NPASS drugs

Drug Information

Drug ID:	NPD5639
Drug Name:
Molecular Formula:	C23H28N4O2S
Canonical SMILES:	CCN1C(=S)N(C(=O)C1(C)C)c1ccc(cc1)N1CCN(CC1)c1ccc(cc1)O
Standard InCHI:	InChI=1S/C23H28N4O2S/c1-4-26-22(30)27(21(29)23(26,2)3)19-7-5-17(6-8-19)24-13-15-25(16-14-24)18-9-11-20(28)12-10-18/h5-12,28H,4,13-16H2,1-3H3
Standard InCHIKey:	AHWDHLCCXRVAIC-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5639

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	181
0.1-0.2	2415
0.2-0.3	10173
0.3-0.4	7924
0.4-0.5	8229
0.5-0.6	1871
0.6-0.7	96
0.7-0.8	1
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	0.7548	NPC204156
Remote Similarity	0.6842	NPC471122
Remote Similarity	0.6824	NPC315257
Remote Similarity	0.6686	NPC471124
Remote Similarity	0.6667	NPC289776
Remote Similarity	0.6667	NPC133470
Remote Similarity	0.6667	NPC191863
Remote Similarity	0.6667	NPC257390
Remote Similarity	0.661	NPC33507
Remote Similarity	0.6593	NPC166169
Remote Similarity	0.659	NPC469428
Remote Similarity	0.6579	NPC472540
Remote Similarity	0.6579	NPC472539
Remote Similarity	0.6579	NPC470787
Remote Similarity	0.6545	NPC472542
Remote Similarity	0.6545	NPC472541
Remote Similarity	0.6507	NPC76327
Remote Similarity	0.6486	NPC302235
Remote Similarity	0.6477	NPC199737
Remote Similarity	0.6464	NPC470548
Remote Similarity	0.645	NPC146370
Remote Similarity	0.6433	NPC144691
Remote Similarity	0.6386	NPC47986
Remote Similarity	0.6384	NPC230942
Remote Similarity	0.6384	NPC315498
Remote Similarity	0.6378	NPC471436
Remote Similarity	0.6354	NPC85482
Remote Similarity	0.6319	NPC477185
Remote Similarity	0.6316	NPC473569
Remote Similarity	0.6304	NPC477187
Remote Similarity	0.6287	NPC476989
Remote Similarity	0.628	NPC184437
Remote Similarity	0.6264	NPC112336
Remote Similarity	0.6264	NPC474814
Remote Similarity	0.6264	NPC471648
Remote Similarity	0.6243	NPC233702
Remote Similarity	0.6237	NPC39822
Remote Similarity	0.6221	NPC254798
Remote Similarity	0.6207	NPC66936
Remote Similarity	0.6207	NPC70201
Remote Similarity	0.6199	NPC16188
Remote Similarity	0.6188	NPC472114
Remote Similarity	0.6188	NPC472115
Remote Similarity	0.6186	NPC198401
Remote Similarity	0.618	NPC276085
Remote Similarity	0.6167	NPC292143
Remote Similarity	0.6167	NPC139506
Remote Similarity	0.6167	NPC204867
Remote Similarity	0.6158	NPC150308
Remote Similarity	0.6136	NPC36168
Remote Similarity	0.6134	NPC470485
Remote Similarity	0.6131	NPC469560
Remote Similarity	0.6126	NPC21425
Remote Similarity	0.6114	NPC92803
Remote Similarity	0.6114	NPC470483
Remote Similarity	0.6108	NPC471123
Remote Similarity	0.61	NPC295548
Remote Similarity	0.61	NPC477179
Remote Similarity	0.6094	NPC18890
Remote Similarity	0.6093	NPC255721
Remote Similarity	0.6092	NPC473491
Remote Similarity	0.6087	NPC469671
Remote Similarity	0.6087	NPC126676
Remote Similarity	0.6085	NPC471785
Remote Similarity	0.607	NPC254850
Remote Similarity	0.607	NPC477178
Remote Similarity	0.607	NPC477180
Remote Similarity	0.607	NPC477181
Remote Similarity	0.6068	NPC74562
Remote Similarity	0.6068	NPC151781
Remote Similarity	0.6068	NPC316181
Remote Similarity	0.6067	NPC44836
Remote Similarity	0.6062	NPC5630
Remote Similarity	0.6062	NPC174629
Remote Similarity	0.6059	NPC270241
Remote Similarity	0.6059	NPC470301
Remote Similarity	0.6056	NPC68650
Remote Similarity	0.6053	NPC9336
Remote Similarity	0.605	NPC211813
Remote Similarity	0.6047	NPC260601
Remote Similarity	0.604	NPC225400
Remote Similarity	0.604	NPC477173
Remote Similarity	0.604	NPC477174
Remote Similarity	0.604	NPC470490
Remote Similarity	0.6034	NPC222029
Remote Similarity	0.603	NPC127178
Remote Similarity	0.6023	NPC202198
Remote Similarity	0.601	NPC470488
Remote Similarity	0.601	NPC471155
Remote Similarity	0.601	NPC472538
Remote Similarity	0.601	NPC477186
