecarboxamide
(1S,2S,5S)-2-{[4-(4-tert-butylphenyl)piperazin-1-yl]carbonyl}-N,5-dihydroxycyclohexanecarboxamide
(3S)-tetrahydrofuran-3-yl ((3S,4S)-3-[(hydroxyamino)carbonyl]-4-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}cyclohexyl)methylcarbamate
(3R)-tetrahydrofuran-3-yl ((3S,4S)-3-[(hydroxyamino)carbonyl]-4-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}cyclohexyl)methylcarbamate
tetrahydro-2H-pyran-4-yl ((3S,4S)-3-[(hydroxyamino)carbonyl]-4-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}cyclohexyl)methylcarbamate
(1S,3S,4S)-3-[(hydroxyamino)carbonyl]-4-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}cyclohexyl pyrrolidine-1-carboxylate
(1S,3S,4S)-3-[(hydroxyamino)carbonyl]-4-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}cyclohexyl methylcarbamate
(1S,3S,4S)-3-[(hydroxyamino)carbonyl]-4-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}cyclohexyl dimethylcarbamate
(1S,3S,4S)-3-[(hydroxyamino)carbonyl]-4-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}cyclohexyl morpholine-4-carboxylate
(1S,3S,4S)-3-[(hydroxyamino)carbonyl]-4-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}cyclohexyl(3R)-3-hydroxypyrrolidine-1-carboxylate
(3S)-tetrahydrofuran-3-yl(2S,3S)-3-[(hydroxyamino)carbonyl]-2-{[4-(3-isopropylphenyl)piperidin-1-yl]carbonyl}piperidine-1-carboxylate
(3R)-tetrahydrofuran-3-yl(2S,3 S)-3-[(hydroxyamino)carbonyl]-2-{[4-(3-isopropylphenyl)piperidin-1-yl]carbonyl}piperidine-1-carboxylate
tetrahydro-2H-pyran-4-yl(2S,3 S)-3-[(hydroxyamino)carbonyl]-2-{[4-(3-isopropylphenyl)piperidin-1-yl]carbonyl}piperidine-1-carboxylate
(3R)-tetrahydrofuran-3-yl(2S,3 S)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
(3S)-tetrahydrofuran-3-yl(2S,3 S)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
tetrahydro-2H-pyran-4-yl(2S,3S)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
Benzyl {5-[({(5S,6S)-5-[(hydroxyamino)carbonyl]-6-[(3-phenylpyrrolidin-1-yl)carbonyl]piperidin-3-yl}acetyl)amino]pentyl}carbamate
(2S,3 S)-5-{2-[(5-aminopentyl)amino]-2-oxoethyl}-N-hydroxy-2-[(3-phenylpyrrolidin-1-yl)carbonyl]piperidine-3-carboxamide
(1S,2S)-N-Hydroxy-5-(2-oxo-2-piperidin-1-ylethyl)-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S)-N-Hydroxy-5-(2-oxo-2-pyrrolidin-1-ylethyl)-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S)-N-hydroxy-5-{2-[(3R)-3-hydroxypyrrolidin-1-yl]-2-oxoethyl}-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S)-N(2)-hydroxy-N(1)-{4-[(2-methylquinolin-4-yl)methoxy]phenyl}-4-(2-oxo-2-piperidin-1-ylethyl)cyclohexane-1,2-dicarboxamide
(2S,3S,5R)-2-{[4-(3-isopropylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl}-N,5-dihydroxypiperidine-3-carboxamide
(2S,3S,5S)-2-{[4-(3-isopropylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl}-N,5-dihydroxypiperidine-3-carboxamide
(2S,3S,5R)-N,5-dihydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxamide
(2S,3S,5S)-N,5-dihydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxamide
(2S,3S,5R)-N-Hydroxy-5-(2-morpholin-4-yl-2-oxoethyl)-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxamide
(2S,3S,5S)-N-Hydroxy-5-(2-morpholin-4-yl-2-oxoethyl)-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxamide
(2S,3S,5S)-N,5-dihydroxy-2-{[4-(3-isopropylphenyl)piperidin-1-yl]carbonyl}piperidine-3-carboxamide
(2S,3S,5R)-N,5-dihydroxy-2-{[4-(3-isopropylphenyl)piperidin-1-yl]carbonyl}piperidine-3-carboxamide
(2S,3S,5R)-N-hydroxy-2-{[4-(3-isopropylphenyl)piperidin-1-yl]carbonyl}-5-(2-morpholin-4-yl-2-oxoethyl)piperidine-3-carboxamide
(2S,3S,5S)-N-hydroxy-2-{[4-(3-isopropylphenyl)piperidin-1-yl]carbonyl}-5-(2-morpholin-4-yl-2-oxoethyl)piperidine-3-carboxamide
(1S,2S)-N-Hydroxy-5-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S)-N-Hydroxy-5-(2-morpholin-4-yl-2-oxoethyl)-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S)-N-Hydroxy-5-{2-[(2-methoxyethyl)amino]-2-oxoethyl}-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,3S,4S)-3-[(Hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl methylcarbamate
(1S,3S,4S)-3-[(Hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl dimethylcarbamate
(1S,3S,4S)-3-[(Hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl pyrrolidine-1-carboxylate
(1S,3S,4S)-3-[(Hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl piperidine-1-carboxylate
(1S,3S,4S)-3-[(Hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl morpholine-4-carboxylate
(1S,3S,4S)-3-[(Hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl (3R)-3-hydroxypyrrolidine-1-carboxylate
(1S,3S,4S)-3-[(Hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl cyclopropylcarbamate
(3R,4S)-N-Hydroxy-1-(morpholin-4-ylcarbonyl)-4-[(4-phenylpiperidin-1-yl)carbonyl]piperidine-3-carboxamide
(3S,5S,6S)-5-[(Hydroxyamino)carbonyl]-1-methyl-6-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}piperidin-3-yl pyrrolidine-1-carboxylate
(3R,5S,6S)-5-[(Hydroxyamino)carbonyl]-1-methyl-6-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}piperidin-3-yl pyrrolidine-1-carboxylate
(3S)-tetrahydrofuran-3-yl(2S,3 S)-2-{[4-(4-tert-butylphenyl)piperazin-1-yl]carbonyl}-3-[(hydroxyamino)carbonyl]piperidine-1-carboxylate
(1R,3S,4S)-3-[(Hydroxyamino)carbonyl]-4-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}cyclohexyl pyrrolidine-1-carboxylate
(1R,3S,4S)-3-[(Hydroxyamino)carbonyl]-4-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}cyclohexyl morpholine-4-carboxylate
(1R,3S,4S)-3-[(Hydroxyamino)carbonyl]-4-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}cyclohexyl dimethylcarbamate
(1R,3S,4S)-3-[(Hydroxyamino)carbonyl]-4-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}cyclohexyl methylcarbamate
methyl ((1S,3S,4S)-3-[(Hydoxyamino)carbonyl]-4-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}cyclohexyl)carbamate
(1S,2S,5S)-N-Hydroxy-5-[(methylsulfonyl)amino]-2-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}cyclohexanecarboxamide
(1S,2S,5S)-5-(acetylamino)-N-hydroxy-2-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}cyclohexanecarboxamide
(3R,4S)-N-Hydroxy-4-[(4-phenylpiperidin-1-yl)carbonyl]-1-(piperidin-1-ylcarbonyl)piperidine-3-carboxamide
(3R,4S)-N-Hydroxy-4-[(4-phenylpiperidin-1-yl)carbonyl]-1-(pyrrolidin-1-ylcarbonyl)piperidine-3-carboxamide
(5S,6S)-5-[(Hydroxyamino)carbonyl]-6-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]piperidin-3-yl pyrrolidine-1-carboxylate
(5S,6S)-5-[(Hydroxyamino)carbonyl]-6-[(4-phenylpiperidin-1-yl)carbonyl]piperidin-3-yl pyrrolidine-1-carboxylate
(1S,2S,5R)-N-Hydroxy-2-{[4-(3-isopropylphenyl)piperidin-1-yl]carbonyl}-5-(2-oxo-2-piperidin-1-ylethyl)cyclohexanecarboxamide
(1S,2S,5S)-N-Hydroxy-2-{[4-(3-isopropylphenyl)piperidin-1-yl]carbonyl}-5-(2-oxo-2-piperidin-1-ylethyl)cyclohexanecarboxamide
(2$,3 S)-N-Hydroxy-5-(2-oxo-2-piperidin-1-ylethyl)-2-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}piperidine-3-carboxamide
(2S,3S,5R)-N-Hydroxy-5-(2-oxo-2-pyrrolidin-1-ylethyl)-2-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}piperidine-3-carboxamide
(2S,3S,5S)-N-Hydroxy-5-(2-oxo-2-pyrrolidin-1-ylethyl)-2-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}piperidine-3-carboxamide
