NPASS drugs

Drug Information

Drug ID:	NPD4475
Drug Name:	Dapoxetine
Molecular Formula:	C21H23NO
Canonical SMILES:	CN([C@H](c1ccccc1)CCOc1cccc2c1cccc2)C
Standard InCHI:	InChI=1S/C21H23NO/c1-22(2)20(18-10-4-3-5-11-18)15-16-23-21-14-8-12-17-9-6-7-13-19(17)21/h3-14,20H,15-16H2,1-2H3/t20-/m0/s1
Standard InCHIKey:	USRHYDPUVLEVMC-FQEVSTJZSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4475

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	184
0.1-0.2	1283
0.2-0.3	4355
0.3-0.4	8298
0.4-0.5	3485
0.5-0.6	9673
0.6-0.7	3169
0.7-0.8	423
0.8-0.85	20
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	0.8286	NPC470925
Intermediate Similarity	0.8085	NPC314682
Intermediate Similarity	0.8071	NPC318591
Intermediate Similarity	0.8071	NPC231163
Intermediate Similarity	0.8069	NPC16107
Intermediate Similarity	0.8069	NPC210437
Intermediate Similarity	0.8069	NPC90844
Intermediate Similarity	0.8069	NPC476151
Intermediate Similarity	0.8069	NPC144863
Intermediate Similarity	0.8069	NPC95075
Intermediate Similarity	0.8069	NPC253883
Intermediate Similarity	0.8069	NPC476144
Intermediate Similarity	0.8069	NPC106295
Intermediate Similarity	0.8069	NPC51957
Intermediate Similarity	0.8054	NPC123323
Intermediate Similarity	0.8028	NPC474915
Intermediate Similarity	0.8028	NPC328750
Intermediate Similarity	0.8028	NPC213206
Intermediate Similarity	0.8028	NPC188163
Intermediate Similarity	0.8014	NPC7467
Intermediate Similarity	0.7973	NPC326316
Intermediate Similarity	0.7973	NPC81733
Intermediate Similarity	0.7959	NPC103379
Intermediate Similarity	0.7959	NPC219162
Intermediate Similarity	0.7959	NPC92541
Intermediate Similarity	0.7959	NPC477565
Intermediate Similarity	0.7914	NPC325568
Intermediate Similarity	0.7895	NPC221864
Intermediate Similarity	0.7881	NPC25084
Intermediate Similarity	0.7881	NPC29647
Intermediate Similarity	0.7881	NPC247639
Intermediate Similarity	0.7843	NPC205255
Intermediate Similarity	0.7843	NPC235143
Intermediate Similarity	0.7843	NPC271388
Intermediate Similarity	0.7843	NPC119649
Intermediate Similarity	0.7843	NPC230956
Intermediate Similarity	0.7829	NPC79328
Intermediate Similarity	0.7815	NPC244112
Intermediate Similarity	0.781	NPC172403
Intermediate Similarity	0.7808	NPC185838
Intermediate Similarity	0.78	NPC26601
Intermediate Similarity	0.7793	NPC476567
Intermediate Similarity	0.7793	NPC128019
Intermediate Similarity	0.7793	NPC136860
Intermediate Similarity	0.7792	NPC79402
Intermediate Similarity	0.7792	NPC80759
Intermediate Similarity	0.7778	NPC217277
Intermediate Similarity	0.7778	NPC7393
Intermediate Similarity	0.777	NPC130941
Intermediate Similarity	0.7744	NPC321133
Intermediate Similarity	0.7714	NPC118419
Intermediate Similarity	0.7712	NPC476572
Intermediate Similarity	0.7704	NPC471314
Intermediate Similarity	0.7704	NPC471315
Intermediate Similarity	0.7703	NPC191376
Intermediate Similarity	0.7703	NPC179825
Intermediate Similarity	0.7703	NPC321505
Intermediate Similarity	0.7698	NPC160193
Intermediate Similarity	0.7697	NPC172765
Intermediate Similarity	0.7697	NPC76079
Intermediate Similarity	0.7697	NPC207757
Intermediate Similarity	0.7697	NPC54379
Intermediate Similarity	0.7697	NPC110416
Intermediate Similarity	0.7697	NPC276588
Intermediate Similarity	0.7697	NPC2413
Intermediate Similarity	0.7697	NPC99659
Intermediate Similarity	0.7697	NPC5238
Intermediate Similarity	0.7697	NPC127674
Intermediate Similarity	0.7697	NPC249797
Intermediate Similarity	0.7697	NPC325871
Intermediate Similarity	0.7697	NPC39701
Intermediate Similarity	0.7697	NPC295691
Intermediate Similarity	0.7697	NPC216459
Intermediate Similarity	0.7697	NPC41178
Intermediate Similarity	0.7697	NPC189266
Intermediate Similarity	0.7697	NPC138487
Intermediate Similarity	0.7697	NPC193949
Intermediate Similarity	0.7697	NPC469817
Intermediate Similarity	0.7697	NPC204828
Intermediate Similarity	0.7697	NPC278799
Intermediate Similarity	0.7697	NPC184026
Intermediate Similarity	0.7687	NPC145304
Intermediate Similarity	0.7687	NPC130926
Intermediate Similarity	0.7673	NPC227060
Intermediate Similarity	0.7673	NPC276890
Intermediate Similarity	0.7673	NPC317145
Intermediate Similarity	0.7673	NPC63646
Intermediate Similarity	0.7673	NPC76682
Intermediate Similarity	0.7673	NPC115284
Intermediate Similarity	0.7673	NPC317439
Intermediate Similarity	0.7673	NPC10908
Intermediate Similarity	0.7673	NPC198498
Intermediate Similarity	0.7652	NPC25648
