NPASS drugs

Drug Information

Drug ID:	NPD4728
Drug Name:	Captodiame
Molecular Formula:	C21H29NS2
Canonical SMILES:	CCCCSc1ccc(cc1)C(c1ccccc1)SCCN(C)C
Standard InCHI:	InChI=1S/C21H29NS2/c1-4-5-16-23-20-13-11-19(12-14-20)21(24-17-15-22(2)3)18-9-7-6-8-10-18/h6-14,21H,4-5,15-17H2,1-3H3
Standard InCHIKey:	IZLPZXSZLLELBJ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD4728

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	303
0.1-0.2	2641
0.2-0.3	10314
0.3-0.4	13622
0.4-0.5	3453
0.5-0.6	436
0.6-0.7	114
0.7-0.8	7
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	0.7619	NPC5324
Intermediate Similarity	0.7262	NPC36440
Intermediate Similarity	0.7176	NPC52330
Intermediate Similarity	0.7159	NPC212463
Intermediate Similarity	0.7083	NPC148231
Intermediate Similarity	0.7053	NPC133162
Intermediate Similarity	0.7024	NPC22627
Remote Similarity	0.6989	NPC475573
Remote Similarity	0.6989	NPC475289
Remote Similarity	0.6947	NPC474088
Remote Similarity	0.6915	NPC231986
Remote Similarity	0.6905	NPC22786
Remote Similarity	0.6837	NPC53492
Remote Similarity	0.6832	NPC473661
Remote Similarity	0.6786	NPC210849
Remote Similarity	0.6786	NPC246588
Remote Similarity	0.6778	NPC244738
Remote Similarity	0.6739	NPC271642
Remote Similarity	0.6733	NPC470926
Remote Similarity	0.663	NPC98976
Remote Similarity	0.6628	NPC113670
Remote Similarity	0.6591	NPC267443
Remote Similarity	0.6588	NPC45255
Remote Similarity	0.6559	NPC139658
Remote Similarity	0.6548	NPC36357
Remote Similarity	0.6548	NPC114327
Remote Similarity	0.6531	NPC169016
Remote Similarity	0.6476	NPC317400
Remote Similarity	0.6452	NPC276699
Remote Similarity	0.6444	NPC213570
Remote Similarity	0.6444	NPC246822
Remote Similarity	0.6444	NPC139416
Remote Similarity	0.6429	NPC300345
Remote Similarity	0.6429	NPC120441
Remote Similarity	0.6429	NPC104070
Remote Similarity	0.6429	NPC212114
Remote Similarity	0.6429	NPC119677
Remote Similarity	0.6429	NPC65873
Remote Similarity	0.6413	NPC54269
Remote Similarity	0.64	NPC203076
Remote Similarity	0.6395	NPC248705
Remote Similarity	0.6395	NPC54368
Remote Similarity	0.6395	NPC135924
Remote Similarity	0.6395	NPC150196
Remote Similarity	0.6374	NPC229235
Remote Similarity	0.6364	NPC198023
Remote Similarity	0.6364	NPC291066
Remote Similarity	0.6364	NPC155172
Remote Similarity	0.6364	NPC32312
Remote Similarity	0.6344	NPC299134
Remote Similarity	0.6344	NPC113000
Remote Similarity	0.6344	NPC122327
Remote Similarity	0.6344	NPC112609
Remote Similarity	0.6337	NPC60408
Remote Similarity	0.6327	NPC14326
Remote Similarity	0.6322	NPC29680
Remote Similarity	0.6322	NPC71009
Remote Similarity	0.6322	NPC200745
Remote Similarity	0.6316	NPC290638
Remote Similarity	0.631	NPC198841
Remote Similarity	0.631	NPC269586
Remote Similarity	0.6304	NPC1008
Remote Similarity	0.6304	NPC158028
Remote Similarity	0.6304	NPC87099
Remote Similarity	0.6304	NPC280135
Remote Similarity	0.6304	NPC193578
Remote Similarity	0.6304	NPC39799
Remote Similarity	0.6304	NPC135433
Remote Similarity	0.6304	NPC226999
Remote Similarity	0.6292	NPC178527
Remote Similarity	0.6279	NPC147062
Remote Similarity	0.627	NPC473417
Remote Similarity	0.6264	NPC473206
Remote Similarity	0.625	NPC12857
Remote Similarity	0.625	NPC50266
Remote Similarity	0.625	NPC88566
Remote Similarity	0.625	NPC45756
Remote Similarity	0.6239	NPC316797
Remote Similarity	0.6235	NPC469807
Remote Similarity	0.6226	NPC329430
Remote Similarity	0.6211	NPC302129
Remote Similarity	0.6207	NPC238023
Remote Similarity	0.6207	NPC310758
Remote Similarity	0.6196	NPC263385
Remote Similarity	0.6196	NPC251490
Remote Similarity	0.6196	NPC72670
Remote Similarity	0.619	NPC149436
Remote Similarity	0.619	NPC277704
Remote Similarity	0.6186	NPC159661
Remote Similarity	0.6186	NPC8981
Remote Similarity	0.6182	NPC239854
