NPASS drugs

Drug Information

Drug ID:	NPD5938
Drug Name:	Naftopidil
Molecular Formula:	C24H28N2O3
Canonical SMILES:	COc1ccccc1N1CCN(CC1)CC(COc1cccc2c1cccc2)O
Standard InCHI:	InChI=1S/C24H28N2O3/c1-28-24-11-5-4-10-22(24)26-15-13-25(14-16-26)17-20(27)18-29-23-12-6-8-19-7-2-3-9-21(19)23/h2-12,20,27H,13-18H2,1H3
Standard InCHIKey:	HRRBJVNMSRJFHQ-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5938

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	229
0.1-0.2	1226
0.2-0.3	5550
0.3-0.4	7131
0.4-0.5	5329
0.5-0.6	9857
0.6-0.7	1422
0.7-0.8	146
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	0.774	NPC285941
Intermediate Similarity	0.7735	NPC33902
Intermediate Similarity	0.7735	NPC276674
Intermediate Similarity	0.7593	NPC231163
Intermediate Similarity	0.7593	NPC318591
Intermediate Similarity	0.7581	NPC78284
Intermediate Similarity	0.7554	NPC320088
Intermediate Similarity	0.7514	NPC190461
Intermediate Similarity	0.7432	NPC179704
Intermediate Similarity	0.7391	NPC249405
Intermediate Similarity	0.7386	NPC24954
Intermediate Similarity	0.7366	NPC477186
Intermediate Similarity	0.7345	NPC233650
Intermediate Similarity	0.7326	NPC474904
Intermediate Similarity	0.7318	NPC210140
Intermediate Similarity	0.7316	NPC162653
Intermediate Similarity	0.731	NPC477565
Intermediate Similarity	0.731	NPC103379
Intermediate Similarity	0.7303	NPC134858
Intermediate Similarity	0.7303	NPC169743
Intermediate Similarity	0.7302	NPC302001
Intermediate Similarity	0.7294	NPC476151
Intermediate Similarity	0.7268	NPC287588
Intermediate Similarity	0.7241	NPC315257
Intermediate Similarity	0.724	NPC17677
Intermediate Similarity	0.7234	NPC312531
Intermediate Similarity	0.7222	NPC150879
Intermediate Similarity	0.72	NPC127674
Intermediate Similarity	0.72	NPC278799
Intermediate Similarity	0.72	NPC184026
Intermediate Similarity	0.72	NPC5238
Intermediate Similarity	0.72	NPC469817
Intermediate Similarity	0.72	NPC207757
Intermediate Similarity	0.72	NPC54379
Intermediate Similarity	0.72	NPC2413
Intermediate Similarity	0.72	NPC276588
Intermediate Similarity	0.72	NPC204828
Intermediate Similarity	0.72	NPC93593
Intermediate Similarity	0.72	NPC249797
Intermediate Similarity	0.72	NPC110416
Intermediate Similarity	0.72	NPC189266
Intermediate Similarity	0.72	NPC295691
Intermediate Similarity	0.72	NPC172765
Intermediate Similarity	0.72	NPC193949
Intermediate Similarity	0.72	NPC39701
Intermediate Similarity	0.7193	NPC253883
Intermediate Similarity	0.7193	NPC476144
Intermediate Similarity	0.7193	NPC210437
Intermediate Similarity	0.7193	NPC16107
Intermediate Similarity	0.7193	NPC106295
Intermediate Similarity	0.7193	NPC90844
Intermediate Similarity	0.7193	NPC144863
Intermediate Similarity	0.7193	NPC95075
Intermediate Similarity	0.7193	NPC51957
Intermediate Similarity	0.7191	NPC60186
Intermediate Similarity	0.7184	NPC26601
Intermediate Similarity	0.7167	NPC42549
Intermediate Similarity	0.7167	NPC268503
Intermediate Similarity	0.7167	NPC250846
Intermediate Similarity	0.7167	NPC317272
Intermediate Similarity	0.7167	NPC240841
Intermediate Similarity	0.7167	NPC256012
Intermediate Similarity	0.7166	NPC262725
Intermediate Similarity	0.7159	NPC25084
Intermediate Similarity	0.7159	NPC247639
Intermediate Similarity	0.7151	NPC7467
Intermediate Similarity	0.7135	NPC27410
Intermediate Similarity	0.7135	NPC166014
Intermediate Similarity	0.7126	NPC326316
Intermediate Similarity	0.7126	NPC81733
Intermediate Similarity	0.711	NPC219162
Intermediate Similarity	0.711	NPC92541
Intermediate Similarity	0.7097	NPC126284
Intermediate Similarity	0.7093	NPC179825
Intermediate Similarity	0.7093	NPC321505
Intermediate Similarity	0.7093	NPC191376
Intermediate Similarity	0.7083	NPC314682
Intermediate Similarity	0.7079	NPC221864
Intermediate Similarity	0.7076	NPC185838
Intermediate Similarity	0.7074	NPC156576
Intermediate Similarity	0.7069	NPC274026
Intermediate Similarity	0.7065	NPC2314
Intermediate Similarity	0.7062	NPC29647
Intermediate Similarity	0.7052	NPC135538
Intermediate Similarity	0.7052	NPC246587
Intermediate Similarity	0.7052	NPC476571
Intermediate Similarity	0.7052	NPC428
Intermediate Similarity	0.7052	NPC24233
Intermediate Similarity	0.7052	NPC147390
