NPASS drugs

Drug Information

Drug ID:	NPD3875
Drug Name:	CI-949
Molecular Formula:	C20H20N6O3
Canonical SMILES:	COc1ccc2c(c1)c(OC(C)C)c(n2c1ccccc1)C(=Nc1n[nH]nn1)O
Standard InCHI:	InChI=1S/C20H20N6O3/c1-12(2)29-18-15-11-14(28-3)9-10-16(15)26(13-7-5-4-6-8-13)17(18)19(27)21-20-22-24-25-23-20/h4-12H,1-3H3,(H2,21,22,23,24,25,27)
Standard InCHIKey:	JPTSIWRGXIZEOO-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3875

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	420
0.1-0.2	2545
0.2-0.3	10150
0.3-0.4	3881
0.4-0.5	10666
0.5-0.6	2373
0.6-0.7	734
0.7-0.8	121
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	0.7981	NPC475774
Intermediate Similarity	0.7926	NPC132642
Intermediate Similarity	0.7811	NPC42591
Intermediate Similarity	0.7734	NPC66083
Intermediate Similarity	0.7717	NPC473179
Intermediate Similarity	0.7713	NPC473185
Intermediate Similarity	0.7703	NPC128823
Intermediate Similarity	0.7685	NPC94157
Intermediate Similarity	0.76	NPC283152
Intermediate Similarity	0.757	NPC472111
Intermediate Similarity	0.7559	NPC223427
Intermediate Similarity	0.7548	NPC79293
Intermediate Similarity	0.7548	NPC279401
Intermediate Similarity	0.7546	NPC469589
Intermediate Similarity	0.7533	NPC475253
Intermediate Similarity	0.7523	NPC203168
Intermediate Similarity	0.7522	NPC252251
Intermediate Similarity	0.7512	NPC219664
Intermediate Similarity	0.7456	NPC477531
Intermediate Similarity	0.7453	NPC18487
Intermediate Similarity	0.7446	NPC473183
Intermediate Similarity	0.7431	NPC199667
Intermediate Similarity	0.7412	NPC209174
Intermediate Similarity	0.7411	NPC477532
Intermediate Similarity	0.7409	NPC469592
Intermediate Similarity	0.7409	NPC471080
Intermediate Similarity	0.7407	NPC476106
Intermediate Similarity	0.7395	NPC162484
Intermediate Similarity	0.7385	NPC209769
Intermediate Similarity	0.7385	NPC473181
Intermediate Similarity	0.7373	NPC193777
Intermediate Similarity	0.7364	NPC48353
Intermediate Similarity	0.7364	NPC473180
Intermediate Similarity	0.7361	NPC470930
Intermediate Similarity	0.7359	NPC473184
Intermediate Similarity	0.7356	NPC242928
Intermediate Similarity	0.7349	NPC135887
Intermediate Similarity	0.7349	NPC199277
Intermediate Similarity	0.7348	NPC469554
Intermediate Similarity	0.7323	NPC118511
Intermediate Similarity	0.7317	NPC474798
Intermediate Similarity	0.7316	NPC473182
Intermediate Similarity	0.7316	NPC180504
Intermediate Similarity	0.7299	NPC475190
Intermediate Similarity	0.7291	NPC288943
Intermediate Similarity	0.7289	NPC477533
Intermediate Similarity	0.7282	NPC176127
Intermediate Similarity	0.7281	NPC202503
Intermediate Similarity	0.7277	NPC469594
Intermediate Similarity	0.7277	NPC70956
Intermediate Similarity	0.7277	NPC243834
Intermediate Similarity	0.7269	NPC475085
Intermediate Similarity	0.7269	NPC291535
Intermediate Similarity	0.7269	NPC475112
Intermediate Similarity	0.7269	NPC66815
Intermediate Similarity	0.7264	NPC131017
Intermediate Similarity	0.726	NPC470931
Intermediate Similarity	0.7217	NPC314954
Intermediate Similarity	0.719	NPC110741
Intermediate Similarity	0.7169	NPC304183
Intermediate Similarity	0.7163	NPC62069
Intermediate Similarity	0.7163	NPC72211
Intermediate Similarity	0.7156	NPC314552
Intermediate Similarity	0.715	NPC251090
Intermediate Similarity	0.7149	NPC201697
Intermediate Similarity	0.7143	NPC476997
Intermediate Similarity	0.7137	NPC39370
Intermediate Similarity	0.7137	NPC277351
Intermediate Similarity	0.7136	NPC307963
Intermediate Similarity	0.713	NPC472098
Intermediate Similarity	0.713	NPC26679
Intermediate Similarity	0.7124	NPC473186
Intermediate Similarity	0.7124	NPC101543
Intermediate Similarity	0.7121	NPC26850
Intermediate Similarity	0.7117	NPC5145
Intermediate Similarity	0.7112	NPC476998
Intermediate Similarity	0.7112	NPC476996
Intermediate Similarity	0.7111	NPC470799
Intermediate Similarity	0.7111	NPC8022
Intermediate Similarity	0.7101	NPC478032
Intermediate Similarity	0.7098	NPC478074
Intermediate Similarity	0.7089	NPC141915
Intermediate Similarity	0.7089	NPC114335
Intermediate Similarity	0.7089	NPC280964
Intermediate Similarity	0.7081	NPC320394
Intermediate Similarity	0.707	NPC70259
Intermediate Similarity	0.7069	NPC476994
