FUSED-BICYCLIC ARYL QUINOLINONE DERIVATIVES AS MUTANT-ISOCITRATE DEHYDROGENASE INHIBITORS
The invention relates to inhibitors of mutant isocitrate dehydrogenase (mt-IDH) proteins with neomorphic activity useful in the treatment of cell-proliferation disorders and cancers, having the Formula: where A, B, U, V, Z, W 1 , W 2 , W 3 , and R 1 -R 6 are described herein.
1 - 27 . (canceled)
28 . A pharmaceutical composition comprising a compound, or a pharmaceutically acceptable salt thereof, selected from:
3-{[(1,3-benzoxazol-4-yl)amino]methyl}-6-chloro-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(3-methyl-2-oxo-2,3-dihydro-1,3-benzoxazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(2-oxo-2,3-dihydro-1,3-benzoxazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(2-oxo-2H-chromen-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(isoquinolin-3-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
4-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}naphthalene-1-carbonitrile;
6-chloro-3-{[(quinolin-8-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(2,3-dihydro-1-benzofuran-7-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
7-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-3-one;
7-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-3,4-dihydro-2H-1,4-benzoxazin-3-one;
3-{[2-(1H-1,3-benzodiazol-5-yl)-1H-1,3-benzodiazol-5-yl]amino}methyl)-6,7-dimethoxy-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(2-oxo-2,3-dihydro-1H-indol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(3-methyl-2-oxo-2,3-dihydro-1,3-benzoxazol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(isoquinolin-8-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(3,4-dihydro-2H-1-benzopyran-8-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(6-methoxy-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(3-methyl-1H-indazol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-methoxy-3-{[(2-methyl-1,3-benzothiazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(5-oxo-5,6,7,8-tetrahydronaphthalen-1-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-[({[1,2,4]triazolo[4,3-b]pyridazin-6-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
3-{[(1H-1,3-benzodiazol-5-yl)amino]methyl}-6-chloro-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(1H-indazol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
3-{[(1,3-benzothiazol-6-yl)amino]methyl}-6-chloro-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(quinolin-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-({[2-(trifluoromethyl)-1H-1,3-benzodiazol-5-yl]amino}methyl)-1,2-dihydroquinolin-2-one;
3-{[(1,3-benzothiazol-5-yl)amino]methyl}-6-chloro-1,2-dihydroquinolin-2-one;
3-{[(2,3-dihydro-1,4-benzodioxin-6-yl)amino]methyl}-6-methoxy-1,2-dihydroquinolin-2-one;
3-{[(1H-indazol-6-yl)amino]methyl}-6,7-dimethyl-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(2-methylquinolin-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(2,3-dihydro-1,4-benzodioxin-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
3-{[(1H-indazol-6-yl)amino]methyl}-6-methoxy-1,2-dihydroquinolin-2-one;
6-methoxy-3-{[(2-methylquinolin-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
3-{[(1,3-benzothiazol-6-yl)amino]methyl}-6-methoxy-1,2-dihydroquinolin-2-one;
6,7-dimethyl-3-{[(2-methylquinolin-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(1H-indazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-methoxy-3-{[(quinolin-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
3-{[(1,3-benzothiazol-6-yl)amino]methyl}-6,7-dimethyl-1,2-dihydroquinolin-2-one;
6-tert-butyl-3-{[(1H-indazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
3-[(1S)-1-({1-acetyl-1H,2H,3H-pyrrolo[3,2-c]pyridin-4-yl}amino)ethyl]-6-chloro-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1 S)-1-({1-methanesulfonyl-1H,2H,3H-pyrrolo[3,2-c]pyridin-4-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
3-[(1S)-1-({1-acetyl-1H,2H,3H-pyrido[3,4-b][1,4]oxazin-5-yl}amino)ethyl]-6-chloro-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1 S)-1-({1H-pyrazolo[3,4-d]pyrimidin-6-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1 S)-1-{[1-(2-methylpropyl)-2-oxo-1H,2H,4H-pyrimido[4,5-d][1,3]oxazin-7-yl]amino}ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1 S)-1-({1-methyl-2-oxo-1H,2H,4H-pyrimido[4,5-d][1,3]oxazin-7-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1 S)-1-({1-methyl-2-oxo-1H,2H,4H-pyrimido[4,5-d][1,3]oxazin-7-yl}amino)ethyl]-7-(pyridin-2-ylmethoxy)-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1 S)-1-({2-oxo-1H,2H,4H-pyrimido[4,5-d][1,3]oxazin-7-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-7-methoxy-3-[1-({1-methyl-2-oxo-1H,2H,4H-pyrimido[4,5-d][1,3]oxazin-7-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-7-methoxy-3-[(1 S)-1-({1-methyl-2-oxo-1H,2H,4H-pyrimido[4,5-d][1,3]oxazin-7-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-7-methoxy-3-[(1R)-1-({1-methyl-2-oxo-1H,2H,4H-pyrimido[4,5-d][1,3]oxazin-7-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-7-fluoro-3-[(1R)-1-({1-methyl-2-oxo-1H,2H,4H-pyrimido[4,5-d][1,3]oxazin-7-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1 S)-1-({1-methyl-2-oxo-1H,2H,4H-pyrimido[4,5-d][1,3]oxazin-7-yl}amino)ethyl]-1,2-dihydro-1,8-naphthyridin-2-one;
