PATENT CLAIM ANALYSIS

Application Number: 15903928
Application Type: Utility
Filing Date: 2018-02
Publication Date: 2018-08
Patent Classification: ["514", "601000"]

Abstract:
The present invention relates to compounds and their use in the treatment of cystic fibrosis, methods for their production, pharmaceutical compositions comprising the same, and methods of treating cystic fibrosis by administering a compound of the invention.

Claim (Index 1):
A compound of Formula (I), or a pharmaceutically acceptable salt thereof, wherein\n A 1  is selected from the group consisting of \n X 1  is N or C(R 2A ); X 2  is N or C(R 2B ); X 3  is N or C(R 2C ); X 4  is N or C(R 2D ); R 1  is selected from the group consisting of hydrogen, OH, CN, C 1 -C 6  alkyl, C 2 -C 6  alkenyl, C 2 -C 6  alkynyl, C 1 -C 6  alkoxy, 6-10 membered aryl, 5-11 membered heteroaryl, C 3 -C 11  cycloalkyl, C 4 -C 11  cycloalkenyl, and 4-12 membered heterocyclyl; wherein the R 1  C 1 -C 6  alkyl, C 2 -C 6  alkenyl, C 2 -C 6  alkynyl, and C 1 -C 6  alkoxy are optionally substituted with one or more substituents independently selected from the group consisting of R 7 , OR 7 , SR 7 , NHR 7 , N(R 7 ) 2 , NH 2 , C(O)OH, OH, CN, NO 2 , F, Cl, Br and I; wherein the R 1  6-10 membered aryl, 5-11 membered heteroaryl, C 3 -C 11  cycloalkyl, C 4 -C 11  cycloalkenyl, and 4-12 membered heterocyclyl are optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 6  alkyl, C 1 -C 6  haloalkyl, C 1 -C 6  alkoxy, C 1 -C 6  haloalkoxy, C(O)OH, OH, oxo, CN, NO 2 , F, Cl, Br and I; one of R 2A , R 2B , R 2C , and R 2D  is hydrogen, and the remaining are independently selected from the group consisting of hydrogen, R 8 , OR 8 , C(O)R 8 , C(O)OR 8 , SO 2 R 8 , NHR 8 , N(R 8 ) 2 , NH 2 , C(O)NH 2 , C(O)NHR 8 , C(O)N(R 8 ) 2 , C(O)OH, OH, CN, NO 2 , F, Cl, Br and I; or two of R 2A , R 2B , R 2C , and R 2D  on adjacent carbons form a fused ring selected from the group consisting of phenyl, 5-6 membered heteroaryl, C 3 -C 7  cycloalkyl, C 4 -C 7  cycloalkenyl, and 4-7 membered heterocyclyl; and the remaining are independently selected from the group consisting of hydrogen, R 8 , OR 8 , C(O)R 8 , OC(O)R 8 , C(O)OR 8 , SO 2 R 8 , NHR 8 , N(R 8 ) 2 , NH 2 , C(O)NH 2 , C(O)NHR 8 , C(O)N(R 8 ) 2 , C(O)OH, OH, CN, NO 2 , F, Cl, Br and I; wherein the phenyl, 5-6 membered heteroaryl, C 3 -C 7  cycloalkyl, C 4 -C 7  cycloalkenyl, and 4-7 membered heterocyclyl are optionally substituted with one or more substituents independently selected from the group consisting of R 8 , OR 8 , C(O)R 8 , OC(O)R 8 , C(O)OR 8 , SO 2 R 8 , NHR 8 , N(R 8 ) 2 , NH 2 , C(O)OH, OH, CN, NO 2 , F, Cl, Br and I; R 3  is selected from the group consisting of C 1 -C 6  alkyl, C 2 -C 6  alkenyl, C 2 -C 6  alkynyl, 6-10 membered aryl, 5-11 membered heteroaryl, C 3 -C 11  cycloalkyl, C 4 -C 11  cycloalkenyl, and 4-12 membered heterocyclyl; wherein the R 3  C 1 -C 6  alkyl, C 2 -C 6  alkenyl, and C 2 -C 6  alkynyl are optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 6  alkoxy, phenyl, OH, oxo, CN, NO 2 , F, Cl, Br and I; wherein the R 3  6-10 membered aryl, 5-11 membered heteroaryl, C 3 -C 11  cycloalkyl, C 4 -C 11  cycloalkenyl, and 4-12 membered heterocyclyl are optionally substituted with one or more substituents independently selected from the group consisting of R 9 , OR 9 , C(O)R 9 , OC(O)R 9 , C(O)OR 9 , SO 2 R 9 , C(O)NH 2 , C(O)NHR 9 , C(O)N(R 9 ) 2 , NHC(O)R 9 , NHR 9 , N(R 9 ) 2 , NH 2 , C(O)OH, OH, oxo, CN, NO 2 , F, Cl, Br and I; R 4  is selected from the group consisting of hydrogen and C 1 -C 6  alkyl; wherein the R 4  C 1 -C 6  alkyl is optionally substituted