NPASS drugs

Drug Information

Drug ID:	NPD6150
Drug Name:	ICI-D-8731
Molecular Formula:	C25H21N5O
Canonical SMILES:	CCc1cc(OCc2ccc(cc2)c2ccccc2c2n[nH]nn2)c2c(n1)cccc2
Standard InCHI:	InChI=1S/C25H21N5O/c1-2-19-15-24(22-9-5-6-10-23(22)26-19)31-16-17-11-13-18(14-12-17)20-7-3-4-8-21(20)25-27-29-30-28-25/h3-15H,2,16H2,1H3,(H,27,28,29,30)
Standard InCHIKey:	FSJCYXPMWQPVOS-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6150

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	535
0.1-0.2	2484
0.2-0.3	10196
0.3-0.4	4844
0.4-0.5	9815
0.5-0.6	2231
0.6-0.7	711
0.7-0.8	74
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	0.7967	NPC26850
Intermediate Similarity	0.7802	NPC26872
Intermediate Similarity	0.7685	NPC11017
Intermediate Similarity	0.7647	NPC267423
Intermediate Similarity	0.7536	NPC285558
Intermediate Similarity	0.7526	NPC283152
Intermediate Similarity	0.7525	NPC204385
Intermediate Similarity	0.7513	NPC312872
Intermediate Similarity	0.7512	NPC470931
Intermediate Similarity	0.75	NPC72211
Intermediate Similarity	0.7488	NPC70259
Intermediate Similarity	0.7438	NPC205934
Intermediate Similarity	0.7438	NPC43787
Intermediate Similarity	0.7426	NPC114335
Intermediate Similarity	0.7426	NPC280964
Intermediate Similarity	0.7426	NPC141915
Intermediate Similarity	0.7406	NPC208284
Intermediate Similarity	0.7371	NPC473180
Intermediate Similarity	0.7368	NPC177404
Intermediate Similarity	0.7343	NPC329747
Intermediate Similarity	0.7337	NPC84478
Intermediate Similarity	0.7323	NPC206201
Intermediate Similarity	0.7321	NPC162484
Intermediate Similarity	0.7321	NPC223427
Intermediate Similarity	0.7321	NPC180504
Intermediate Similarity	0.7311	NPC473181
Intermediate Similarity	0.7311	NPC201697
Intermediate Similarity	0.7308	NPC476044
Intermediate Similarity	0.7296	NPC288943
Intermediate Similarity	0.7277	NPC199667
Intermediate Similarity	0.7277	NPC123976
Intermediate Similarity	0.7277	NPC167860
Intermediate Similarity	0.7273	NPC475085
Intermediate Similarity	0.7273	NPC291535
Intermediate Similarity	0.7273	NPC475112
Intermediate Similarity	0.7251	NPC476106
Intermediate Similarity	0.724	NPC118511
Intermediate Similarity	0.7228	NPC66083
Intermediate Similarity	0.722	NPC79293
Intermediate Similarity	0.722	NPC279401
Intermediate Similarity	0.7215	NPC477533
Intermediate Similarity	0.7208	NPC56618
Intermediate Similarity	0.72	NPC176127
Intermediate Similarity	0.7198	NPC243834
Intermediate Similarity	0.7198	NPC70956
Intermediate Similarity	0.7182	NPC477532
Intermediate Similarity	0.717	NPC472111
Intermediate Similarity	0.7143	NPC252251
Intermediate Similarity	0.7143	NPC232727
Intermediate Similarity	0.713	NPC48353
Intermediate Similarity	0.7123	NPC137929
Intermediate Similarity	0.7123	NPC164374
Intermediate Similarity	0.7115	NPC267928
Intermediate Similarity	0.7108	NPC242928
Intermediate Similarity	0.7103	NPC475910
Intermediate Similarity	0.7101	NPC131017
Intermediate Similarity	0.7095	NPC329793
Intermediate Similarity	0.7095	NPC19872
Intermediate Similarity	0.708	NPC477531
Intermediate Similarity	0.7075	NPC469440
Intermediate Similarity	0.7065	NPC474798
Intermediate Similarity	0.7059	NPC86078
Intermediate Similarity	0.7056	NPC193777
Intermediate Similarity	0.7051	NPC94157
Intermediate Similarity	0.7051	NPC264176
Intermediate Similarity	0.7044	NPC473189
Intermediate Similarity	0.7042	NPC470930
Intermediate Similarity	0.7037	NPC290689
Intermediate Similarity	0.7035	NPC209174
Intermediate Similarity	0.7023	NPC476465
Intermediate Similarity	0.7014	NPC176538
Intermediate Similarity	0.7014	NPC213530
Intermediate Similarity	0.7014	NPC193267
Intermediate Similarity	0.7014	NPC473179
Remote Similarity	0.6995	NPC475774
Remote Similarity	0.6995	NPC62069
Remote Similarity	0.6991	NPC469589
Remote Similarity	0.699	NPC471593
Remote Similarity	0.699	NPC76748
Remote Similarity	0.6986	NPC235076
Remote Similarity	0.6986	NPC470549
Remote Similarity	0.6971	NPC475190
Remote Similarity	0.6968	NPC100079
Remote Similarity	0.6968	NPC23614
Remote Similarity	0.6967	NPC287437
