NPASS drugs

Drug Information

Drug ID:	NPD3985
Drug Name:	epanolol
Molecular Formula:	C20H23N3O4
Canonical SMILES:	N#Cc1ccccc1OCC(CNCCN=C(Cc1ccc(cc1)O)O)O
Standard InCHI:	InChI=1S/C20H23N3O4/c21-12-16-3-1-2-4-19(16)27-14-18(25)13-22-9-10-23-20(26)11-15-5-7-17(24)8-6-15/h1-8,18,22,24-25H,9-11,13-14H2,(H,23,26)
Standard InCHIKey:	YARKMNAWFIMDKV-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3985

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	149
0.1-0.2	985
0.2-0.3	4392
0.3-0.4	8832
0.4-0.5	4033
0.5-0.6	9109
0.6-0.7	3296
0.7-0.8	86
0.8-0.85	5
0.85-0.9	3
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
High Similarity	0.8582	NPC307123
High Similarity	0.8582	NPC247018
High Similarity	0.8582	NPC97870
Intermediate Similarity	0.8156	NPC320242
Intermediate Similarity	0.8156	NPC136112
Intermediate Similarity	0.8156	NPC141739
Intermediate Similarity	0.8041	NPC318591
Intermediate Similarity	0.8041	NPC231163
Intermediate Similarity	0.7582	NPC212850
Intermediate Similarity	0.7582	NPC189724
Intermediate Similarity	0.7582	NPC83289
Intermediate Similarity	0.7546	NPC22014
Intermediate Similarity	0.7517	NPC328267
Intermediate Similarity	0.7516	NPC245974
Intermediate Similarity	0.7483	NPC263835
Intermediate Similarity	0.7467	NPC471953
Intermediate Similarity	0.7466	NPC95733
Intermediate Similarity	0.7466	NPC62101
Intermediate Similarity	0.7451	NPC204848
Intermediate Similarity	0.7451	NPC14600
Intermediate Similarity	0.7451	NPC160607
Intermediate Similarity	0.7451	NPC41473
Intermediate Similarity	0.7451	NPC312770
Intermediate Similarity	0.7431	NPC83279
Intermediate Similarity	0.7419	NPC204546
Intermediate Similarity	0.7415	NPC29477
Intermediate Similarity	0.7413	NPC256369
Intermediate Similarity	0.7407	NPC233926
Intermediate Similarity	0.74	NPC114102
Intermediate Similarity	0.7389	NPC247298
Intermediate Similarity	0.7383	NPC271808
Intermediate Similarity	0.7358	NPC115144
Intermediate Similarity	0.7358	NPC277857
Intermediate Similarity	0.7355	NPC168861
Intermediate Similarity	0.7351	NPC274732
Intermediate Similarity	0.7329	NPC47672
Intermediate Similarity	0.7315	NPC186898
Intermediate Similarity	0.7301	NPC156311
Intermediate Similarity	0.7292	NPC43275
Intermediate Similarity	0.729	NPC299583
Intermediate Similarity	0.7279	NPC211218
Intermediate Similarity	0.7244	NPC477837
Intermediate Similarity	0.7244	NPC477838
Intermediate Similarity	0.7241	NPC41801
Intermediate Similarity	0.7237	NPC214869
Intermediate Similarity	0.7233	NPC313414
Intermediate Similarity	0.7219	NPC195749
Intermediate Similarity	0.7219	NPC52029
Intermediate Similarity	0.7219	NPC35961
Intermediate Similarity	0.7215	NPC178466
Intermediate Similarity	0.7215	NPC63628
Intermediate Similarity	0.7205	NPC470935
Intermediate Similarity	0.7205	NPC471032
Intermediate Similarity	0.72	NPC251571
Intermediate Similarity	0.7197	NPC323204
Intermediate Similarity	0.7195	NPC56635
Intermediate Similarity	0.7188	NPC132771
Intermediate Similarity	0.7152	NPC155838
Intermediate Similarity	0.7143	NPC254700
Intermediate Similarity	0.7143	NPC127389
Intermediate Similarity	0.7143	NPC290451
Intermediate Similarity	0.7133	NPC303370
Intermediate Similarity	0.7115	NPC214988
Intermediate Similarity	0.7114	NPC114901
Intermediate Similarity	0.7114	NPC293701
Intermediate Similarity	0.7114	NPC48990
Intermediate Similarity	0.7107	NPC78530
Intermediate Similarity	0.7099	NPC76412
Intermediate Similarity	0.7092	NPC166837
Intermediate Similarity	0.7089	NPC195814
Intermediate Similarity	0.7086	NPC198798
Intermediate Similarity	0.7075	NPC318357
Intermediate Similarity	0.7067	NPC278552
Intermediate Similarity	0.7067	NPC194519
Intermediate Similarity	0.7067	NPC207179
Intermediate Similarity	0.7067	NPC167571
Intermediate Similarity	0.7055	NPC163036
Intermediate Similarity	0.7048	NPC87363
Intermediate Similarity	0.7048	NPC150670
Intermediate Similarity	0.7039	NPC87224
Intermediate Similarity	0.7039	NPC222572
Intermediate Similarity	0.7034	NPC323948
Intermediate Similarity	0.7022	NPC276120
Intermediate Similarity	0.7021	NPC46844
Intermediate Similarity	0.702	NPC191037
