PATENT CLAIM ANALYSIS

Application Number: 16205848
Application Type: Utility
Filing Date: 2018-11
Publication Date: 2019-08
Patent Classification: ["514", "249000"]

Abstract:
The present invention provides compounds of formula I: which are useful as modulators of GPR6, pharmaceutical compositions thereof, methods for treatment of conditions associated with GPR6, processes for making the compounds and intermediates thereof.

Claim (Index 1):
The compound of formula I or a pharmaceutically acceptable salt thereof, wherein R 1  is selected from the group consisting of optionally substituted C 3-8  cycloalkyl, optionally substituted C 3-6  heterocyclyl, optionally substituted C 6-10  aryl, and optionally substituted C 1-10  heteroaryl; X 1  is N and X 2  is CH; or X 1  is CH and X 2  is N; or X 1  is N and X 2  is N; when X 1  is N, Z is selected from the group consisting of C 1-6  alkylene, C 1-6  haloalkylene, \u2014C(O)\u2014, and \u2014S(O) 2 \u2014; when X 1  is CH, Z is selected from the group consisting of C 1-6  alkylene, C 1-6  haloalkylene, \u2014O\u2014, \u2014C(O)\u2014, \u2014NH\u2014, \u2014S\u2014, \u2014S(O)\u2014, and \u2014S(O) 2 \u2014; q is 0, 1, or 2; s is 0, 1, or 2; R 2  is \u2014OR 5  or \u2014NR 6 R 7 ; R 3 , each time taken, is independently selected from the group consisting of C 1-6  alkyl, C 3-8  cycloalkyl, and trifluoromethyl; p is 0, 1, or 2; R 4 , each time taken, is independently selected from the group consisting of C 1-6  alkyl, hydroxy, and halo; r is 0 or 1; R 5  is selected from the group consisting of C 1-6  alkyl and C 3-8  cycloalkyl; R 6  is selected from the group consisting of hydrogen and C 1-6  alkyl; R 7  is selected from the group consisting of optionally substituted C 1-6  alkyl, C 3-8  cycloalkyl, optionally substituted C 6-10  aryl, optionally substituted C 1-10  heteroaryl, and optionally substituted C 3-6  heterocyclyl; X 3  is CCH 3  and X 4  is N; or X 3  is N and X 4  is CCH 3 ; excluding the compounds:\n N-cyclopropyl-3-(4-(2,4-difluorobenzyl)piperazin-1-yl)-7-methylpyrido[3,4-b]pyrazin-2-amine; \n 3-(4-(5-chloro-2-fluorobenzyl)piperazin-1-yl)-N-cyclopropyl-7-methylpyrido[3,4-b]pyrazin-2-amine; \n N-cyclopropyl-3-(4-(2,4-difluorobenzyl)piperidin-1-yl)-7-methylpyrido[3,4-b]pyrazin-2-amine; \n N-cyclopropyl-2-(4-(2,4-difluorobenzyl)piperidin-1-yl)-7-methylpyrido[3,4-b]pyrazin-3-amine; \n (1-(2-(cyclopropylamino)-7-methylpyrido[3,4-b]pyrazin-3-yl)piperidin-4-yl)(2,5-difluorophenyl)methanone; \n N-cyclopropyl-3-(4-(2,4-difluorophenoxy)piperidin-1-yl)-7-methylpyrido[3,4-b]pyrazin-2-amine;\n N-cyclopropyl-3-(4-((2,5-difluorophenyl)fluoromethyl)piperidin-1-yl)-7-methylpyrido[3,4-b]pyrazin-2-amine; \n (S)-N-cyclopropyl-3-(4-((2,5-difluorophenyl)fluoromethyl)piperidin-1-yl)-7-methylpyrido[3,4-b]pyrazin-2-amine; \n 3-(4-(4-chloro-2-fluorophenoxy)piperidin-1-yl)-N-cyclopropyl-7-methylpyrido[3,4-b]pyrazin-2-amine; \n 1-((1-(2-(cyclopropylamino)-7-methylpyrido[3,4-b]pyrazin-3-yl)piperidin-4-yl)methyl)-4-fluoropyridin-2(1H)-one; \n (R)-N-cyclopropyl-3-(4-((2,5-difluorophenyl)fluoromethyl)piperidin-1-yl)-7-methylpyrido[3,4-b]pyrazin-2-amine; \n N-cyclopropyl-3-(4-((2,4-difluorophenyl)fluoromethyl)piperidin-1-yl)-7-methylpyrido[3,4-b]pyrazin-2-amine; \n (R)-N-cyclopropyl-3-(4-((2,4-difluorophenyl)fluoromethyl)piperidin-1-yl)-7-methylpyrido[3,4-b]pyrazin-2-amine; \n (S)-N-cyclopropyl-3-(4-((2,4-difluorophenyl)fluoromethyl)piperidin-1-yl)-7-methylpyrido[3,4-b]pyrazin-2-amine; \n 3-(4-((5-chloro-2-fluorophenyl)difluoromethyl)piperidin-1-yl)-N-cyclopropyl-7-methylpyrido[3,4-b]pyrazin-2-amine; \n 5-chloro-1-((1-(2-(cyclopropylamino)-7-methylpyrido[3,4-b]pyrazin-3-yl)piperidin-4-yl)methyl)pyridin-2(1H)-one; \n N-cyclopropyl-3-(4-((2,5-difluorophenyl)difluoromethyl)piperidin-1-yl)-7-methylpyrido[3,4-b]pyrazin-2-amine; \n N-cyclopropyl-3-(4-((4-fluorophenyl)sulfonyl)piperidin-1-yl)-7-methylpyrido[3,4-b]pyrazin-2-amine; and \n N-cyclopropyl-3-(1-(2,4-difluorobenzyl)piperidin-4-yl)-7-methylpyrido[3,4-b]pyrazin-2-amine.

Metadata:
- Claim Count in Document: 26.0
- Percentile: 98.0
- Lexical Diversity: 1.25806
- Patent Class: 514.0
- Transitional Phrase Type: closed
- Component Type: 1
- Foreign Priority: False
- Related Applications: ['15118447', '14577480', '14421516', '15334198', '14883174']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.8116912172248565
- 35 USC 102 Novelty (BERT): 0.6190178118213159
- Combined Prediction Score: 0.7924238766845025
- Mean Citation Score: 421.93131
- Max Citation Score: 625.6801
- Similarity Product: 479.103305580926

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