NPASS drugs

Drug Information

Drug ID:	NPD4180
Drug Name:	Tamsulosin
Molecular Formula:	C20H28N2O5S
Canonical SMILES:	CCOc1ccccc1OCCN[C@@H](Cc1ccc(c(c1)S(=O)(=O)N)OC)C
Standard InCHI:	InChI=1S/C20H28N2O5S/c1-4-26-17-7-5-6-8-18(17)27-12-11-22-15(2)13-16-9-10-19(25-3)20(14-16)28(21,23)24/h5-10,14-15,22H,4,11-13H2,1-3H3,(H2,21,23,24)/t15-/m1/s1
Standard InCHIKey:	DRHKJLXJIQTDTD-OAHLLOKOSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4180

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	167
0.1-0.2	1435
0.2-0.3	9144
0.3-0.4	4519
0.4-0.5	7018
0.5-0.6	7343
0.6-0.7	1229
0.7-0.8	33
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	2

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
High Similarity	1.0	NPC206372
High Similarity	1.0	NPC203424
Intermediate Similarity	0.7517	NPC320242
Intermediate Similarity	0.7432	NPC298486
Intermediate Similarity	0.7405	NPC323204
Intermediate Similarity	0.7383	NPC328267
Intermediate Similarity	0.7343	NPC26524
Intermediate Similarity	0.7338	NPC307123
Intermediate Similarity	0.7338	NPC247018
Intermediate Similarity	0.7338	NPC97870
Intermediate Similarity	0.7337	NPC314725
Intermediate Similarity	0.7337	NPC313375
Intermediate Similarity	0.7285	NPC136112
Intermediate Similarity	0.7285	NPC141739
Intermediate Similarity	0.7226	NPC118419
Intermediate Similarity	0.7215	NPC231163
Intermediate Similarity	0.7215	NPC318591
Intermediate Similarity	0.7197	NPC11147
Intermediate Similarity	0.7188	NPC204546
Intermediate Similarity	0.7143	NPC120075
Intermediate Similarity	0.7125	NPC212850
Intermediate Similarity	0.7125	NPC189724
Intermediate Similarity	0.7125	NPC83289
Intermediate Similarity	0.7125	NPC59661
Intermediate Similarity	0.7107	NPC253429
Intermediate Similarity	0.7101	NPC131440
Intermediate Similarity	0.7093	NPC475393
Intermediate Similarity	0.7078	NPC172403
Intermediate Similarity	0.7048	NPC60538
Intermediate Similarity	0.7048	NPC207824
Intermediate Similarity	0.7044	NPC231884
Intermediate Similarity	0.7044	NPC167944
Intermediate Similarity	0.7044	NPC42793
Intermediate Similarity	0.702	NPC211992
Intermediate Similarity	0.7	NPC193528
Remote Similarity	0.6993	NPC97811
Remote Similarity	0.6987	NPC262641
Remote Similarity	0.6977	NPC158900
Remote Similarity	0.6975	NPC213206
Remote Similarity	0.6975	NPC328750
Remote Similarity	0.6975	NPC474915
Remote Similarity	0.6975	NPC188163
Remote Similarity	0.697	NPC474649
Remote Similarity	0.697	NPC474652
Remote Similarity	0.6964	NPC277669
Remote Similarity	0.6964	NPC76213
Remote Similarity	0.6962	NPC160692
Remote Similarity	0.6951	NPC247298
Remote Similarity	0.6941	NPC80129
Remote Similarity	0.6941	NPC187022
Remote Similarity	0.6937	NPC307682
Remote Similarity	0.6936	NPC94292
Remote Similarity	0.6928	NPC277857
Remote Similarity	0.6928	NPC115144
Remote Similarity	0.6928	NPC255253
Remote Similarity	0.6914	NPC314682
Remote Similarity	0.6903	NPC301713
Remote Similarity	0.6887	NPC263835
Remote Similarity	0.6882	NPC2295
Remote Similarity	0.6882	NPC477564
Remote Similarity	0.6882	NPC233926
Remote Similarity	0.6867	NPC245974
Remote Similarity	0.6859	NPC291847
Remote Similarity	0.6854	NPC108434
Remote Similarity	0.6854	NPC475215
Remote Similarity	0.6852	NPC299583
Remote Similarity	0.6835	NPC114102
Remote Similarity	0.6818	NPC140359
Remote Similarity	0.6818	NPC13020
Remote Similarity	0.6807	NPC110337
Remote Similarity	0.6805	NPC13397
Remote Similarity	0.6805	NPC47672
Remote Similarity	0.6802	NPC247639
Remote Similarity	0.6802	NPC126519
Remote Similarity	0.6802	NPC170503
Remote Similarity	0.6802	NPC160931
Remote Similarity	0.6802	NPC25084
Remote Similarity	0.6802	NPC37205
Remote Similarity	0.6802	NPC203784
Remote Similarity	0.6792	NPC214869
Remote Similarity	0.679	NPC312770
Remote Similarity	0.679	NPC160607
Remote Similarity	0.679	NPC41473
Remote Similarity	0.679	NPC14600
Remote Similarity	0.679	NPC204848
Remote Similarity	0.6788	NPC136860
Remote Similarity	0.6788	NPC476567