6-chloro-3-[(1 S)-1-{[3-(2-methylpropyl)-2-oxo-2H,3H-[1,3]oxazolo[4,5-d]pyrimidin-5-yl]amino}ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1 S)-1-({2-oxo-2H,3H-[1,3]oxazolo[4,5-d]pyrimidin-5-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1 S)-1-({3-methyl-2-oxo-2H,3H-[1,3]oxazolo[4,5-d]pyrimidin-5-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1 S)-1-[(9-methyl-8-oxo-8,9-dihydro-7H-purin-2-yl)amino]ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1 S)-1-[(8-oxo-8,9-dihydro-7H-purin-2-yl)amino]ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1 S)-1-({6-oxo-5H,6H,7H-pyrrolo[2,3-d]pyrimidin-2-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({7-methyl-6-oxo-5H,6H,7H-pyrrolo[2,3-d]pyrimidin-2-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({7-oxo-5H,6H,7H,8H-pyrido[2,3-d]pyrimidin-2-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({1-cyclopropyl-2-oxo-1H,2H,4H-pyrimido[4,5-d][1,3]oxazin-7-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-{[2-oxo-1-(propan-2-yl)-1H,2H,4H-pyrimido[4,5-d][1,3]oxazin-7-yl]amino}ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({1-methyl-2-oxo-1H,2H,4H-pyrido[4,3-d][1,3]oxazin-7-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-{[(1S)-1-(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)ethyl]amino}-1-methyl-1H,3H-2λ 6 ,1,5,7-[1λ 6 ,2]thiazolo[3,4-d]pyrimidine-2,2-dione;
6-{[(1S)-1-(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)ethyl]amino}-1-methyl-1H,3H-2λ 6 ,1,5-[1λ 6 ,2]thiazolo[4,3-c]pyridine-2,2-dione;
6-chloro-3-[(1S)-1-({3-methyl-2-oxo-2H,3H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({1-methyl-2-oxo-1H,2H-[1,3]thiazolo[5,4-c]pyridin-6-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({1-oxo-1H,2H,3H-pyrrolo[3,4-c]pyridin-4-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
4-{[(1S)-1-(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)ethyl]amino}-2H,3H-1λ 6 ,2,5-[1λ 6 ,2]thiazolo[4,5-c]pyridine-1,1-dione;
5-{[(1S)-1-(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)ethyl]amino}-1,2,3,4-tetrahydro-2,6-naphthyridin-1-one;
6-chloro-3-[(1S)-1-({3-oxo-1H,2H,3H,4H-pyrimido[4,5-c]pyridazin-7-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({6-oxo-6H-pyrano[3,2-d]pyrimidin-2-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({1-methyl-2-oxo-1H,2H-pyrido[3,4-b]pyrazin-7-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({3-oxo-1H,2H,3H,4H-pyrido[4,3-c]pyridazin-7-yl}amino)ethyl]-1,2-dihydroquinolin-2-one
2-{[(1S)-1-(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)ethyl]amino}-8-methyl-7,8-dihydropteridin-7-one;
6-chloro-3-[(1S)-1-({2-methyl-1-oxo-1H,2H,3H-pyrrolo[3,4-c]pyridin-4-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-{[6-(2-oxo-1,3-oxazolidin-3-yl)-[1,3]oxazolo[4,5-c]pyridin-4-yl]amino}ethyl]-1,2-dihydroquinolin-2-one;
4-{[(1S)-1-(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)ethyl]amino}-[1,3]oxazolo[4,5-c]pyridine-7-carbonitrile;
N-(4-{[(1S)-1-(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)ethyl]amino}-[1,3]oxazolo[4,5-c]pyridin-6-yl)acetamide;
3-[(1S)-1-[(1H-1,3-benzodiazol-4-yl)amino]ethyl]-6-chloro-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({1H-imidazo[4,5-c]pyridin-4-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
4-{[(1S)-1-(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)ethyl]amino}-1H-imidazo[4,5-c]pyridine-7-carbonitrile;
6-chloro-3-[(1S)-1-({1-ethyl-1H-imidazo[4,5-c]pyridin-4-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-[({[1,2,4]triazolo[4,3-b]pyridazin-6-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(3-methyl-H-indazol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(3-methyl-2-oxo-2,3-dihydro-1,3-benzoxazol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(6-methoxy-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(3-methyl-2-oxo-2,3-dihydro-1,3-benzoxazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(2-oxo-2H-chromen-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(2-oxo-2,3-dihydro-1,3-benzoxazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(2-oxo-2,3-dihydro-1H-indol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
7-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-3,4-dihydro-2H-1,4-benzoxazin-3-one;
7-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-3-one;
6-chloro-3-[(1S)-1-{[1-(2-methylpropyl)-2-oxo-1H,2H,4H-pyrimido[4,5-d][1,3]oxazin-7-yl]amino}ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({3-methyl-2-oxo-2H,3H-[1,3]oxazolo[4,5-d]pyrimidin-5-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-{[7-oxo-8-(propan-2-yl)-5H,6H,7H, 8H-[1,3]diazino[4,5-d]pyrimidin-2-yl]amino}ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({8-ethyl-7-oxo-5H,6H,7H, 8H-[1,3]diazino[4,5-d]pyrimidin-2-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-{[2-oxo-1-(propan-2-yl)-1H,2H,4H-pyrido[4,3-d][1,3]oxazin-7-yl]amino}ethyl]-1,2-dihydroquinolin-2-one;
7-{[(1S)-1-(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)ethyl]amino}-1-methyl-2,4-dihydro-1H-3,1-benzoxazin-2-one;
6-chloro-3-[(1S)-1-({1-ethyl-2-oxo-1H,2H,4H-pyrido[4,3-d][1,3]oxazin-7-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
