NPASS drugs

Drug Information

Drug ID:	NPD2808
Drug Name:	girisopam
Molecular Formula:	C18H17ClN2O2
Canonical SMILES:	COc1cc2c(cc1OC)CC(=NN=C2c1cccc(c1)Cl)C
Standard InCHI:	InChI=1S/C18H17ClN2O2/c1-11-7-13-9-16(22-2)17(23-3)10-15(13)18(21-20-11)12-5-4-6-14(19)8-12/h4-6,8-10H,7H2,1-3H3
Standard InCHIKey:	VQYLGVVODFDFNK-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2808

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	248
0.1-0.2	1610
0.2-0.3	5303
0.3-0.4	8123
0.4-0.5	4412
0.5-0.6	8654
0.6-0.7	2418
0.7-0.8	122
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7687	NPC165106
Intermediate Similarity	0.7574	NPC47194
Intermediate Similarity	0.7574	NPC473264
Intermediate Similarity	0.7574	NPC475815
Intermediate Similarity	0.7552	NPC301713
Intermediate Similarity	0.7518	NPC9341
Intermediate Similarity	0.7518	NPC81067
Intermediate Similarity	0.741	NPC474040
Intermediate Similarity	0.7394	NPC30462
Intermediate Similarity	0.7379	NPC186898
Intermediate Similarity	0.7357	NPC281298
Intermediate Similarity	0.7357	NPC310338
Intermediate Similarity	0.7347	NPC114102
Intermediate Similarity	0.7329	NPC155838
Intermediate Similarity	0.7305	NPC344161
Intermediate Similarity	0.7305	NPC56214
Intermediate Similarity	0.7305	NPC242885
Intermediate Similarity	0.7305	NPC95614
Intermediate Similarity	0.7305	NPC165133
Intermediate Similarity	0.7305	NPC227217
Intermediate Similarity	0.7305	NPC232316
Intermediate Similarity	0.7305	NPC117780
Intermediate Similarity	0.7297	NPC214869
Intermediate Similarity	0.729	NPC5462
Intermediate Similarity	0.7286	NPC474214
Intermediate Similarity	0.7286	NPC470626
Intermediate Similarity	0.7279	NPC195749
Intermediate Similarity	0.7279	NPC52029
Intermediate Similarity	0.7279	NPC35961
Intermediate Similarity	0.7273	NPC292792
Intermediate Similarity	0.726	NPC106511
Intermediate Similarity	0.7254	NPC183262
Intermediate Similarity	0.7241	NPC29008
Intermediate Similarity	0.7241	NPC228771
Intermediate Similarity	0.7241	NPC266705
Intermediate Similarity	0.7241	NPC17348
Intermediate Similarity	0.7241	NPC9067
Intermediate Similarity	0.7234	NPC475961
Intermediate Similarity	0.7234	NPC474320
Intermediate Similarity	0.7234	NPC15805
Intermediate Similarity	0.7234	NPC254625
Intermediate Similarity	0.723	NPC476570
Intermediate Similarity	0.7214	NPC293619
Intermediate Similarity	0.7211	NPC246974
Intermediate Similarity	0.7211	NPC147247
Intermediate Similarity	0.7203	NPC160380
Intermediate Similarity	0.7203	NPC126935
Intermediate Similarity	0.7203	NPC216929
Intermediate Similarity	0.7203	NPC172676
Intermediate Similarity	0.7203	NPC477886
Intermediate Similarity	0.7203	NPC38996
Intermediate Similarity	0.7203	NPC301641
Intermediate Similarity	0.7203	NPC80241
Intermediate Similarity	0.7203	NPC312713
Intermediate Similarity	0.7203	NPC57268
Intermediate Similarity	0.7203	NPC65933
Intermediate Similarity	0.7188	NPC58661
Intermediate Similarity	0.7153	NPC85488
Intermediate Similarity	0.7143	NPC177167
Intermediate Similarity	0.7143	NPC100129
Intermediate Similarity	0.7143	NPC99798
Intermediate Similarity	0.7143	NPC191302
Intermediate Similarity	0.7143	NPC153990
Intermediate Similarity	0.7143	NPC241224
Intermediate Similarity	0.7143	NPC251571
Intermediate Similarity	0.7143	NPC157740
Intermediate Similarity	0.7133	NPC207613
Intermediate Similarity	0.7121	NPC12714
Intermediate Similarity	0.7121	NPC310905
Intermediate Similarity	0.7103	NPC470887
Intermediate Similarity	0.7103	NPC31344
Intermediate Similarity	0.7103	NPC280704
Intermediate Similarity	0.7103	NPC317769
Intermediate Similarity	0.7103	NPC249788
Intermediate Similarity	0.7095	NPC307050
Intermediate Similarity	0.7095	NPC277458
Intermediate Similarity	0.7083	NPC262156
Intermediate Similarity	0.7083	NPC54872
Intermediate Similarity	0.7083	NPC312675
Intermediate Similarity	0.7083	NPC113865
Intermediate Similarity	0.7083	NPC343720
Intermediate Similarity	0.7083	NPC473853
Intermediate Similarity	0.7083	NPC470212
Intermediate Similarity	0.7083	NPC324571
Intermediate Similarity	0.7083	NPC184651
Intermediate Similarity	0.708	NPC137685
Intermediate Similarity	0.7078	NPC314682