(2S,3S)-N-Hydroxy-5-(2-oxo-2-pyrrolidin-1-ylethyl)-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxamide
(2S,3S)-N-Hydroxy-5-(2-oxo-2-piperidin-1-ylethyl)-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxamide
(2S,3S)-N-Hydrooxy-1-methyl-5-(2-oxo-2-piperidin-1-ylethyl)-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxamide
(2S,3S)-N-Hydroxy-1-methyl-5-(2-oxo-2-pyrrolidin-1-ylethyl)-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxamide
(2S,3 S)-N-Hydroxy-1-methyl-5-(2-oxo-2-piperidin-1-ylethyl)-2-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}piperidine-3-carboxamide
(2S,3S)-N-Hydroxy-1-methyl-5-(2-oxo-2-pyrrolidin-1-ylethyl)-2-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}piperidine-3-carboxamide
(1S,2S,5R)-N-Hydroxy-5-(2-oxo-2-piperidin-1-ylethyl)-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(2S,3S)-N-Hydroxy-5-[isobutyryl(methyl)amino]-2-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}piperidine-3-carboxamide
(2S,3S)-N-Hydroxy-5-[isobutyryl(methyl)amino]-2-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]piperidine-3-carboxamide
(2S,3S)-N-Hydroxy-5-[isobutyryl(methyl)amino]-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]piperidine-3-carboxamide
(2S,3S)-N-Hydroxy-5-[isobutyryl(methyl)amino]-2-[(4-phenylpiperidin-1-yl)carbonyl]piperidine-3-carboxamide
(2S,3S)-N-Hydroxy-5-[isobutyryl(methyl)amino]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxamide
(3R,4S)-N-Hydroxy-4-{[(3S)-3-phenylpyrrolidin-1-yl]carbonyl}-1-[4-(trifluoromethoxy)benzoyl]piperidine-3-carboxamide
(3R,4S)-N-Hydroxy-4-{[(3S)-3-phenylpyrrolidin-1-yl]carbonyl}-1-{[4-(trifluoromethoxy)phenyl]sulfonyl}piperidine-3-carboxamide
(3R,4S)-N-Hydroxy-4-{[(3S)-3-phenylpyrrolidin-1-yl]carbonyl}-1-[3-(trifluoromethoxy)benzoyl]piperidine-3-carboxamide
(3R,4S)-N-Hydroxy-4-{[(3S)-3-phenylpyrrolidin-1-yl]carbonyl}-1-[2-(trifluoromethoxy)benzoyl]piperidine-3-carboxamide
(3R,4S)-N-Hydroxy-1-[4-(difluoromethoxy)benzoyl]-4-{[(3S)-3-phenylpyrrolidin-1-yl]carbonyl}piperidine-3-carboxamide
(5S,6S)-5-[(Hydroxyamino)carbonyl]-6-{[(3S)-3-phenylpyrrolidin-1-yl]carbonyl}piperidin-3-yl pyrrolidine-1-carboxylate
(5S,6S)-5-[(Hydroxyamino)carbonyl]-6-[(4-phenylpiperazin-1-yl)carbonyl]piperidin-3-yl pyrrolidine-1-carboxylate
(5S,6S)-5-[(Hydroxyamino)carbonyl]-6-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]piperidin-3-yl pyrrolidine-1-carboxylate
methyl(2S,3 S)-3-[(Hydroxyamino)carbonyl]-2-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]-5-[(pyrrolidin-1-ylcarbonyl)oxy]piperidine-1-carboxylate
methyl(2S,3 S)-3-[(hydroxyamino)carbonyl]-2-{[(3S)-3-phenylpyrrolidin-1-yl]carbonyl}-5-[(pyrrolidin-1-ylcarbonyl)oxy]piperidine-1-carboxylate
Methyl(2S,3S)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperidin-1-yl)carbonyl]-5-[(pyrrolidin-1-ylcarbonyl)oxy]piperidine-1-carboxylate
Methyl(2S,3S)-3-[(hydroxyamino)carbonyl]-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]-5-[(pyrrolidin-1-ylcarbonyl)oxy]piperidine-1-carboxylate
Methyl(2S,3S)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin 11-yl)carbonyl]-5-[(pyrrolidin-1-ylcarbonyl)oxy]piperidine-1-carboxylate
(2S,3S)-5-[benzoyl(methyl)amino]-N-hydroxy-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]piperidine-3-carboxamide
(2S,3S)-5-[benzoyl(methyl)amino]-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxamide
isopropyl {(5S,6S)-5-[(hydroxyamino)carbonyl]-6-[(4-phenylpiperazin-1-yl)carbonyl]piperidin-3-yl}methylcarbamate
isopropyl {(5S,6S)-5-[(hydroxyamino)carbonyl]-6-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]piperidin-3-yl}methylcarbamate
(1S,2S,5R)-N,5-dihydroxy-2-{[(3R)-3-pyrrolidin-1-yl]carbonyl}-5-propylcyclohexanecarboxamide
(1S,2S,5S)-N,5-dihydroxy-2-{[(3R)-3-pyrrolidin-1-yl]carbonyl}-5-propylcyclohexanecarboxamide
(1S,3S,4S)-4-{[4-(4-tert-butylphenyl)piperazin-1-yl]carbonyl}-3-[(hydroxyamino)carbonyl]cyclohexyl methylcarbamate
(1S,3S,4S)-4-{[4-(4-tert-butylphenyl)piperazin-1-yl]carbonyl}-3-[(hydroxyamino)carbonyl]cyclohexyl dimethylcarbamate
(1S,3S,4S)-4-{[4-(4-tert-butylphenyl)piperazin-1-yl]carbonyl}-3-[(hydroxyamino)carbonyl]cyclohexyl cyclopropylcarbamate
(1S,3S,4S)-4-{[4-(4-tert-butylphenyl)piperazin-1-yl]carbonyl}-3-[(hydroxyamino)carbonyl]cyclohexyl pyrrolidine-1-carboxylate
(1S,3S,4S)-4-{[4-(4-tert-butylphenyl)piperazin-1-yl]carbonyl}-3-[(hydroxyamino)carbonyl]cyclohexyl(3R)-3-hydroxypyrrolidine-1-carboxylate
(1S,3S,4S)-4-{[4-(4-tert-butylphenyl)piperazin-1-yl]carbonyl}-3-[(hydroxyamino)carbonyl]cyclohexyl morpholine-4-carboxylate
(1S,3S,4S)-4-{[4-(4-tert-butylphenyl)piperazin-1-yl]carbonyl}-3-[(hydroxyamino)carbonyl]cyclohexyl piperidine-1-carboxylate
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenyl-3,6-dihydropyridin-1(2H)-yl)carbonyl]cyclohexyl methylcarbamate
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]cyclohexyl dimethylcarbamate
(1R,3 S,4S)-3-[(Hydroxyamino)carbonyl]-4-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]cyclohexyl pyrrolidine-1-carboxylate
methyl(2S,3S,5S)-5-(3-fluorophenoxy)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
methyl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-[3-(trifluoromethyl)phenoxy]piperidine-1-carboxylate
methyl(2S,3S,5S)-5-(2,4-difluorophenoxy)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
methyl(2S,3S,5S)-5-(3-chloro-4-fluorophenoxy)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
methyl(2S,3S,5S)-5-[(5-chloropyridin-3-yl)oxy]-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
methyl(2S,3S,5S)-5-(3-bromophenoxy)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
methyl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(pyridin-3-yloxy)piperidine-1-carboxylate
methyl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(quinolin-6-yloxy)piperidine-1-carboxylate
methyl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-5-(3-methylphenoxy)-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
methyl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-5-(3-methoxyphenoxy)-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
methyl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-5-[(6-methylpyridin-2-yl)oxy]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
methyl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-5-[(2-methylquinolin-4-yl)oxy]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
methyl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-5-phenoxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
methyl(2S,3S,5S)-5-(3-chlorophenoxy)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
methyl(2S,3S,5S)-5-(2,3-difluorophenoxy)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
methyl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(pyridin-2-yloxy)piperidine-1-carboxylate
methyl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(quinolin-4-yloxy)piperidine-1-carboxylate
methyl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(pyridin-4-yloxy)piperidine-1-carboxylate