7-{[(1S)-1-(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)ethyl]amino)}-2,4-dihydro-1H-3,1-benzoxazin-2-one;
3-[(1S)-1-({1-acetyl-1H,2H,3H-pyrrolo[3,2-b]pyridin-5-yl}amino)ethyl]-6-chloro-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-{[1-(2-methylpropyl)-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl]amino}ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-{[8-(2-methylpropyl)-7-oxo-5H,6H,7H, 8H-[1,3]diazino[4,5-d]pyrimidin-2-yl]amino}ethyl]-1,2-dihydroquinolin-2-one;
7-{[(1S)-1-(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)ethyl]amino}-1-(2-methylpropyl)-2,4-dihydro-1H-3,1-benzoxazin-2-one;
6-chloro-3-[(1S)-1-{[1-(2-methylpropyl)-2-oxo-1H,2H,4H-pyrido[4,3-d][1,3]oxazin-7-yl]amino}ethyl]-1,2-dihydroquinolin-2-one;
6-{[(1S)-1-(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)ethyl]amino}-1-methyl-4-(2-methylpropyl)-1,2,3,4-tetrahydroquinoxalin-2-one;
6-chloro-3-[(1S)-1-{[4-methyl-1-(2-methylpropyl)-3-oxo-1H,2H,3H,4H-pyrido[3,4-b]pyrazin-7-yl]amino}ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-{[(4R)-1-methyl-4-(2-methylpropyl)-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl]amino}ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-{[9-(2-methylpropyl)-9H-purin-2-yl]amino}ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-{[3-(2-methylpropyl)-2-oxo-2,3-dihydro-1,3-benzoxazol-6-yl]amino}ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-{[3-(2-methylpropyl)-2-oxo-2,3-dihydro-1,3-benzoxazol-5-yl]amino}ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-{[1-(2-methylpropyl)-2-oxo-1H,2H-[1,3]oxazolo[5,4-c]pyridin-6-yl]amino}ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-{[2-oxo-3-(propan-2-yl)-2H,3H-[1,3]oxazolo[4,5-d]pyrimidin-5-yl]amino}ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-{[9-(propan-2-yl)-9H-purin-2-yl]amino}ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-{[1-(propan-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino}ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-{[2-oxo-1-(propan-2-yl)-1H,2H-[1,3]oxazolo[5,4-c]pyridin-6-yl]amino}ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-{[6-methyl-7-oxo-8-(propan-2-yl)-5H,6H,7H,8H-[1,3]diazino[4,5-d]pyrimidin-2-yl]amino}ethyl]-1,2-dihydroquinolin-2-one;
6-{[(1S)-1-(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)ethyl]amino}-4-methyl-1-(2-methylpropyl)-1,2,3,4-tetrahydroquinoxalin-2-one;
6-chloro-3-[(1 S)-1-[(2-oxo-2,3-dihydro-1,3-benzoxazol-6-yl)amino]ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1 S)-1-({2-oxo-2H,3H-[1,3]oxazolo[4,5-c]pyridin-6-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1 S)-1-[(2-oxo-2,3-dihydro-1,3-benzoxazol-5-yl)amino]ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({2-oxo-1H,2H-[1,3]oxazolo[5,4-c]pyridin-6-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({2-oxo-1H,2H-[1,3]oxazolo[5,4-d]pyrimidin-5-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-[(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)amino]ethyl]-1,2-dihydroquinolin-2-one;
6-{[(1S)-1-(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)ethyl]amino}-1,4-dimethyl-1,2,3,4-tetrahydroquinoxalin-2-one
6-{[(1S)-1-(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)ethyl]amino}-1,2,3,4-tetrahydroquinoxalin-2-one;
6-chloro-3-[(1 S)-1-[(3-methyl-2-oxo-2,3-dihydro-1,3-benzoxazol-5-yl)amino]ethyl]-1,2-dihydroquinolin-2-one;
6-{[(1S)-1-(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)ethyl]amino}-1-methyl-1,2,3,4-tetrahydro-1,7-naphthyridin-2-one;
6-chloro-3-[(1S)-1-({1-methyl-2-oxo-1H,2H-[1,3]oxazolo[5,4-c]pyridin-6-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({1-cyclopropyl-2-oxo-1H,2H-[1,3]oxazolo[5,4-c]pyridin-6-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({1-cyclobutyl-2-oxo-1H,2H-[1,3]oxazolo[5,4-c]pyridin-6-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({1-ethyl-2-oxo-1H,2H-[1,3]oxazolo[5,4-c]pyridin-6-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({1-cyclobutyl-2-oxo-1H,2H,4H-pyrido[4,3-d][1,3]oxazin-7-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({1-cyclopropyl-2-oxo-1H,2H,4H-pyrido[4,3-d][1,3]oxazin-7-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({5-methyl-6-oxo-5H,6H,7H,8H-pyrido[3,2-d]pyrimidin-2-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-2-(prop-2-yn-1-yl)-1H-1,3-benzodiazol-3-ium;
6-chloro-3-{[(2-ethynyl-1,3-benzoxazol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(2-ethynyl-1,3-benzoxazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(1-methyl-2-oxo-2,3-dihydro-H-indol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-[({1-methyl-2-oxo-1H,2H,3H-pyrrolo[3,2-c]pyridin-6-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(5-fluoro-2-oxo-2,3-dihydro-1H-indol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(4-methyl-2-oxo-2,3-dihydro-H-indol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-[({2-oxo-1H,2H,3H-pyrrolo[3,2-c]pyridin-6-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-({[(1R)-1-oxo-2,3-dihydro-1λ 4 -benzothiophen-6-yl]amino}methyl)-1,2-dihydroquinolin-2-one;
6-chloro-3-[({5H,7H,8H-pyrano[4,3-d]pyrimidin-2-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(1-methyl-1,3-dihydro-2,1-benzoxazol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