Intermediate Similarity	0.7075	NPC156944
Intermediate Similarity	0.7073	NPC216816
Intermediate Similarity	0.7067	NPC118419
Intermediate Similarity	0.7059	NPC14600
Intermediate Similarity	0.7059	NPC204848
Intermediate Similarity	0.7059	NPC41473
Intermediate Similarity	0.7059	NPC312770
Intermediate Similarity	0.7059	NPC160607
Intermediate Similarity	0.7055	NPC121783
Intermediate Similarity	0.7055	NPC34902
Intermediate Similarity	0.7055	NPC18449
Intermediate Similarity	0.7047	NPC470706
Intermediate Similarity	0.7047	NPC246991
Intermediate Similarity	0.7032	NPC188163
Intermediate Similarity	0.7032	NPC328750
Intermediate Similarity	0.7032	NPC213206
Intermediate Similarity	0.7032	NPC474915
Intermediate Similarity	0.7027	NPC291449
Intermediate Similarity	0.7027	NPC471986
Intermediate Similarity	0.7027	NPC41331
Intermediate Similarity	0.7021	NPC123948
Intermediate Similarity	0.702	NPC97316
Intermediate Similarity	0.7019	NPC476568
Intermediate Similarity	0.7019	NPC127402
Intermediate Similarity	0.7014	NPC472596
Intermediate Similarity	0.7013	NPC299583
Intermediate Similarity	0.7007	NPC246133
Intermediate Similarity	0.7007	NPC71105
Intermediate Similarity	0.7007	NPC182147
Intermediate Similarity	0.7007	NPC207541
Intermediate Similarity	0.7007	NPC170583
Intermediate Similarity	0.7007	NPC152186
Intermediate Similarity	0.7007	NPC148627
Intermediate Similarity	0.7	NPC126836
Intermediate Similarity	0.7	NPC77359
Remote Similarity	0.6993	NPC167944
Remote Similarity	0.6993	NPC231884
Remote Similarity	0.6993	NPC43275
Remote Similarity	0.6993	NPC42793
Remote Similarity	0.6992	NPC300166
Remote Similarity	0.6986	NPC233526
Remote Similarity	0.6986	NPC282496
Remote Similarity	0.6986	NPC471693
Remote Similarity	0.6985	NPC258171
Remote Similarity	0.6981	NPC16436
Remote Similarity	0.698	NPC283114
Remote Similarity	0.698	NPC207702
Remote Similarity	0.698	NPC149008
Remote Similarity	0.6975	NPC18614
Remote Similarity	0.6974	NPC218530
Remote Similarity	0.6974	NPC32778
Remote Similarity	0.6972	NPC164386
Remote Similarity	0.6972	NPC185738
Remote Similarity	0.6972	NPC120075
Remote Similarity	0.6972	NPC86947
Remote Similarity	0.6972	NPC280001
Remote Similarity	0.6968	NPC477838
Remote Similarity	0.6968	NPC477837
Remote Similarity	0.6966	NPC290451
Remote Similarity	0.6966	NPC127389
Remote Similarity	0.6959	NPC112571
Remote Similarity	0.6959	NPC206882
Remote Similarity	0.6959	NPC50683
Remote Similarity	0.6959	NPC251466
Remote Similarity	0.6959	NPC274356
Remote Similarity	0.6959	NPC285725
Remote Similarity	0.6959	NPC8058
Remote Similarity	0.6957	NPC475852
Remote Similarity	0.6954	NPC149337
Remote Similarity	0.6954	NPC471983
Remote Similarity	0.6954	NPC93882
Remote Similarity	0.6954	NPC130595
Remote Similarity	0.6948	NPC254610
Remote Similarity	0.6939	NPC300955
Remote Similarity	0.6934	NPC75440
Remote Similarity	0.6929	NPC204120
Remote Similarity	0.6928	NPC11147
Remote Similarity	0.6923	NPC275150
Remote Similarity	0.6923	NPC277460
Remote Similarity	0.6918	NPC261661
Remote Similarity	0.6918	NPC71090
Remote Similarity	0.6918	NPC471314
Remote Similarity	0.6918	NPC471315
Remote Similarity	0.6918	NPC41562
Remote Similarity	0.6914	NPC52475
Remote Similarity	0.6913	NPC172403
Remote Similarity	0.6913	NPC5428
Remote Similarity	0.6913	NPC165045
Remote Similarity	0.6913	NPC127587
Remote Similarity	0.6913	NPC98745
Remote Similarity	0.6913	NPC158737
Remote Similarity	0.6913	NPC223807
Remote Similarity	0.6913	NPC118533
Remote Similarity	0.6913	NPC21563
Remote Similarity	0.6908	NPC313737
Remote Similarity	0.6908	NPC189482
Remote Similarity	0.6908	NPC285078
Remote Similarity	0.6908	NPC227002
Remote Similarity	0.6908	NPC6854
Remote Similarity	0.6908	NPC475856
Remote Similarity	0.6908	NPC139335
Remote Similarity	0.6906	NPC8547
Remote Similarity	0.6906	NPC257124
Remote Similarity	0.6906	NPC156840
Remote Similarity	0.6906	NPC173746
Remote Similarity	0.6903	NPC296898
Remote Similarity	0.6892	NPC472093
Remote Similarity	0.6892	NPC257589
Remote Similarity	0.6892	NPC57490
Remote Similarity	0.6892	NPC298757
Remote Similarity	0.6892	NPC475169
Remote Similarity	0.6892	NPC193544
Remote Similarity	0.6892	NPC17943