methyl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-5-[(4-methylpyridin-2-yl)oxy]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
methyl(2S,3S,5S)-5-(2-fluorophenoxy)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
methyl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-5-(2-methylphenoxy)-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
methyl(2S,3S,5S)-5-(4-fluorophenoxy)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
methyl(2S,3S,5S)-5-(3,5-difluorophenoxy)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
methyl(2S,3S,5S)-5-(3-fluorophenoxy)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
methyl(2S,3S,5S)-5-(1,3-benzothiazol-2-yloxy)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
methyl(2S,3S,5S)-5-(3,4-difluorophenoxy)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
(2S,3S,5S)-N-hydroxy-1-methyl-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]-5-(pyridin-4-yloxy)piperidine-3-carboxamide
(2S,3S,5S)-N-hydroxy-1-methyl-5-[(4-methylpyridin-2-yl)oxy]-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]piperidine-3-carboxamide
(2S,3S,5S)-N-hydroxy-1-methyl-5-phenoxy-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]piperidine-3-carboxamide
(2S,3S,5S)-5-(3-fluorophenoxy)-N-hydroxy-1-methyl-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]piperidine-3-carboxamide
(2S,3S,5S)-N-hydroxy-1methyl-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]-5-(quinolin-6-yloxy)piperidine-3-carboxamide
(2S,3S,5S)-N-hydroxy-1-methyl-5-[(2-methylquinolin-4-yl)oxy]-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]piperidine-3-carboxamide
(2S,3S,5S)-N-hydroxy-1-methyl-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]-5-(pyridin-2-yloxy)piperidine-3-carboxamide
(2S,3S,5S)-5-(3,5-difluorophenoxy)-N-hydroxy-1-methyl-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]piperidine-3-carboxamide
(2S,3S,5S)-N-hydroxy-1-methyl-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]-5-(quinolin-4-yloxy)piperidine-3-carboxamide
(2S,3S,5S)-N-hydroxy-1-methyl-2-[(4-phenylpiperidin-1-yl)carbonyl]-5-(pyridin-4-yloxy)piperidine-3-carboxamide
(2S,3S,5S)-N-hydroxy-1-methyl-5-[(2-methyl-1,2,3,4-tetrahydroquinolin-4-yl)oxy]-2-[(4-phenylpiperidin-1-yl)carbonyl]piperidine-3-carboxamide
(2S,3S,5S)-N-hydroxy-1-methyl-5-[(4-methylpyridin-2-yl)oxy]-2-[(4-phenylpiperidin-1-yl)carbonyl]piperidine-3-carboxamide
(2S,3S,5S)-N-hydroxy-1-methyl-2-[(4-phenylpiperidin-1-yl)carbonyl]-5-(pyridin-2-yloxy)piperidine-3-carboxamide
(2S,3S,5S)-N-hydroxy-1-(methylsulfonyl)-5-phenoxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxamide
(3S)-tetrahydrofuran-3-yl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-5-phenoxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
methyl(2S,3S,5S)-5-(2-bromophenoxy)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
methyl(2S,3S,5S)-5-(2-chlorophenoxy)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
tetrahydro-2H-pyran-4-yl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-5-phenoxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
ethyl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-5-phenoxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
(2S,3S,5S)-N-hydroxy-5-(3-methylphenoxy)-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxamide
(2S,3S,5S)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-[3-(trifluoromethyl)phenoxy]piperidine-3-carboxamide
(2S,3S,5S)-5-(3-chlorophenoxy)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxamide
(2S,3S,5S)-N-hydroxy-5-(3-methoxyphenoxy)-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxamide
(2S,3S,5S)-5-(3-fluorophenoxy)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxamide
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-1-methyl-6-[(4-phenyl-3,6-dihydropyridin-1(2H)-yl)carbonyl]piperidin-3-yl piperidine-1-carboxylate
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-1-methyl-6-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]piperidin-3-yl(2S)-2-(hydroxymethyl)pyrrolidine-1-carboxylate
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-1-methyl-6-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]piperidin-3-yl azepane-1-carboxylate
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-1-methyl-6-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]piperidin-3-yl azetidine-1-carboxylate
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-1-methyl-6-[(4-phenyl-3,6-dihydropyridin-1(2H)-yl)carbonyl]piperidin-3-yl dimethylcarbamate
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-1-methyl-6-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]piperidin-3-yl 2,5-dihydro-1H-pyrrole-1-carboxylate
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-1-methyl-6-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]piperidin-3-yl pyrrolidine-1-carboxylate
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-1-methyl-6-[(4-phenylpiperazin-1-yl)carbonyl]piperidin-3-yl azetidine-1-carboxylate
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-1-methyl-6-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]piperidin-3-yl azetidine-1-carboxylate
(3S,5S,6S)-6-(1,3-dihydro-2H-benzo[e]isoindol-2-ylcarbonyl)-5-[(hydroxyamino)carbonyl]-1-methylpiperidin-3-yl azetidine-1-carboxylate
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-1-methyl-6-[(4-phenylpiperazin-1-yl)carbonyl]piperidin-3-yl pyrrolidine-1-carboxylate
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-1-methyl-6-[(3R)-3-phenylpyrrolidin-1-yl]carbonylpiperidin-3-yl azetidine-1-carboxylate
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-1-methyl-6-[(4-phenylpiperazin-1-yl)carbonyl]piperidin-3-yl piperidine-1-carboxylate
(3S,5S,6S)-6-(1,3-dihydro-2H-isoindol-2-ylcarbonyl)-5-[(hydroxyamino)carbonyl]-1-methylpiperidin-3-yl azetidine-1-carboxylate
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-1-methyl-6-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]piperidin-3-yl pyrrolidine-1-carboxylate
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-1-methyl-6-[(4-phenylpiperidin-1-yl)carbonyl]piperidin-3-yl pyrrolidine-1-carboxylate
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-1-methyl-6-[(4-phenylpiperidin-1-yl)carbonyl]piperidin-3-yl azepane-1-carboxylate
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-1-methyl-6-[(4-phenylpiperidin-1-yl)carbonyl]piperidin-3-yl(2S)-2-(hydroxymethyl)pyrrolidine-1-carboxylate
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-1-methyl-6-[(4-phenylpiperidin-1-yl)carbonyl]piperidin-3-yl piperidine-1-carboxylate
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-1-methyl-6-[(4-phenylpiperidin-1-yl)carbonyl]piperidin-3-yl dimethylcarbamate
methyl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-5-([(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]carbonyloxy)-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
methyl(2S,3S,5S)-2-(1,3-dihydro-2H-isoindol-2-ylcarbonyl)-3-[(hydroxyamino)carbonyl]-5-[(pyrrolidin-1-ylcarbonyl)oxy]piperidine-1-carboxylate
methyl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-[(piperidin-1-ylcarbonyl)oxy]piperidine-1-carboxylate
