PATENT CLAIM ANALYSIS

Application Number: 15971912
Application Type: Utility
Filing Date: 2018-05
Publication Date: 2018-11
Patent Classification: ["514", "234200"]

Abstract:
The present invention relates generally to compositions and methods for treating cancer and neoplastic disease. Provided herein are substituted pyrido[3,4-d]pyrimidin-4-one derivative compounds and pharmaceutical compositions comprising said compounds. The subject compounds and compositions are useful for inhibition of histone demethylase. Furthermore, the subject compounds and compositions are useful for the treatment of cancer, such as prostate cancer, breast cancer, bladder cancer, lung cancer and/or melanoma and the like.

Claim (Index 11):
The method of  claim 1 , wherein said compound of Formula (I) is selected from the group consisting of:\n 2-propan-2-yloxy-3H-pyrido[3,4-d]pyrimidin-4-one; 2-ethoxypyrido[3,4-d]pyrimidin-4-ol; 2-(2-hydroxyethoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-phenylmethoxypyrido[3,4-d]pyrimidin-4-ol; 2-(cyclopropylmethoxy)-3H-pyrido[3,4-d]pyrimidin-4-one; 2-cyclopentyloxy-3H-pyrido[3,4-d]pyrimidin-4-one; 2-propoxy-3H-pyrido[3,4-d]pyrimidin-4-one; 2-methoxypyrido[3,4-d]pyrimidin-4-ol; 2-butan-2-yloxy-3H-pyrido[3,4-d]pyrimidin-4-one; 2-(2-phenoxyethoxy)-3H-pyrido[3,4-d]pyrimidin-4-one; 2-(cyclobutylmethoxy)-3H-pyrido[3,4-d]pyrimidin-4-one; 2-(2,2,2-trifluoroethoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(3,3,3-trifluoropropoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(2-methylpropoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(3-methylbutoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(2-methylbutoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(2-phenylpropoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(2-phenylethoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(1-phenylpropan-2-yloxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(4,4,4-trifluorobutoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-[3-(dimethylamino)propoxy]pyrido[3,4-d]pyrimidin-4-ol; 2-(2-methoxyethoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-[2-(2,2,2-trifluoroethoxy)ethoxy]pyrido[3,4-d]pyrimidin-4-ol; 2-(3-hydroxy-3-methylbutoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(3-hydroxy-2-methylpropoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(oxolan-2-ylmethoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(oxolan-3-ylmethoxy)pyrido[3,4-d]pyrimidin-4-ol; N-[2-(4-hydroxypyrido[3,4-d]pyrimidin-2-yl)oxyethyl]-N-methylacetamide; 2-(2-propan-2-yloxyethoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(2-phenylmethoxyethoxy)pyrido[3,4-d]pyrimidin-4-ol; N-[2-(4-hydroxypyrido[3,4-d]pyrimidin-2-yl)oxyethyl]benzamide; 3-[(4-hydroxypyrido[3,4-d]pyrimidin-2-yl)oxymethyl]benzonitrile; 2-[(1-methylpyrazol-3-yl)methoxy]pyrido[3,4-d]pyrimidin-4-ol; 2-phenoxypyrido[3,4-d]pyrimidin-4-ol; N-[4-(4-hydroxypyrido[3,4-d]pyrimidin-2-yl)oxyphenyl]acetamide; tert-butyl N-[3-(4-hydroxypyrido[3,4-d]pyrimidin-2-yl)oxyphenyl]carbamate; 