NPASS drugs

Drug Information

Drug ID:	NPD3364
Drug Name:	Ecopipam
Molecular Formula:	C19H20ClNO
Canonical SMILES:	CN1CCc2c([C@@H]3[C@@H]1CCc1c3cccc1)cc(c(c2)Cl)O
Standard InCHI:	InChI=1S/C19H20ClNO/c1-21-9-8-13-10-16(20)18(22)11-15(13)19-14-5-3-2-4-12(14)6-7-17(19)21/h2-5,10-11,17,19,22H,6-9H2,1H3/t17-,19+/m0/s1
Standard InCHIKey:	DMJWENQHWZZWDF-PKOBYXMFSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3364

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	249
0.1-0.2	1432
0.2-0.3	6024
0.3-0.4	7379
0.4-0.5	10068
0.5-0.6	5025
0.6-0.7	697
0.7-0.8	13
0.8-0.85	3
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	0.8	NPC259665
Intermediate Similarity	0.8	NPC126859
Intermediate Similarity	0.8	NPC89769
Intermediate Similarity	0.7862	NPC268763
Intermediate Similarity	0.7862	NPC66177
Intermediate Similarity	0.7862	NPC8305
Intermediate Similarity	0.7808	NPC124802
Intermediate Similarity	0.7533	NPC149379
Intermediate Similarity	0.7152	NPC470925
Intermediate Similarity	0.7143	NPC325568
Intermediate Similarity	0.7095	NPC42644
Intermediate Similarity	0.7025	NPC219233
Intermediate Similarity	0.7025	NPC211468
Intermediate Similarity	0.7025	NPC170170
Intermediate Similarity	0.7	NPC131379
Intermediate Similarity	0.7	NPC307020
Remote Similarity	0.6981	NPC323123
Remote Similarity	0.6975	NPC185838
Remote Similarity	0.695	NPC146096
Remote Similarity	0.695	NPC11554
Remote Similarity	0.6944	NPC91452
Remote Similarity	0.6941	NPC166014
Remote Similarity	0.6941	NPC27410
Remote Similarity	0.689	NPC179825
Remote Similarity	0.689	NPC191376
Remote Similarity	0.689	NPC321505
Remote Similarity	0.686	NPC1229
Remote Similarity	0.6849	NPC244403
Remote Similarity	0.6848	NPC24233
Remote Similarity	0.6848	NPC147390
Remote Similarity	0.6848	NPC246587
Remote Similarity	0.6848	NPC476571
Remote Similarity	0.6848	NPC135538
Remote Similarity	0.6848	NPC428
Remote Similarity	0.6839	NPC185313
Remote Similarity	0.6795	NPC48909
Remote Similarity	0.6788	NPC476151
Remote Similarity	0.6763	NPC324144
Remote Similarity	0.6743	NPC145832
Remote Similarity	0.6743	NPC117188
Remote Similarity	0.6743	NPC158376
Remote Similarity	0.6743	NPC205421
Remote Similarity	0.6743	NPC474931
Remote Similarity	0.6743	NPC306555
Remote Similarity	0.6743	NPC12053
Remote Similarity	0.6743	NPC298979
Remote Similarity	0.6743	NPC81218
Remote Similarity	0.6726	NPC326316
Remote Similarity	0.6726	NPC81733
Remote Similarity	0.6724	NPC306843
Remote Similarity	0.6724	NPC136508
Remote Similarity	0.6724	NPC13504
Remote Similarity	0.6724	NPC253043
Remote Similarity	0.6724	NPC78222
Remote Similarity	0.6724	NPC212794
Remote Similarity	0.6724	NPC196447
Remote Similarity	0.6724	NPC477563
Remote Similarity	0.6724	NPC96603
Remote Similarity	0.6712	NPC715
Remote Similarity	0.6709	NPC139335
Remote Similarity	0.6707	NPC477565
Remote Similarity	0.6707	NPC103379
Remote Similarity	0.6707	NPC60538
Remote Similarity	0.6707	NPC207824
Remote Similarity	0.6691	NPC289381
Remote Similarity	0.6691	NPC155847
Remote Similarity	0.669	NPC322753
Remote Similarity	0.669	NPC95716
Remote Similarity	0.6686	NPC476573
Remote Similarity	0.6686	NPC81247
Remote Similarity	0.6686	NPC35627
Remote Similarity	0.6686	NPC221864
Remote Similarity	0.6667	NPC192768
Remote Similarity	0.6667	NPC151895
Remote Similarity	0.6667	NPC314682
Remote Similarity	0.6667	NPC220858
Remote Similarity	0.6667	NPC88249
Remote Similarity	0.6667	NPC97221
Remote Similarity	0.6667	NPC195922
Remote Similarity	0.6647	NPC271388
Remote Similarity	0.6647	NPC119649
Remote Similarity	0.6647	NPC205255
Remote Similarity	0.6647	NPC230956
Remote Similarity	0.6647	NPC235143
Remote Similarity	0.6646	NPC302171
Remote Similarity	0.6646	NPC193528
Remote Similarity	0.6646	NPC300020
Remote Similarity	0.6646	NPC33338
Remote Similarity	0.6644	NPC46940
Remote Similarity	0.6628	NPC79328