with one or more substituents independently selected from the group consisting of R 10 , OR 10 , SR 10 , NHR 10 , N(R 10 ) 2 , NH 2 , C(O)OH, OH, oxo, CN, NO 2 , F, Cl, Br and I; R 5A , R 5B , R 5C , and R 5D  are each independently selected from the group consisting of hydrogen, C 1 -C 6  alkyl, C 2 -C 6  alkenyl, C 2 -C 6  alkynyl, C 1 -C 6  alkoxy, 6-10 membered aryl, 5-11 membered heteroaryl, C 3 -C 11  cycloalkyl, C 4 -C 11  cycloalkenyl, and 4-12 membered heterocyclyl; wherein the R 5A , R 5B , R 5C , and R 5D  C 1 -C 6  alkyl, C 2 -C 6  alkenyl, C 2 -C 6  alkynyl, and C 1 -C 6  alkoxy are optionally substituted with one or more substituents independently selected from the group consisting of 6-10 membered aryl, 5-11 membered heteroaryl, C 3 -C 11  cycloalkyl, C 4 -C 11  cycloalkenyl, 4-12 membered heterocyclyl, C 1 -C 6  thioalkyl, OH, oxo, CN, NO 2 , F, Cl, Br and I; wherein the R 5A , R 5B , R 5C , and R 5D  6-10 membered aryl, 5-11 membered heteroaryl, C 3 -C 11  cycloalkyl, C 4 -C 11  cycloalkenyl, and 4-12 membered heterocyclyl are optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 6  alkyl, C(O)OH, NH 2 , OH, oxo, CN, NO 2 , F, Cl, Br and I; or R 5A  and R 5B , together with the carbon atom to which they are attached, form a C 3 -C 7  monocyclic cycloalkyl or a 4-7 membered monocyclic heterocycle; wherein the C 3 -C 7  monocyclic cycloalkyl and the 4-7 membered monocyclic heterocycle are each optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 6  alkyl, C(O)OH, NH 2 , OH, oxo, CN, NO 2 , F, Cl, Br and I; and R 5C  and R 5D  are each independently selected from the group consisting of hydrogen, C 1 -C 6  alkyl, C 2 -C 6  alkenyl, C 2 -C 6  alkynyl, C 1 -C 6  alkoxy, 6-10 membered aryl, 5-11 membered heteroaryl, C 3 -C 11  cycloalkyl, C 4 -C 11  cycloalkenyl, and 4-12 membered heterocyclyl; wherein the R 5C  and R 5D  C 1 -C 6  alkyl, C 2 -C 6  alkenyl, C 2 -C 6  alkynyl, and C 1 -C 6  alkoxy are optionally substituted with one or more substituents independently selected from the group consisting of 6-10 membered aryl, 5-11 membered heteroaryl, C 3 -C 11  cycloalkyl, C 4 -C 11  cycloalkenyl, 4-12 membered heterocyclyl, C 1 -C 6  thioalkyl, OH, oxo, CN, NO 2 , F, Cl, Br and I; wherein the R 5C  and R 5D  6-10 membered aryl, 5-11 membered heteroaryl, C 3 -C 11  cycloalkyl, C 4 -C 11  cycloalkenyl, and 4-12 membered heterocyclyl are optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 6  alkyl, C(O)OH, NH 2 , OH, oxo, CN, NO 2 , F, Cl, Br and I; or R 5A  and R 5B  are each independently selected from the group consisting of hydrogen, C 1 -C 6  alkyl, C 2 -C 6  alkenyl, C 2 -C 6  alkynyl, C 1 -C 6  alkoxy, 6-10 membered aryl, 5-11 membered heteroaryl, C 3 -C 11  cycloalkyl, C 4 -C 11  cycloalkenyl, and 4-12 membered heterocyclyl; wherein the R 5A  and R 5B  C 1 -C 6  alkyl, C 2 -C 6  alkenyl, C 2 -C 6  alkynyl, and C 1 -C 6  alkoxy are optionally substituted with one or more substituents independently selected from the group consisting of 6-10 membered aryl, 5-11 membered heteroaryl, C 3 -C 11  cycloalkyl, C 4 -C 11  cycloalkenyl, 4-12 membered heterocyclyl, C 1 -C 6  thioalkyl, OH, oxo, CN, NO 2 , F, Cl, Br and I; wherein the R 5A  and R 5B  6-10 membered aryl, 5-11 membered heteroaryl, C 3 -C 11  cycloalkyl, C 4 -C 11  cycloalkenyl, and 4-12 membered heterocyclyl are optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 6  alkyl, C(O)OH, NH 2 , OH, oxo, CN, NO 2 , F, Cl, Br and I; and R 5C  and R 5D , together with the carbon atom to which they are attached, form a C 3 -C 7  monocyclic cycloalkyl or a 4-7 membered monocyclic heterocycle; wherein the C 3 -C 