2-(3,4-difluorophenoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(3,4-dimethoxyphenoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(3-propan-2-ylphenoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(3-fluorophenoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(3-chlorophenoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(2,3-difluorophenoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(3,5-difluoro-4-methoxyphenoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(3-methoxyphenoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(4-ethoxy-3,5-difluorophenoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(2-fluorophenoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(4-fluorophenoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(4-methoxyphenoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(4-chlorophenoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-[3-(dimethylamino)phenoxy]pyrido [3,4-d]pyrimidin-4-ol; 2-(1-methylindazol-5-yl)oxypyrido[3,4-d]pyrimidin-4-ol; 2-[3-(trifluoromethyl)phenoxy]pyrido [3,4-d]pyrimidin-4-ol; 2-(3-fluoro-4-methoxyphenoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(1-propylpyrazol-4-yl)oxypyrido[3,4-d]pyrimidin-4-ol; 2-{[1-(3-methylbutyl)pyrazol-4-yl]oxy}pyrido[3,4-d]pyrimidin-4-ol; 2-[(1-cyclopentylpyrazol-4-yl)oxy]pyrido[3,4-d]pyrimidin-4-ol; 2-(3-ethylphenoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(3-propylphenoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-[4-(dimethylamino)phenoxy]pyrido[3,4-d]pyrimidin-4-ol; 3-fluoro-5-(4-hydroxypyrido[3,4-d]pyrimidin-2-yl)oxyphenyl]-morpholin-4-ylmethanone; 2-{[1-(2-methoxyethyl)-1H-indazol-6-yl]oxy}pyrido[3,4-d]pyrimidin-4-ol; 2-[(1-ethyl-1H-pyrazol-4-yl)oxy]pyrido[3,4-d]pyrimidin-4-ol; 2-{[1-(propan-2-yl)-1H-pyrazol-4-yl]oxy }pyrido[3,4-d]pyrimidin-4-ol; 2-{[1-(2-methoxyethyl)-1H-pyrazol-4-yl]oxy}pyrido[3,4-d]pyrimidin-4-ol; 2-{[1-(3-methoxypropyl)-1H-pyrazol-4-yl]oxy }pyrido[3,4-d]pyrimidin-4-ol; 2-[(1-benzyl-1H-pyrazol-4-yl)oxy]pyrido[3,4-d]pyrimidin-4-ol; 2-{[1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazol-4-yl]oxy}pyrido[3,4-d]pyrimidin-4-ol; 2-methoxy-8-(1-methyl-1H-imidazol-4-yl)pyrido [3,4-d]pyrimidin-4-ol; 2-ethoxy-8-(1-methyl-1H-imidazol-4-yl)pyrido[3,4-d]pyrimidin-4-ol; 8-(1-methyl-1H-imidazol-4-yl)-2-(2,2,2-trifluoroethoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-[(4-fluorobenzyl)oxy]-8-(1-methyl-1H-imidazol-4-yl)pyrido[3,4-d]pyrimidin-4-ol; 2-(cyclopropylmethoxy)-8-(1-methylimidazol-4-yl)pyrido[3,4-d]pyrimidin-4-ol; 2-(3-hydroxy-3-methylbutoxy)-8-(1-methylimidazol-4-yl)pyrido[3,4-d]pyrimidin-4-ol; 8-(1-methylimidazol-4-yl)-2-(4,4,4-trifluorobutoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(2-hydroxyethoxy)-8-(1-methylimidazol-4-yl)pyrido[3,4-d]pyrimidin-4-ol; 2-[2-(dimethylamino)ethoxy]-8-(1-methylimidazol-4-yl)pyrido[3,4-d]pyrimidin-4-ol; 2-(2,2-difluoroethoxy)-8-(1-methylimidazol-4-yl)pyrido[3,4-d]pyrimidin-4-ol; 2-(2-cyclopropylethoxy)-8-(1-methylimidazol-4-yl)pyrido[3,4-d]pyrimidin-4-ol; 2-(1-benzylpyrazol-4-yl)oxy-8-(1-methylimidazol-4-yl)pyrido[3,4-d]pyrimidin-4-ol; 2-[1-(3-methylbutyl)pyrazol-4-yl]oxy-8-(1-methylimidazol-4-yl)pyrido[3,4-d]pyrimidin-4-ol; 2-(3,4-difluorophenoxy)-8-(1-methylimidazol-4-yl)pyrido[3,4-d]pyrimidin-4-ol; 2-[4-(2-methoxyethoxy)phenoxy]-8-(1-methylimidazol-4-yl)pyrido[3,4-d]pyrimidin-4-ol; 8-(1-methylimidazol-4-yl)-2-(1-methylindazol-6-yl)oxypyrido[3,4-d]pyrimidin-4-ol; 2-(1-ethylindazol-6-yl)oxy-8-(1-methylimidazol-4-yl)pyrido[3,4-d]pyrimidin-4-ol; 2-(1,3-dimethylindazol-6-yl)oxy-8-(1-methylimidazol-4-yl)pyrido[3,4-d]pyrimidin-4-ol; 