3-[({3-tert-butyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl}amino)methyl]-6-chloro-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1R)-1-{[1-(2-methylpropyl)-2-oxo-1H,2H,4H-pyrimido[4,5-d][1,3]oxazin-7-yl]amino}ethyl]-1,2-dihydroquinolin-2-one;
(4R)-6-{[(1S)-1-(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)ethyl]amino}-1-methyl-4-(2-methylpropyl)-1,2,3,4-tetrahydro-1,5-naphthyridin-2-one
6-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-2-(propan-2-yl)imidazo[1,2-a]pyridin-1-ium;
6-chloro-3-({[3-(propan-2-yl)-[1,2,4]triazolo[4,3-a]pyridin-6-yl]amino}methyl)-1,2-dihydroquinolin-2-one;
6-chloro-3-({[3-(propan-2-yl)-2H-indazol-5-yl]amino}methyl)-1,2-dihydroquinolin-2-one;
6-chloro-3-({[3-(propan-2-yl)-1,2-benzoxazol-6-yl]amino}methyl)-1,2-dihydroquinolin-2-one
6-chloro-3-[({3-propyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(1-ethyl-2-oxo-2,3-dihydro-1H-indol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-({[(3S)-3-ethyl-2-oxo-2,3-dihydro-1H-indol-6-yl]amino}methyl)-1,2-dihydroquinolin-2-one;
6-chloro-3-({[(3S)-3-ethyl-2-oxo-2,3-dihydro-1H-indol-5-yl]amino}methyl)-1,2-dihydroquinolin-2-one;
6-chloro-3-[({3-ethyl-7-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[({3-ethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[({3-ethyl-8-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(3-ethyl-6-methyl-2H-indazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(3-ethyl-7-methyl-1,2-benzoxazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(2-methyl-2,3-dihydro-1,2-benzoxazol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-1-methyl-2-oxo-1,2,3,4-tetrahydroquinoline-8-carboxamide;
6-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-4-fluoro-2-methyl-1H-1,3-benzodiazol-3-ium;
6-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-2,3-dimethylimidazo[1,2-a]pyridin-1-ium;
6-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-2,5-dimethylimidazo[1,2-a]pyridin-1-ium;
6-chloro-3-({[6-(dimethylamino)-8,9-dimethyl-9H-purin-2-yl]amino}methyl)-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(5-fluoro-2-methyl-1,3-benzoxazol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(2,7-dimethyl-1,3-benzoxazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(7-fluoro-2-methyl-1,3-benzoxazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-3-methyl-1-benzofuran-5-carbonitrile;
6-chloro-3-({[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]amino}methyl)-1,2-dihydroquinolin-2-one;
5-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-2-cyano-1H-1,3-benzodiazol-1-ide;
(6 {[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-1H-indole-2-carbonitrile;
(6 {[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}imidazo[1,2-a]pyridine-2-carbonitrile;
6-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-1,3-benzothiazole-2-carbonitrile;
6-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-2H-indazole-3-carbonitrile;
5-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-2H-indazole-3-carbonitrile;
6-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-2-methyl-1H-indole-3-carbonitrile;
6-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-7-methyl-1H-indole-3-carbonitrile;
5-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-7-methyl-1H-indole-3-carbonitrile;
6-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-5-methyl-1H-indole-3-carbonitrile;
3-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}isoquinoline-8-carbonitrile;
6-chloro-3-{[(2-methyl-1-oxo-2,3-dihydro-1H-isoindol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
5-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-2-oxo-2,3-dihydro-1,3-benzoxazole-7-carboxamide;
6-chloro-3-{[(7-methyl-2-oxo-2,3-dihydro-1,3-benzoxazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(7-fluoro-2-oxo-2,3-dihydro-1,3-benzoxazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(7-methoxy-2-oxo-2,3-dihydro-1,3-benzoxazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-[({4-methyl-2-oxo-1H,2H-[1,3]oxazolo[5,4-c]pyridin-6-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(7-methyl-2-oxo-2,3-dihydro-1,3-benzoxazol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-[({2-oxo-2H,3H-[1,3]oxazolo[4,5-b]pyridin-5-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-2-oxo-2H-chromene-8-carboxamide;
6-chloro-3-{[(8-methyl-2-oxo-2H-chromen-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(8-methoxy-2-oxo-2H-chromen-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one
6-chloro-3-[({8-methyl-2-oxo-2H-pyrano[2,3-c]pyridin-6-yl}amino)methyl]-1,2-dihydroquinolin-2-one
5-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-3-methyl-2-oxo-2,3-dihydro-1,3-benzoxazole-7-carboxamide;
6-chloro-3-{[(7-methoxy-3-methyl-2-oxo-2,3-dihydro-1,3-benzoxazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-[({1,4-dimethyl-2-oxo-1H,2H-[1,3]oxazolo[5,4-c]pyridin-6-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[({3-methyl-2-oxo-2H,3H-[1,3]oxazolo[4,5-b]pyridin-5-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-({[2-(hydroxymethyl)-1,3-benzoxazol-6-yl]amino}methyl)-1,2-dihydroquinolin-2-one;
6-chloro-3-({[2-(hydroxymethyl)-1,3-benzoxazol-5-yl]amino}methyl)-1,2-dihydroquinolin-2-one;