Remote Similarity	0.6963	NPC36229
Remote Similarity	0.6963	NPC476581
Remote Similarity	0.6963	NPC16452
Remote Similarity	0.6959	NPC188420
Remote Similarity	0.6957	NPC469390
Remote Similarity	0.6957	NPC92111
Remote Similarity	0.6955	NPC170114
Remote Similarity	0.6942	NPC296527
Remote Similarity	0.6941	NPC478074
Remote Similarity	0.6941	NPC149471
Remote Similarity	0.6941	NPC271215
Remote Similarity	0.6941	NPC469592
Remote Similarity	0.6941	NPC471080
Remote Similarity	0.6934	NPC234197
Remote Similarity	0.6931	NPC222592
Remote Similarity	0.6931	NPC168486
Remote Similarity	0.693	NPC475253
Remote Similarity	0.6923	NPC195268
Remote Similarity	0.6923	NPC133140
Remote Similarity	0.6919	NPC477888
Remote Similarity	0.6916	NPC245816
Remote Similarity	0.6916	NPC476138
Remote Similarity	0.6912	NPC174758
Remote Similarity	0.6906	NPC132642
Remote Similarity	0.6905	NPC194967
Remote Similarity	0.6903	NPC202503
Remote Similarity	0.6903	NPC227908
Remote Similarity	0.69	NPC469554
Remote Similarity	0.6897	NPC118776
Remote Similarity	0.6895	NPC472098
Remote Similarity	0.6895	NPC202768
Remote Similarity	0.6895	NPC53069
Remote Similarity	0.6895	NPC26679
Remote Similarity	0.6895	NPC296482
Remote Similarity	0.6893	NPC473177
Remote Similarity	0.689	NPC307963
Remote Similarity	0.6887	NPC128823
Remote Similarity	0.6887	NPC476578
Remote Similarity	0.6887	NPC476582
Remote Similarity	0.6887	NPC4071
Remote Similarity	0.6881	NPC269367
Remote Similarity	0.6881	NPC472168
Remote Similarity	0.6881	NPC471304
Remote Similarity	0.6878	NPC42591
Remote Similarity	0.6875	NPC198503
Remote Similarity	0.687	NPC329631
Remote Similarity	0.6869	NPC295898
Remote Similarity	0.6869	NPC199277
Remote Similarity	0.6869	NPC135887
Remote Similarity	0.6866	NPC287208
Remote Similarity	0.6861	NPC46451
Remote Similarity	0.686	NPC128751
Remote Similarity	0.6852	NPC304183
Remote Similarity	0.6845	NPC61350
Remote Similarity	0.6844	NPC280272
Remote Similarity	0.6842	NPC314954
Remote Similarity	0.6842	NPC471762
Remote Similarity	0.6835	NPC174672
Remote Similarity	0.6835	NPC209769
Remote Similarity	0.683	NPC472099
Remote Similarity	0.6827	NPC106833
Remote Similarity	0.6827	NPC469497
Remote Similarity	0.6826	NPC101543
Remote Similarity	0.6825	NPC13880
Remote Similarity	0.6822	NPC470586
Remote Similarity	0.6822	NPC31930
Remote Similarity	0.682	NPC249583
Remote Similarity	0.682	NPC313189
Remote Similarity	0.6818	NPC251160
Remote Similarity	0.6816	NPC473041
Remote Similarity	0.6816	NPC469594
Remote Similarity	0.6814	NPC144114
Remote Similarity	0.6806	NPC165349
Remote Similarity	0.6806	NPC329708
Remote Similarity	0.6806	NPC47059
Remote Similarity	0.6806	NPC118832
Remote Similarity	0.6806	NPC264166
Remote Similarity	0.6806	NPC274291
Remote Similarity	0.6804	NPC470020
Remote Similarity	0.6802	NPC148183
Remote Similarity	0.6802	NPC152768
Remote Similarity	0.68	NPC280799
Remote Similarity	0.6798	NPC473185
Remote Similarity	0.6797	NPC473182
Remote Similarity	0.6796	NPC94943
Remote Similarity	0.6789	NPC82548
Remote Similarity	0.6787	NPC476287
Remote Similarity	0.6784	NPC473449
Remote Similarity	0.6776	NPC477019
Remote Similarity	0.6774	NPC323345
Remote Similarity	0.6774	NPC470164
Remote Similarity	0.6771	NPC305984
Remote Similarity	0.677	NPC118121
Remote Similarity	0.6769	NPC315822
Remote Similarity	0.6766	NPC477066
Remote Similarity	0.6766	NPC474409
Remote Similarity	0.6766	NPC208060
Remote Similarity	0.6758	NPC185782
Remote Similarity	0.6757	NPC16066
Remote Similarity	0.6748	NPC190007
Remote Similarity	0.6745	NPC472193
Remote Similarity	0.6745	NPC251090
Remote Similarity	0.6743	NPC4687
Remote Similarity	0.6742	NPC202605
Remote Similarity	0.6742	NPC112206
Remote Similarity	0.6742	NPC171409
Remote Similarity	0.6742	NPC96405
Remote Similarity	0.6741	NPC96321
Remote Similarity	0.6741	NPC204446
Remote Similarity	0.6737	NPC478081
Remote Similarity	0.6732	NPC477891
Remote Similarity	0.673	NPC473178
Remote Similarity	0.6729	NPC18487
Remote Similarity	0.6726	NPC274982
Remote Similarity	0.6726	NPC310118