2-[1-[(4-fluorophenyl)methyl]pyrazol-4-yl]oxypyrido[3,4-d]pyrimidin-4-ol; 2-[1-[(2-fluorophenyl)methyl]pyrazol-4-yl]oxypyrido[3,4-d]pyrimidin-4-ol; tert-butyl 4-[4-(4-hydroxypyrido[3,4-d]pyrimidin-2-yl)oxypyrazol-1-yl]piperidine-1-carboxylate; 2-(1-piperidin-4-ylpyrazol-4-yl)oxypyrido[3,4-d]pyrimidin-4-ol; 1-[4-[4-(4-hydroxypyrido[3,4-d]pyrimidin-2-yl)oxypyrazol-1-yl]piperidin-1-yl]ethenone; 1-[4-[4-(4-hydroxypyrido[3,4-d]pyrimidin-2-yl)oxypyrazol-1-yl]piperidin-1-yl]prop-2-en-1-one; cyclopropyl-[4-[4-(4-hydroxypyrido[3,4-d]pyrimidin-2-yl)oxypyrazol-1-yl]piperidin-1-yl]methanone; (4-fluorophenyl)-[4-[4-(4-hydroxypyrido[3,4-d]pyrimidin-2-yl)oxypyrazol-1-yl]piperidin-1-yl]methanone; 2-[1-(1-cyclopropylsulfonylpiperidin-4-yl)pyrazol-4-yl]oxypyrido[3,4-d]pyrimidin-4-ol; 2-[1-[1-(benzenesulfonyl)piperidin-4-yl]pyrazol-4-yl]oxypyrido[3,4-d]pyrimidin-4-ol; 2-(2-piperazin-1-ylpyridin-4-yl)oxypyrido[3,4-d]pyrimidin-4-ol; 2-(2-morpholin-4-ylpyridin-4-yl)oxypyrido[3,4-d]pyrimidin-4-ol; 2-(2-hydroxy-2-methylpropoxy)-8-(1-methylimidazol-4-yl)pyrido[3,4-d]pyrimidin-4-ol; 1-(1-phenylethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole; 8-(1-methylimidazol-4-yl)-2-[1-(oxan-4-yl)pyrazol-4-yl]oxypyrido[3,4-d]pyrimidin-4-ol; 8-(1-methylimidazol-4-yl)-2-phenylmethoxypyrido[3,4-d]pyrimidin-4-ol; 8-(1-methyl-1H-imidazol-4-yl)-2-(oxan-4-ylmethoxy)pyrido[3,4-d]pyrimidin-4-ol; 8-(1-methyl-1H-imidazol-4-yl)-2-(oxolan-3-ylmethoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-[(3-fluorophenyl)methoxy]-8-(1-methyl-1H-imidazol-4-yl)pyrido[3,4-d]pyrimidin-4-ol; 2-[(2-chlorophenyl)methoxy]-8-(1-methyl-1H-imidazol-4-yl)pyrido[3,4-d]pyrimidin-4-ol; 2-[(2,3-dichlorophenyl)methoxy]-8-(1-methyl-1H-imidazol-4-yl)pyrido[3,4-d]pyrimidin-4-ol; 8-(1-methyl-1H-imidazol-4-yl)-2-{[2-(trifluoromethyl)phenyl]methoxy}pyrido[3,4-d]pyrimidin-4-ol; 8-(1-methyl-1H-imidazol-4-yl)-2-[(1R)-2,2,2-trifluoro-1-phenylethoxy]pyrido[3,4-d]pyrimidin-4-ol; 8-(1-methyl-1H-imidazol-4-yl)-2-[(1S)-2,2,2-trifluoro-1-phenylethoxy]pyrido[3,4-d]pyrimidin-4-ol; 8-(1-methyl-1H-imidazol-4-yl)-2-[(1,1,1-trifluorobutan-2-yl)oxy]pyrido[3,4-d]pyrimidin-4-ol; 8-(1-methyl-1H-imidazol-4-yl)-2-{[4-(trifluoromethyl)phenyl]methoxy}pyrido[3,4-d]pyrimidin-4-ol; 2-[(4-chlorophenyl)methoxy]-8-(1-methyl-1H-imidazol-4-yl)pyrido[3,4-d]pyrimidin-4-ol; 2-(3,4-dichlorophenoxy)-8-(1-methyl-1H-imidazol-4-yl)pyrido[3,4-d]pyrimidin-4-ol; 2-(3,4-dichlorophenoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-{[1-(1-phenylpropyl)-1H-pyrazol-4-yl]oxy}pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[cyclopropyl(phenyl)methyl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(1R)-1-phenylethyl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(1S)-1-phenylethyl]-1H-pyrazol-4-yl}oxy pyrido)[3,4-d]pyrimidin-4-ol; 2-({1-[(1R)-1-(2-fluorophenyl)ethyl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(1s)-1-(2-fluorophenyl)ethyl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(2-chlorophenyl)methyl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3-chlorophenyl)methyl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-{[1-(1-benzylpiperidin-4-yl)-1H-pyrazol-4-yl]oxy}pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[2-(morpholin-4-yl)ethyl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3R)-pyrrolidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3R)-1-(ethanesulfonyl)pyrrolidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3R)-1-(cyclopropanesulfonyl)pyrrolidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido [3,4-d]pyrimidin-4-ol; 2-({1-[(3R)-1-(benzenesulfonyl)pyrrolidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 1-[(3R)-3-[4-({4-hydroxypyrido[3,4-d]pyrimidin-2-yl}oxy)-1H-pyrazol-1-yl]pyrrolidin-1-yl]ethan-1-one; 3-[(3R)-3-[4-({4-hydroxypyrido[3,4-d]pyrimidin-2-yl}oxy)-1H-pyrazol-1-yl]pyrrolidin-1-yl]-3-oxopropanenitrile; 2-({1-[(3R)-1-cyclopropanecarbonylpyrrolidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3R)-1-benzoylpyrrolidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3R)-1-benzylpyrrolidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3R)-1-(4-fluorophenyl)pyrrolidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3S)-pyrrolidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3S)-1-(ethanesulfonyl)pyrrolidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3S)-1-(cyclopropanesulfonyl)pyrrolidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3S)-1-(benzenesulfonyl)pyrrolidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 1-[(3S)-3-[4-({4-hydroxypyrido[3,4-d]pyrimidin-2-yl}oxy)-1H-pyrazol-1-yl]pyrrolidin-1-yl]ethan-1-one; 3-[(3S)-3-[4-({4-hydroxypyrido[3,4-d]pyrimidin-2-yl}oxy)-1H-pyrazol-1-yl]pyrrolidin-1-yl]-3-oxopropanenitrile; 2-({1-[(3S)-1-cyclopropanecarbonylpyrrolidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3S)-1-benzoylpyrrolidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3S)-1-(piperidine-4-carbonyl)pyrrolidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 1-[(3S)-3-[4-({4-hydroxypyrido[3,4-d]pyrimidin-2-yl}oxy)-1H-pyrazol-1-yl]pyrrolidin-1-yl]-2-(methylamino)ethan-1-one; 2-({1-[(3S)-1-phenylpyrrolidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3S)-1-(4-fluorophenyl)pyrrolidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3S)-1-(2-fluorophenyl)pyrrolidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3S)-1-(4-chlorophenyl)pyrrolidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3R)-piperidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3R)-1-(ethanesulfonyl)piperidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3S)-1-(cyclopropanesulfonyl)piperidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3R)-1-(benzenesulfonyl)piperidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 1-[(3R)-3-[4-({4-hydroxypyrido[3,4-d]pyrimidin-2-yl}oxy)-1H-pyrazol-1-yl]piperidin-1-yl]ethan-1-one; 3-[(3R)-3-[4-({4-hydroxypyrido[3,4-d]pyrimidin-2-yl}oxy)-1H-pyrazol-1-yl]piperidin-1-yl]-3-oxopropanenitrile; 2-hydroxy-1-[(3S)-3-[4-({4-hydroxypyrido[3,4-d]pyrimidin-2-yl}oxy)-1H-pyrazol-1-yl]pyrrolidin-1-yl]ethan-1-one; 2-({1-[(3R)-1-cyclopropanecarbonylpiperidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3R)-1-benzoylpiperidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3R)-1-benzylpiperidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3R)-1-(4-fluorophenyl)piperidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3S)-piperidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3S)-1-(ethanesulfonyl)piperidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3S)-1-(cyclopropanesulfonyl)piperidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3S)-1-(benzenesulfonyl)piperidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 