NPASS drugs

Drug Information

Drug ID:	NPD3456
Drug Name:	Dothiepin Hydrochloride
Molecular Formula:	C19H21NS.ClH
Canonical SMILES:	CN(CC/C=C1/c2ccccc2SCc2c1cccc2)C.Cl
Standard InCHI:	InChI=1S/C19H21NS.ClH/c1-20(2)13-7-11-17-16-9-4-3-8-15(16)14-21-19-12-6-5-10-18(17)19;/h3-6,8-12H,7,13-14H2,1-2H3;1H/b17-11+;
Standard InCHIKey:	XUPZAARQDNSRJB-SJDTYFKWSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3456

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	343
0.1-0.2	2397
0.2-0.3	9978
0.3-0.4	14103
0.4-0.5	3592
0.5-0.6	375
0.6-0.7	98
0.7-0.8	4
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	0.7579	NPC133162
Intermediate Similarity	0.7245	NPC148231
Intermediate Similarity	0.7191	NPC5324
Intermediate Similarity	0.7059	NPC470926
Remote Similarity	0.6778	NPC52330
Remote Similarity	0.6768	NPC104070
Remote Similarity	0.6768	NPC474088
Remote Similarity	0.6735	NPC231986
Remote Similarity	0.6667	NPC36440
Remote Similarity	0.6667	NPC473661
Remote Similarity	0.6633	NPC475289
Remote Similarity	0.6633	NPC475573
Remote Similarity	0.663	NPC246822
Remote Similarity	0.663	NPC139416
Remote Similarity	0.663	NPC213570
Remote Similarity	0.6629	NPC22627
Remote Similarity	0.6596	NPC212463
Remote Similarity	0.6596	NPC54269
Remote Similarity	0.6562	NPC271642
Remote Similarity	0.6556	NPC291066
Remote Similarity	0.6556	NPC155172
Remote Similarity	0.6542	NPC329430
Remote Similarity	0.6517	NPC22786
Remote Similarity	0.6517	NPC71009
Remote Similarity	0.6505	NPC53492
Remote Similarity	0.6505	NPC60408
Remote Similarity	0.6489	NPC39799
Remote Similarity	0.6489	NPC280135
Remote Similarity	0.6489	NPC135433
Remote Similarity	0.6489	NPC226999
Remote Similarity	0.6489	NPC158028
Remote Similarity	0.6489	NPC1008
Remote Similarity	0.6489	NPC193578
Remote Similarity	0.6489	NPC87099
Remote Similarity	0.6486	NPC239854
Remote Similarity	0.6458	NPC98976
Remote Similarity	0.6444	NPC113670
Remote Similarity	0.6421	NPC244738
Remote Similarity	0.6413	NPC267443
Remote Similarity	0.6404	NPC238023
Remote Similarity	0.6404	NPC210849
Remote Similarity	0.6404	NPC310758
Remote Similarity	0.6404	NPC246588
Remote Similarity	0.6392	NPC139658
Remote Similarity	0.6383	NPC251490
Remote Similarity	0.6383	NPC72670
Remote Similarity	0.6383	NPC263385
Remote Similarity	0.6373	NPC169016
Remote Similarity	0.6364	NPC159661
Remote Similarity	0.6327	NPC3190
Remote Similarity	0.6327	NPC249018
Remote Similarity	0.63	NPC315216
Remote Similarity	0.6289	NPC307195
Remote Similarity	0.6277	NPC200936
Remote Similarity	0.625	NPC258046
Remote Similarity	0.625	NPC1901
Remote Similarity	0.625	NPC474582
Remote Similarity	0.6237	NPC6107
Remote Similarity	0.6224	NPC302129
Remote Similarity	0.6224	NPC110264
Remote Similarity	0.6222	NPC135924
Remote Similarity	0.6222	NPC45255
Remote Similarity	0.6196	NPC32312
Remote Similarity	0.6196	NPC198023
Remote Similarity	0.6186	NPC96835
Remote Similarity	0.6186	NPC258492
Remote Similarity	0.618	NPC36357
Remote Similarity	0.618	NPC114327
Remote Similarity	0.6154	NPC29680
Remote Similarity	0.6154	NPC66517
Remote Similarity	0.6129	NPC289915
Remote Similarity	0.6129	NPC113837
Remote Similarity	0.6129	NPC178527
Remote Similarity	0.6122	NPC276699
Remote Similarity	0.6117	NPC119677
Remote Similarity	0.6105	NPC473206
Remote Similarity	0.61	NPC66270
Remote Similarity	0.61	NPC245896
Remote Similarity	0.61	NPC255345
Remote Similarity	0.61	NPC12857
Remote Similarity	0.6095	NPC203076
Remote Similarity	0.6087	NPC45756
Remote Similarity	0.6087	NPC88566
Remote Similarity	0.6087	NPC21211
Remote Similarity	0.6067	NPC300345
Remote Similarity	0.6067	NPC212114
Remote Similarity	0.6067	NPC120441
Remote Similarity	0.6067	NPC65873
Remote Similarity	0.6044	NPC248705
Remote Similarity	0.6044	NPC150196
Remote Similarity	0.6044	NPC54368
Remote Similarity	0.6042	NPC229235
Remote Similarity	0.6034	NPC474695
Remote Similarity	0.602	NPC113000
Remote Similarity	0.602	NPC299134
Remote Similarity	0.602	NPC122327
Remote Similarity	0.602	NPC112609
Remote Similarity	0.6019	NPC14326
Remote Similarity	0.6	NPC71140
Remote Similarity	0.6	NPC22760
Remote Similarity	0.6	NPC322040
Remote Similarity	0.6	NPC290638
Remote Similarity	0.598	NPC50063
Remote Similarity	0.5978	NPC200745
Remote Similarity	0.5965	NPC316797
Remote Similarity	0.5955	NPC269586
Remote Similarity	0.5955	NPC198841
Remote Similarity	0.5948	NPC469974
Remote Similarity	0.5938	NPC297358
Remote Similarity	0.5934	NPC147062
Remote Similarity	0.5914	NPC50266
Remote Similarity	0.5909	NPC473417
Remote Similarity	0.5897	NPC167336
Remote Similarity	0.5893	NPC317400
Remote Similarity	0.5888	NPC17497
Remote Similarity	0.5888	NPC305602
Remote Similarity	0.5872	NPC172128
Remote Similarity	0.5856	NPC300455
Remote Similarity	0.5851	NPC264470
Remote Similarity	0.5849	NPC3210
Remote Similarity	0.5843	NPC149436
Remote Similarity	0.5843	NPC277704
Remote Similarity	0.5842	NPC325662
Remote Similarity	0.5842	NPC98269
Remote Similarity	0.5842	NPC9796
Remote Similarity	0.5824	NPC64270
Remote Similarity	0.5824	NPC8235
Remote Similarity	0.5789	NPC120203
Remote Similarity	0.5776	NPC291610
Remote Similarity	0.5769	NPC242628
Remote Similarity	0.5763	NPC473418
Remote Similarity	0.5763	NPC474559
Remote Similarity	0.5761	NPC169110
Remote Similarity	0.5755	NPC95429
Remote Similarity	0.5741	NPC473031
Remote Similarity	0.5738	NPC475013
Remote Similarity	0.5728	NPC8981
Remote Similarity	0.5728	NPC272260
Remote Similarity	0.5727	NPC166487
Remote Similarity	0.5714	NPC45033
Remote Similarity	0.5714	NPC469807
Remote Similarity	0.5714	NPC219246
Remote Similarity	0.5702	NPC65855
Remote Similarity	0.5702	NPC292758
Remote Similarity	0.569	NPC11466
Remote Similarity	0.5688	NPC12429
Remote Similarity	0.5673	NPC184030
Remote Similarity	0.5673	NPC195713
Remote Similarity	0.5673	NPC164449
Remote Similarity	0.567	NPC181786
Remote Similarity	0.5664	NPC108339
Remote Similarity	0.5645	NPC476048
Remote Similarity	0.5636	NPC470877
Remote Similarity	0.5636	NPC298115
Remote Similarity	0.5614	NPC471320
Remote Similarity	0.5614	NPC471319
Remote Similarity	0.5607	NPC267704
Remote Similarity	0.56	NPC246904

