PATENT CLAIM ANALYSIS

Application Number: 15759888
Application Type: Utility
Filing Date: 2018-03
Publication Date: 2018-08
Patent Classification: ["514", "262100"]

Abstract:
The invention is directed to substituted pyrrolidinone and imidazolidinone derivatives. Specifically, the invention is directed to compounds according to Formula I: wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , X and Y are as defined herein. The compounds of the invention are inhibitors of PERK and can be useful in the treatment of cancer, pre-cancerous syndromes and diseases/injuries associated with activated unfolded protein response pathways, such as Alzheimer's disease, spinal cord injury, traumatic brain injury, ischemic stroke, stroke, Parkinson's disease, diabetes, metabolic syndrome, metabolic disorders, Huntington's disease, Creutzfeldt-Jakob Disease, fatal familial insomnia, Gerstmann-Sträussler-Scheinker syndrome, and related prion diseases, amyotrophic lateral sclerosis, progressive supranuclear palsy, myocardial infarction, cardiovascular disease, inflammation, organ fibrosis, chronic and acute diseases of the liver, fatty liver disease, liver steatosis, liver fibrosis, chronic and acute diseases of the lung, lung fibrosis, chronic and acute diseases of the kidney, kidney fibrosis, chronic traumatic encephalopathy (CTE), neurodegeneration, dementias, frontotemporal dementias, tauopathies, Pick's disease, Neimann-Pick's disease, amyloidosis, cognitive impairment, atherosclerosis, ocular diseases, arrhythmias, in organ transplantation and in the transportation of organs for transplantation. Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting PERK activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.