Methyl(2S, 3S, 5)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-[(pyrrolidin-1-ylcarbonyl)oxy]piperidine-1-carboxylate
methyl(2S, 3S, 5S)-3-[(hydroxyamino)carbonyl]-2-[(3-phenylpyrrolidin-1-yl)carbonyl]-5-[(pyrrolidin-1-ylcarbonyl)oxy]piperidine-1-carboxylate
methyl(2S,3S,5S)-5-[(dimethylamino)carbonyl]oxy-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
methyl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]-5-[(pyrrolidin-1-ylcarbonyl)oxy]piperidine-1-carboxylate
methyl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperidin-1-yl)carbonyl]-5-[(pyrrolidin-1-ylcarbonyl)oxy]piperidine-1-carboxylate
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-6-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]piperidin-3-yl pyrrolidine-1-carboxylate
(3S,5S,6S)-6-(1,3-dihydro-2H-benzo[e]isoindol-2-ylcarbonyl)-5-[(hydroxyamino)carbonyl]piperidin-3-yl azetidine-1-carboxylate
(3S,5S,6S)-6-(1,3-dihydro-2H-isoindol-2-ylcarbonyl)-5-[(hydroxyamino)carbonyl]piperidin-3-yl azetidine-1-carboxylate
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-6-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]piperidin-3-yl azetidine-1-carboxylate
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-6-[(3R)-3-phenylpyrrolidin-1-yl]carbonylpiperidin-3-yl azetidine-1-carboxylate
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-6-[(4-phenylpiperazin-1-yl)carbonyl]piperidin-3-yl azetidine-1-carboxylate
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-6-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]piperidin-3-yl azetidine-1-carboxylate
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-6-[(4-phenylpiperidin-1-yl)carbonyl]piperidin-3-yl azetidine-1-carboxylate
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-6-[(4-phenylpiperidin-1-yl)carbonyl]piperidin-3-yl pyrrolidine-1-carboxylate
methyl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-5-(2-oxo-2-pyrrolidin-1-ylethoxy)-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
methyl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(phenylthio)piperidine-1-carboxylate
methyl(2S,3S,5S)-5-(allyloxy)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
methyl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-propoxypiperidine-1-carboxylate
methyl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-5-methoxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
(2S,3S,5S)-5-tert-butoxy-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxamide
methyl(2S,3S,5S)-5-tert-butoxy-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylate
(3R,4S)-1-[(E)-(cyanoimino)(pyrrolidin-1-yl)methyl]-N-hydroxy-4-[(3R)-3-phenylpyrrolidin-1-yl]carbonylpiperidine-3-carboxamide
(3R,4S)-1-[(E)-azetidin-1-yl(cyanoimino)methyl]-N-hydroxy-4-[(3R)-3-phenylpyrrolidin-1-yl]carbonylpiperidine-3-carboxamide
(3R,4S)-1-[(E)-(cyanoimino)(dimethylamino)methyl]-N-hydroxy-4-[(3R)-3-phenylpyrrolidin-1-yl]carbonylpiperidine-3-carboxamide
(3R,4S)-1-[(E)-(cyanoimino)(cyclopropylamino)methyl]-N-hydroxy-4-[(3R)-3-phenylpyrrolidin-1-yl]carbonylpiperidine-3-carboxamide
(3R,4S)-1-[(E)-(cyanoimino)(piperidin-1-yl)methyl]-N-hydroxy-4-[(3R)-3-phenylpyrrolidin-1-yl]carbonylpiperidine-3-carboxamide
(3R,4S)-1-[(Z)-(cyanoimino)(morpholin-4-yl)methyl]-N-hydroxy-4-[(3R)-3-phenylpyrrolidin-1-yl]carbonylpiperidine-3-carboxamide
(3R,4S)-1-[(Z)-(cyanoimino)(hydroxyamino)methyl]-N-hydroxy-4-[(3R)-3-phenylpyrrolidin-1-yl]carbonylpiperidine-3-carboxamide
(3R,4S)-1-[(E)-azepan-1-yl(cyanoimino)methyl]-N-hydroxy-4-[(3R)-3-phenylpyrrolidin-1-yl]carbonylpiperidine-3-carboxamide
(3R,4S)-1-[(Z)-(cyanoimino)(4-methylpiperazin-1-yl)methyl]-N-hydroxy-4-[(3R)-3-phenylpyrrolidin-1-yl]carbonylpiperidine-3-carboxamide
(3R,4S)-1-[(Z)-(cyanoimino)(thiomorpholin-4-yl)methyl]-N-hydroxy-4-[(3R)-3-phenylpyrrolidin-1-yl]carbonylpiperidine-3-carboxamide
(3R,4S)-1-[(E)-(cyanoimino)(4-methylpiperidin-1-yl)methyl]-N-hydroxy-4-[(3R)-3-phenylpyrrolidin-1-yl]carbonylpiperidine-3-carboxamide
(3R,4S)-1-[(Z)-(cyanoimino)(2,5-dihydro-1H-pyrrol-1-yl)methyl]-N-hydroxy-4-[(3R)-3-phenylpyrrolidin-1-yl]carbonylpiperidine-3-carboxamide
(3R,4S)-1-[(Z)-(cyanoimino)(1,3-dihydro-2H-isoindol-2-yl)methyl]-N-hydroxy-4-[(3R)-3-phenylpyrrolidin-1-yl]carbonylpiperidine-3-carboxamide
(3R,4S)-1-[(Z)-(cyanoimino)(3,4-dihydroisoquinolin-2(1H)-yl)methyl]-N-hydroxy-4-[(3R)-3-phenylpyrrolidin-1-yl]carbonylpiperidine-3-carboxamide
(3R,4S)-N-hydroxy-1-[(Z)-1-(hydroxyamino)-2-nitrovinyl]-4-[(3R)-3-phenylpyrrolidin-1-yl]carbonylpiperidine-3-carboxamide
(3R,4S)-1-[(E)-(cyanoimino)(piperidin-1-yl)methyl]-4-[4-(4-cyano-2-methylphenyl)piperazin-1-yl]carbonyl-N-hydroxypiperidine-3-carboxamide
(3R,4S)-1-[(E)-(cyanoimino)(dimethylamino)methyl]-4-[4-(4-cyano-2-methylphenyl)piperazin-1-yl]carbonyl-N-hydroxypiperidine-3-carboxamide
(3R,4S)-1-[(E)-azepan-1-yl(cyanoimino)methyl]-4-[4-(4-cyano-2-methylphenyl)piperazin-1-yl]carbonyl-N-hydroxypiperidine-3-carboxamide
(3R,4S)-1-[(E)-(cyanoimino)(pyrrolidin-1-yl)methyl]-4-[4-(4-cyano-2-methylphenyl)piperazin-1-yl]carbonyl-N-hydroxypiperidine-3-carboxamide
(3R,4S)-1-[(E)-(cyanoimino)(cyclopropylamino)methyl]-4-[4-(4-cyano-2-methylphenyl)piperazin-1-yl]carbonyl-N-hydroxypiperidine-3-carboxamide
(3R,4S)-1-[(E)-azetidin-1-yl(cyanoimino)methyl]-4-[4-(4-cyano-2-methylphenyl)piperazin-1-yl]carbonyl-N-hydroxypiperidine-3-carboxamide
(1S,2S,5E)-5-benzylidene-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide trifluoroacetate (salt)
(1S,2S,5E)-5-(cyclopropylmethylene)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide trifluoroacetate (salt)
(1S,2S,5S)-5-benzyl-N,5-dihydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5R)-N,5-dihydroxy-5-phenyl-2-[(4-phenylpiperazin-1-yl)carbonyl]-cyclohexanecarboxamide trifluoroacetate (salt)
(1S,2S,5R)-5-benzyl-N,5-dihydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]-cyclohexanecarboxamide trifluoroacetate (salt)
(1S,2S,5R)-N,5-dihydroxy-5-isopropyl-2-[(4-phenylpiperazin-1-yl)carbonyl]-cyclohexanecarboxamide trifluoroacetate (salt)
(1S,2S,5R)-5-cyclopropyl-N,5-dihydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]-cyclohexanecarboxamide trifluoroacetate (salt)
(2S,3S,5R)-2-[4-(4-cyano-2-methylphenyl)piperidin-1-yl]carbonyl-N-hydroxy-5-(2-oxo-2-pyrrolidin-1-ylethyl)piperidine-3-carboxamide
isopropyl (5S,6S)-5-[(hydroxyamino)carbonyl]-6-[(4-phenylpiperidin-1-yl)carbonyl]piperidin-3-ylmethylcarbamate
(1 S,2S)-N-hydroxy-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]-5-(pyrrolidin-1-ylcarbonyl)cyclohexanecarboxamide
N-cyclopropyl-N-({(3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl}methyl)morpholine-4-carboxamide
(1S,2S, 5S)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(piperidin-1-ylcarbonyl)cyclohexanecarboxamide
(1S,2S, 5R)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(piperidin-1-ylcarbonyl)cyclohexanecarboxamide
(1S,2S, 5S)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(pyrrolidin-1-ylcarbonyl)cyclohexanecarboxamide