Intermediate Similarity	0.7067	NPC118776
Intermediate Similarity	0.7059	NPC321428
Intermediate Similarity	0.7056	NPC26872
Intermediate Similarity	0.7053	NPC88363
Intermediate Similarity	0.7048	NPC184408
Intermediate Similarity	0.7045	NPC118832
Intermediate Similarity	0.7045	NPC47059
Intermediate Similarity	0.7045	NPC165349
Intermediate Similarity	0.7045	NPC164374
Intermediate Similarity	0.7045	NPC137929
Intermediate Similarity	0.7045	NPC329708
Intermediate Similarity	0.7045	NPC264166
Intermediate Similarity	0.7045	NPC274291
Intermediate Similarity	0.7043	NPC205372
Intermediate Similarity	0.7042	NPC92111
Intermediate Similarity	0.7042	NPC469390
Intermediate Similarity	0.7037	NPC267928
Intermediate Similarity	0.7035	NPC170114
Intermediate Similarity	0.7035	NPC288349
Intermediate Similarity	0.7027	NPC476465
Intermediate Similarity	0.7023	NPC43787
Intermediate Similarity	0.7023	NPC205934
Intermediate Similarity	0.7022	NPC266931
Intermediate Similarity	0.7018	NPC329793
Intermediate Similarity	0.7018	NPC11017
Intermediate Similarity	0.7014	NPC204385
Intermediate Similarity	0.7014	NPC475841
Intermediate Similarity	0.7014	NPC474145
Intermediate Similarity	0.701	NPC477888
Intermediate Similarity	0.7005	NPC211997
Intermediate Similarity	0.7	NPC245816
Intermediate Similarity	0.7	NPC476138
Intermediate Similarity	0.7	NPC469440
Intermediate Similarity	0.7	NPC84478
Remote Similarity	0.6996	NPC185782
Remote Similarity	0.6995	NPC76748
Remote Similarity	0.6991	NPC16066
Remote Similarity	0.6991	NPC470549
Remote Similarity	0.699	NPC312872
Remote Similarity	0.6986	NPC470586
Remote Similarity	0.6983	NPC200888
Remote Similarity	0.6974	NPC131885
Remote Similarity	0.6974	NPC303658
Remote Similarity	0.6959	NPC153042
Remote Similarity	0.6957	NPC134586
Remote Similarity	0.6957	NPC56618
Remote Similarity	0.6951	NPC475910
Remote Similarity	0.6948	NPC296527
Remote Similarity	0.6948	NPC128751
Remote Similarity	0.6948	NPC246700
Remote Similarity	0.6947	NPC476287
Remote Similarity	0.6941	NPC249040
Remote Similarity	0.6941	NPC176538
Remote Similarity	0.6941	NPC19872
Remote Similarity	0.694	NPC179287
Remote Similarity	0.6934	NPC61350
Remote Similarity	0.6933	NPC208284
Remote Similarity	0.6926	NPC280272
Remote Similarity	0.6923	NPC315822
Remote Similarity	0.6916	NPC106833
Remote Similarity	0.6916	NPC469497
Remote Similarity	0.6913	NPC86078
Remote Similarity	0.691	NPC132631
Remote Similarity	0.691	NPC103687
Remote Similarity	0.691	NPC227908
Remote Similarity	0.6909	NPC267423
Remote Similarity	0.6909	NPC476044
Remote Similarity	0.6903	NPC316981
Remote Similarity	0.6901	NPC472434
Remote Similarity	0.6898	NPC473188
Remote Similarity	0.6892	NPC285558
Remote Similarity	0.6891	NPC473187
Remote Similarity	0.6889	NPC471304
Remote Similarity	0.688	NPC470126
Remote Similarity	0.688	NPC140296
Remote Similarity	0.6878	NPC329631
Remote Similarity	0.6875	NPC194724
Remote Similarity	0.6875	NPC287208
Remote Similarity	0.6875	NPC82548
Remote Similarity	0.6872	NPC39500
Remote Similarity	0.687	NPC148409
Remote Similarity	0.687	NPC208084
Remote Similarity	0.687	NPC193267
Remote Similarity	0.687	NPC213530
Remote Similarity	0.6864	NPC329747
Remote Similarity	0.6862	NPC15801
Remote Similarity	0.6862	NPC476995
Remote Similarity	0.6861	NPC45190
Remote Similarity	0.6861	NPC471736
Remote Similarity	0.686	NPC474409
Remote Similarity	0.6858	NPC187501
Remote Similarity	0.6857	NPC472066
Remote Similarity	0.6857	NPC472067
Remote Similarity	0.6857	NPC472031
Remote Similarity	0.6857	NPC26543
Remote Similarity	0.6852	NPC99666
Remote Similarity	0.6851	NPC274640
Remote Similarity	0.6851	NPC253580
Remote Similarity	0.6847	NPC177404
Remote Similarity	0.6844	NPC476116
Remote Similarity	0.6844	NPC472068
Remote Similarity	0.684	NPC472099
Remote Similarity	0.6833	NPC11408
Remote Similarity	0.6825	NPC206201
Remote Similarity	0.6816	NPC475070
Remote Similarity	0.6814	NPC269367
Remote Similarity	0.6814	NPC11464
Remote Similarity	0.681	NPC310118
Remote Similarity	0.6808	NPC473189
Remote Similarity	0.6808	NPC94943
Remote Similarity	0.6807	NPC141053
Remote Similarity	0.6795	NPC97746
Remote Similarity	0.6793	NPC476999