6-chloro-3-({[3-(hydroxymethyl)-1,2-benzoxazol-5-yl]amino}methyl)-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(3-hydroxy-1-benzothiophen-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
3-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}isoquinoline-5-carboxylate;
4-chloro-5-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-1H-1,3-benzodiazol-3-ium;
3-chloro-6-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}imidazo[1,2-a]pyridin-1-ium;
6-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-7-formylimidazo[1,2-a]pyridin-1-ium;
6-chloro-3-[({2-oxo-1H,2H,3H-imidazo[4,5-b]pyridin-5-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(6-methyl-2-oxo-2,3-dihydro-1,3-benzoxazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(5-methyl-2-oxo-2,3-dihydro-1,3-benzoxazol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(5-fluoro-2-oxo-2,3-dihydro-1,3-benzoxazol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(2-oxo-2,3-dihydro-1,3-benzoxazol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(4-methyl-2-oxo-2,3-dihydro-1,3-benzoxazol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-[({2-oxo-1H,2H-[1,3]oxazolo[5,4-c]pyridin-6-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(2-oxo-2,3-dihydro-1,3-benzothiazol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(2-oxo-2,3-dihydro-1,3-benzothiazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
5-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-6-cyano-1H-1,3-benzodiazol-3-ium;
6-chloro-5-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-1H-1,3-benzodiazol-3-ium;
7-chloro-5-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-1H-1,3-benzodiazol-3-ium;
6-chloro-3-{[(7-methyl-1H-1,2,3-benzotriazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(7-methoxy-H-1,2,3-benzotriazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(7-ethyl-2H-indazol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(7-ethyl-2H-indazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(6-methyl-1H-indol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(6-methyl-H-indazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(6-methyl-1-benzofuran-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(6-fluoro-2-methyl-1,3-benzoxazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-({[6-(dimethylamino)-1H-indol-5-yl]amino}methyl)-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(6-hydroxy-3-methyl-1,2-benzoxazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(7-methyl-3-oxo-2,3-dihydro-1H-isoindol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(7-methyl-1H-indol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(7-methyl-1H-indazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(7-methyl-1,2-benzoxazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(3,7-dimethyl-1,2-benzoxazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(7-cyclopropyl-1,2-benzoxazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(7-fluoro-2-oxo-2,3-dihydro-1H-indol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(7-methoxy-3-methyl-H-indol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(7-methoxy-1,2-benzoxazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(2-methyl-3-oxo-2,3-dihydro-H-isoindol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(3-oxo-1,3-dihydro-2-benzofuran-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(1-methyl-2-oxo-2,3-dihydro-1H-indol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(2-oxo-2,3-dihydro-H-indol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-({[(3R)-3-methyl-2-oxo-2,3-dihydro-1H-indol-5-yl]amino}methyl)-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(2-oxo-2,3-dihydro-1-benzofuran-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-3,4-dihydro-2H-1,4-benzoxazin-3-one;
6-chloro-3-({[(1R)-1-methyl-3-oxo-2,3-dihydro-1H-isoindol-5-yl]amino}methyl)-1,2-dihydroquinolin-2-one;
6-chloro-3-({[(1R)-1-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl]amino}methyl)-1,2-dihydroquinolin-2-one;
6-chloro-3-({[(1S)-1-methyl-3-oxo-2,3-dihydro-1H-isoindol-5-yl]amino}methyl)-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(3-methyl-2-oxo-2,3-dihydro-1H-1,3-benzodiazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(3-methyl-1H-indol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(3-cyclopropyl-1H-indol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(3-methyl-1H-indazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(3-cyclopropyl-1H-indazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(1-methyl-1H-1,2,3-benzotriazol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(1-hydroxy-1H-1,2,3-benzotriazol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(3-oxo-2,3-dihydro-1,2-benzoxazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(3-methyl-1-benzofuran-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
3-{[(1,2-benzoxazol-5-yl)amino]methyl}-6-chloro-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(3-methoxy-1,2-benzoxazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(3-hydroxy-1-benzothiophen-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(3-methyl-1,2-benzothiazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-[({3-oxo-2H,3H,4H-pyrido[3,2-b][1,4]oxazin-7-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