(1S,2S, 5R)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(pyrrolidin-1-ylcarbonyl)cyclohexanecarboxamide
(1S,2S)-N-hydroxy-5-(morpholin-4-ylcarbonyl)-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
N-cyclopentyl-N-({(3S,4S, 5S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl}methyl)piperidine-1-carboxamide
N-cyclopentyl-N-({(3S,4S, 5R)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl}methyl)piperidine-1-carboxamide
(1R,3 S,4S)-3-[(hydroxyamino)carbonyl]-4-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}cyclohexyl pyrrolidine-1-carboxylate
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}cyclohexyl dimethylcarbamate
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperidin-1-yl)carbonyl]cyclohexyl piperidine-1-carboxylate
(1R,3 S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]cyclohexyl pyrrolidine-1-carboxylate
(1R,3 S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]cyclohexyl methylcarbamate
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]cyclohexyl dimethylcarbamate
(1S,2S,5R)-N,5-dihydroxy-2-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}cyclohexanecarboxamide
(1S,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]cyclohexyl dimethylcarbamate
(1S,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]cyclohexyl pyrrolidine-1-carboxylate
(1S,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]cyclohexyl methylcarbamate
(1 S,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]cyclohexyl morpholine-4-carboxylate
(1R,3 S,4S)-3-[(hydroxyamino)carbonyl]-4-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}cyclohexyl methylcarbamate
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-{[(3R)-3-phenylpyrrolidin-1-yl]carbonyl}cyclohexyl morpholine-4-carboxylate
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperidin-1-yl)carbonyl]cyclohexyl dimethylcarbamate
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl piperidine-1-carboxylate
N-{(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl}-N-methylazetidine-1-carboxamide
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl diethylcarbamate
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl methylcarbamate
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenyl-3,6-dihydropyridin-1(2H)-yl)carbonyl]cyclohexyl pyrrolidine-1-carboxylate
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenyl-3,6-dihydropyridin-1(2H)-yl)carbonyl]cyclohexyl methylcarbamate
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenyl-3,6-dihydropyridin-1(2H)-yl)carbonyl]cyclohexyl dimethylcarbamate
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperidin-1-yl)carbonyl]cyclohexyl pyrrolidine-1-carboxylate
(1R,3 S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]cyclohexyl morpholine-4-carboxylate
(1S,2S,5R)-N,5-dihydroxy-5-methyl-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5S)-N,5-dihydroxy-5-methyl-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]cyclohexanecarboxamide
(1R,3R,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl(3R)-3-hydroxypyrrolidine-1-carboxylate
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl pyrrolidine-1-carboxylate
(1R,3 S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl dimethylcarbamate
(1S,2S,5R)-5-allyl-N,5-dihydroxy-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5R)-5-allyl-N,5-dihydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5S)-5-allyl-N,5-dihydroxy-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5S)-5-allyl-N,5-dihydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5R)-N,5-dihydroxy-5-methyl-2-[(4-phenylpiperidin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5S)-N,5-dihydroxy-5-methyl-2-[(4-phenylpiperidin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5S)-N,5-dihydroxy-5-methyl-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5R)-N,5-dihydroxy-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]-5-propylcyclohexanecarboxamide
(1S,2S,5S)-N,5-dihydroxy-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]-5-propylcyclohexanecarboxamide
(1S,2S,5R)-N-hydroxy-5-phenoxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5R)-N-hydroxy-5-[(6-methylpyridin-3-yl)oxy]-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5R)-N-hydroxy-5-(4-methylphenoxy)-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5R)-5-(2,3-difluorophenoxy)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1 S,2S,5R)-N-hydroxy-5-[(6-methylpyridin-2-yl)oxy]-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5R)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-[(2-methylquinolin-4-yl)oxy]cyclohexanecarboxamide
(1S,2S,5R)-5-(3,4-difluorophenoxy)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5R)-5-[(5-chloropyridin-3-yl)oxy]-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5R)-N-hydroxy-5-[1-(methylsulfonyl)piperidin-4-yl]oxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5R)-5-(2,4-dichlorophenoxy)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
methyl 4-((1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyloxy)piperidine-1-carboxylate
(1S,2S,5R)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(pyridin-3-yloxy)cyclohexanecarboxamide
(1S,2S,5R)-5-(4-fluorophenoxy)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5R)-5-[(1-ethylpiperidin-4-yl)oxy]-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5R)-5-[(1-ethylpiperidin-4-yl)oxy]-N-hydroxy-2-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5R)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(quinolin-6-yloxy)cyclohexanecarboxamide
(1S,2S,5R)-5-(2,3-dichlorophenoxy)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5R)-5-(benzyloxy)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5R)-N-hydroxy-5-[(4-methylpyridin-2-yl)oxy]-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5R)-5-(3-fluorophenoxy)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5R)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(pyridin-4-yloxy)cyclohexanecarboxamide
(1S,2S,5R)-5-[(1-acetylpiperidin-4-yl)oxy]-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5R)-N-hydroxy-5-[(2-methylpyridin-3-yl)oxy]-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5R)-5-[3,5-bis(trifluoromethyl)phenoxy]-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1 S,2S,5R)-5-(2-chlorophenoxy)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5R)-5-(4-chlorophenoxy)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5R)-5-(3-bromophenoxy)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5R)-5-(1,3-benzothiazol-2-yloxy)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5R)-5-(3-chlorophenoxy)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide
(1S,2S,5R)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(pyrimidin-2-yloxy)cyclohexanecarboxamide
(1S,2S,5R)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-[3-(trifluoromethyl)phenoxy]cyclohexanecarboxamide
(1S,2S,5R)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(quinolin-4-yloxy)cyclohexanecarboxamide, and
(1S,2S,5R)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(thieno[3,2-b]pyridin-7-yloxy)cyclohexanecarboxamide.