1-[(3S)-3-[4-({4-hydroxypyrido[3,4-d]pyrimidin-2-yl}oxy)-1H-pyrazol-1-yl]piperidin-1-yl]ethan-1-one; 2-({1-[(3S)-1-cyclopropanecarbonylpiperidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 3-[(3S)-3-[4-({4-hydroxypyrido[3,4-d]pyrimidin-2-yl}oxy)-1H-pyrazol-1-yl]piperidin-1-yl]-3-oxopropanenitrile; 2-({1-[(3S)-1-benzoylpiperidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3S)-1-benzylpiperidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-({1-[(3R)-1-(4-fluorophenyl)piperidin-3-yl]-1H-pyrazol-4-yl}oxy)pyrido[3,4-d]pyrimidin-4-ol; 2-{[4-(trifluoromethyl)phenyl]methoxy}pyrido[3,4-d]pyrimidin-4-ol; 2-[(2-chlorophenyl)methoxy]pyrido[3,4-d]pyrimidin-4-ol; 2-[(2,6-dichlorophenyl)methoxy]pyrido[3,4-d]pyrimidin-4-ol; 2-[(2,3-dichlorophenyl)methoxy]pyrido[3,4-d]pyrimidin-4-ol; 2-[2-(4-chlorophenyl)ethoxy]pyrido[3,4-d]pyrimidin-4-ol; 2-[2-(3,4-dichlorophenyl)ethoxy]pyrido[3,4-d]pyrimidin-4-ol; 2-(2,2,2-trifluoro-1-phenylethoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-{[2-(trifluoromethyl)phenyl]methoxy}pyrido[3,4-d]pyrimidin-4-ol; 2-[(2-fluorophenyl)methoxy]pyrido[3,4-d]pyrimidin-4-ol; 2-[(3-fluorophenyl)methoxy]pyrido[3,4-d]pyrimidin-4-ol; 2-[(4-fluorophenyl)methoxy]pyrido[3,4-d]pyrimidin-4-ol; 2-[(2,3-difluorophenyl)methoxy]pyrido[3,4-d]pyrimidin-4-ol; 2-[(2,5-difluorophenyl)methoxy]pyrido[3,4-d]pyrimidin-4-ol; 2-[(2,6-difluorophenyl)methoxy]pyrido[3,4-d]pyrimidin-4-ol; 2-(naphthalen-1-ylmethoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-[(2-phenylphenyl)methoxy]pyrido[3,4-d]pyrimidin-4-ol; 2-[(3-phenylphenyl)methoxy]pyrido[3,4-d]pyrimidin-4-ol; 2-(naphthalen-2-ylmethoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(1,2,3,4-tetrahydronaphthalen-1-ylmethoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(2,3-dihydro-1H-inden-2-yloxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(2,3-dihydro-1H-inden-1-ylmethoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(1,2,3,4-tetrahydronaphthalen-2-ylmethoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(2,3-dihydro-1H-inden-1-yloxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(1-benzofuran-3-ylmethoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(2,3-dihydro-1-benzofuran-3-ylmethoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(3,4-dihydro-2H-1-benzopyran-4-ylmethoxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(1,2,3,4-tetrahydronaphthalen-1-yloxy)pyrido[3,4-d]pyrimidin-4-ol; 2-(3,4-dihydro-2H-1-benzopyran-4-yloxy)pyrido[3,4-d]pyrimidin-4-ol; and 8-(1-methylimidazol-4-yl)-3H-pyrido[3,4-d]pyrimidin-4-one.

Metadata:
- Claim Count in Document: 20.0
- Percentile: 93.0
- Lexical Diversity: 1.6875
- Patent Class: 514.0
- Transitional Phrase Type: closed
- Component Type: 1
- Foreign Priority: False
- Related Applications: ['15184310', '15454793', '13906626', '15864499', '15091887']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.7963338621935091
- 35 USC 102 Novelty (BERT): 0.5289389892868991
- Combined Prediction Score: 0.7695943749028481
- Mean Citation Score: 314.796528
- Max Citation Score: 333.65378
- Similarity Product: 245.2375615790892

Labels:
- Claim Label 101: 1
- Claim Label 102: 1
- Claim Label 103: 1
- Claim Label 112: 1
- Combined Label: 1
- Label 101 Adjusted: 1

Dataset: test