Intermediate Similarity	0.7045	NPC477564
Intermediate Similarity	0.7045	NPC2295
Intermediate Similarity	0.7041	NPC474915
Intermediate Similarity	0.7041	NPC471489
Intermediate Similarity	0.7041	NPC188163
Intermediate Similarity	0.7041	NPC213206
Intermediate Similarity	0.7041	NPC470925
Intermediate Similarity	0.7041	NPC328750
Intermediate Similarity	0.7039	NPC235143
Intermediate Similarity	0.7039	NPC205255
Intermediate Similarity	0.7039	NPC230956
Intermediate Similarity	0.7039	NPC271388
Intermediate Similarity	0.7039	NPC119649
Intermediate Similarity	0.7022	NPC79328
Intermediate Similarity	0.7021	NPC222661
Intermediate Similarity	0.7021	NPC104196
Intermediate Similarity	0.7021	NPC182052
Intermediate Similarity	0.7021	NPC7715
Intermediate Similarity	0.7021	NPC290005
Intermediate Similarity	0.7021	NPC54654
Intermediate Similarity	0.7021	NPC217748
Intermediate Similarity	0.7021	NPC49075
Intermediate Similarity	0.7021	NPC15414
Intermediate Similarity	0.7021	NPC248642
Intermediate Similarity	0.7021	NPC229373
Intermediate Similarity	0.7021	NPC328155
Intermediate Similarity	0.7021	NPC8836
Intermediate Similarity	0.7021	NPC311973
Intermediate Similarity	0.7021	NPC42663
Intermediate Similarity	0.7021	NPC185639
Intermediate Similarity	0.7021	NPC290582
Intermediate Similarity	0.7021	NPC279228
Intermediate Similarity	0.7021	NPC181796
Intermediate Similarity	0.7021	NPC223690
Intermediate Similarity	0.7021	NPC251735
Intermediate Similarity	0.7021	NPC239824
Intermediate Similarity	0.7021	NPC285931
Intermediate Similarity	0.7021	NPC90998
Intermediate Similarity	0.7021	NPC271013
Intermediate Similarity	0.7021	NPC258657
Intermediate Similarity	0.702	NPC473422
Intermediate Similarity	0.7011	NPC10908
Intermediate Similarity	0.7011	NPC276890
Intermediate Similarity	0.7011	NPC198498
Intermediate Similarity	0.7011	NPC115284
Intermediate Similarity	0.7011	NPC227060
Intermediate Similarity	0.7011	NPC317439
Intermediate Similarity	0.7011	NPC76682
Intermediate Similarity	0.7011	NPC63646
Intermediate Similarity	0.7011	NPC317145
Intermediate Similarity	0.701	NPC472191
Intermediate Similarity	0.7006	NPC244112
Intermediate Similarity	0.7006	NPC123323
Intermediate Similarity	0.7005	NPC220961
Intermediate Similarity	0.7005	NPC311357
Intermediate Similarity	0.7	NPC80759
Intermediate Similarity	0.7	NPC79402
Remote Similarity	0.6995	NPC204908
Remote Similarity	0.6995	NPC83198
Remote Similarity	0.6989	NPC133011
Remote Similarity	0.6989	NPC82285
Remote Similarity	0.6984	NPC254441
Remote Similarity	0.6984	NPC274716
Remote Similarity	0.6984	NPC167116
Remote Similarity	0.6983	NPC92191
Remote Similarity	0.6983	NPC59028
Remote Similarity	0.6978	NPC195392
Remote Similarity	0.6977	NPC130926
Remote Similarity	0.6974	NPC23080
Remote Similarity	0.6974	NPC193906
Remote Similarity	0.6973	NPC41376
Remote Similarity	0.6973	NPC129518
Remote Similarity	0.6973	NPC251580
Remote Similarity	0.6973	NPC12424
Remote Similarity	0.6973	NPC477187
Remote Similarity	0.6971	NPC220858
Remote Similarity	0.6971	NPC97221
Remote Similarity	0.6971	NPC88249
Remote Similarity	0.6971	NPC192768
Remote Similarity	0.6971	NPC151895
Remote Similarity	0.6968	NPC286119
Remote Similarity	0.6966	NPC301163
Remote Similarity	0.6966	NPC186063
Remote Similarity	0.6966	NPC147091
Remote Similarity	0.6963	NPC275680
Remote Similarity	0.6963	NPC22115
Remote Similarity	0.6961	NPC475393
Remote Similarity	0.6961	NPC1229
Remote Similarity	0.6961	NPC324144
Remote Similarity	0.6959	NPC476567
Remote Similarity	0.6959	NPC136860
Remote Similarity	0.6959	NPC128019
Remote Similarity	0.6954	NPC130941
Remote Similarity	0.6947	NPC302245
Remote Similarity	0.6947	NPC16357
Remote Similarity	0.6947	NPC95426
Remote Similarity	0.694	NPC158376
Remote Similarity	0.694	NPC12053
Remote Similarity	0.694	NPC474931
Remote Similarity	0.694	NPC81218
Remote Similarity	0.694	NPC205421
Remote Similarity	0.694	NPC117188
Remote Similarity	0.694	NPC145832
Remote Similarity	0.694	NPC306555
Remote Similarity	0.6936	NPC245974
Remote Similarity	0.6931	NPC313886
Remote Similarity	0.6931	NPC30779
Remote Similarity	0.6927	NPC206900
Remote Similarity	0.6927	NPC129603
Remote Similarity	0.6927	NPC476572
Remote Similarity	0.6923	NPC232514

