NPASS drugs

Drug Information

Drug ID:	NPD2952
Drug Name:	GS-9132
Molecular Formula:	C18H21N3O3
Canonical SMILES:	CCCCOc1ccc(cc1C)NC(=O)N=C(c1cccnc1)O
Standard InCHI:	InChI=1S/C18H21N3O3/c1-3-4-10-24-16-8-7-15(11-13(16)2)20-18(23)21-17(22)14-6-5-9-19-12-14/h5-9,11-12H,3-4,10H2,1-2H3,(H2,20,21,22,23)
Standard InCHIKey:	LJTIRNJHXKXHJN-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2952

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	269
0.1-0.2	2586
0.2-0.3	9876
0.3-0.4	3536
0.4-0.5	10589
0.5-0.6	2683
0.6-0.7	1195
0.7-0.8	156
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	0.7908	NPC315957
Intermediate Similarity	0.7876	NPC307963
Intermediate Similarity	0.7802	NPC471178
Intermediate Similarity	0.7795	NPC251090
Intermediate Similarity	0.772	NPC76748
Intermediate Similarity	0.7692	NPC289786
Intermediate Similarity	0.768	NPC92111
Intermediate Similarity	0.7668	NPC296527
Intermediate Similarity	0.7596	NPC177404
Intermediate Similarity	0.7596	NPC471177
Intermediate Similarity	0.7596	NPC59779
Intermediate Similarity	0.7596	NPC124542
Intermediate Similarity	0.7574	NPC118832
Intermediate Similarity	0.7574	NPC329708
Intermediate Similarity	0.7574	NPC165349
Intermediate Similarity	0.7574	NPC274291
Intermediate Similarity	0.7574	NPC264166
Intermediate Similarity	0.7574	NPC47059
Intermediate Similarity	0.7566	NPC283152
Intermediate Similarity	0.755	NPC176538
Intermediate Similarity	0.7539	NPC161887
Intermediate Similarity	0.7536	NPC266931
Intermediate Similarity	0.7525	NPC13880
Intermediate Similarity	0.7524	NPC208284
Intermediate Similarity	0.7463	NPC476465
Intermediate Similarity	0.7453	NPC310118
Intermediate Similarity	0.7448	NPC219963
Intermediate Similarity	0.7437	NPC473053
Intermediate Similarity	0.7423	NPC314002
Intermediate Similarity	0.7404	NPC112206
Intermediate Similarity	0.7404	NPC202605
Intermediate Similarity	0.7404	NPC316981
Intermediate Similarity	0.7402	NPC285558
Intermediate Similarity	0.74	NPC224928
Intermediate Similarity	0.7391	NPC11464
Intermediate Similarity	0.7385	NPC171171
Intermediate Similarity	0.7376	NPC121772
Intermediate Similarity	0.7374	NPC195268
Intermediate Similarity	0.7374	NPC99666
Intermediate Similarity	0.7374	NPC133140
Intermediate Similarity	0.7371	NPC204717
Intermediate Similarity	0.7368	NPC478074
Intermediate Similarity	0.7361	NPC110151
Intermediate Similarity	0.7358	NPC266551
Intermediate Similarity	0.7358	NPC193267
Intermediate Similarity	0.7358	NPC213530
Intermediate Similarity	0.7354	NPC121658
Intermediate Similarity	0.7354	NPC14651
Intermediate Similarity	0.7347	NPC66083
Intermediate Similarity	0.7343	NPC174672
Intermediate Similarity	0.734	NPC232727
Intermediate Similarity	0.732	NPC220765
Intermediate Similarity	0.7317	NPC36229
Intermediate Similarity	0.7317	NPC476581
Intermediate Similarity	0.7317	NPC16452
Intermediate Similarity	0.7311	NPC473822
Intermediate Similarity	0.7302	NPC476518
Intermediate Similarity	0.7295	NPC82548
Intermediate Similarity	0.7292	NPC184964
Intermediate Similarity	0.7291	NPC19872
Intermediate Similarity	0.7282	NPC472111