Drug Structure

NPD6150 OpenBabel08211709092D 32 36 0 0 0 0 0 0 0 0999 V2000 -3.6135 8.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7475 7.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6135 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4795 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7475 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4795 4.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7167 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1494 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7167 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8814 6.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0154 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1494 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7475 6.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7475 4.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6135 5.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8814 5.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6135 6.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 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 -1.0154 4.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0933 -1.7796 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 19 1 0 0 0 0 3 4 2 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 6 2 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 20 2 0 0 0 0 8 21 2 0 0 0 0 9 22 2 0 0 0 0 10 23 2 0 0 0 0 11 13 1 0 0 0 0 11 17 2 0 0 0 0 12 14 2 0 0 0 0 12 17 1 0 0 0 0 13 18 2 0 0 0 0 14 18 1 0 0 0 0 15 19 1 0 0 0 0 15 24 2 0 0 0 0 16 17 1 0 0 0 0 16 31 1 0 0 0 0 18 20 1 0 0 0 0 19 26 2 0 0 0 0 20 21 1 0 0 0 0 21 25 1 0 0 0 0 22 23 1 0 0 0 0 22 24 1 0 0 0 0 23 26 1 0 0 0 0 24 31 1 0 0 0 0 25 27 2 0 0 0 0 25 28 1 0 0 0 0 27 29 1 0 0 0 0 28 30 2 0 0 0 0 29 30 1 0 0 0 0 29 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001575
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	407.17
ALogP	-0.7996
MLogP	3.55
XLogP	8.686
HDA	5
HBD	1
Rotatable Bonds	7
TPSA	76.58
RO5 Violation	1