Remote Similarity	0.601	NPC270918
Remote Similarity	0.601	NPC470786
Remote Similarity	0.6	NPC219397
Remote Similarity	0.6	NPC204970
Remote Similarity	0.6	NPC120251
Remote Similarity	0.6	NPC231382
Remote Similarity	0.5989	NPC225857
Remote Similarity	0.5988	NPC91615
Remote Similarity	0.5988	NPC474473
Remote Similarity	0.598	NPC471950
Remote Similarity	0.598	NPC475259
Remote Similarity	0.598	NPC470491
Remote Similarity	0.598	NPC471945
Remote Similarity	0.5977	NPC9373
Remote Similarity	0.5976	NPC242159
Remote Similarity	0.5976	NPC313694
Remote Similarity	0.5971	NPC242923
Remote Similarity	0.5968	NPC475532
Remote Similarity	0.5968	NPC137627
Remote Similarity	0.5967	NPC25899
Remote Similarity	0.5967	NPC93653
Remote Similarity	0.5966	NPC473329
Remote Similarity	0.5965	NPC186284
Remote Similarity	0.5965	NPC22082
Remote Similarity	0.5964	NPC476687
Remote Similarity	0.5964	NPC476689
Remote Similarity	0.5964	NPC476685
Remote Similarity	0.5962	NPC222982
Remote Similarity	0.596	NPC20322
Remote Similarity	0.5955	NPC471132
Remote Similarity	0.5951	NPC471946
Remote Similarity	0.5951	NPC250476
Remote Similarity	0.5951	NPC471951
Remote Similarity	0.595	NPC249040
Remote Similarity	0.5946	NPC471778
Remote Similarity	0.5944	NPC244336
Remote Similarity	0.5941	NPC476475
Remote Similarity	0.5941	NPC476098
Remote Similarity	0.5936	NPC165285
Remote Similarity	0.5936	NPC279871
Remote Similarity	0.5935	NPC264782
Remote Similarity	0.5934	NPC476231
Remote Similarity	0.5933	NPC322064
Remote Similarity	0.5931	NPC53344
Remote Similarity	0.5931	NPC478075
Remote Similarity	0.5931	NPC316403
Remote Similarity	0.593	NPC476462
Remote Similarity	0.5928	NPC188104
Remote Similarity	0.5926	NPC474815
Remote Similarity	0.5922	NPC475359
Remote Similarity	0.5922	NPC191817
Remote Similarity	0.5915	NPC476950
Remote Similarity	0.5915	NPC218323
Remote Similarity	0.5915	NPC31097
Remote Similarity	0.5909	NPC109787
Remote Similarity	0.5909	NPC257142
Remote Similarity	0.5906	NPC315051
Remote Similarity	0.5897	NPC128582
Remote Similarity	0.5896	NPC272174
Remote Similarity	0.5895	NPC271792
Remote Similarity	0.5889	NPC326349
Remote Similarity	0.5889	NPC323336
Remote Similarity	0.5886	NPC31651
Remote Similarity	0.5882	NPC242269
Remote Similarity	0.5882	NPC471294
Remote Similarity	0.588	NPC186351
Remote Similarity	0.5871	NPC25897
Remote Similarity	0.5871	NPC138830
Remote Similarity	0.587	NPC471178
Remote Similarity	0.587	NPC70172
Remote Similarity	0.587	NPC471130
Remote Similarity	0.5869	NPC474896
Remote Similarity	0.5862	NPC200836
Remote Similarity	0.5862	NPC473804
Remote Similarity	0.5858	NPC473360
Remote Similarity	0.5855	NPC307396
Remote Similarity	0.5851	NPC17698
Remote Similarity	0.5849	NPC315804
Remote Similarity	0.5849	NPC313804
Remote Similarity	0.5847	NPC85651
Remote Similarity	0.5847	NPC59779
Remote Similarity	0.5847	NPC471177
Remote Similarity	0.5847	NPC88970
Remote Similarity	0.5847	NPC48192
Remote Similarity	0.5847	NPC124542
Remote Similarity	0.5843	NPC5194
Remote Similarity	0.5843	NPC261934
Remote Similarity	0.5843	NPC262166
Remote Similarity	0.5843	NPC56685
Remote Similarity	0.5842	NPC194671
Remote Similarity	0.5842	NPC269750
Remote Similarity	0.5838	NPC141957
Remote Similarity	0.5838	NPC107938
Remote Similarity	0.5838	NPC294516
Remote Similarity	0.5838	NPC328649
Remote Similarity	0.5838	NPC473004
Remote Similarity	0.5837	NPC471663
Remote Similarity	0.5837	NPC473006
Remote Similarity	0.5833	NPC475070
Remote Similarity	0.5833	NPC470484
Remote Similarity	0.5829	NPC125852
Remote Similarity	0.5829	NPC119569
Remote Similarity	0.5828	NPC307020
Remote Similarity	0.582	NPC471743
Remote Similarity	0.5814	NPC150712
Remote Similarity	0.5812	NPC298320
Remote Similarity	0.581	NPC284348
Remote Similarity	0.5806	NPC315388
Remote Similarity	0.5806	NPC280022