7  monocyclic cycloalkyl and the 4-7 membered monocyclic heterocycle are each optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 6  alkyl, C(O)OH, NH 2 , OH, oxo, CN, NO 2 , F, Cl, Br and I; R 6A , R 6B , R 6C , and R 6D  are each independently hydrogen; R 7 , at each occurrence, is independently selected from the group consisting of C 1 -C 6  alkyl, C 2 -C 6  alkenyl, C 2 -C 6  alkynyl, 6-10 membered aryl, 5-11 membered heteroaryl, C 3 -C 11  cycloalkyl, C 4 -C 11  cycloalkenyl, and 4-12 membered heterocyclyl; wherein each R 7  C 1 -C 6  alkyl, C 2 -C 6  alkenyl, and C 2 -C 6  alkynyl is optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 6  alkoxy, OH, oxo, CN, NO 2 , F, Cl, Br and I; wherein each R 7  6-10 membered aryl, 5-11 membered heteroaryl, C 3 -C 11  cycloalkyl, C 4 -C 11  cycloalkenyl, and 4-12 membered heterocyclyl is optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 6  alkyl, C 1 -C 6  alkoxy, C 1 -C 6  haloalkyl, oxo, OH, CN, NO 2 , F, Cl, Br and I; R 8 , at each occurrence, is independently selected from the group consisting of C 1 -C 6  alkyl, C 2 -C 6  alkenyl, C 2 -C 6  alkynyl, C 6 -C 10  membered aryl, 5-11 membered heteroaryl, C 3 -C 11  cycloalkyl, C 4 -C 11  cycloalkenyl, and 4-12 membered heterocyclyl; wherein each R 8  C 1 -C 6  alkyl, C 2 -C 6  alkenyl, and C 2 -C 6  alkynyl is optionally substituted with one or more substituents independently selected from the group consisting of R 11 , OR 11 , C(O)OR 11 , NHR 11 , N(R 11 ) 2 , NH 2 , C(O)OH, OH, CN, NO 2 , F, Cl, Br and I; wherein each R 8  C 6 -C 10  membered aryl, 5-11 membered heteroaryl, C 3 -C 11  cycloalkyl, C 4 -C 11  cycloalkenyl, and 4-12 membered heterocyclyl is optionally substituted with one or more substituents independently selected from the group consisting of R 12 , OR 12 , C(O)OR 12 , NHR 12 , N(R 12 ) 2 , NH 2 , C(O)OH, OH, oxo, CN, NO 2 , F, Cl, Br and I; R 9 , at each occurrence, is independently selected from the group consisting of C 1 -C 6  alkyl, C 2 -C 6  alkenyl, C 2 -C 6  alkynyl, 6-10 membered aryl, 5-11 membered heteroaryl, C 3 -C 11  cycloalkyl, C 4 -C 11  cycloalkenyl, and 4-12 membered heterocyclyl; wherein each R 9  C 1 -C 6  alkyl, C 2 -C 6  alkenyl, and C 2 -C 6  alkynyl is optionally substituted with one or more substituents independently selected from the group consisting of R 13 , OR 13 , SR 13 , C(O)R 13 ,NHR 13 , N(R 13 ) 2 , C(O)OH, OH, CN, NO 2 , F, Cl, Br and I; wherein each R 9  6-10 membered aryl, 5-11 membered heteroaryl, C 3 -C 11  cycloalkyl, C 4 -C 11  cycloalkenyl, and 4-12 membered heterocyclyl are optionally substituted with one or more substituents independently selected from the group consisting of R 14 , OR 14 , C(O)R 14 , OC(O)R 14 , C(O)OR 14 , SO 2 R 14 , NHR 14 , N(R 14 ) 2 , NH 2 , C(O)OH, OH, oxo, CN, NO 2 , F, Cl, Br and I; R 10 , at each occurrence, is independently selected from the group consisting of C 1 -C 6  alkyl, C 2 -C 6  alkenyl, C 2 -C 6  alkynyl, C 6 -C 10  membered aryl, 5-11 membered heteroaryl, C 3 -C 11  cycloalkyl, C 4 -C 11  cycloalkenyl, and 4-12 membered heterocyclyl; wherein each R 10  C 1 -C 6  alkyl, C 2 -C 6  alkenyl, and C 2 -C 6  alkynyl is optionally substituted with one or more substituents independently selected from the group consisting of OH, oxo, CN, NO 2 , F, Cl, Br and I; wherein each R 10  C 6 -C 10  membered aryl, 5-11 membered heteroaryl, C 3 -C 11  cycloalkyl, C 4 -C 11  cycloalkenyl, and 4-12 membered heterocyclyl is optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 6  alkyl, C 1 -C 6  alkoxy, 5-6 membered heteroaryl, OH, oxo, CN, NO 2 , F, Cl, Br and I; R 11 , at each occurrence, is