Remote Similarity	0.6788	NPC128019
Remote Similarity	0.6783	NPC42383
Remote Similarity	0.6774	NPC105513
Remote Similarity	0.6772	NPC52029
Remote Similarity	0.6772	NPC35961
Remote Similarity	0.6772	NPC195749
Remote Similarity	0.677	NPC475828
Remote Similarity	0.6766	NPC473934
Remote Similarity	0.6747	NPC294249
Remote Similarity	0.6742	NPC130921
Remote Similarity	0.673	NPC329595
Remote Similarity	0.673	NPC326599
Remote Similarity	0.6727	NPC475698
Remote Similarity	0.6726	NPC476144
Remote Similarity	0.6726	NPC16107
Remote Similarity	0.6726	NPC210437
Remote Similarity	0.6726	NPC51957
Remote Similarity	0.6726	NPC106295
Remote Similarity	0.6725	NPC114124
Remote Similarity	0.6712	NPC24777
Remote Similarity	0.671	NPC211218
Remote Similarity	0.6709	NPC155838
Remote Similarity	0.6707	NPC185838
Remote Similarity	0.6687	NPC474553
Remote Similarity	0.6687	NPC274732
Remote Similarity	0.6687	NPC471953
Remote Similarity	0.6686	NPC7467
Remote Similarity	0.6686	NPC246587
Remote Similarity	0.6686	NPC156311
Remote Similarity	0.6686	NPC135538
Remote Similarity	0.6686	NPC428
Remote Similarity	0.6686	NPC296858
Remote Similarity	0.6686	NPC147390
Remote Similarity	0.6686	NPC475959
Remote Similarity	0.6686	NPC24233
Remote Similarity	0.6686	NPC292003
Remote Similarity	0.6686	NPC476571
Remote Similarity	0.6667	NPC321133
Remote Similarity	0.6667	NPC177023
Remote Similarity	0.6667	NPC121275
Remote Similarity	0.6667	NPC475479
Remote Similarity	0.6667	NPC243454
Remote Similarity	0.6667	NPC284183
Remote Similarity	0.6667	NPC4138
Remote Similarity	0.6667	NPC160193
Remote Similarity	0.6646	NPC251571
Remote Similarity	0.6646	NPC186898
Remote Similarity	0.6645	NPC261661
Remote Similarity	0.6645	NPC71090
Remote Similarity	0.6644	NPC165106
Remote Similarity	0.663	NPC239584
Remote Similarity	0.6629	NPC329640
Remote Similarity	0.6628	NPC28414
Remote Similarity	0.6628	NPC298924
Remote Similarity	0.6627	NPC144863
Remote Similarity	0.6627	NPC179825
Remote Similarity	0.6627	NPC321505
Remote Similarity	0.6627	NPC90844
Remote Similarity	0.6627	NPC191376
Remote Similarity	0.6627	NPC476151
Remote Similarity	0.6627	NPC253883
Remote Similarity	0.6627	NPC95075
Remote Similarity	0.6623	NPC318357
Remote Similarity	0.6623	NPC472596
Remote Similarity	0.6623	NPC81067
Remote Similarity	0.6623	NPC9341
Remote Similarity	0.6622	NPC21890
Remote Similarity	0.6611	NPC164608
Remote Similarity	0.661	NPC124433
Remote Similarity	0.661	NPC293871
Remote Similarity	0.6609	NPC323443
Remote Similarity	0.6609	NPC180756
Remote Similarity	0.6607	NPC189908
Remote Similarity	0.6606	NPC477838
Remote Similarity	0.6606	NPC477837
Remote Similarity	0.6603	NPC217277
Remote Similarity	0.6603	NPC279379
Remote Similarity	0.6601	NPC43275
Remote Similarity	0.659	NPC291583
Remote Similarity	0.659	NPC191200
Remote Similarity	0.6588	NPC470935
Remote Similarity	0.6588	NPC471032
Remote Similarity	0.6584	NPC470392
Remote Similarity	0.6576	NPC267408
Remote Similarity	0.6575	NPC258171
Remote Similarity	0.6575	NPC186469
Remote Similarity	0.6573	NPC208280
Remote Similarity	0.6566	NPC66518
Remote Similarity	0.6564	NPC237227
Remote Similarity	0.6561	NPC109822
Remote Similarity	0.6561	NPC95733
Remote Similarity	0.6561	NPC48990
Remote Similarity	0.6561	NPC114901
Remote Similarity	0.6561	NPC94276
Remote Similarity	0.6561	NPC62101
Remote Similarity	0.6561	NPC293701
Remote Similarity	0.6556	NPC473264
Remote Similarity	0.6556	NPC475815
Remote Similarity	0.6556	NPC47194
Remote Similarity	0.655	NPC92541
Remote Similarity	0.655	NPC219162
Remote Similarity	0.655	NPC103379
Remote Similarity	0.655	NPC182119
Remote Similarity	0.655	NPC477565
Remote Similarity	0.6541	NPC153990
Remote Similarity	0.6536	NPC268503
Remote Similarity	0.6536	NPC81247
Remote Similarity	0.6536	NPC240841
Remote Similarity	0.6536	NPC42549
Remote Similarity	0.6536	NPC317272
Remote Similarity	0.6536	NPC304659
Remote Similarity	0.6536	NPC474040
Remote Similarity	0.6536	NPC474214