Remote Similarity	0.6163	NPC64270
Remote Similarity	0.6163	NPC8235
Remote Similarity	0.6154	NPC172128
Remote Similarity	0.6146	NPC98269
Remote Similarity	0.6146	NPC249018
Remote Similarity	0.6146	NPC9796
Remote Similarity	0.6146	NPC325662
Remote Similarity	0.6146	NPC3190
Remote Similarity	0.6139	NPC3210
Remote Similarity	0.6132	NPC71140
Remote Similarity	0.6132	NPC300455
Remote Similarity	0.6122	NPC195713
Remote Similarity	0.6122	NPC315216
Remote Similarity	0.6105	NPC307195
Remote Similarity	0.6092	NPC169110
Remote Similarity	0.6091	NPC474582
Remote Similarity	0.6087	NPC200936
Remote Similarity	0.6071	NPC469974
Remote Similarity	0.6064	NPC1901
Remote Similarity	0.6044	NPC6107
Remote Similarity	0.6042	NPC110264
Remote Similarity	0.6022	NPC219246
Remote Similarity	0.602	NPC272260
Remote Similarity	0.6019	NPC305602
Remote Similarity	0.6019	NPC17497
Remote Similarity	0.6019	NPC473031
Remote Similarity	0.6018	NPC167336
Remote Similarity	0.6	NPC96835
Remote Similarity	0.6	NPC258492
Remote Similarity	0.6	NPC166487
Remote Similarity	0.5978	NPC181786
Remote Similarity	0.5978	NPC22760
Remote Similarity	0.5962	NPC12429
Remote Similarity	0.596	NPC184030
Remote Similarity	0.596	NPC164449
Remote Similarity	0.5955	NPC66517
Remote Similarity	0.595	NPC476440
Remote Similarity	0.5934	NPC113837
Remote Similarity	0.5934	NPC289915
Remote Similarity	0.5922	NPC258046
Remote Similarity	0.5918	NPC245896
Remote Similarity	0.5918	NPC255345
Remote Similarity	0.5918	NPC66270
Remote Similarity	0.5914	NPC297358
Remote Similarity	0.5909	NPC120203
Remote Similarity	0.5905	NPC470877
Remote Similarity	0.5893	NPC291610
Remote Similarity	0.5889	NPC21211
Remote Similarity	0.5882	NPC95429
Remote Similarity	0.5877	NPC474695
Remote Similarity	0.5877	NPC473418
Remote Similarity	0.5876	NPC35599
Remote Similarity	0.5859	NPC151405
Remote Similarity	0.5859	NPC139901
Remote Similarity	0.5851	NPC105991
Remote Similarity	0.5849	NPC78041
Remote Similarity	0.5849	NPC159178
Remote Similarity	0.5849	NPC471307
Remote Similarity	0.5849	NPC121872
Remote Similarity	0.5849	NPC209764
Remote Similarity	0.5849	NPC74936
Remote Similarity	0.5849	NPC141139
Remote Similarity	0.5847	NPC475013
Remote Similarity	0.5842	NPC121478
Remote Similarity	0.5842	NPC73637
Remote Similarity	0.5826	NPC45033
Remote Similarity	0.5825	NPC475710
Remote Similarity	0.5824	NPC264470
Remote Similarity	0.5818	NPC311242
Remote Similarity	0.5816	NPC179726
Remote Similarity	0.5812	NPC65855
Remote Similarity	0.5812	NPC292758
Remote Similarity	0.5806	NPC302169
Remote Similarity	0.5804	NPC11466
Remote Similarity	0.58	NPC50063
Remote Similarity	0.5789	NPC121708
Remote Similarity	0.5789	NPC125144
Remote Similarity	0.5784	NPC125549
Remote Similarity	0.578	NPC108339
Remote Similarity	0.5755	NPC313850
Remote Similarity	0.575	NPC476048
Remote Similarity	0.5727	NPC471320
Remote Similarity	0.5727	NPC471319
Remote Similarity	0.5714	NPC69057
Remote Similarity	0.5714	NPC471638
Remote Similarity	0.5714	NPC275104
Remote Similarity	0.5688	NPC474974
Remote Similarity	0.5688	NPC322040
Remote Similarity	0.5688	NPC471309
Remote Similarity	0.5686	NPC475199
Remote Similarity	0.5686	NPC283012
Remote Similarity	0.5676	NPC33168
Remote Similarity	0.5676	NPC472258
Remote Similarity	0.5673	NPC99482
Remote Similarity	0.566	NPC262393
Remote Similarity	0.5648	NPC245259
Remote Similarity	0.5644	NPC477703
Remote Similarity	0.5644	NPC95868
Remote Similarity	0.5638	NPC311343
Remote Similarity	0.5636	NPC58674
Remote Similarity	0.5636	NPC303045
Remote Similarity	0.5636	NPC161972
Remote Similarity	0.5636	NPC256452
Remote Similarity	0.5631	NPC477770
Remote Similarity	0.5625	NPC470796
Remote Similarity	0.5625	NPC322598
Remote Similarity	0.5625	NPC74458
Remote Similarity	0.5612	NPC189371
Remote Similarity	0.5607	NPC176858