Intermediate Similarity	0.7273	NPC473057
Intermediate Similarity	0.7268	NPC470474
Intermediate Similarity	0.7268	NPC26872
Intermediate Similarity	0.7264	NPC242209
Intermediate Similarity	0.7263	NPC471323
Intermediate Similarity	0.7246	NPC193777
Intermediate Similarity	0.7246	NPC193238
Intermediate Similarity	0.724	NPC288943
Intermediate Similarity	0.7238	NPC48353
Intermediate Similarity	0.7231	NPC176127
Intermediate Similarity	0.7225	NPC5145
Intermediate Similarity	0.7217	NPC288349
Intermediate Similarity	0.7217	NPC170114
Intermediate Similarity	0.7209	NPC60621
Intermediate Similarity	0.7204	NPC162530
Intermediate Similarity	0.7184	NPC223427
Intermediate Similarity	0.7184	NPC475774
Intermediate Similarity	0.7172	NPC46580
Intermediate Similarity	0.7171	NPC31930
Intermediate Similarity	0.717	NPC470549
Intermediate Similarity	0.7157	NPC476578
Intermediate Similarity	0.7157	NPC476582
Intermediate Similarity	0.7157	NPC4071
Intermediate Similarity	0.7151	NPC26850
Intermediate Similarity	0.715	NPC475070
Intermediate Similarity	0.715	NPC173080
Intermediate Similarity	0.7143	NPC77555
Intermediate Similarity	0.7143	NPC267928
Intermediate Similarity	0.7143	NPC243834
Intermediate Similarity	0.7143	NPC167860
Intermediate Similarity	0.7143	NPC123976
Intermediate Similarity	0.7143	NPC70956
Intermediate Similarity	0.7143	NPC156704
Intermediate Similarity	0.7143	NPC290689
Intermediate Similarity	0.7136	NPC475112
Intermediate Similarity	0.7136	NPC291535
Intermediate Similarity	0.7136	NPC475085
Intermediate Similarity	0.7135	NPC111624
Intermediate Similarity	0.7129	NPC475910
Intermediate Similarity	0.7128	NPC168486
Intermediate Similarity	0.7128	NPC222592
Intermediate Similarity	0.7123	NPC471080
Intermediate Similarity	0.7123	NPC469592
Intermediate Similarity	0.7122	NPC329793
Intermediate Similarity	0.7117	NPC96584
Intermediate Similarity	0.7117	NPC255800
Intermediate Similarity	0.7115	NPC476106
Intermediate Similarity	0.7107	NPC62069
Intermediate Similarity	0.7105	NPC108469
Intermediate Similarity	0.7104	NPC201508
Intermediate Similarity	0.7101	NPC162484
Intermediate Similarity	0.7095	NPC174758
Intermediate Similarity	0.7094	NPC194967
Intermediate Similarity	0.709	NPC263439
Intermediate Similarity	0.7079	NPC226202
Intermediate Similarity	0.7079	NPC106937
Intermediate Similarity	0.7079	NPC279401
Intermediate Similarity	0.7079	NPC79293
Intermediate Similarity	0.7075	NPC26679
Intermediate Similarity	0.7075	NPC202768
Intermediate Similarity	0.7075	NPC296482
Intermediate Similarity	0.7075	NPC53069
Intermediate Similarity	0.7074	NPC324203
Intermediate Similarity	0.7074	NPC63338
Intermediate Similarity	0.7074	NPC322976
Intermediate Similarity	0.7074	NPC25899
Intermediate Similarity	0.7073	NPC287437
Intermediate Similarity	0.7065	NPC469390
Intermediate Similarity	0.7056	NPC8022
Intermediate Similarity	0.7056	NPC470799
Intermediate Similarity	0.7054	NPC295228
Intermediate Similarity	0.705	NPC32771
Intermediate Similarity	0.7048	NPC287208
Intermediate Similarity	0.7048	NPC477111
Intermediate Similarity	0.7047	NPC313791
