NPASS drugs

Drug Information

Drug ID:	NPD5904
Drug Name:
Molecular Formula:	C24H26N2OS2
Canonical SMILES:	CCc1cccc2c1nc(s2)Sc1ccc2c(c1)CC[C@@H]1[C@]2(C)CCC(=O)N1C
Standard InCHI:	InChI=1S/C24H26N2OS2/c1-4-15-6-5-7-19-22(15)25-23(29-19)28-17-9-10-18-16(14-17)8-11-20-24(18,2)13-12-21(27)26(20)3/h5-7,9-10,14,20H,4,8,11-13H2,1-3H3/t20-,24-/m1/s1
Standard InCHIKey:	VMGWGDPZHXPFTC-HYBUGGRVSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5904

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	505
0.1-0.2	3612
0.2-0.3	15633
0.3-0.4	7277
0.4-0.5	2104
0.5-0.6	1552
0.6-0.7	205
0.7-0.8	2
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	0.7297	NPC194881
Intermediate Similarity	0.7158	NPC161108
Remote Similarity	0.6931	NPC471386
Remote Similarity	0.6882	NPC200743
Remote Similarity	0.6856	NPC161861
Remote Similarity	0.6719	NPC271797
Remote Similarity	0.6719	NPC21174
Remote Similarity	0.67	NPC470205
Remote Similarity	0.6697	NPC173344
Remote Similarity	0.6684	NPC33421
Remote Similarity	0.6667	NPC149014
Remote Similarity	0.6649	NPC56233
Remote Similarity	0.6634	NPC133003
Remote Similarity	0.6633	NPC248462
Remote Similarity	0.6606	NPC77022
Remote Similarity	0.6582	NPC91895
Remote Similarity	0.6577	NPC216221
Remote Similarity	0.6559	NPC470440
Remote Similarity	0.6538	NPC294693
Remote Similarity	0.652	NPC135601
Remote Similarity	0.652	NPC17273
Remote Similarity	0.652	NPC141612
Remote Similarity	0.652	NPC478077
Remote Similarity	0.6508	NPC148592
Remote Similarity	0.6498	NPC147810
Remote Similarity	0.6486	NPC88121
Remote Similarity	0.6477	NPC6436
Remote Similarity	0.6477	NPC273714
Remote Similarity	0.6467	NPC104483
Remote Similarity	0.6452	NPC20144
Remote Similarity	0.6436	NPC91179
Remote Similarity	0.6425	NPC324091
Remote Similarity	0.6425	NPC329858
Remote Similarity	0.6422	NPC21429
Remote Similarity	0.639	NPC308931
Remote Similarity	0.639	NPC99939
Remote Similarity	0.6384	NPC69277
Remote Similarity	0.6378	NPC478182
Remote Similarity	0.6377	NPC255909
Remote Similarity	0.6373	NPC51054
Remote Similarity	0.6373	NPC143533
Remote Similarity	0.6364	NPC320863
Remote Similarity	0.6355	NPC164228
Remote Similarity	0.6355	NPC15840
Remote Similarity	0.6349	NPC478186
Remote Similarity	0.6348	NPC151779
Remote Similarity	0.6345	NPC71132
Remote Similarity	0.6344	NPC238499
Remote Similarity	0.6341	NPC258480
Remote Similarity	0.6337	NPC234987
Remote Similarity	0.6326	NPC162730
Remote Similarity	0.6311	NPC79062
Remote Similarity	0.6311	NPC472107
Remote Similarity	0.6308	NPC56765
Remote Similarity	0.6305	NPC11126
Remote Similarity	0.63	NPC6982
Remote Similarity	0.6298	NPC103119
Remote Similarity	0.628	NPC66210
Remote Similarity	0.6278	NPC287895
Remote Similarity	0.6278	NPC470731
Remote Similarity	0.6276	NPC81229
Remote Similarity	0.6276	NPC255229
Remote Similarity	0.627	NPC314102
Remote Similarity	0.627	NPC251722
Remote Similarity	0.627	NPC65408
Remote Similarity	0.6269	NPC281094
Remote Similarity	0.6269	NPC200214
Remote Similarity	0.6268	NPC314333
Remote Similarity	0.6262	NPC472119
Remote Similarity	0.6262	NPC228835
Remote Similarity	0.6257	NPC476140
Remote Similarity	0.6257	NPC2949
Remote Similarity	0.6256	NPC28848
Remote Similarity	0.6256	NPC64436
Remote Similarity	0.6256	NPC14325
Remote Similarity	0.6256	NPC253987
Remote Similarity	0.6256	NPC104345
Remote Similarity	0.625	NPC474116
Remote Similarity	0.6244	NPC113626
Remote Similarity	0.623	NPC21605
Remote Similarity	0.6226	NPC57994
Remote Similarity	0.6226	NPC289299
Remote Similarity	0.6224	NPC474791
Remote Similarity	0.6224	NPC293487
Remote Similarity	0.6224	NPC41257
Remote Similarity	0.6214	NPC159125
Remote Similarity	0.6214	NPC19679
Remote Similarity	0.6205	NPC470732
Remote Similarity	0.6201	NPC19170
Remote Similarity	0.62	NPC70949
Remote Similarity	0.619	NPC472112
