PATENT CLAIM ANALYSIS

Application Number: 15872776
Application Type: Utility
Filing Date: 2018-01
Publication Date: 2018-08
Patent Classification: ["514", "401000"]

Abstract:
The invention provides compounds of formula Ia′, Ib′, Ic′, and Id′: and pharmaceutically acceptable salts thereof, wherein the variables A, R 6 , R 7 , R 8 , R 9 , R x , L, X, Y, and Z have the meaning as described herein. The compounds are useful for reducing endoplasmic reticulum stress and for producing analgesia in an animal.

Claim (Index 1):
A compound of formula Ia\u2032, Ib\u2032 Ic\u2032, or Id\u2032: or a pharmaceutically acceptable salt thereof;\n i) wherein the compound of formula Ia\u2032: \n ring A is phenyl, napthyl, thienyl, or 6-membered heteroaryl, which phenyl, napthyl, thienyl, or 6-membered heteroaryl is optionally substituted with one or more groups independently selected from the group consisting of C 1-4  alkyl, C 1-4  haloalkyl, C 3-8  cycloalkyl, \u2014F, \u2014Cl, \u2014Br, \u2014I, \u2014OR a , \u2014SR a , \u2014N(R a ) 2 , \u2014NO 2  and \u2014CN; \n L is selected from the group consisting of: \n \u2014CH 2 CH 2 \u2014, \u2014CH 2 NH\u2014, \u2014CH 2 C(\u2550O)\u2014, \u2014CH(OH)CH 2 \u2014, \n R L  is hydrogen, C 1-4  alkyl, C 1-4  haloalkyl or C 3-8  cycloalkyl; ring Y is heteroaryl that is optionally substituted with one or more groups selected from \u2014F, \u2014Cl, \u2014Br, \u2014I, \u2014OR y , \u2014SR y , \u2014N(R y ) 2 , \u2014NO 2  or \u2014CN; R 6  is hydrogen, or C 1-6  alkyl that is optionally substituted with one or more groups selected from \u2014F, \u2014Cl, \u2014Br, \u2014I, \u2014OR f , \u2014SR f , \u2014N(R f ) 2 , oxo, \u2014NO 2  or \u2014CN; or R 6  and R 8  taken together with the atoms to which they are attached form a heterocycle that is optionally substituted with one or more groups selected from \u2014F, \u2014Cl, \u2014Br, \u2014I, \u2014OR i , \u2014SR i , \u2014N(R i ) 2 , \u2014NO 2  or \u2014CN; R 7  is hydrogen, or C 1-6  alkyl that is optionally substituted with one or more groups selected from \u2014F, \u2014Cl, \u2014Br, \u2014I, \u2014OR g , \u2014SR g , \u2014N(R g ) 2 , oxo, \u2014NO 2  or \u2014CN; R 8  is hydrogen, or C 1-6  alkyl that is optionally substituted with one or more groups selected from \u2014F, \u2014Cl, \u2014Br, \u2014I, \u2014OR h , \u2014SR h , \u2014N(R h ) 2 , oxo, \u2014NO 2  or \u2014CN; or R 6  and R 8  taken together with the atoms to which they are attached form a heterocycle that is optionally substituted with one or more groups selected from \u2014F, \u2014Cl, \u2014Br, \u2014I, \u2014OR i , \u2014SR i , \u2014N(R i ) 2 , \u2014NO 2  or \u2014CN; X is \u2550O, \u2550S or \u2550N\u2014Rx; wherein R x  is hydrogen, or C 1-6  alkyl that is optionally substituted with one or more groups selected from \u2014F, \u2014Cl, \u2014Br, \u2014I, \u2014OR i , \u2014SR i , \u2014N(R i ) 2 , \u2014NO 2  or \u2014CN; or R x  and R 8  taken together with the nitrogen atoms to which they are attached form a heteroaryl or an unsaturated heterocycle; wherein the heteroaryl and hetrocycle are optionally substituted with one or more groups selected from \u2014F, \u2014Cl, \u2014Br, \u2014I, \u2014OR i , \u2014SR i , \u2014N(R i )2, \u2014NO 2  or \u2014CN; each R a  is