Drug Structure

NPD2808 OpenBabel08211702552D 23 25 0 0 0 0 0 0 0 0999 V2000 -2.2852 1.3574 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0557 -3.3063 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9220 -4.8707 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6573 -2.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7913 -2.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5233 -2.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2219 -0.3349 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6573 -0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5896 -1.9459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6784 -2.5355 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7219 0.5311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7913 -1.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8565 -1.2658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5233 -1.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9010 -1.5605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3671 -2.9209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4115 -3.2156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0747 -0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3894 -0.9972 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.7331 0.6802 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.1001 -3.6010 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1890 -4.1906 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 22 1 0 0 0 0 3 23 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 12 1 0 0 0 0 6 14 2 0 0 0 0 7 11 1 0 0 0 0 7 13 1 0 0 0 0 8 12 2 0 0 0 0 8 14 1 0 0 0 0 9 13 2 0 0 0 0 9 16 1 0 0 0 0 10 15 2 0 0 0 0 10 17 1 0 0 0 0 11 20 2 0 0 0 0 12 18 1 0 0 0 0 13 15 1 0 0 0 0 14 19 1 0 0 0 0 15 18 1 0 0 0 0 16 17 2 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 18 21 2 0 0 0 0 20 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003632
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	328.10
ALogP	0.4742
MLogP	2.89
XLogP	4.413
HDA	2
HBD	0
Rotatable Bonds	7
TPSA	43.18
RO5 Violation	0