Intermediate Similarity	0.7651	NPC246587
Intermediate Similarity	0.7651	NPC24233
Intermediate Similarity	0.7651	NPC147390
Intermediate Similarity	0.7651	NPC428
Intermediate Similarity	0.7651	NPC475959
Intermediate Similarity	0.7651	NPC135538
Intermediate Similarity	0.7651	NPC476571
Intermediate Similarity	0.7647	NPC146288
Intermediate Similarity	0.7647	NPC126519
Intermediate Similarity	0.7647	NPC203784
Intermediate Similarity	0.7647	NPC170503
Intermediate Similarity	0.7647	NPC328267
Intermediate Similarity	0.7647	NPC255253
Intermediate Similarity	0.7643	NPC195392
Intermediate Similarity	0.7632	NPC477564
Intermediate Similarity	0.7632	NPC2295
Intermediate Similarity	0.7628	NPC475393
Intermediate Similarity	0.7625	NPC129518
Intermediate Similarity	0.7625	NPC251580
Intermediate Similarity	0.7625	NPC41376
Intermediate Similarity	0.7625	NPC12424
Intermediate Similarity	0.7615	NPC26524
Intermediate Similarity	0.7613	NPC27410
Intermediate Similarity	0.7613	NPC232924
Intermediate Similarity	0.7613	NPC306902
Intermediate Similarity	0.7613	NPC166014
Intermediate Similarity	0.7613	NPC160298
Intermediate Similarity	0.7613	NPC477559
Intermediate Similarity	0.7613	NPC266753
Intermediate Similarity	0.7582	NPC93593
Intermediate Similarity	0.758	NPC209377
Intermediate Similarity	0.7564	NPC60186
Intermediate Similarity	0.7556	NPC212559
Intermediate Similarity	0.7552	NPC11147
Intermediate Similarity	0.7547	NPC204908
Intermediate Similarity	0.7547	NPC83198
Intermediate Similarity	0.7532	NPC180756
Intermediate Similarity	0.7532	NPC223077
Intermediate Similarity	0.7532	NPC250846
Intermediate Similarity	0.7532	NPC234392
Intermediate Similarity	0.7532	NPC42549
Intermediate Similarity	0.7532	NPC268503
Intermediate Similarity	0.7532	NPC317272
Intermediate Similarity	0.7532	NPC256012
Intermediate Similarity	0.7532	NPC31311
Intermediate Similarity	0.7532	NPC56887
Intermediate Similarity	0.7532	NPC240841
Intermediate Similarity	0.7532	NPC323443
Intermediate Similarity	0.7532	NPC193853
Intermediate Similarity	0.7531	NPC293093
Intermediate Similarity	0.7517	NPC473934
Intermediate Similarity	0.7516	NPC1229
Intermediate Similarity	0.7516	NPC233650
Intermediate Similarity	0.7484	NPC129603
Intermediate Similarity	0.7483	NPC211296
Intermediate Similarity	0.7483	NPC60538
Intermediate Similarity	0.7483	NPC207824
Intermediate Similarity	0.7481	NPC289330
Intermediate Similarity	0.7481	NPC471308
Intermediate Similarity	0.7481	NPC263835
Intermediate Similarity	0.7481	NPC53596
Intermediate Similarity	0.7481	NPC160120
Intermediate Similarity	0.7481	NPC17388
Intermediate Similarity	0.748	NPC326801
Intermediate Similarity	0.7468	NPC134858
Intermediate Similarity	0.7468	NPC225774
Intermediate Similarity	0.7468	NPC169743
Intermediate Similarity	0.7462	NPC21890
Intermediate Similarity	0.746	NPC241224
Intermediate Similarity	0.7448	NPC193528
Intermediate Similarity	0.7448	NPC253429
Intermediate Similarity	0.7439	NPC475479
Intermediate Similarity	0.7439	NPC243454
Intermediate Similarity	0.7434	NPC97221
Intermediate Similarity	0.7434	NPC220858
Intermediate Similarity	0.7434	NPC88249
Intermediate Similarity	0.7434	NPC151895
Intermediate Similarity	0.7434	NPC192768
Intermediate Similarity	0.7434	NPC274026
Intermediate Similarity	0.7421	NPC219341
Intermediate Similarity	0.7421	NPC476432
Intermediate Similarity	0.7421	NPC24264
Intermediate Similarity	0.7419	NPC186063
Intermediate Similarity	0.7407	NPC190783
Intermediate Similarity	0.7407	NPC232386
Intermediate Similarity	0.7407	NPC152680
Intermediate Similarity	0.7405	NPC324144
Intermediate Similarity	0.7394	NPC239584
Intermediate Similarity	0.7386	NPC76213
Intermediate Similarity	0.7386	NPC277669
Intermediate Similarity	0.7386	NPC476568
Intermediate Similarity	0.7383	NPC247298
Intermediate Similarity	0.7375	NPC298979
Intermediate Similarity	0.7375	NPC81218
Intermediate Similarity	0.7375	NPC158376
Intermediate Similarity	0.7375	NPC474931
Intermediate Similarity	0.7375	NPC145832
Intermediate Similarity	0.7375	NPC12053
Intermediate Similarity	0.7375	NPC117188
Intermediate Similarity	0.7375	NPC205421
Intermediate Similarity	0.7375	NPC150879
Intermediate Similarity	0.7375	NPC306555
Intermediate Similarity	0.7375	NPC210140
Intermediate Similarity	0.7375	NPC247389
Intermediate Similarity	0.7372	NPC40389
Intermediate Similarity	0.7372	NPC65490
Intermediate Similarity	0.7372	NPC148014