independently hydrogen, C 1-4  alkyl or C 1-4  haloalkyl, wherein the C 1-4  alkyl and C 1-4  haloalkyl are optionally substituted with aryl or heteroaryl; or two R a  groups taken together with the nitrogen to which they are attached form pyrrolidinyl, piperidinyl, piperazinyl or morpholinyl; each R b  is independently hydrogen, C 1-4  alkyl or C 1-4  haloalkyl, wherein the C 1-4  alkyl and C 1-4  haloalkyl are optionally substituted with aryl or heteroaryl; or two R b  groups taken together with the nitrogen to which they are attached form pyrrolidinyl, piperidinyl, piperazinyl or morpholinyl; each R c  is independently hydrogen, C 1-4  alkyl or C 1-4  haloalkyl, wherein the C 1-4  alkyl and C 1-4  haloalkyl are optionally substituted with aryl or heteroaryl; or two R c  groups taken together with the nitrogen to which they are attached form pyrrolidinyl, piperidinyl, piperazinyl or morpholinyl; each R d  is independently hydrogen, C 1-4  alkyl or C 1-4  haloalkyl, wherein the C 1-4  alkyl and C 1-4  haloalkyl are optionally substituted with aryl or heteroaryl; or two R d  groups taken together with the nitrogen to which they are attached form pyrrolidinyl, piperidinyl, piperazinyl or morpholinyl; each R e  is independently hydrogen, C 1-4  alkyl or C 1-4  haloalkyl, wherein the C 1-4  alkyl and C 1-4  haloalkyl are optionally substituted with aryl or heteroaryl; or two R e  groups taken together with the nitrogen to which they are attached form pyrrolidinyl, piperidinyl, piperazinyl or morpholinyl; each R f  is independently hydrogen, C 1-4  alkyl or C 1-4  haloalkyl; or two R f  groups taken together with the nitrogen to which they are attached form pyrrolidinyl, piperidinyl, piperazinyl or morpholinyl; each R g is independently hydrogen, C 1-4  alkyl or C 1-4  haloalkyl; or two R g  groups taken together with the nitrogen to which they are attached form pyrrolidinyl, piperidinyl, piperazinyl or morpholinyl; each R h  is independently hydrogen, C 1-4  alkyl or C 1-4  haloalkyl; or two R h  groups taken together with the nitrogen to which they are attached form pyrrolidinyl, piperidinyl, piperazinyl or morpholinyl; each R i  is independently hydrogen, C 1-4  alkyl or C 1-4  haloalkyl; or two R i  groups taken together with the nitrogen to which they are attached form pyrrolidinyl, piperidinyl, piperazinyl or morpholinyl; and each R y  is independently hydrogen, C 1-4  alkyl or C 1-4  haloalkyl; or two R y  groups taken together with the nitrogen to which they are attached form pyrrolidinyl, piperidinyl, piperazinyl or morpholinyl; ii) wherein the compound of formula Ib\u2032: ring A is phenyl, napthyl, thienyl, or 6-membered heteroaryl, which phenyl, napthyl, thienyl, or 6-membered heteroaryl is optionally substituted with one or more groups independently selected from the group consisting of C 1-4  alkyl, C 1-4  haloalkyl, C 3-8  cycloalkyl, \u2014F, \u2014Cl, \u2014Br, \u2014I, \u2014OR a , \u2014SR a , \u2014N(R a ) 2 , \u2014NO 2  and \u2014CN; Y is S or \u2014NR 6 \u2014; R 6  is hydrogen, or C 1-6  alkyl that is optionally substituted with one or more groups selected from \u2014F, \u2014Cl, \u2014Br, \u2014I, \u2014OR f , \u2014SR f , \u2014N(R a ) 2 , oxo, \u2014NO 2  or \u2014CN; R 7  is hydrogen, or C 1-6  alkyl that is