Claim (Index 5):
The compound of  claim 1  selected from:\n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,5-difluorophenyl)-3-isobutylimidazolidin-2-one; \n 1-(4-(4-amino-2,7-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,5-difluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3-chloro-5-fluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-(2,2-difluoroethyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,5-difluorophenyl)-3-ethylimidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,5-difluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-2,7-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,5-difluorophenyl)-3-ethylimidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-3-benzyl-4-(2,5-difluorophenyl)imidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,5-difluorophenyl)imidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3-chloro-2-fluorophenyl)-3-ethylimidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,4-difluorophenyl)-3-ethylimidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,4-difluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3,5-difluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3-chloro-2-fluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3-chloro-5-fluorophenyl)-3-ethylimidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-cyclopentylpyrrolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl)-4-(3,5-difluorophenyl)pyrrolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3,5-dimethylphenyl)pyrrolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,5-difluorophenyl)pyrrolidin-2-one; \n 1-(5-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)pyridin-2-yl)-4-(2,5-difluorophenyl)pyrrolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(6-methylpyridin-2-yl)pyrrolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-(2,4-difluorophenyl)pyrrolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,4-fluorophenyl)pyrrolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,5-tolyl)imidazolidin-2-one; \n 1-(4-(4-amino-2,7-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl-4-(2,5-difluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-2,7-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl-4-(2,5-difluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 2) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-3-methyl-4-(m-tolyl)imidazolidin-2-one; \n 1-(5-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)pyridin-2-yl)-4-(2,5-difluorophenyl)-3-methylimidazolidin-2-one; \n 1-(5-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)pyridin-2-yl)-4-(2,5-difluorophenyl)-3-ethylimidazolidin-2-one; \n 1-(4-(4-aminothieno[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,5-difluorophenyl)-3-ethylimidazolidin-2-one; \n 1-(4-(4-amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,5-difluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-2,7-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl-4-(2,5-difluorophenyl)-3-ethylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-2,7-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl-4-(2,5-difluorophenyl)-3-ethylimidazolidin-2-one; (enantiomer 2) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,4-difluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,4-difluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 2) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(5-cyclopropyl-2-fluorophenyl)-3-ethylimidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(5-cyclopropyl-2-fluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-3-ethyl-4-(6-methylpyridin-2-yl)imidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3-chloro-5-fluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3-chloro-5-fluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 2) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(5-chloro-2-fluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-2,7-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,5-difluorophenyl)-3-ethylimidazolidin-2-one; (enantiomer1) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-3-ethyl-4-(2,3,5-trifluorophenyl)imidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-3-methyl-4-(2,3,5-trifluorophenyl)imidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-3-ethyl-4-(4-fluorophenyl)imidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-cyclohexyl-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(4-fluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-3-methyl-4-(pyridin-3-yl)imidazolidin-2-one; \n 1-(4-(4-amino-2,7-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-cyclohexyl-3-methylimidazolidin-2-one (enantiomer 1) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-cyclohexyl-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-cyclohexyl-3-methylimidazolidin-2-one; (enantiomer 2) \n 1-(4-(4-amino-2,7-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(4-methoxyphenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-2,7-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,4-difluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-2,7-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,4-difluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-2,7-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,4-difluorophenyl)-3-ethylimidazolidin-2-one; (enantiomer 2) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(4-fluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-2,7-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(4-fluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-2,7-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(4-fluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-2,7-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-3-methyl-4-(2,4,6-trifluorophenyl)imidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-2,7-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-3-methyl-4-(2,3,6-trifluorophenyl)imidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3-(difluoromethoxy)phenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,3-difluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,3-difluorophenyl)-3-ethylimidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-3-(2,2-difluoroethyl)-4-(2,4-difluorophenyl)imidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,3-difluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-2,7-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3,4-difluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,4-difluorophenyl)-3-(2,2,2-trifluoroethyl)imidazolidin-2-one; \n 1-(4-(4-amino-2,7-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3,4-difluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,6-difluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-(2,2,2-trifluoroethyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,4-difluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-2,7-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,4-difluorophenyl)-3-(2,2,2-trifluoroethyl)imidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3-fluoro-5-(trifluoromethyl)phenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-3-ethyl-4-fluoro-5-(trifluoromethyl)phenyl)imidazolidin-2-one; \n 1-(4-(4-amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,5-difluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,5-difluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 2) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-3-ethyl-4-fluoro-5-(trifluoromethyl)phenyl)imidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-3-ethyl-4-fluoro-5-(trifluoromethyl)phenyl)imidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-cyclopropyl-2-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(4-fluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-cyclopropyl-2-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(4-fluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,4-difluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-6,7-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,4-difluorophenyl)-3-ethylimidazolidin-2-one; \n 1-(4-(4-amino-6,7-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,4-difluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-isopropyl-2-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,4-difluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3,4-difluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3,4-difluorophenyl)-3-ethylimidazolidin-2-one; \n 1-(4-(4-amino-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-3-fluorophenyl)-4-(2,4-difluorophenyl)-3-ethylimidazolidin-2-one; \n 1-(4-(4-amino-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-3-fluorophenyl)-4-(2,4-difluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3,5-difluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3,5-difluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 2) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3-methoxyphenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3-methoxyphenyl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-2,7-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3,5-difluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-2,7-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3,5-difluorophenyl)-4-(2,4-difluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,5-difluorophenyl)-3-ethylimidazolidin-2-one; \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,4-difluorophenyl)-3-ethylimidazolidin-2-one; \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,4-difluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-ethyl-2-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,4-difluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-2,7-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(5-fluoropyridin-3-yl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(5-fluoro-6-methylpyridin-2-yl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(5-fluoro-6-methylpyridin-2-yl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3,4-difluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3,4-difluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3,4-difluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3,4-difluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 2) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-methylphenyl)-4-(3,5-difluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-methylphenyl)-4-(3,5-difluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,5-difluorophenyl)-3-ethylimidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-chlorophenyl)-4-(3,5-difluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-chlorophenyl)-4-(3,5-difluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,5-difluorophenyl)-3-ethylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,5-difluorophenyl)-3-ethylimidazolidin-2-one; (enantiomer 2) \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3-fluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3-fluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 2) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-chlorophenyl)-4-(3,5-difluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-chlorophenyl)-4-(3,5-difluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 2) \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-chlorophenyl)-4-(3,5-difluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-chlorophenyl)-4-(3,5-difluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 2) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3-chlorophenyl)-4-fluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3-chloro-4-fluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3-chlorophenyl)-4-fluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3-chloro-4-fluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-2,7-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(6-chloropyridin-3-yl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-2,7-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(6-chloropyridin-3-yl)-3-methylimidazolidin-2-one; (enantiomer 2) \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,4-difluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 2) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-cycloheptyl-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-2,7-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-3-methyl-4-(2,3,6-trifluorophenyl)imidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-3-methyl-4-(2,3,5-trifluorophenyl)imidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-3-methyl-4-(2,3,5-trifluorophenyl)imidazolidin-2-one; (enantiomer 2) \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-3-methyl-4-(2,3,5-trifluorophenyl)imidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-3-methyl-4-(2,3,5-trifluorophenyl)imidazolidin-2-one; (enantiomer 2) \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,5-difluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,5-difluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,5-difluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 2) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,5-dihydrobenzofuran-5-yl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,5-chlorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,3-methyl-4-phenylimidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,3-difluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,5-difluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 2) \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3-chlorophenyl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3-chlorophenyl)-3-methylimidazolidin-2-one; (enantiomer 2) \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,4-difluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,4-difluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 2) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-3-methyl-4-(2,4,5-trifluorophenyl)imidazolidin-2-one; \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-3-methyl-4-(2,4,5-trifluorophenyl)imidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-3-methyl-4-(2,4,5-trifluorophenyl)imidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-3-methyl-4-(2,4,5-trifluorophenyl)imidazolidin-2-one; (enantiomer 2) \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-3-methyl-4-(2,4,5-trifluorophenyl)imidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-3-methyl-4-(2,4,5-trifluorophenyl)imidazolidin-2-one; (enantiomer 2) \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(4-fluorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(4-fluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(4-fluorophenyl)-3-methylimidazolidin-2-one; (enantiomer 2) \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-3-methyl-4-phenylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-3-methyl-4-phenylimidazolidin-2-one; (enantiomer 2) \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(4-chlorophenyl)-3-methylimidazolidin-2-one; \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(4-chlorophenyl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(2,3-dihydrobenzofuran-5-yl)-3-methylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3,5-difluorophenyl)-3-ethylimidazolidin-2-one; \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3,5-difluorophenyl)-3-ethylimidazolidin-2-one; (enantiomer 1) \n 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3,5-difluorophenyl)-3-ethylimidazolidin-2-one; (enantiomer 2) \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3,5-difluorophenyl)-3-ethylimidazolidin-2-one; (enantiomer 1) and \n 1-(4-(4-amino-7-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-(3,5-difluorophenyl)-3-ethylimidazolidin-2-one; (enantiomer 2) \n or a salt thereof including a pharmaceutically acceptable salt thereof.

Metadata:
- Claim Count in Document: 6.0
- Percentile: 90.0
- Lexical Diversity: 2.21053
- Patent Class: 514.0
- Transitional Phrase Type: none
- Component Type: 0
- Foreign Priority: False
- Related Applications: ['13637127', '16312061', '13859569', '14418484', '14458062']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.7799095391777259
- 35 USC 102 Novelty (BERT): 0.5989854754980314
- Combined Prediction Score: 0.7618171328097565
- Mean Citation Score: 412.886896
- Max Citation Score: 503.5842
- Similarity Product: 462.1948962429285

Labels:
- Claim Label 101: 1
- Claim Label 102: 1
- Claim Label 103: 1
- Claim Label 112: 0
- Combined Label: 1
- Label 101 Adjusted: 1

Dataset: test