Drug Structure

NPD4728 OpenBabel08211705272D 24 25 0 0 1 0 0 0 0 0999 V2000 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 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 1.7321 0.0000 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 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 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 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 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 1.5000 0.0000 C 0 0 3 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 -0.8660 -0.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 22 1 0 0 0 0 3 22 1 0 0 0 0 4 5 1 0 0 0 0 5 16 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 10 2 0 0 0 0 9 18 2 0 0 0 0 10 18 1 0 0 0 0 11 13 1 0 0 0 0 11 19 2 0 0 0 0 12 14 2 0 0 0 0 12 19 1 0 0 0 0 13 20 2 0 0 0 0 14 20 1 0 0 0 0 15 17 1 0 0 0 0 15 22 1 0 0 0 0 16 23 1 0 0 0 0 17 24 1 0 0 0 0 18 21 1 0 0 0 0 19 21 1 0 0 0 0 20 23 1 0 0 0 0 21 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB09014
ChEMBL	CHEMBL2110809
IUPHAR/BPS
PharmaGKB
KEGG Drug	D07316
PubChem CID
ChEBI	135521
CAS Number	486-17-9

Drug Properties

Molecular Weight	359.17
ALogP	0.8587
MLogP	3.44
XLogP	7.743
HDA	1
HBD	0
Rotatable Bonds	13
TPSA	53.84
RO5 Violation	1