independently selected from the group consisting of C 1 -C 6  alkyl, C 1 -C 6  alkoxy, C 6 -C 10  membered aryl, C 3 -C 11  cycloalkyl, 4-12 membered heterocyclyl, C 4 -C 11  cycloalkenyl, and 5-6 membered heteroaryl; wherein each R 11  C 1 -C 6  alkyl and C 1 -C 6  alkoxy is optionally substituted with one or more substituents independently selected from the group consisting of OH, oxo, CN, NO 2 , F, Cl, Br and I; wherein each R 11  C 6 -C 10  membered aryl, C 3 -C 11  cycloalkyl, 4-12 membered heterocyclyl, C 4 -C 11  cycloalkenyl, and 5-6 membered heteroaryl is optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 6  alkyl, C 1 -C 6  alkoxy, F, Cl, Br and I; R 12 , at each occurrence, is independently selected from the group consisting of C 1 -C 6  alkyl, C 1 -C 6  alkoxy, C 6 -C 10  membered aryl, C 3 -C 11  cycloalkyl, 4-12 membered heterocyclyl, C 4 -C 11  cycloalkenyl, and 5-6 membered heteroaryl; wherein each R 12  C 1 -C 6  alkyl and C 1 -C 6  alkoxy is optionally substituted with one or more substituents independently selected from the group consisting of OH, oxo, CN, NO 2 , F, Cl, Br and I; wherein each R 12  C 6 -C 10  membered aryl, C 3 -C 11  cycloalkyl, 4-12 membered heterocyclyl, C 4 -C 11  cycloalkenyl, and 5-6 membered heteroaryl is optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 6  alkyl, C 1 -C 6  alkoxy, F, Cl, Br and I; R 13 , at each occurrence, is independently selected from the group consisting of C 1 -C 6  alkyl, C 2 -C 6  alkenyl, C 2 -C 6  alkynyl, C 6 -C 10  membered aryl, 5-11 membered heteroaryl, C 3 -C 11  cycloalkyl, C 4 -C 11  cycloalkenyl, and 4-12 membered heterocyclyl; wherein each R 13  C 1 -C 6  alkyl, C 2 -C 6  alkenyl, and C 2 -C 6  alkynyl is optionally substituted with one or more substituents independently selected from the group consisting of OH, oxo, CN, NO 2 , F, Cl, Br and I; wherein each R 13  C 6 -C 10  membered aryl, 5-11 membered heteroaryl, C 3 -C 11  cycloalkyl, C 4 -C 11  cycloalkenyl, and 4-12 membered heterocyclyl is optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 6  alkyl, C 1 -C 6  alkoxy, 5-6 membered heteroaryl, OH, oxo, CN, NO 2 , F, Cl, Br and I; and R 14 , at each occurrence, is independently selected from the group consisting of C 1 -C 6  alkyl, C 2 -C 6  alkenyl, C 2 -C 6  alkynyl, C 6 -C 10  membered aryl, 5-11 membered heteroaryl, C 3 -C 11  cycloalkyl, C 4 -C 11  cycloalkenyl, and 4-12 membered heterocyclyl; wherein each R 14  C 1 -C 6  alkyl, C 2 -C 6  alkenyl, and C 2 -C 6  alkynyl is optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 6  alkyl, C 1 -C 6  alkoxy, 5-6 membered heteroaryl, 4-12 membered heterocyclyl, OH, oxo, CN, NO 2 , F, Cl, Br and I; with the proviso that R 3  is not methyl; with the proviso that, when R 2A , R 2B , R 2C , and R 2D  are each hydrogen, R 1  is not hydrogen; with the proviso that, when R 3  is naphthyl, R 2C  is not 4-(1-methylethyl)phenoxy; and with the proviso that, when R 1  is C 1 -alkyl, R 3  is not 3-pyridinyl or 4-cyanobenzyl.

Metadata:
- Claim Count in Document: 1.0
- Percentile: 88.0
- Lexical Diversity: 1.41379
- Patent Class: 514.0
- Transitional Phrase Type: closed
- Component Type: 1
- Foreign Priority: False
- Related Applications: ['15902802', '15726075', '15723896', '15205512', '15496094']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.8451008560638629
- 35 USC 102 Novelty (BERT): 0.5821961188040463
- Combined Prediction Score: 0.8188103823378812
- Mean Citation Score: 420.78830199999993
- Max Citation Score: 502.06512
- Similarity Product: 429.0208374458885

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

Dataset: test