24. A compound according to claim 1 selected from the group consisting of:
(1S,2S,5R)-N-hydroxy-5-[isobutyryl(methyl)amino]-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide,
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperidin-1-yl)carbonyl]cyclohexyl cyclopropylcarbamate,
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperidin-1-yl)carbonyl]cyclohexyl ethylcarbamate,
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperidin-1-yl)carbonyl]cyclohexyl methylcarbamate,
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperidin-1-yl)carbonyl]cyclohexyl isopropylcarbamate,
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperidin-1-yl)carbonyl]cyclohexyl prop-2-yn-1-ylcarbamate,
(1R,3 S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperidin-1-yl)carbonyl]cyclohexyl piperidine-1-carboxylate,
(1R,3 S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperidin-1-yl)carbonyl]cyclohexyl 4-methylpiperazine-1-carboxylate,
(1R,3 S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperidin-1-yl)carbonyl]cyclohexyl carbamate,
(1R,3 S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl (1-methylpiperidin-4-yl)carbamate,
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl isobutyl (methyl)carbamate,
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl methyl(3-phenylpropyl)carbamate,
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl cyclohexyl(methyl)carbamate,
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl (4-methoxyphenyl)methylcarbamate,
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl indoline-1-carboxylate,
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl 1,3-dihydro-2H-isoindole-2-carboxylate,
(1R,3 S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl (2-phenylcyclopropyl)carbamate,
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl cyclobutylcarbamate,
ethyl 4-{[({(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl}oxy)carbonyl]amino}piperidine-1-carboxylate,
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl tetrahydrofuran-3-ylcarbamate,
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl (4-hydroxycyclohexyl)carbamate,
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl (2-methoxyethyl)carbamate,
(1R,3 S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl (pyridin-2-ylmethyl)carbamate,
(1R,3 S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl (pyridin-3-ylmethyl)carbamate,
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl (pyridin-4-ylmethyl)carbamate,
(1R,3 S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl 2,5-dihydro-1H-pyrrole-1-carboxylate,
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl cyclopentylcarbamate,
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl cyclohexylcarbamate,
ethyl(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl piperazine-1,4-dicarboxylate,
(1R,3$,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl 4-{2-[methyl(phenyl)amino]-2-oxoethyl}piperazine-1-carboxylate,
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl 4-hydroxypiperidine-1-carboxylate,
(1R,3 S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl (3R)-3-(acetylamino)pyrrolidine-1-carboxylate,
(1R,3 S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl (3S)-3-(acetylamino)pyrrolidine-1-carboxylate,
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl (2R)-2-(hydroxymethyl)pyrrolidine-1-carboxylate,
(1R,3 S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl (2S)-2-(hydroxymethyl)pyrrolidine-1-carboxylate,
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl [1-(hydroxymethyl)cyclopentyl]carbamate,
(1R,3 S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl [(1R,2R)-2-hydroxycyclopentyl]carbamate,
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl [2-(hydroxymethyl)cyclohexyl]carbamate,
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl [(2R)-2-hydroxycyclohexyl]carbamate,
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl [(1R)-2-hydroxy-1-phenylethyl]carbamate,
(1R,3 S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl [(1R)-2-hydroxy-1-methylethyl]carbamate,
(1R,3 S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl [(1R)-1-(hydroxymethyl)propyl]carbamate,
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl [(1R)-1-(hydroxymethyl)-2-methylpropyl]carbamate,
(1R,3 S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl [(2R)-2-hydroxypropyl]carbamate,
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl (3-hydroxy-1-phenylpropyl)carbamate,
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl [(1R)-1-(hydroxymethyl)-3-methylbutyl]carbamate,
(1R,3S,4S)-3-[(hydroxyamino)carbonyl]-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl 4-formylpiperazine-1-carboxylate,
(1S,2S,5R)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(pyridin-3-ylmethoxy)cyclohexanecarboxamide,
(1S,2S,5R)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(pyridin-2-yloxy)cyclohexanecarboxamide,
(1S,2S,5R)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(quinolin-6-yloxy)cyclohexanecarboxamide,
(1S,2S,5R)-5-[(1-ethylpiperidin-4-yl)oxy]-N-hydroxy-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]cyclohexanecarboxamide,
(1S,2S,5R)-N-hydroxy-5-(4-hydroxyphenoxy)-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide,
(1S,2S,5R)-N-hydroxy-5-[(4-methoxycyclohexyl)oxy]-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide,
(1 S,2S,5R)-N-hydroxy-5-(4-methoxyphenoxy)-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]cyclohexanecarboxamide,
(1S,2S,5R)-N-hydroxy-5-[(4-methoxycyclohexyl)oxy]-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]cyclohexanecarboxamide,
(1S,2S,5R)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-{[2-(trifluoromethyl)quinolin-4-yl]oxy}cyclohexanecarboxamide,
(1S,2S,5R)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(quinolin-2-yloxy)cyclohexanecarboxamide,
(1S,2S,5R)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(quinolin-3-yloxy)cyclohexanecarboxamide,
(1S,2S,5R)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(quinolin-5-yloxy)cyclohexanecarboxamide,
(1S,2S,5R)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(quinolin-7-yloxy)cyclohexanecarboxamide,
(1S,2S,5R)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(quinolin-8-yloxy)cyclohexanecarboxamide,
(1S,2S,5R)-N-hydroxy-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]-5-(pyridin-2-yloxy)cyclohexanecarboxamide,
(1S,2S,5R)-N-hydroxy-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]-5-(pyridin-4-yloxy)cyclohexanecarboxamide,
(1 S,2S,5R)-N-hydroxy-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]-5-(quinolin-6-yloxy)cyclohexanecarboxamide,
(1S,2S,5R)-5-[(1-ethylpiperidin-4-yl)oxy]-N-hydroxy-2-[(4-phenylpiperidin-1-yl)carbonyl]cyclohexanecarboxamide,
(1S,2S,5R)-N-hydroxy-2-[(4-phenylpiperidin-1-yl)carbonyl]-5-(pyridin-2-yloxy)cyclohexanecarboxamide,
(1S,2S,5R)-N-hydroxy-2-[(4-phenylpiperidin-1-yl)carbonyl]-5-(pyridin-4-yloxy)cyclohexanecarboxamide,