optionally substituted with one or more groups selected from \u2014F, \u2014Cl, \u2014Br, \u2014I, \u2014OR g , \u2014SR g , \u2014N(R g ) 2 , oxo, \u2014NO 2  or \u2014CN; R 8  is hydrogen, phenyl, or C 1-6  alkyl that is optionally substituted with one or more groups selected from \u2014F, \u2014Cl, \u2014Br, \u2014I, \u2014OR h , \u2014SR h , \u2014N(R h ) 2 , oxo, \u2014NO 2  or \u2014CN; R x  is hydrogen, or C 1-6  alkyl that is optionally substituted with one or more groups selected from \u2014F, \u2014Cl, \u2014Br, \u2014I, \u2014OR i , \u2014SR i , \u2014N(R i ) 2 , \u2014NO 2  or \u2014CN; or R x  and R 8  taken together with the nitrogen atoms to which they are attached form a heteroaryl or an unsaturated heterocycle; wherein the heteroaryl and hetrocycle are optionally substituted with one or more groups selected from \u2014F, \u2014Cl, \u2014Br, \u2014I, \u2014OR i , \u2014SR i , \u2014N(R i ) 2 , \u2014NO 2  or \u2014CN; each R a  is independently hydrogen, C 1-4  alkyl or C 1-4  haloalkyl, wherein the C 1-4  alkyl and C 1-4  haloalkyl are optionally substituted with aryl or heteroaryl; or two R a  groups taken together with the nitrogen to which they are attached form pyrrolidinyl, piperidinyl, piperazinyl or morpholinyl; each R b  is independently hydrogen, C 1-4  alkyl or C 1-4  haloalkyl, wherein the C 1-4  alkyl and C 1-4  haloalkyl are optionally substituted with aryl or heteroaryl; or two R b  groups taken together with the nitrogen to which they are attached form pyrrolidinyl, piperidinyl, piperazinyl or morpholinyl; each R c  is independently hydrogen, C 1-4  alkyl or C 1-4  haloalkyl, wherein the C 1-4  alkyl and C 1-4  haloalkyl are optionally substituted with aryl or heteroaryl; or two R c  groups taken together with the nitrogen to which they are attached form pyrrolidinyl, piperidinyl, piperazinyl or morpholinyl; each R d  is independently hydrogen, C 1-4  alkyl or C 1-4  haloalkyl, wherein the C 1-4  alkyl and C 1-4  haloalkyl are optionally substituted with aryl or heteroaryl; or two R d  groups taken together with the nitrogen to which they are attached form pyrrolidinyl, piperidinyl, piperazinyl or morpholinyl; each R e  is independently hydrogen, C 1-4  alkyl or C 1-4  haloalkyl, wherein the C 1-4  alkyl and C 1-4  haloalkyl are optionally substituted with aryl or heteroaryl; or two R e  groups taken together with the nitrogen to which they are attached form pyrrolidinyl, piperidinyl, piperazinyl or morpholinyl; each R f  is independently hydrogen, C 1-4  alkyl or C 1-4  haloalkyl; or two R f  groups taken together with the nitrogen to which they are attached form pyrrolidinyl, piperidinyl, piperazinyl or morpholinyl; each R g  is independently hydrogen, C 1-4  alkyl or C 1-4  haloalkyl; or two R g  groups taken together with the nitrogen to which they are attached form pyrrolidinyl, piperidinyl, piperazinyl or morpholinyl; each R h  is independently hydrogen, C 1-4  alkyl or C 1-4  haloalkyl; or two R h  groups taken together with the nitrogen to which they are attached form pyrrolidinyl, piperidinyl, piperazinyl or morpholinyl; and each R i  is independently hydrogen, C 1-4  alkyl or C 1-4  haloalkyl; or two R i  groups taken together with the nitrogen to which they are attached form