(6 {[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-1H,2H,3H,4H-pyrido[2,3-d]pyrimidine-2,4-dione;
6-chloro-3-[({1-methyl-1H-pyrazolo[3,4-b]pyridin-5-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-({[5-(pyrrolidin-1-yl)-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl]amino}methyl)-1,2-dihydroquinolin-2-one;
6-chloro-3-[({1-methyl-2-oxo-1H,2H,3H-pyrrolo[2,3-c]pyridin-5-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[({2-oxo-1H,2H,3H-pyrrolo[2,3-c]pyridin-5-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[({2-oxo-2H-pyrano[2,3-c]pyridin-6-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[({1-methyl-2-oxo-1H,2H-[1,3]oxazolo[5,4-c]pyridin-6-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(1,5-dimethyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(4-methyl-2-oxo-2,3-dihydro-H-indol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(4-methyl-1H-indol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(4-methyl-1H-indazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(5-methyl-2-oxo-2H-chromen-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(4-methyl-1-benzofuran-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-[({4-chloro-1-methyl 1H-pyrazolo[3,4-b]pyridin-5-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(4-fluoro-3-oxo-2,3-dihydro-H-isoindol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(4-methoxy-7-methyl-1H-indol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(4-methoxy-1-benzofuran-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(2-methyl-1-oxo-1,2,3,4-tetrahydroisoquinolin-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(1-oxo-1,2,3,4-tetrahydroisoquinolin-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-({[(3R)-3-methyl-2-oxo-2,3-dihydro-1H-indol-6-yl]amino}methyl)-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(3-methyl-1H-indol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(3-cyclopropyl-1H-indol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(3-methoxy-1H-indazol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(3-methyl-2H-indazol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-[({3-cyclobutyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
7-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-4-methyl-1,2-dihydro-1,8-naphthyridin-2-one;
6-chloro-3-{[(1,8-dimethyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(3,4-dimethyl-1,2-benzoxazol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(8-methoxy-1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(1,5-naphthyridin-2-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(quinoxalin-2-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-({[6-(thiophen-2-yl)-9H-purin-2-yl]amino}methyl)-1,2-dihydroquinolin-2-one;
6-chloro-3-({[6-(furan-3-yl)-9H-purin-2-yl]amino}methyl)-1,2-dihydroquinolin-2-one;
6-chloro-3-({[6-(morpholin-4-yl)-9H-purin-2-yl]amino}methyl)-1,2-dihydroquinolin-2-one;
6-chloro-3-[({4,7-dimethyl-5-oxo-5H,6H-pyrimido[4,5-d][1,3]diazin-2-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(7-hydroxy-1,2,4-benzotriazin-3-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(7-methyl-1H-indol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(5-methyl-1H-indol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(5-ethyl-1H-indol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(4-methyl-1H-indol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(4-ethyl-1H-indol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-[({5-fluoro-1H-pyrrolo[2,3-b]pyridin-6-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
3-[({4-bromo-1H-pyrrolo[2,3-b]pyridin-6-yl}amino)methyl]-6-chloro-1,2-dihydroquinolin-2-one;
6-chloro-3-[({4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
3-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}quinoxaline-2-carbonitrile;
6-chloro-3-{[(5-methyl-1-benzofuran-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(4-methoxy-1-benzofuran-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(1,6-naphthyridin-2-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(1-methyl-H-indazol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-[({1-methyl-1H-pyrazolo[3,4-d]pyrimidin-6-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[({4-chloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-6-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
5-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-1,2-benzoxazole-7-carbonitrile;
6-chloro-3-{[(7-methyl-1,2-benzoxazol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
3-{[(1,2-benzoxazol-6-yl)amino]methyl}-6-chloro-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(4-methyl-1,2-benzoxazol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-[({3H-imidazo[4,5-b]pyridin-5-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(6-chloro-9H-purin-2-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-({[6-(dimethylamino)-9H-purin-2-yl]amino}methyl)-1,2-dihydroquinolin-2-one;
6-chloro-3-[({imidazo[1,2-a]pyrazin-6-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[({imidazo[1,2-b]pyridazin-6-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[({3-methyl-3H-imidazo[4,5-b]pyridin-6-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-({[5-(methylsulfanyl)-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl]amino}methyl)-1,2-dihydroquinolin-2-one;