Drug Structure

NPD3456 OpenBabel08211703112D 22 23 0 0 0 0 0 0 0 0999 V2000 6.5586 -2.1551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0480 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9832 -5.6378 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9832 -4.6378 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9339 -3.4853 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -4.3863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6474 -2.7446 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1172 -6.1378 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1172 -4.1378 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9311 -3.4106 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6919 -3.0394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0633 -5.2125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8700 -1.7697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4693 -6.2613 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2512 -5.6378 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2512 -4.6378 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4693 -4.0143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4944 -4.2368 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0605 -5.1378 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8255 -1.4749 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4944 -6.0388 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -1.8747 -1.3229 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 20 1 0 0 0 0 3 4 2 0 0 0 0 3 8 1 0 0 0 0 4 9 1 0 0 0 0 5 6 2 0 0 0 0 5 10 1 0 0 0 0 6 12 1 0 0 0 0 7 11 1 0 0 0 0 7 13 1 0 0 0 0 8 15 2 0 0 0 0 9 16 2 0 0 0 0 10 18 2 0 0 0 0 11 17 2 0 0 0 0 12 19 2 0 0 0 0 13 20 1 0 0 0 0 14 15 1 0 0 0 0 14 21 1 0 0 0 0 15 16 1 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 18 19 1 0 0 0 0 19 21 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	295.14
ALogP	0.8158
MLogP	3.33
XLogP	5.851
HDA	1
HBD	0
Rotatable Bonds	5
TPSA	28.54
RO5 Violation	1