Drug Structure

NPD5639 OpenBabel08211708292D 31 34 0 0 0 0 0 0 0 0999 V2000 -1.5823 -0.7045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 -1.4538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6045 -1.8605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 0.1045 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 3.3147 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 2.4487 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6449 4.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5109 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5109 5.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3769 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 2.3364 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 7.6449 3.8364 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 9.3769 4.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 2.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 3.3364 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 1.5827 0.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.2429 5.3364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2213 -1.3272 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4612 1.7213 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 10.2429 6.3364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 23 1 0 0 0 0 3 23 1 0 0 0 0 4 26 1 0 0 0 0 5 7 1 0 0 0 0 5 17 2 0 0 0 0 6 8 2 0 0 0 0 6 17 1 0 0 0 0 7 19 2 0 0 0 0 8 19 1 0 0 0 0 9 11 1 0 0 0 0 9 18 2 0 0 0 0 10 12 2 0 0 0 0 10 18 1 0 0 0 0 11 20 2 0 0 0 0 12 20 1 0 0 0 0 13 15 1 0 0 0 0 13 24 1 0 0 0 0 14 16 1 0 0 0 0 14 24 1 0 0 0 0 15 25 1 0 0 0 0 16 25 1 0 0 0 0 17 24 1 0 0 0 0 18 25 1 0 0 0 0 19 27 1 0 0 0 0 20 28 1 0 0 0 0 21 23 1 0 0 0 0 21 27 1 0 0 0 0 21 29 2 0 0 0 0 22 26 1 0 0 0 0 22 27 1 0 0 0 0 22 30 2 0 0 0 0 23 26 1 0 0 0 0 28 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001191
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	132150
ChEBI
CAS Number

Drug Properties

Molecular Weight	424.19
ALogP	0.7072
MLogP	3.22
XLogP	4.022
HDA	5
HBD	1
Rotatable Bonds	8
TPSA	82.35
RO5 Violation	0