3-{[(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-[1,2,4]triazolo[3,2-c][1,2,4]triazin-4-olate;
6-chloro-3-[({[1,2,4]triazolo[1,5-a]pyridin-6-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(4,7-dimethyl-1,3-benzoxazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(5-hydroxy-1,3-benzoxazol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
3-{[(1,3-benzoxazol-6-yl)amino]methyl}-6-chloro-1,2-dihydroquinolin-2-one;
3-{[(1,3-benzoxazol-5-yl)amino]methyl}-6-chloro-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(4-methyl-1,3-benzoxazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(6-methyl-1,3-benzothiazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(4-hydroxy-1,3-benzothiazol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(4-methyl-1,3-benzothiazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-({[3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl]amino}methyl)-1,2-dihydroquinolin-2-one;
6-chloro-3-[({3,5-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[({3-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
3-[({8-bromo-3-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl}amino)methyl]-6-chloro-1,2-dihydroquinolin-2-one;
6-chloro-3-[({3-methyl-[1,2,4]triazolo[4,3-a]pyridin-7-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-({[3-(hydroxymethyl)-[1,2,4]triazolo[4,3-a]pyridin-6-yl]amino}methyl)-1,2-dihydroquinolin-2-one;
6-chloro-3-[({5-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[({7-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[({8-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl}amino)methyl]-1,2-dihydroquinuiolin-2-one;
6-chloro-3-[({7-methyl-[1,2,3,4]tetrazolo[1,5-a]pyridin-6-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[({[1,2,3,4]tetrazolo[1,5-a]pyridin-6-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
3-{[(1,2,3-benzoxadiazol-6-yl)amino]methyl}-6-chloro-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(5-fluoro-1,2,3-benzothiadiazol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
3-{[(2,1,3-benzoxadiazol-5-yl)amino]methyl}-6-chloro-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(6-methyl-2,1,3-benzothiadiazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(7-methyl-2,1,3-benzothiadiazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(4-methyl-2,1,3-benzothiadiazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(4-hydroxy-2,1,3-benzothiadiazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-({[7-(propan-2-yl)-1,3-benzoxazol-5-yl]amino}methyl)-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(7-methyl-1,3-benzothiazol-5-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-{[(7-methyl-1,3-benzothiazol-6-yl)amino]methyl}-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({2-oxo-1H,2H,3H-pyrrolo[3,2-c]pyridin-6-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({2-oxo-1H,2H,3H-pyrrolo[2,3-c]pyridin-5-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({2-oxo-1H,2H,3H-pyrrolo[2,3-b]pyridin-6-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({2-oxo-1H,2H,3H-pyrrolo[3,2-b]pyridin-5-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({2-oxo-2H,3H-[1,3]oxazolo[4,5-b]pyridin-5-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({2-oxo-1H,2H-[1,3]oxazolo[5,4-b]pyridin-5-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
2-{[(1S)-1-(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)ethyl]amino}-5H,7H-6λ 6 ,1,3-[1λ 6 ]thieno[3,4-d]pyrimidine-6,6-dione;
6-{[(1S)-1-(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)ethyl]amino}-1H,3H-2λ 6 , 1,5,7-[1λ 6 ,2]thiazolo[3,4-d]pyrimidine-2,2-dione;
2-{[(1S)-1-(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)ethyl]amino}-5H,6H,8H-7λ 6 ,1,3-[1λ 6 ]thiopyrano[3,4-d]pyrimidine-7,7-dione;
2-{[(1S)-1-(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)ethyl]amino}-5H,7H,8H-6λ 6 ,1,3-[1λ 6 ]thiopyrano[4,3-d]pyrimidine-6,6-dione;
6-chloro-3-[(1S)-1-({6-methyl-7-oxo-5H,6H,7H, 8H,9H-pyrimido[4,5-e][1,4]diazepin-2-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({5H,6H,7H,8H,9H-pyrimido[4,5-b]azepin-2-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({2-oxo-1H,2H,4H-pyrimido[4,5-d][1,3]oxazin-7-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({1-methyl-2-oxo-1H,2H,4H-pyrimido[4,5-d][1,3]oxazin-7-yl}amino)ethyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[({3-methyl-2-oxo-2H,3H-[1,3]oxazolo[4,5-d]pyrimidin-5-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
6-chloro-3-[({1-methyl-2-oxo-1H,2H,4H-pyrimido[4,5-d][1,3]oxazin-7-yl}amino)methyl]-1,2-dihydroquinolin-2-one;
(S)-7-((1-(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)ethyl)amino)-6H-pyrido[1,2-a]pyrazin-6-one;
(S)-6-((1-(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)ethyl)amino)-5H-[1,2,4]oxadiazolo[4,5-a]pyridin-5-one;
(S)-6-((1-(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)ethyl)amino)-2,3-dihydro-5H-oxazolo[3,2-a]pyridin-5-one;
(S)-6-chloro-3-(1-((5-oxo-1,5-dihydro-[,2,4]triazolo[4,3-a]pyridin-6-yl)amino)ethyl)quinolin-2(1H)-one; and
(S)-6-chloro-3-(1-((5-oxo-1,5-dihydro-[,2,4]triazolo[1,5-a]pyridin-6-yl)amino)ethyl)quinolin-2(1H)-one,
and a pharmaceutically acceptable carrier.