Remote Similarity	0.6627	NPC76213
Remote Similarity	0.6627	NPC277669
Remote Similarity	0.6626	NPC474915
Remote Similarity	0.6626	NPC188163
Remote Similarity	0.6626	NPC213206
Remote Similarity	0.6626	NPC328750
Remote Similarity	0.6624	NPC246991
Remote Similarity	0.6623	NPC321133
Remote Similarity	0.6621	NPC13482
Remote Similarity	0.6621	NPC141782
Remote Similarity	0.6609	NPC79402
Remote Similarity	0.6609	NPC80759
Remote Similarity	0.6608	NPC189266
Remote Similarity	0.6608	NPC276588
Remote Similarity	0.6608	NPC54379
Remote Similarity	0.6608	NPC5238
Remote Similarity	0.6608	NPC2413
Remote Similarity	0.6608	NPC204828
Remote Similarity	0.6608	NPC172765
Remote Similarity	0.6608	NPC39701
Remote Similarity	0.6608	NPC249797
Remote Similarity	0.6608	NPC184026
Remote Similarity	0.6608	NPC110416
Remote Similarity	0.6608	NPC295691
Remote Similarity	0.6608	NPC193949
Remote Similarity	0.6608	NPC278799
Remote Similarity	0.6608	NPC469817
Remote Similarity	0.6608	NPC207757
Remote Similarity	0.6608	NPC127674
Remote Similarity	0.6588	NPC26601
Remote Similarity	0.6577	NPC82963
Remote Similarity	0.6575	NPC260323
Remote Similarity	0.6575	NPC176279
Remote Similarity	0.6573	NPC271274
Remote Similarity	0.6573	NPC168753
Remote Similarity	0.6573	NPC118274
Remote Similarity	0.6552	NPC58865
Remote Similarity	0.6552	NPC226428
Remote Similarity	0.6538	NPC8058
Remote Similarity	0.6536	NPC239775
Remote Similarity	0.6534	NPC3375
Remote Similarity	0.6534	NPC255607
Remote Similarity	0.6533	NPC311737
Remote Similarity	0.6533	NPC38458
Remote Similarity	0.6532	NPC476572
Remote Similarity	0.6531	NPC250323
Remote Similarity	0.6528	NPC151477
Remote Similarity	0.6512	NPC325871
Remote Similarity	0.6512	NPC99659
Remote Similarity	0.6507	NPC474149
Remote Similarity	0.65	NPC192135
Remote Similarity	0.65	NPC477020
Remote Similarity	0.65	NPC66341
Remote Similarity	0.6497	NPC124657
Remote Similarity	0.6494	NPC470564
Remote Similarity	0.649	NPC85276
Remote Similarity	0.6484	NPC114364
Remote Similarity	0.6484	NPC320223
Remote Similarity	0.6483	NPC24101
Remote Similarity	0.6483	NPC96224
Remote Similarity	0.6481	NPC316906
Remote Similarity	0.648	NPC477562
Remote Similarity	0.648	NPC69712
Remote Similarity	0.648	NPC227778
Remote Similarity	0.648	NPC26240
Remote Similarity	0.6478	NPC257390
Remote Similarity	0.6478	NPC30390
Remote Similarity	0.6474	NPC29647
Remote Similarity	0.6474	NPC318965
Remote Similarity	0.6474	NPC170503
Remote Similarity	0.6474	NPC186063
Remote Similarity	0.6474	NPC203784
Remote Similarity	0.6474	NPC126519
Remote Similarity	0.6467	NPC474498
Remote Similarity	0.6464	NPC199465
Remote Similarity	0.6464	NPC229166
Remote Similarity	0.6464	NPC128560
Remote Similarity	0.6464	NPC329969
Remote Similarity	0.6457	NPC249274
Remote Similarity	0.6457	NPC477559
Remote Similarity	0.6457	NPC232924
Remote Similarity	0.6457	NPC205167
Remote Similarity	0.6457	NPC266753
Remote Similarity	0.6457	NPC306902
Remote Similarity	0.6457	NPC160298
Remote Similarity	0.6453	NPC2295
Remote Similarity	0.6453	NPC477564
Remote Similarity	0.645	NPC7467
Remote Similarity	0.6447	NPC268572
Remote Similarity	0.6446	NPC476567
Remote Similarity	0.6446	NPC136860
Remote Similarity	0.6446	NPC128019
Remote Similarity	0.6446	NPC297322
Remote Similarity	0.6443	NPC118202
Remote Similarity	0.6443	NPC268160
Remote Similarity	0.6441	NPC209377
Remote Similarity	0.6441	NPC134858
Remote Similarity	0.6438	NPC314187
Remote Similarity	0.6429	NPC32674
Remote Similarity	0.6425	NPC204908
Remote Similarity	0.6425	NPC83198
Remote Similarity	0.6424	NPC283468
Remote Similarity	0.6421	NPC473371
Remote Similarity	0.642	NPC11147
Remote Similarity	0.6417	NPC51047
Remote Similarity	0.6412	NPC219162
Remote Similarity	0.6412	NPC92541
Remote Similarity	0.6404	NPC56887
Remote Similarity	0.6404	NPC223077
Remote Similarity	0.6404	NPC250846