Remote Similarity	0.6176	NPC237188
Remote Similarity	0.6173	NPC76982
Remote Similarity	0.6172	NPC472323
Remote Similarity	0.6169	NPC194411
Remote Similarity	0.6166	NPC66936
Remote Similarity	0.6161	NPC473763
Remote Similarity	0.6161	NPC117244
Remote Similarity	0.6157	NPC249150
Remote Similarity	0.6157	NPC49196
Remote Similarity	0.6157	NPC313985
Remote Similarity	0.6157	NPC79129
Remote Similarity	0.6157	NPC195461
Remote Similarity	0.6157	NPC81654
Remote Similarity	0.615	NPC169433
Remote Similarity	0.615	NPC478183
Remote Similarity	0.615	NPC114637
Remote Similarity	0.6146	NPC213468
Remote Similarity	0.6146	NPC477134
Remote Similarity	0.6145	NPC122718
Remote Similarity	0.6143	NPC175474
Remote Similarity	0.6143	NPC111602
Remote Similarity	0.6143	NPC63199
Remote Similarity	0.6143	NPC196251
Remote Similarity	0.6143	NPC102338
Remote Similarity	0.6142	NPC318065
Remote Similarity	0.6142	NPC206819
Remote Similarity	0.614	NPC52557
Remote Similarity	0.614	NPC50503
Remote Similarity	0.6138	NPC63157
Remote Similarity	0.6138	NPC473868
Remote Similarity	0.6136	NPC477065
Remote Similarity	0.6132	NPC472113
Remote Similarity	0.6131	NPC472587
Remote Similarity	0.6131	NPC478184
Remote Similarity	0.6126	NPC285731
Remote Similarity	0.6124	NPC94752
Remote Similarity	0.6121	NPC297862
Remote Similarity	0.6119	NPC88115
Remote Similarity	0.6117	NPC469896
Remote Similarity	0.6117	NPC88097
Remote Similarity	0.6114	NPC187951
Remote Similarity	0.6111	NPC44773
Remote Similarity	0.6111	NPC215584
Remote Similarity	0.6109	NPC66699
Remote Similarity	0.6101	NPC106757
Remote Similarity	0.6098	NPC157583
Remote Similarity	0.6095	NPC17059
Remote Similarity	0.6093	NPC272483
Remote Similarity	0.6091	NPC286427
Remote Similarity	0.6085	NPC63279
Remote Similarity	0.6085	NPC476460
Remote Similarity	0.6085	NPC59084
Remote Similarity	0.6082	NPC40070
Remote Similarity	0.608	NPC478185
Remote Similarity	0.6078	NPC37423
Remote Similarity	0.6078	NPC275305
Remote Similarity	0.6078	NPC469529
Remote Similarity	0.6077	NPC96016
Remote Similarity	0.6077	NPC49051
Remote Similarity	0.6075	NPC198988
Remote Similarity	0.6075	NPC471123
Remote Similarity	0.6075	NPC181502
Remote Similarity	0.6075	NPC85066
Remote Similarity	0.6073	NPC317701
Remote Similarity	0.6071	NPC110602
Remote Similarity	0.6071	NPC38736
Remote Similarity	0.6071	NPC31385
Remote Similarity	0.6071	NPC75726
Remote Similarity	0.6068	NPC219336
Remote Similarity	0.6066	NPC473666
Remote Similarity	0.6063	NPC175916
Remote Similarity	0.6061	NPC221786
Remote Similarity	0.6061	NPC475990
Remote Similarity	0.6061	NPC474880
Remote Similarity	0.6059	NPC126492
Remote Similarity	0.6059	NPC297642
Remote Similarity	0.6056	NPC47190
Remote Similarity	0.6055	NPC300183
Remote Similarity	0.6053	NPC277157
Remote Similarity	0.6051	NPC470823
Remote Similarity	0.605	NPC271734
Remote Similarity	0.6049	NPC151635
Remote Similarity	0.6048	NPC311858
Remote Similarity	0.6047	NPC472116
Remote Similarity	0.6047	NPC245916
Remote Similarity	0.6043	NPC325252
Remote Similarity	0.6041	NPC184476
Remote Similarity	0.6032	NPC312092
Remote Similarity	0.6031	NPC37548
Remote Similarity	0.603	NPC229173
Remote Similarity	0.603	NPC225319
Remote Similarity	0.6029	NPC470003
Remote Similarity	0.6029	NPC477003
Remote Similarity	0.6027	NPC124636
Remote Similarity	0.6019	NPC68354
Remote Similarity	0.6019	NPC15573
Remote Similarity	0.6019	NPC217372
Remote Similarity	0.6019	NPC183662
Remote Similarity	0.6017	NPC476817
Remote Similarity	0.6011	NPC469560
Remote Similarity	0.601	NPC222029
Remote Similarity	0.601	NPC471943
Remote Similarity	0.601	NPC129042
Remote Similarity	0.601	NPC129721
Remote Similarity	0.601	NPC32534
Remote Similarity	0.601	NPC477887
Remote Similarity	0.601	NPC65080
Remote Similarity	0.601	NPC299594
Remote Similarity	0.601	NPC280548

