Viral polymerase inhibitors

A compound represented by formula (I):

• wherein:
• either A is N or CR1 and B is N, wherein bond a is a double bond and bond b is a single bond;
• or
• A is NR1 and B is C, wherein bond a is a single bond and bond b is a double bond;
• R1 is H, (C1-6)alkyl or a group of formula —CH2C(═O)N(R11)R12;
• wherein R11 is selected from H, —O—(C1-6)alkyl, —SO2—(C1-6)alkyl, (C1-6)alkyl, (C3-7)cycloalkyl, (C3-7)cycloalkyl-(C1-4)alkyl-, (C2-6)alkenyl, (C2-6)alkynyl, aryl, Het, aryl-(C1-4)alkyl- and Het-(C1-4)alkyl-;
• wherein each of the (C1-6)alkyl, (C3-7)cycloalkyl, (C3-7)cycloalkyl-(C1-4)alkyl-, (C2-6)alkenyl, (C2-6)alkynyl, aryl, Het, aryl-(C1-4)alkyl- and Het-(C1-4)alkyl- is optionally substituted with R15;
• and
• R12 is selected from H, (C1-6)alkyl, (C3-7)cycloalkyl and (C3-7)cycloalkyl-(C1-4)alkyl-;
• wherein each of the (C1-6)alkyl, (C3-7)cycloalkyl and (C3-7)cycloalkyl-(C1-4)alkyl- is optionally substituted with one or more substituents each independently selected from —OH, halo, —COOH, —COO(C1-6)alkyl, (C1-6)alkyl, —O—(C1-6)alkyl, —NH2, —NH(C1-6)alkyl and —N((C1-6)alkyl)2;
• or
• the groups R11 and R12 may be covalently bonded together along with the N to which they are attached to form a 4-, 5-, 6- or 7-membered saturated, unsaturated or aromatic N-containing heterocycle or a 8-, 9-, 10- or 11-membered saturated, unsaturated or aromatic N-containing bicyclic heteropolycycle, each of the heterocycle and heteropolycycle optionally containing from 1 to 3 additional heteroatoms selected from O, N, and S and each of the heterocycle and heteropolycycle being optionally substituted with R15;
• wherein R15 is one to four substituents each independently selected from halo, oxo, (C1-6)alkyl, (C1-6)haloalkyl, —CO(C1-6)alkyl, —COOH, —COO(C1-6)alkyl, —CONH2, —CONH(C1-6)alkyl, —CON((C1-6)alkyl)2, —OH, —SH, —NH2, —NH(C1-6)alkyl, —N((C1-6)alkyl)2, —NHCO(C1-6)alkyl, —N((C1-6)alkyl)-CO(C1-6)alkyl, —NHCO—O(C1-6)alkyl, —N((C1-6)alkyl)-CO—O(C1-6)alkyl, —O—(C1-6)alkyl, —S—(C1-6)alkyl, —SO—(C1-6)alkyl, —SO2—(C1-6)alkyl, nitro, cyano, azido, aryl, aryl-(C1-6)alkyl-, Het and Het-(C1-6)alkyl-;
• wherein the (C1-6)alkyl is optionally substituted with —OH, —O—(C1-6)alkyl, —COOH, —COO(C1-6)alkyl, —CONH2, —CONH(C1-6)alkyl, —CON((C1-6)alkyl)2, —NH2, —NH(C1-6)alkyl or —N((C1-6)alkyl)2;
• and wherein the Het is optionally substituted with (C1-6)alkyl, (C3-7)cycloalkyl or (C3-7)cycloalkyl-(C1-4)alkyl-;
• R2 is selected from H, (C1-6)alkyl, (C2-6)alkenyl, (C3-7)cycloalkyl, aryl and Het;
• wherein the aryl and Het are each optionally substituted with R21;
• wherein R21 is one, two or three substituents each independently selected from —OH, —SH, —CN, —NH2, —NH(C1-6)alkyl, —N((C1-6)alkyl)2, halo, (C1-6)alkyl, (C1-6)haloalkyl, (C3-6)cycloalkyl, —O—(C1-6)alkyl, —O—(C1-6)haloalkyl, —S—(C1-6)alkyl, —S—(C1-6)haloalkyl, —SO—(C1-6)alkyl-, SO—(C1-6)haloalkyl, —SO2—(C1-6)alkyl, —SO2—(C1-6)haloalkyl, aryl, Het, —CONH2, —CONH(C1-6)alkyl and —CON((C1-6)alkyl)2;
• wherein the —O—(C1-6)alkyl is optionally substituted with Het or aryl;
• wherein each of the Het and aryl is optionally substituted with one to four substituents each independently selected from halo, aryl, Het, —N(R210)R211, —N(R210)—C(═O)—(C1-6)alkyl and —C(═O)—N(R210)R211;
• wherein the aryl and Het are each optionally substituted with one to four substituents each independently selected from (C1-6)alkyl, halo, —N(R210)2, —N(R210)—C(═O)—(C1-6)alkyl and —C(═O)—N(R210)2;
• R210 is selected independently in each instance from H and (C1-6)alkyl;
• and
• R211 is selected independently in each instance from H, (C1-6)alkyl, (C3-7)cycloalkyl and aryl;
• or
• R210 and R211 are linked, together with the N to which they are attached, to form a 5- or 6-membered saturated or unsaturated heterocycle, wherein said heterocycle is optionally substituted with one or two substituents each independently selected from (C1-6)alkyl and oxo;
• R3 is (C5-6)cycloalkyl, optionally substituted with from one to four halo substituents;
• R4 and R5 are covalently bonded together along with the carbon atom to which they are attached to form (C3-7)cycloalkyl,
• R6 is H or (C1-6)alkyl;
• D is CR7 and E is NR8, wherein bond d is a double bond and bond e is a single bond;
• or
• D is NR7 and E is CR8, wherein bond d is a single bond and bond e is a double bond;
• wherein
• R7 and R8 are each independently selected from H, (C1-6)alkyl and halo;
• and
• R9 is —COOH, —CONH2, —CONH(C1-6)alkyl, —CON((C1-6)alkyl)2, tetrazolyl, —CONHSO2R90, or —CONHSO2N(R91)R90, wherein R90 is selected from (C1-6)alkyl, (C3-7)cycloalkyl, (C3-7)cycloalkyl-(C1-4)alkyl-, aryl, aryl-(C1-4)alkyl, Het, and Het-(C1-4)alkyl;
• and R91 is selected from H and (C1-6)alkyl;
• wherein Het is defined as a 4- to 7-membered heterocycle having 1 to 4 heteroatoms each independently selected from O, N and S, which may be saturated, unsaturated or aromatic, and which is optionally fused to at least one other cycle to form a 7 to 14-membered heteropolycycle having wherever possible 1 to 5 heteroatoms, each independently selected from O, N and S, the heteropolycycle being saturated, unsaturated or aromatic;
• or a salt thereof or ester thereof.