Drug Structure

NPD3364 OpenBabel08211703112D 23 26 0 0 1 0 0 0 0 0999 V2000 0.2225 0.9749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3799 -3.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5139 -3.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3799 -2.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6479 -3.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5139 -0.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6479 -0.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4088 -1.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9749 -0.2225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6551 -2.7575 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2948 -3.2026 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5139 -1.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9749 -2.0245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6479 -2.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.2470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3603 -3.7131 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7818 -0.6235 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3854 -3.9356 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7818 -1.6235 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.0405 -4.4461 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0907 -4.8912 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7708 -5.6242 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 12 2 0 0 0 0 5 14 2 0 0 0 0 6 7 1 0 0 0 0 6 12 1 0 0 0 0 8 9 1 0 0 0 0 8 13 1 0 0 0 0 9 21 1 0 0 0 0 10 13 2 0 0 0 0 10 16 1 0 0 0 0 11 15 2 0 0 0 0 11 18 1 0 0 0 0 12 14 1 0 0 0 0 13 15 1 0 0 0 0 15 19 1 0 0 0 0 16 18 2 0 0 0 0 16 20 1 0 0 0 0 17 7 1 1 0 0 0 17 19 1 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 19 14 1 6 0 0 0 22 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003148; DNC011616
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	107930
ChEBI
CAS Number

Drug Properties

Molecular Weight	313.12
ALogP	0.2598
MLogP	3.22
XLogP	5.102
HDA	1
HBD	1
Rotatable Bonds	3
TPSA	23.47
RO5 Violation	1