Antiviral pyrazolopiridinone compounds

A compound of Formula (I), or a pharmaceutically acceptable salt thereof,

• wherein:
• X is
• a 5-6 membered heteroaryl having 1 to 4 heteroatoms independently selected from N, O and S as ring members, a 5-6 membered heterocycloalkyl containing 1 to 4 ring members independently selected from N, NH, NR17, O or S or a 5-6 membered heterocyclyl containing 1 to 4 ring members independently selected from N, NH, NR17, O or S;
• Y is a bond,
• —O— or
• wherein the * of Y indicates the point of attachment to X and the ** of Y indicates the point of attachment to RB;
• q is 1;
• LMC is *—((CR11R12)nO)m(CR11R12)p**, *—C(═O)NR15((CR11R12)nO)m(CR1R12)—*, *—(CR11R12)nNR15((CR11R12)nO)m(CR11R12)p**, *—(CR11R12)n—**, *—((CR11R12)nNR15)m(CR1R12)p**, *—(CR1R12)C(═O)NR15(CR11R12)n—**, —C(═O)NR15(CR11 R12)n—**, *—O(CR1R12)n—**, or *—NR15(CR1R12)n—**, wherein the * of LMc indicates the point of attachment to Z and the ** of LMC indicates the point of attachment to A;
• A is a bond and Z is
• wherein the * of Z indicates the point of attachment to LMC and the ** of Z indicates the point of attachment to L;
• m is 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10;
• each n is independently selected from 1, 2, 3, 4, 5, 7, 8, 9 and 10;
• p is 1, 2, 3, 4, 5 or 6;
• RB is H, C1-C6 alkyl, phenyl, pyridinyl, thiophenyl, pyrimidinyl, or a 5-8 membered cycloalkyl, wherein RB is optionally substituted with 1 to 3 R5 groups;
• R1 is selected from H, C1-C3 alkyl and C1-C3 alkyl substituted with 1 to 3 —OH groups;
• R2 is selected from H, C1-C3 alkyl and C1-C3 alkyl substituted with 1 to 3 —OH groups;
• or R1 and R2 taken together with the carbon to which they are attached can form a 3-6 membered cycloalkyl ring;
• t is 0, 1 or 2;
• each R3, when present, is a substituent on the ring to which -L-Z is directly attached, wherein each R3 is independently selected from halo, CN, C1-C3 alkoxy, C1-C3 alkyl, C(═O)OR10, and C(═O)NR13R14;
• each R5 is independently selected from halo, —CN, hydroxy, —NR13R14, C3-C6 cycloalkyl, C1-C3 alkoxy, C1-C3haloalkyl, and C1-C3 alkyl optionally substituted with 1 to 3 R6 groups, wherein when RB is substituted with two R5 and each R5 is a C1-C3 alkyl optionally substituted with 1 to 3 R6 groups, when directly attached to the same carbon atom, may be taken together with the carbon to which both are directly attached to form a 3-5 membered cycloalkyl ring optionally substituted with 1 to 3 R6 groups;
• each R6 is independently selected from halo, hydroxy, CN, C1-C3 alkoxy, C1-C3 alkyl, and C3-C5 cycloalkyl,
• or two R6 groups, taken together with a carbon atom to which both are directly attached may form a 3-5 membered cycloalkyl ring or a 4-6 membered heterocyclic ring containing O, N or S as a ring member and optionally substituted with 1 to 2 groups independently selected from oxo and C1-C3 alkyl;
• L is a C1-C4 straight chain or branched alkylene linker;
• R10 is selected from C1-C5 alkyl, C1-C3haloalkyl, 3-6 membered cycloalkyl, phenyl, 5-6 membered heteroaryl having 1 to 4 heteroatoms independently selected from N, O and S as ring members, 4-6 membered heterocycloalkyl containing one or two ring members independently selected from N, NH, NR17, O or S and 4-6 membered heterocyclyl containing 1 to 2 ring members independently selected from N, NH, NR17, O or S,
• wherein each R10 is optionally substituted with 1 to 5 groups independently selected from C1-C4 alkyl, deuterium, C1-C4haloalkoxy, -L3OH, -L3CN, -L3OC(═O)R14, -L3OR13, C1-C2haloalkyl, oxo, -L3 halo, -L3C1-C3 alkoxy, -L3OC(═O)NR13R14, -L3SO2R13, -L3SO2NR13R14, -L3SO2NR13C(═O)R13, -L3C(═O)NR13SO2R13, -L3S(═O)R13, -L3S(═O)(=NR14)R13, -L3NR13SO2NR13R14, -L3NR13SO2R13, -L3NR13R14, -L3NR14C(═O)R13, -L3NR14C(═O)OR13, -L3C(═O)NR13R14, -L3C(═O)OR13, -L3-(4-7-membered heterocycloalkyl containing 1 to 2 ring members independently selected from N, NH, NR17, O or S), -L3-(4-7-membered heterocyclyl containing 1 to 2 ring members independently selected from N, NH, NR17, O or S), -L3-C3-C5 cycloalkyl, and -L3-(5-6 membered heteroaryl ring having 1 to 4 heteroatoms comprising 1-4 nitrogen atoms, 0 or 1 oxygen atoms, and 0 or 1 sulfur atoms as ring members), where the C1-C4 alkyl, 4-7-membered heterocycloalkyl, 4-7-membered heterocyclyl, C3-C5 cycloalkyl and 5-6 membered heteroaryl ring are each optionally further substituted with 1 to 3 groups independently selected from halo, C1-C3 alkyl, C1-C3haloalkyl, -L4OR13, -L4CN, and -L4NR13R14;
• R11 and R12 are each independently selected from H and C1-C4 alkyl;
• each R13 is independently selected from H, C1-C4 alkyl, a 4-7-membered heterocycloalkyl containing 1 to 2 ring members independently selected from N, NH, NR17, O or S, a 4-7-membered heterocyclyl containing 1 to 2 ring members independently selected from N, NH, NR17, O or S, and a C3-C6 cycloalkyl, wherein the C1-C4 alkyl, heterocycloalkyl, heterocyclyl and C3-C6 cycloalkyl are optionally substituted with 1 to 3 groups independently selected from C1-C4 alkyl, halo, —OH, —NR15R16, —C(═O)OR15, C1-C2 alkoxy and C1-C4 alkyl substituted with 1 to 2 hydroxy groups;
• R14 is selected from H, C1-C4 alkyl and C3-C6 cycloalkyl, wherein the C1-C4 alkyl and C3-C6 cycloalkyl are optionally substituted with 1 to 3 groups independently selected from C1-C4 alkyl, halo, —OH, —NR15R16, C1-C2 alkoxy and C1-C4 alkyl substituted with 1 to 2 hydroxy groups;
• or R13 and R14, taken together with a nitrogen atom to which both are directly attached, can form a 4-6 membered ring optionally containing an additional N, O or S as a ring member and optionally substituted with one to three groups selected from C1-C2 alkyl, C1-C2 alkoxy, oxo, and hydroxy;
• R15 and R16 are each independently selected from H and C1-C4 alkyl;
• each R17 is independently selected from H, C1-C4 alkyl and C3-C8 cycloalkyl,
• or R17 is C1-C4 alkyl which, together with a nitrogen atom to which it is directly attached, and a nitrogen atom from the pyrazole ring, can form a 5-8 membered ring fused to the pyrazole ring;
• each L3 and L4 is independently a bond or a straight chain or branched C1-C3alkylene;
• and
• represents a single or double bond.