http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-2019062304-A1

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filingDate 2017-03-09-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_22ba8e9ba19c4149d693b0c394e2c8f7
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publicationDate 2019-02-28-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber US-2019062304-A1
titleOfInvention Tetrahydroisoquinolines as prmt5 inhibitors
abstract A compound of formula (I) wherein: n is 1 or 2; p is 0 or 1; R 1a , R 1b , R 1c and R 1d are independently selected from H, M halo, methyl and methoxy; R 2a and R 2b are independently selected from the group consisting of: (i) F; (ii) H; (iii) Me; and (iv) CH 2 OH; R 2c and R 2d are independently selected from the group consisting of: (i) F; (ii) H; (iii) Me; and (iv) CH 2 OH; R 2e is H or Me; R 3a and R 3b are independently selected from H and Me; R 4 is either H or Me; R 6a and R 6b are independently selected from H and Me; X is either N or CH; R 7 is selected from H and C 1-4 alkyl; (a) one of R 8a , R 8b , R 8c , and R 8d is selected from H, halo, C 1-4 alkyl, C 1-4 alkoxy, NHC 1-4 alkyl; (b) another of R 8a , R 8b , R 8c and R 8d is selected from H, C 1-4 alkyl, C 1-4 fluoroalkyl, C 3-6 cycloalkyl, C 5-6 heteroaryl, C 5-6 heteroaryl methyl, C 4-6 heterocyclyl, C 4-6 heterocyclyl methyl, phenyl, benzyl, halo, amido, amidomethyl, acylamido, acylamido-methyl, C 1-4 alkyl ester, C 1-4 alkyl ester methyl, C 1-4 alkyl carbamoyl, C 1-4 alkyl carbamoyl methyl, C 14 alkylacyl, C 1-4 alkylacyl methyl, phenylcarbonyl, carboxy, carboxymethyl, ether, amino, amino methyl, sulfonamido, sulfonamino, sulfone, sulfoxide, nitrile and nitrilemethyl; (c) the others of R 8a , R 8b , R 8c and R 8d are H.
isCitedBy http://rdf.ncbi.nlm.nih.gov/pubchem/patent/CN-111825656-A
priorityDate 2016-03-09-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCA9WGI6
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http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID8365
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID819971
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID8360
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP08333
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID325084
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ87QJ8
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ60806
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ9PPP5
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCB3PM40
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID8362
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID141641962
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID2246
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID8361
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID30682
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ9XS58
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ31ZS8
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID8370
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ27957
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID751763
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ4R5M3
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCB3NE99
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID78963
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID6597
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID8368
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCC3P292
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID537782
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID8367
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID160788918
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCA5IK18
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ7TQD2
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID162230504
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP26224
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP32562
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCB3M6I4
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCO77762
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCB4IAQ8
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID827854
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID22339
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCA4ITL0
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID455182809
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCF1N1G1
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID455182806
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID363026
http://rdf.ncbi.nlm.nih.gov/pubchem/taxonomy/TAXID499232
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP36226
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID100144492
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID12189
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID14257
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID455190666
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCB4KYX8
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID455184384
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ12178
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ2FF09
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID779342
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID455182802
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID403869
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ88UT1
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID56942394
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ98HR4
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID455182801
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID860249
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID455182804
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCF1NYI9
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID25313
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID455182803
http://rdf.ncbi.nlm.nih.gov/pubchem/taxonomy/TAXID9593
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID13728
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID465026519
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ65DU6
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCB1KSQ8
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCA8F7B3
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP06479
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP65231
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ32GW8
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP65230
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ9VV43
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP46652
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ9MZR8
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID455190669
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCB4LDJ6
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP26617
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID455190667
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ2TA25
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID455190670
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP13157
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ7UFR1
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ9MYV3
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCO81263
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID454984169
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID130416299
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ65RN9
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID454984158
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ865X5
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCB4PDM5
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID454984844
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID8628232
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID454984170
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCB1L989
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP15692
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ3Z0V3
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID83687
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID29256232
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID100379269
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCC3KYH2
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID454984157
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCB4MXR8
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ2LYK3
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP13300
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ867B7
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ7MVV7
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ2G5F0
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP55030
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID12566
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ2M4I4
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID57820957
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ9QNF7
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCA7Z9S5
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID3048
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP47280
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ29118
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http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCB2GUY1
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http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID45025160
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID60328
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID481131

Total number of triples: 776.