(1S,2S,5R)-N-hydroxy-2-[(4-phenylpiperidin-1-yl)carbonyl]-5-(quinolin-6-yloxy)cyclohexanecarboxamide,
(1S,2S,5R)-5-(3-chlorophenoxy)-N-hydroxy-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]cyclohexanecarboxamide,
(1S,2S,5R)-5-(3,4-difluorophenoxy)-N-hydroxy-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]cyclohexanecarboxamide,
(1S,2S,5R)-5-(2,3-difluorophenoxy)-N-hydroxy-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]cyclohexanecarboxamide,
(1S,2S,5R)-N-hydroxy-5-(isoquinolin-1-yloxy)-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide,
(1S,2S,5R)-N-hydroxy-5-(isoquinolin-3-yloxy)-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide,
(1S,2S,5R)-N-hydroxy-5-(isoquinolin-5-yloxy)-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide,
(1S,2S,5R)-N-hydroxy-5-(isoquinolin-7-yloxy)-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide,
(1S,2S,5R)-N-hydroxy-5-(2-naphthyloxy)-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide,
(1S,2S,5R)-5-(2,4-difluorophenoxy)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide,
(1S,2S,5R)-5-(3,5-difluorophenoxy)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide,
(1S,2S,5R)-5-(3-chloro-4-fluorophenoxy)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide,
(1S,2S,5R)-5-(3,4-dichlorophenoxy)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide,
(1S,2S,5R)-5-(3,5-dichlorophenoxy)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide,
(1S,2S,5R)-5-(2,5-dioxopyrrolidin-1-yl)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide,
(1S,2S,5R)-5-(5,5-dimethyl-2,4-dioxo-1,3-oxazolidin-3-yl)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide,
(1S,2S,5R)-N-hydroxy-5-(3-methyl-2,5-dioxoimidazolidin-1-yl)-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide,
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-1-methyl-6-[(4-phenylpiperazin-1-yl)carbonyl]piperidin-3-yl 2,5-dihydro-1H-pyrrole-1-carboxylate,
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-1-methyl-6-[(4-phenylpiperazin-1-yl)carbonyl]piperidin-3-yl azepane-1-carboxylate,
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-1-methyl-6-[(4-phenylpiperazin-1-yl)carbonyl]piperidin-3-yl dimethylcarbamate,
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-1-methyl-6-[(4-phenylpiperazin-1-yl)carbonyl]piperidin-3-yl azocane-1-carboxylate,
(2S,3S,5S)-5-(2-fluorophenoxy)-N-hydroxy-1-methyl-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-1-methyl-5-[(6-methylpyridin-2-yl)oxy]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-1-methyl-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(pyridin-4-yloxy)piperidine-3-carboxamide,
(2S,3S,5S)-5-(3-fluorophenoxy)-N-hydroxy-1-methyl-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-1-methyl-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(pyridin-2-yloxy)piperidine-3-carboxamide,
(2S,3S,5S)-5-(1,3-benzothiazol-2-yloxy)-N-hydroxy-1-methyl-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-1-methyl-5-(3-methylphenoxy)-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-1-methyl-5-[(4-methylpyridin-2-yl)oxy]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxamide,
(2S,3S,5S)-5-(3,4-difluorophenoxy)-N-hydroxy-1-methyl-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxamide,
(2S,3S,5S)-5-(2-chlorophenoxy)-N-hydroxy-1-methyl-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxamide,
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-1-methyl-6-[(4-phenylpiperazin-1-yl)carbonyl]piperidin-3-yl 3,3-difluoropyrrolidine-1-carboxylate,
methyl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(quinolin-6-yloxy)piperidine-1-carboxylate,
(2S,3S,5S)-N-hydroxy-1-methyl-2-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]-5-(pyridin-3-yloxy)piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-1-methyl-2-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]-5-(pyridin-4-yloxy)piperidine-3-carboxamide,
(2S,3S,5S)-5-(3-fluorophenoxy)-N-hydroxy-1-methyl-2-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-1-methyl-5-phenoxy-2-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-1-methyl-2-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]-5-(pyridin-2-yloxy)piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-1-methyl-5-[(4-methylpyridin-2-yl)oxy]-2-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-1-methyl-5-[(6-methylpyridin-2-yl)oxy]-2-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-1-methyl-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(pyridin-2-yloxy)piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-1-methyl-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(pyridin-3-yloxy)piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-1-methyl-5-[(2-methylquinolin-4-yl)oxy]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-1-methyl-5-[(2-methylquinolin-4-yl)oxy]-2-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-1-methyl-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(quinolin-4-yloxy)piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-1-methyl-2-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]-5-(quinolin-6-yloxy)piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-1-methyl-2-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]-5-(quinolin-4-yloxy)piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(pyridin-2-yloxy)piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-1-methyl-5-[(4-methylpyridin-2-yl)oxy]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxamide,
(2S,3S,5S)-5-[(5-chloropyridin-3-yl)oxy]-2-[4-(4-cyano-3,5-dimethylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl-N-hydroxypiperidine-3-carboxamide,
(2S,3S,5S)-2-[4-(4-cyano-3,5-dimethylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl-N-hydroxy-5-[(6-methylpyridin-2-yl)oxy]piperidine-3-carboxamide,
(2S,3S,5S)-2-[4-(4-cyano-3,5-dimethylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl-N-hydroxy-5-[(4-methylpyridin-2-yl)oxy]piperidine-3-carboxamide,
(2S,3S,5S)-2-[4-(4-cyano-3,5-dimethylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl-N-hydroxy-5-(pyridin-2-yloxy)piperidine-3-carboxamide,
(2S,3S,5S)-2-[4-(4-cyano-3,5-dimethylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl-N-hydroxy-5-phenoxypiperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]-5-(pyridin-2-yloxy)piperidine-3-carboxamide,
(2S,3S,5S)-2-[4-(4-cyano-3,5-dimethylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl-N-hydroxy-5-[(3-methyl-1H-pyrazol-5-yl)oxy]piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-5-[(5-methylisoxazol-3-yl)oxy]-2-[(3R)-3-phenylpyrrolidin-1-yl]carbonylpiperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-5-[(3-methyl-1H-pyrazol-5-yl)oxy]-2-[(3R)-3-phenylpyrrolidin-1-yl]carbonylpiperidine-3-carboxamide,
(2S,3S,5S)-5-[(5-chloropyridin-3-yl)oxy]-N-hydroxy-2-[(3R)-3-phenylpyrrolidin-1-yl]carbonylpiperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-5-[(4-methylpyridin-2-yl)oxy]-2-[(3R)-3-phenylpyrrolidin-1-yl]carbonylpiperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-2-[(3R)-3-phenylpyrrolidin-1-yl]carbonyl-5-(pyridin-2-yloxy)piperidine-3-carboxamide,