Drug Structure

NPD3875 OpenBabel08211704332D 31 34 0 0 0 0 0 0 0 0999 V2000 -5.9649 -0.9293 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6777 -2.0882 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0418 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6996 5.0282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0304 4.2851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6777 4.8203 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3395 3.3340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9867 3.8692 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3097 1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4437 2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4437 0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9867 -1.1372 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3176 3.1261 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3097 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5777 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5777 1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0388 1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6266 0.5570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0388 1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5388 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -0.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 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 -4.6266 2.1750 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5388 2.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.1758 0.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3176 -0.3940 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 1.5878 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5388 2.2321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 12 1 0 0 0 0 3 28 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 13 2 0 0 0 0 8 13 1 0 0 0 0 9 10 2 0 0 0 0 9 14 1 0 0 0 0 10 16 1 0 0 0 0 11 14 2 0 0 0 0 11 15 1 0 0 0 0 12 29 1 0 0 0 0 13 26 1 0 0 0 0 14 28 1 0 0 0 0 15 16 2 0 0 0 0 15 18 1 0 0 0 0 16 26 1 0 0 0 0 17 18 2 0 0 0 0 17 19 1 0 0 0 0 17 26 1 0 0 0 0 18 29 1 0 0 0 0 19 21 2 3 0 0 0 19 27 1 0 0 0 0 20 21 1 0 0 0 0 20 22 2 0 0 0 0 20 23 1 0 0 0 0 22 24 1 0 0 0 0 23 25 2 0 0 0 0 24 25 1 0 0 0 0 24 30 1 0 0 0 0 27 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008978
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	392.16
ALogP	-0.6425
MLogP	2.67
XLogP	5.2
HDA	7
HBD	2
Rotatable Bonds	10
TPSA	109.92
RO5 Violation	1