Intermediate Similarity	0.7042	NPC476287
Intermediate Similarity	0.7039	NPC249040
Intermediate Similarity	0.7039	NPC477019
Intermediate Similarity	0.7037	NPC168209
Intermediate Similarity	0.7035	NPC61350
Intermediate Similarity	0.7028	NPC242923
Intermediate Similarity	0.7026	NPC96890
Intermediate Similarity	0.7024	NPC72211
Intermediate Similarity	0.702	NPC84478
Intermediate Similarity	0.7019	NPC200836
Intermediate Similarity	0.7019	NPC245816
Intermediate Similarity	0.7019	NPC476138
Intermediate Similarity	0.7018	NPC122463
Intermediate Similarity	0.7014	NPC469589
Intermediate Similarity	0.7014	NPC201697
Intermediate Similarity	0.7005	NPC128115
Intermediate Similarity	0.7005	NPC174049
Intermediate Similarity	0.7005	NPC472099
Intermediate Similarity	0.7005	NPC315257
Intermediate Similarity	0.7	NPC97367
Remote Similarity	0.6995	NPC251160
Remote Similarity	0.6991	NPC469594
Remote Similarity	0.6985	NPC20249
Remote Similarity	0.6981	NPC471304
Remote Similarity	0.6977	NPC148183
Remote Similarity	0.6977	NPC477110
Remote Similarity	0.6977	NPC152768
Remote Similarity	0.6971	NPC211813
Remote Similarity	0.6965	NPC110741
Remote Similarity	0.6961	NPC131017
Remote Similarity	0.6961	NPC326634
Remote Similarity	0.6959	NPC17565
Remote Similarity	0.6957	NPC329747
Remote Similarity	0.6957	NPC315491
Remote Similarity	0.6957	NPC45459
Remote Similarity	0.6957	NPC234197
Remote Similarity	0.6952	NPC323345
Remote Similarity	0.6952	NPC470164
Remote Similarity	0.6952	NPC63562
Remote Similarity	0.6947	NPC48192
Remote Similarity	0.6946	NPC114335
Remote Similarity	0.6946	NPC324149
Remote Similarity	0.6946	NPC280964
Remote Similarity	0.6946	NPC141915
Remote Similarity	0.6943	NPC473764
Remote Similarity	0.6943	NPC314940
Remote Similarity	0.6943	NPC316224
Remote Similarity	0.6941	NPC118121
Remote Similarity	0.6941	NPC175150
Remote Similarity	0.6941	NPC243633
Remote Similarity	0.6937	NPC252251
Remote Similarity	0.6934	NPC185782
Remote Similarity	0.6927	NPC70259
Remote Similarity	0.6919	NPC313189
Remote Similarity	0.6916	NPC96405
Remote Similarity	0.6916	NPC472098
Remote Similarity	0.6916	NPC171409
Remote Similarity	0.6915	NPC74382
Remote Similarity	0.6915	NPC206251
Remote Similarity	0.6913	NPC78609
Remote Similarity	0.6912	NPC84853
Remote Similarity	0.6911	NPC102423
Remote Similarity	0.6905	NPC470500
Remote Similarity	0.6902	NPC161292

Drug Structure

NPD2952 OpenBabel08211702562D 26 27 0 0 0 0 0 0 0 0999 V2000 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 13 1 0 0 0 0 3 4 1 0 0 0 0 4 10 1 0 0 0 0 5 6 2 0 0 0 0 5 9 1 0 0 0 0 6 14 1 0 0 0 0 7 8 1 0 0 0 0 7 15 2 0 0 0 0 8 16 2 0 0 0 0 9 19 2 0 0 0 0 10 24 1 0 0 0 0 11 13 2 0 0 0 0 11 15 1 0 0 0 0 12 14 2 0 0 0 0 12 19 1 0 0 0 0 13 16 1 0 0 0 0 14 17 1 0 0 0 0 15 20 1 0 0 0 0 16 24 1 0 0 0 0 17 21 2 3 0 0 0 17 22 1 0 0 0 0 18 20 1 0 0 0 0 18 21 1 0 0 0 0 18 23 2 0 0 0 0 20 25 1 0 0 0 0 22 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008283
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	327.16
ALogP	-0.8694
MLogP	2.78
XLogP	4.051
HDA	5
HBD	2
Rotatable Bonds	11
TPSA	83.81
RO5 Violation	0