Drug Structure

NPD5938 OpenBabel08211708292D 30 33 0 0 1 0 0 0 0 0999 V2000 -0.8660 -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 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 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 -6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 3.5000 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 -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 -6.9282 2.0000 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 -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 -1.0000 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 -5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 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 -6.0622 1.5000 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 -3.4641 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 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 -6.0622 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 28 1 0 0 0 0 2 3 2 0 0 0 0 2 7 1 0 0 0 0 3 9 1 0 0 0 0 4 5 2 0 0 0 0 4 10 1 0 0 0 0 5 11 1 0 0 0 0 6 8 2 0 0 0 0 6 12 1 0 0 0 0 7 19 2 0 0 0 0 8 19 1 0 0 0 0 9 21 2 0 0 0 0 10 22 2 0 0 0 0 11 24 2 0 0 0 0 12 23 2 0 0 0 0 13 15 1 0 0 0 0 13 25 1 0 0 0 0 14 16 1 0 0 0 0 14 25 1 0 0 0 0 15 26 1 0 0 0 0 16 26 1 0 0 0 0 17 20 1 0 0 0 0 17 25 1 0 0 0 0 18 20 1 0 0 0 0 18 29 1 0 0 0 0 19 21 1 0 0 0 0 20 27 1 0 0 0 0 21 23 1 0 0 0 0 22 24 1 0 0 0 0 22 26 1 0 0 0 0 23 29 1 0 0 0 0 24 28 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004943
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	4418
ChEBI
CAS Number

Drug Properties

Molecular Weight	392.21
ALogP	-0.6206
MLogP	3.55
XLogP	4.94
HDA	3
HBD	1
Rotatable Bonds	9
TPSA	45.17
RO5 Violation	0