Drug Structure

NPD5904 OpenBabel08211708292D 29 33 0 0 1 0 0 0 0 0999 V2000 -0.6691 4.2072 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 2.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8417 1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 3.3412 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6691 2.4752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 3.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 2.4752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 1.4067 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 6.1097 1.4067 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.9757 2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 1.9067 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8090 1.4013 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.9757 1.9067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.8417 3.4067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 -0.0933 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 3 26 1 0 0 0 0 4 15 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 15 1 0 0 0 0 7 19 2 0 0 0 0 8 11 1 0 0 0 0 8 16 1 0 0 0 0 9 10 1 0 0 0 0 9 17 2 0 0 0 0 10 18 2 0 0 0 0 11 20 1 0 0 0 0 12 13 1 0 0 0 0 12 21 1 0 0 0 0 13 24 1 0 0 0 0 14 16 2 0 0 0 0 14 17 1 0 0 0 0 15 22 2 0 0 0 0 16 18 1 0 0 0 0 17 28 1 0 0 0 0 18 24 1 0 0 0 0 19 22 1 0 0 0 0 19 29 1 0 0 0 0 20 24 1 6 0 0 0 20 26 1 0 0 0 0 21 26 1 0 0 0 0 21 27 2 0 0 0 0 22 25 1 0 0 0 0 23 25 2 0 0 0 0 23 28 1 0 0 0 0 23 29 1 0 0 0 0 24 2 1 6 0 0 0 M END $$$$

External Identifiers

TTD	DIB005786
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	422.15
ALogP	1.049
MLogP	3.55
XLogP	5.593
HDA	3
HBD	0
Rotatable Bonds	6
TPSA	86.74
RO5 Violation	1