(2S,3S,5S)-2-[4-(4-cyano-3,5-dimethylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl-5-(3,4-difluorophenoxy)-N-hydroxypiperidine-3-carboxamide,
(2S,3S,5S)-2-[4-(4-cyano-3,5-dimethylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl-N-hydroxy-5-[(5-methylisoxazol-3-yl)oxy]piperidine-3-carboxamide,
(2S,3S,5S)-2-[4-(4-cyano-3,5-dimethylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl-N-hydroxy-5-[(2-methylquinolin-4-yl)oxy]piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-5-[(2-methylquinolin-4-yl)oxy]-2-[(3R)-3-phenylpyrrolidin-1-yl]carbonylpiperidine-3-carboxamide,
(2S,3S)-2-[4-(4-cyano-3,5-dimethylphenyl)-3,6-dihydropyridin-1(2H)-yl]carbonyl-5,5-difluoro-N-hydroxy-1-methylpiperidine-3-carboxamide,
(2S,3S)-2-[4-(4-cyano-3,5-dimethylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl-5,5-difluoro-N-hydroxypiperidine-3-carboxamide,
(2S,3 S)-5,5-difluoro-N-hydroxy-2-[4-(3-isopropylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl-1-methylpiperidine-3-carboxamide,
(2S,3S)-5,5-difluoro-N-hydroxy-2-[4-(3-isopropylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonylpiperidine-3-carboxamide,
(2S,3S)-5,5-difluoro-N(3)-hydroxy-1-methyl-N(2)-4-[(2-methylquinolin-4-yl)methoxy]phenylpiperidine-2,3-dicarboxamide,
(2S,3S)-5,5-difluoro-N(3)-hydroxy-N(2)-4-[(2-methylquinolin-4-yl)methoxy]phenylpiperidine-2,3-dicarboxamide,
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-6-[(4-[(2-methylquinolin-4-yl)methoxy]phenylamino)carbonyl]piperidin-3-yl azepane-1-carboxylate,
(2S,3S,5R)-5-fluoro-N(3)-hydroxy-N(2)-4-[(2-methylquinolin-4-yl)methoxy]phenylpiperidine-2,3-dicarboxamide,
(3S,5S,6S)-5-[(hydroxyamino)carbonyl]-1-methyl-6-[(4-[(2-methylquinolin-4-yl)methoxy]phenylamino)carbonyl]piperidin-3-yl azepane-1-carboxylate,
(3S,5S,6S)-6-[4-(4-cyano-3,5-dimethylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl-5-[(hydroxyamino)carbonyl]piperidin-3-yl azepane-1-carboxylate,
(2S,3S,5R)-5-fluoro-N-hydroxy-1-methyl-2-[(3R)-3-phenylpyrrolidin-1-yl]carbonylpiperidine-3-carboxamide,
(2S,3S,5R)-5-fluoro-N-hydroxy-2-[(3R)-3-phenylpyrrolidin-1-yl]carbonylpiperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-5-phenoxy-2-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-2-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]-5-(pyridin-2-yloxy)piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-2-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]-5-(pyridin-4-yloxy)piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-2-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]-5-(pyridin-3-yloxy)piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-5-[(6-methylpyridin-2-yl)oxy]-2-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-5-[(4-methylpyridin-2-yl)oxy]-2-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]piperidine-3-carboxamide,
(2S,3S,5S)-5-(3-fluorophenoxy)-N-hydroxy-2-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-2-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]-5-(quinolin-6-yloxy)piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-2-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]-5-(quinolin-7-yloxy)piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-2-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]-5-(quinolin-4-yloxy)piperidine-3-carboxamide,
(2S,3S,5S)-N-hydroxy-5-[(2-methylquinolin-4-yl)oxy]-2-[(3-phenyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]piperidine-3-carboxamide,
(2S,3S,5R)-2-[4-(4-cyano-3,5-dimethylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl-5-fluoro-N-hydroxypiperidine-3-carboxamide,
(2S,3S,5R)-5-fluoro-N-hydroxy-2-[4-(3-isopropylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonylpiperidine-3-carboxamide,
(2S,3S,5R)-2-[4-(4-cyano-3,5-dimethylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl-5-fluoro-N-hydroxy-1-methylpiperidine-3-carboxamide,
(2S,3S,5R)-5-fluoro-N-hydroxy-2-[4-(3-isopropylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl-1-methylpiperidine-3-carboxamide,
(1S,2S,5E)-5-benzylidene-2-[4-(4-cyano-2-methylphenyl)piperazin-1-yl]carbonyl-N-hydroxycyclohexanecarboxamide trifluoroacetate (salt),
(1 S,2S,5E)-2-[4-(4-cyano-2-methylphenyl)piperazin-1-yl]carbonyl-5-(cyclopropylmethylene)-N-hydroxycyclohexanecarboxamide trifluoroacetate (salt),
(1S,2S,5E)-5-benzylidene-N-hydroxy-2-[(3R)-3-phenylpyrrolidin-1-yl]carbonylcyclohexanecarboxamide,
(1S,2S,5S)-N,5-dihydroxy-5-isobutyl-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]cyclohexanecarboxamide,
(1S,2S,5S)-5-butyl-N,5-dihydroxy-2-[(4-phenyl-3,6-dihydropyridin-1 (2H)-yl)carbonyl]cyclohexanecarboxamide,
(1R,3 S,4S)-3-[(hydroxyamino)carbonyl]-1-methyl-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl azetidine-1-carboxylate trifluoroacetate (salt),
(1S,3S,4S)-3-[(hydroxyamino)carbonyl]-1-methyl-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl pyrrolidine-1-carboxylate trifluoroacetate (salt),
(1S,2S,5S)-N,5-dihydroxy-5-isobutyl-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide trifluoroacetate (salt),
(1 S,2S,5R)-5-(cyclopropylmethyl)-N,5-dihydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide trifluoroacetate (salt),
(1 S,2S,5R)-5-butyl-N,5-dihydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide trifluoroacetate (salt),
(1R,3 S,4S)-3-[(hydroxyamino)carbonyl]-1-methyl-4-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexyl pyrrolidine-1-carboxylate trifluoroacetate (salt),
(1S,2S,5E)-5-(cyclopropylmethylene)-N-hydroxy-2-[(3R)-3-phenylpyrrolidin-1-yl]carbonylcyclohexanecarboxamide,
(1S,2S,5R)-5-ethyl-N,5-dihydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]cyclohexanecarboxamide trifluoroacetate (salt),
(3R,4S)-1-[(E)-(cyanoimino)(cyclopropylamino)methyl]-4-[4-(4-cyano-2-methylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl-N-hydroxypiperidine-3-carboxamide,
(3R,4S)-1-[(E)-(cyanoimino)(dimethylamino)methyl]-4-[4-(4-cyano-2-methylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl-N-hydroxypiperidine-3-carboxamide,
(3R,4S)-1-[(E)-(cyanoimino)(piperidin-1-yl)methyl]-4-[4-(4-cyano-2-methylphenyl)piperazin-1-yl]carbonyl-N-hydroxypiperidine-3-carboxamide,
(3R,4S)-1-[(E)-azetidin-1-yl(cyanoimino)methyl]-4-[4-(4-cyano-2-methylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl-N-hydroxypiperidine-3-carboxamide,
(3R,4S)-1-[(E)-azetidin-1-yl(cyanoimino)methyl]-4-[4-(4-cyano-2-methylphenyl)piperidin-1-yl]carbonyl-N-hydroxypiperidine-3-carboxamide,
(3R,4S)-1-[(E)-(cyanoimino)(pyrrolidin-1-yl)methyl]-4-[4-(4-cyano-2-methylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl-N-hydroxypiperidine-3-carboxamide,
(3R,4S)-1-[(E)-(cyanoimino)(piperidin-1-yl)methyl]-4-[4-(4-cyano-2-methylphenyl)-3,6-dihydropyridin-1 (2H)-yl]carbonyl-N-hydroxypiperidine-3-carboxamide, and
(3R,4S)-1-[(E)-(cyanoimino)(piperidin-1-yl)methyl]-4-[4-(4-cyano-2-methylphenyl)piperidin-1-yl]carbonyl-N-hydroxypiperidine-3-carboxamide.