Drug Structure

NPD4180 OpenBabel08211704332D 31 32 0 0 1 0 0 0 0 0999 V2000 10.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 1.7321 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0000 1.7321 0.0000 O 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 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 3 25 1 0 0 0 0 4 26 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 17 2 0 0 0 0 8 18 2 0 0 0 0 9 10 2 0 0 0 0 9 16 1 0 0 0 0 10 19 1 0 0 0 0 11 12 1 0 0 0 0 11 22 1 0 0 0 0 12 27 1 0 0 0 0 13 15 1 0 0 0 0 13 16 1 0 0 0 0 14 16 2 0 0 0 0 14 20 1 0 0 0 0 15 2 1 1 0 0 0 15 22 1 0 0 0 0 17 18 1 0 0 0 0 17 26 1 0 0 0 0 18 27 1 0 0 0 0 19 20 2 0 0 0 0 19 25 1 0 0 0 0 20 28 1 0 0 0 0 21 28 1 0 0 0 0 21 29 1 0 0 0 0 21 30 1 0 0 0 0 22 31 1 0 0 0 0 23 28 2 0 0 0 0 24 28 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000086
DrugBank	DB00706
ChEMBL	CHEMBL836
IUPHAR/BPS	488
PharmaGKB	PA451583
KEGG Drug
PubChem CID	129211
ChEBI	9398
CAS Number	106133-20-4

Drug Properties

Molecular Weight	408.17
ALogP	-1.2777
MLogP	2.78
XLogP	2.678
HDA	4
HBD	2
Rotatable Bonds	15
TPSA	108.26
RO5 Violation	1