29 . The pharmaceutical composition of claim 28 , wherein the compound is selected from:
3-[(1S)-1-({1-acetyl-1H,2H,3H-pyrrolo[3,2-c]pyridin-4-yl}amino)ethyl]-6-chloro-1,2-dihydroquinolin-2-one;
6-chloro-3-[(1S)-1-({1-methyl-2-oxo-1H,2H,4H-pyrimido[4,5-d][1,3]oxazin-7-yl}amino)ethyl]-1,2-dihydroquinolin-2-one; and
6-chloro-3-[(1S)-1-({2-oxo-2H,3H-[1,3]oxazolo[4,5-d]pyrimidin-5-yl}amino)ethyl]-1,2-dihydroquinolin-2-one.
30 . A pharmaceutical composition comprising a compound of Formula I, or a pharmaceutically acceptable salt thereof:
or a pharmaceutically acceptable salt thereof,
wherein:
W 1 and W 2 are CH;
W 3 is CR 2 ;
U is N;
V is CR 9 ;
Z is C;
A is H;
B and R 9 are taken together with the atoms to which they are attached and form a 5 to 7-membered heterocyclyl or heteroaryl ring system which can be further substituted with one or more R 10 substituents;
R 1 is halogen;
R 2 is H;
R 3 is H;
R 4 and R 5 are independently H or C 1 -C 3 alkyl;
R 6 is H;
R 10 is —C(O)R 11 ; and
each R 11 is independently C 1 -C 6 alkyl,
and a pharmaceutically acceptable carrier.
31 . The pharmaceutical composition of claim 30 , wherein R 4 is H and R 5 is methyl.
32 . The pharmaceutical composition of claim 31 , wherein R 4 is H and R 5 is (S)-methyl.
33 . The pharmaceutical composition of claim 32 , wherein R 1 is chloro.
34 . The pharmaceutical composition of claim 33 , wherein R 11 is methyl.
35 . The pharmaceutical composition of claim 30 , wherein the compound is of Formula Ib:
wherein the C ring is pyrrolidinyl.
36 . The pharmaceutical composition of claim 35 , wherein R 4 is H and R 5 is (S)-methyl.
37 . The pharmaceutical composition of claim 36 , wherein R 1 is chloro.
38 . The pharmaceutical composition of claim 37 , wherein R 11 is methyl.
39 . A pharmaceutical composition comprising a compound of Formula I, or a pharmaceutically acceptable salt thereof:
or a pharmaceutically acceptable salt thereof,
wherein:
each W 1 and W 2 is independently CH;
W 3 is CR 2 ;
U is N;
V is N;
Z is C;
---- indicates a single or double bond but never two double bonds adjacent to one another in the ring in which the ----- occurs;
A and B, are taken together with the atoms to which they are attached and form a 5 to 7-membered heterocyclyl or heteroaryl ring system which can be further substituted with one or more R 10 substituents;
R 1 is halogen;
R 2 is H;
R 3 is H;
R 4 and R 5 are independently H or C 1 -C 3 alkyl;
R 6 is H;
each R 10 is independently C 1 -C 6 alkyl, ═O, or —C(O)R 11 ; and
each R 11 is independently C 1 -C 6 alkyl,
and a pharmaceutically acceptable carrier.
40 . The pharmaceutical composition of claim 39 , wherein R 4 is H and R 5 is methyl.
41 . The pharmaceutical composition of claim 40 , wherein R 4 is H and R 5 is (S)-methyl.
42 . The pharmaceutical composition of claim 41 , wherein R 1 is chloro.
43 . The pharmaceutical composition of claim 42 , wherein R 10 is methyl.
44 . The pharmaceutical composition of claim 39 , wherein the compound is of Formula Ia:
wherein the C ring is oxazolonyl or dihydrooxazinonyl.
45 . The pharmaceutical composition of claim 44 , wherein R 4 is H and R 5 is (S)-methyl.
46 . The pharmaceutical composition of claim 45 , wherein R 1 is chloro.
47 . The pharmaceutical composition of claim 46 , wherein R 10 is methyl.