Drug Structure

NPD4475 OpenBabel08211705262D 23 25 0 0 1 0 0 0 0 0999 V2000 4.3301 1.5000 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 2.5981 -1.5000 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 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 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 -2.5981 0.5000 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 -0.0000 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 -0.8660 1.5000 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 1.7321 2.0000 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 -1.7321 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 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 1 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 3.4641 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 22 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 10 1 0 0 0 0 5 11 2 0 0 0 0 6 7 2 0 0 0 0 6 9 1 0 0 0 0 7 13 1 0 0 0 0 8 12 2 0 0 0 0 8 14 1 0 0 0 0 9 17 2 0 0 0 0 10 18 2 0 0 0 0 11 18 1 0 0 0 0 12 17 1 0 0 0 0 13 19 2 0 0 0 0 14 21 2 0 0 0 0 15 16 1 0 0 0 0 16 23 1 0 0 0 0 17 19 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 20 15 1 6 0 0 0 20 22 1 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003529
DrugBank	DB04884
ChEMBL	CHEMBL2110900
IUPHAR/BPS	7901
PharmaGKB
KEGG Drug	D03649
PubChem CID	71353
ChEBI	135962
CAS Number	119356-77-3

Drug Properties

Molecular Weight	305.18
ALogP	-0.2631
MLogP	3.55
XLogP	7.384
HDA	1
HBD	0
Rotatable Bonds	8
TPSA	12.47
RO5 Violation	1