Heteroaryl compounds useful as inhibitors or protein kinases

A compound of formula I:

• or a pharmaceutically acceptable salt thereof, wherein:
• A is CRx, wherein Rx and U—R1 are taken together to form an optionally substituted 5-7 membered saturated, partially unsaturated, or fully unsaturated ring having 0-2 heteroatoms independently selected from nitrogen, oxygen, or sulfur;
• each R is independently selected from hydrogen or an optionally substituted C1-6 aliphatic group, or
• two R on the same nitrogen atom are taken together with the nitrogen atom attached thereto to form a 4-8 membered saturated, partially unsaturated, or aryl ring having 1-4 heteroatoms independently selected from nitrogen, oxygen, or sulfur;
• each Ry is independently selected from R, CN, NO2, halogen, N(R)2, SR, or OR;
• Rz is hydrogen, an optionally substituted C1-6 aliphatic group, C(O)R, C(O)OR, or SO2R;
• each y is independently 0-6;
• each Ar is independently selected from an optionally substituted 5-7 membered saturated, partially unsaturated, or fully unsaturated monocyclic ring having 0-4 heteroatoms independently selected from nitrogen, oxygen, or sulfur, or an optionally substituted 8-10 membered saturated, partially unsaturated, or fully unsaturated bicyclic ring having 0-4 heteroatoms independently selected from nitrogen, oxygen, or sulfur;
• Q is selected from a valence bond, —O—, —S—, —NR—, or a C1-6 alkylidene chain wherein up to two methylene units of Q are optionally and independently replaced by —O—, —S—, —SO—, —SO2—, —N(R)SO2—, —SO2N(R)—, —N(R)—, —CO—, —CO2—, —N(R)CO—, —N(R)C(O)O—, —N(R)CON(R)—, —N(R)SO2N(R)—, —N(R)N(R)—, —C(O)N(R)—, —OC(O)N(R)—, —C(R)═NN(R)—, or —C(R)═N—O—;
• R2 is selected from —(CH2)yR3, —(CH2)yCH(R3)2, —(CH2)yCH(R5)CH(R3)2, —(CH2)yN(R6)2, or —NR6(CH2)yN(R6)2;
• each R3 is independently selected from —CN, —R4, —OR4, —CO2R4, —(CH2)yN(R6)2, —SR4, —NRCOR4, —NRCON(R6)2, —CON(R6)2, —SO2R4, —NRSO2R4, —COR4, or —SO2N(R6)2;
• each R4 is independently selected from R or Ar;
• R5 is selected from R, (CH2)wOR4, (CH2)wN(R4)2, or (CH2)wSR4;
• each w is independently selected from 0-4;
• and
• each R6 is independently selected from R, Ar, —COR4, —CO2R4, —CON(R4)2, —SO2R4, —(CH2)yR3, or —(CH2)yCH(R3)2;
• wherein
• optional substituents on one or more unsaturated carbons of an aryl or heteroaryl group are selected from halogen, N3, —Ro, —ORo, —SRo, 1,2-methylene-dioxy, 1,2-ethylenedioxy, acyloxy, phenyl, phenyl substituted with Ro, —O(phenyl), —O(phenyl) substituted with Ro, —CH2(phenyl), —CH2(phenyl) substituted with Ro, —CH2CH2(phenyl), —CH2CH2(phenyl) substituted with Ro, —NO2, —CN, —N(Ro)2, —NRoC(O)Ro, —NRoC(O)N(Ro)2, —NRoCO2Ro, —NRoNRoC(O)Ro, —NRoNRoC(O)N(Ro)2, —NRoNRoCO2Ro, —C(O)C(O)Ro, —C(O)CH2C(O)Ro, —CO2Ro, —C(O)Ro, —C(O)N(Ro)2, —OC(O)N(Ro)2, —S(O)2Ro, —SO2N(Ro)2, —S(O)Ro, —NRoSO2N(Ro)2, —NRoSO2Ro, —C(═S)N(Ro)2, —C(═NH)—N(Ro)2, or —(CH2)yNHC(O)Ro, wherein each Ro is independently selected from hydrogen, optionally substituted C1-6 aliphatic, an unsubstituted 5-6 membered heteroaryl or heterocyclic ring having 0-4 heteroatoms independently selected from nitrogen, oxygen, or sulfur, phenyl, —O(phenyl), or —CH2(phenyl)—CH2(phenyl), wherein substituents on the aliphatic group of Ro are selected from NH2, NH(C1-4 aliphatic), N(C1-4 aliphatic)2, halogen, C1-4 aliphatic, OH, O—(C1-4 aliphatic), NO2, CN, CO2H, CO2(C1-4 aliphatic), —O(halo C14 aliphatic), or halo C1-4 aliphatic,
• optional substituents on an aliphatic group or on a non-aromatic heterocyclic ring are selected from those defined above for the unsaturated carbon of an aryl or heteroaryl group and the following:
• ═O, ═S, ═NNHR*, ═NN(R*)2, ═N—, ═NNHC(O)R*, ═NNHCO2(alkyl), ═NNHSO2(alkyl), or ═NR*, where each R* is independently selected from hydrogen or an optionally substituted C1-6 aliphatic, wherein substituents on the aliphatic group of R* are selected from NH2, NH(C1-4 aliphatic), N(C1-4 aliphatic)2, halogen, C1-4 aliphatic, OH, O—(C1-4 aliphatic), NO2, CN, CO2H, CO2(C1-4 aliphatic), —O(halo C1-4 aliphatic), or halo C1-4 aliphatic, and
• optional substituents on the nitrogen of a non-aromatic heterocyclic ring are selected from —R+, —N(R+)2, —C(O)R+, —CO2R+, —C(O)C(O)R+, —C(O)CH2C(O)R+, —SO2R+, —SO2N(R+)2, —C(═S)N(R30 )2, —C(═NH)—N(R+)2, or —NR+SO2R+;
• wherein R+ is hydrogen, an optionally substituted C1-6 aliphatic, optionally substituted phenyl (Ph), optionally substituted —O(Ph), optionally substituted —CH2(Ph), optionally substituted —CH2CH2(Ph), or an unsubstituted 5-6 membered heteroaryl or heterocyclic ring, wherein substituents on the aliphatic group or the phenyl ring of R+ are selected from NH2, NH(C1-4 aliphatic), N(C1-4 aliphatic)2, halogen, C1-4 aliphatic, OH, O—(C1-4 aliphatic), NO2, CN, CO2H, CO2(C1-4 aliphatic), —O(halo C1-4 aliphatic), or halo C1-4 aliphatic.