Intermediate Similarity	0.702	NPC58607
Intermediate Similarity	0.702	NPC178284
Intermediate Similarity	0.702	NPC301713
Intermediate Similarity	0.7014	NPC10286
Intermediate Similarity	0.7014	NPC37302
Intermediate Similarity	0.7014	NPC213
Intermediate Similarity	0.7013	NPC103799
Intermediate Similarity	0.7	NPC94276
Intermediate Similarity	0.7	NPC109822
Remote Similarity	0.6988	NPC51543
Remote Similarity	0.6988	NPC477564
Remote Similarity	0.6988	NPC2295
Remote Similarity	0.698	NPC71090
Remote Similarity	0.6974	NPC153990
Remote Similarity	0.6974	NPC111247
Remote Similarity	0.6974	NPC147821
Remote Similarity	0.6974	NPC183181
Remote Similarity	0.6974	NPC319625
Remote Similarity	0.6974	NPC292056
Remote Similarity	0.6974	NPC163332
Remote Similarity	0.6974	NPC41706
Remote Similarity	0.6974	NPC118787
Remote Similarity	0.697	NPC476268
Remote Similarity	0.6968	NPC267237
Remote Similarity	0.6966	NPC138083
Remote Similarity	0.6959	NPC470936
Remote Similarity	0.6959	NPC207613
Remote Similarity	0.6951	NPC258222
Remote Similarity	0.6951	NPC114659
Remote Similarity	0.6951	NPC139699
Remote Similarity	0.695	NPC474272
Remote Similarity	0.6948	NPC326599
Remote Similarity	0.6948	NPC329595
Remote Similarity	0.6946	NPC319320
Remote Similarity	0.6946	NPC287757
Remote Similarity	0.6939	NPC283760
Remote Similarity	0.6933	NPC212176
Remote Similarity	0.6933	NPC38761
Remote Similarity	0.6933	NPC76465
Remote Similarity	0.6933	NPC255253
Remote Similarity	0.6932	NPC32064
Remote Similarity	0.6929	NPC194034
Remote Similarity	0.6928	NPC203424
Remote Similarity	0.6928	NPC206372
Remote Similarity	0.6928	NPC72529
Remote Similarity	0.6923	NPC475840
Remote Similarity	0.6919	NPC90984
Remote Similarity	0.6918	NPC38458
Remote Similarity	0.6918	NPC311737
Remote Similarity	0.6918	NPC86947
Remote Similarity	0.6914	NPC5462
Remote Similarity	0.6913	NPC312675
Remote Similarity	0.6913	NPC262156
Remote Similarity	0.6913	NPC473853
Remote Similarity	0.6913	NPC470212
Remote Similarity	0.6913	NPC343720
Remote Similarity	0.6913	NPC54872
Remote Similarity	0.6913	NPC113865
Remote Similarity	0.6913	NPC184651
Remote Similarity	0.6913	NPC324571
Remote Similarity	0.6908	NPC276212
Remote Similarity	0.6906	NPC283207
Remote Similarity	0.6906	NPC470393
Remote Similarity	0.6905	NPC37205
Remote Similarity	0.6905	NPC160931
Remote Similarity	0.6903	NPC93882
Remote Similarity	0.6903	NPC470392
Remote Similarity	0.6903	NPC130595
Remote Similarity	0.6894	NPC470472
Remote Similarity	0.6892	NPC321133
Remote Similarity	0.6886	NPC212699
Remote Similarity	0.6886	NPC207675
Remote Similarity	0.6883	NPC5851
Remote Similarity	0.6883	NPC86030
Remote Similarity	0.6882	NPC63931
Remote Similarity	0.6882	NPC158900
Remote Similarity	0.6879	NPC478085
Remote Similarity	0.6879	NPC237227
Remote Similarity	0.6875	NPC26524
Remote Similarity	0.6872	NPC315542
Remote Similarity	0.6867	NPC471314
Remote Similarity	0.6867	NPC150026
Remote Similarity	0.6867	NPC100099
Remote Similarity	0.6867	NPC471315
Remote Similarity	0.6867	NPC36016
Remote Similarity	0.686	NPC186617
Remote Similarity	0.686	NPC280022
Remote Similarity	0.6859	NPC6854
Remote Similarity	0.6859	NPC285078
Remote Similarity	0.6859	NPC313737
Remote Similarity	0.6857	NPC113457
Remote Similarity	0.6855	NPC296898
Remote Similarity	0.6849	NPC473556
Remote Similarity	0.6849	NPC301651
Remote Similarity	0.6849	NPC82963
Remote Similarity	0.6842	NPC188022
Remote Similarity	0.6842	NPC103420
Remote Similarity	0.6842	NPC285040
Remote Similarity	0.6842	NPC17809
Remote Similarity	0.6842	NPC81641
Remote Similarity	0.6842	NPC179250
Remote Similarity	0.6842	NPC50380
Remote Similarity	0.6842	NPC102540
Remote Similarity	0.6839	NPC472338
Remote Similarity	0.6835	NPC472337
Remote Similarity	0.6835	NPC61946
Remote Similarity	0.6835	NPC38079
Remote Similarity	0.6835	NPC108875
Remote Similarity	0.6835	NPC42793
Remote Similarity	0.6835	NPC231884
Remote Similarity	0.6835	NPC164787
Remote Similarity	0.6835	NPC79957
Remote Similarity	0.6835	NPC167944
Remote Similarity	0.6832	NPC222039
Remote Similarity	0.6832	NPC100478