pyrrolidinyl, piperidinyl, piperazinyl or morpholinyl; iii) wherein the compound of formula Ic\u2032: ring A is phenyl, napthyl, thienyl, or 6-membered heteroaryl, which phenyl, napthyl, thienyl, or 6-membered heteroaryl is optionally substituted with one or more groups independently selected from the group consisting of C 1-4  alkyl, C 1-4  haloalkyl, C 3-8  cycloalkyl, \u2014F, \u2014Cl, \u2014Br, \u2014I, \u2014OR a , \u2014SR a , \u2014N(R a ) 2 , \u2014NO 2  and \u2014CN; L is \u2014CH\u2550N\u2014, or C 1-4  alkylene that is optionally substituted with one or more groups selected from halo, hydroxy or C 3-8  cycloalkyl; R 7  is hydrogen, or C 1-6  alkyl that is optionally substituted with one or more groups selected from \u2014F, \u2014Cl, \u2014Br, \u2014I, \u2014OR g , \u2014SR g , \u2014N(R g ) 2 , oxo, \u2014NO 2  or \u2014CN; ring Z is heteroaryl or unsaturated heterocycle; wherein the heteroaryl and hetrocycle are optionally substituted with one or more groups selected from oxo (\u2550O), C 1-4  alkyl, \u2014F, \u2014Cl, \u2014Br, \u2014I, \u2014OR i , \u2014SR i , \u2014N(R i ) 2 , \u2014NO 2  or \u2014CN; each R a  is independently hydrogen, C 1-4  alkyl or C 1-4  haloalkyl, wherein the C 1-4  alkyl and C 1-4  haloalkyl are optionally substituted with aryl or heteroaryl; or two R a  groups taken together with the nitrogen to which they are attached form pyrrolidinyl, piperidinyl, piperazinyl or morpholinyl; each R e  is independently hydrogen, C 1-4  alkyl or C 1-4  haloalkyl, wherein the C 1-4  alkyl and C 1-4  haloalkyl are optionally substituted with aryl or heteroaryl; or two R e  groups taken together with the nitrogen to which they are attached form pyrrolidinyl, piperidinyl, piperazinyl or morpholinyl; each R g  is independently hydrogen, C 1-4  alkyl or C 1-4  haloalkyl; or two R g  groups taken together with the nitrogen to which they are attached form pyrrolidinyl, piperidinyl, piperazinyl or morpholinyl; and each R i  is independently hydrogen, C 1-4  alkyl or C 1-4  haloalkyl; or two R i  groups taken together with the nitrogen to which they are attached form pyrrolidinyl, piperidinyl, piperazinyl or morpholinyl; iv) wherein the compound of formula Id\u2032: ring A is phenyl, napthyl, thienyl, or 6-membered heteroaryl, which phenyl, napthyl, thienyl, or 6-membered heteroaryl is optionally substituted with one or more groups independently selected from the group consisting of C 1-4  alkyl, C 1-4  haloalkyl, C 3-8  cycloalkyl, \u2014F, \u2014Cl, \u2014Br, \u2014I, \u2014OR a , \u2014SR a , \u2014N(R a ) 2 , \u2014NO 2  and \u2014CN; and R 9  is hydrogen or C(\u2550NH)\u2014NH 2 . provided that the compound is not:

Metadata:
- Claim Count in Document: 5.0
- Percentile: 86.0
- Lexical Diversity: 1.4898
- Patent Class: 514.0
- Transitional Phrase Type: closed
- Component Type: 1
- Foreign Priority: False
- Related Applications: ['15257926', '16322945', '14576890', '15577771', '14927501']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.8087308758307267
- 35 USC 102 Novelty (BERT): 0.5392574519018407
- Combined Prediction Score: 0.7817835334378381
- Mean Citation Score: 363.259876
- Max Citation Score: 370.81226
- Similarity Product: 287.2213297951436

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

Dataset: test