Drug Structure

NPD3985 OpenBabel08211704332D 31 32 0 0 1 0 0 0 0 0999 V2000 -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 -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 8.6603 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -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 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -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 -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 8.6603 -1.0000 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 10.3923 -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 3 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 6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 N 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 6.0622 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -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 3.4641 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 16 2 0 0 0 0 4 19 2 0 0 0 0 5 7 1 0 0 0 0 5 15 2 0 0 0 0 6 8 2 0 0 0 0 6 15 1 0 0 0 0 7 17 2 0 0 0 0 8 17 1 0 0 0 0 9 10 1 0 0 0 0 9 22 1 0 0 0 0 10 23 1 0 0 0 0 11 15 1 0 0 0 0 11 20 1 0 0 0 0 12 16 1 0 0 0 0 12 21 3 0 0 0 0 13 18 1 0 0 0 0 13 22 1 0 0 0 0 14 18 1 0 0 0 0 14 27 1 0 0 0 0 16 19 1 0 0 0 0 17 24 1 0 0 0 0 18 25 1 0 0 0 0 19 27 1 0 0 0 0 20 23 2 3 0 0 0 20 26 1 0 0 0 0 22 28 1 0 0 0 0 24 29 1 0 0 0 0 25 30 1 0 0 0 0 26 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016370
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	369.17
ALogP	-1.7354
MLogP	2.89
XLogP	1.913
HDA	5
HBD	4
Rotatable Bonds	13
TPSA	118.1
RO5 Violation	0