NPASS drugs

Drug Information

Drug ID:	NPD4162
Drug Name:	Bevantolol
Molecular Formula:	C20H27NO4
Canonical SMILES:	COc1cc(CCNCC(COc2cccc(c2)C)O)ccc1OC
Standard InCHI:	InChI=1S/C20H27NO4/c1-15-5-4-6-18(11-15)25-14-17(22)13-21-10-9-16-7-8-19(23-2)20(12-16)24-3/h4-8,11-12,17,21-22H,9-10,13-14H2,1-3H3
Standard InCHIKey:	HXLAFSUPPDYFEO-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; DrugBank

Structural Similarity Between NPASS Natural Products and NPD4162

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	122
0.1-0.2	925
0.2-0.3	3464
0.3-0.4	9556
0.4-0.5	3331
0.5-0.6	7648
0.6-0.7	4702
0.7-0.8	1096
0.8-0.85	42
0.85-0.9	4
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	0.8647	NPC298486
High Similarity	0.8593	NPC320242
High Similarity	0.8582	NPC231163
High Similarity	0.8582	NPC318591
Intermediate Similarity	0.8403	NPC323204
Intermediate Similarity	0.8321	NPC136112
Intermediate Similarity	0.8321	NPC141739
Intermediate Similarity	0.8286	NPC326599
Intermediate Similarity	0.8286	NPC329595
Intermediate Similarity	0.8235	NPC160931
Intermediate Similarity	0.8235	NPC37205
Intermediate Similarity	0.8227	NPC307123
Intermediate Similarity	0.8227	NPC247018
Intermediate Similarity	0.8227	NPC97870
Intermediate Similarity	0.8201	NPC172403
Intermediate Similarity	0.8195	NPC120075
Intermediate Similarity	0.8194	NPC204848
Intermediate Similarity	0.8194	NPC160607
Intermediate Similarity	0.8194	NPC312770
Intermediate Similarity	0.8194	NPC41473
Intermediate Similarity	0.8194	NPC14600
Intermediate Similarity	0.8175	NPC328267
Intermediate Similarity	0.8175	NPC13020
Intermediate Similarity	0.8175	NPC140359
Intermediate Similarity	0.8151	NPC204546
Intermediate Similarity	0.8129	NPC301713
Intermediate Similarity	0.8105	NPC477564
Intermediate Similarity	0.8105	NPC2295
Intermediate Similarity	0.8102	NPC71090
Intermediate Similarity	0.8099	NPC214869
Intermediate Similarity	0.8092	NPC76213
Intermediate Similarity	0.8092	NPC277669
Intermediate Similarity	0.8085	NPC262641
Intermediate Similarity	0.8079	NPC60538
Intermediate Similarity	0.8079	NPC207824
Intermediate Similarity	0.8067	NPC115144
Intermediate Similarity	0.8067	NPC277857
Intermediate Similarity	0.8056	NPC11147
Intermediate Similarity	0.8042	NPC160692
Intermediate Similarity	0.8028	NPC114102
Intermediate Similarity	0.8014	NPC299583
Intermediate Similarity	0.8	NPC167944
Intermediate Similarity	0.8	NPC323775
Intermediate Similarity	0.8	NPC236347
Intermediate Similarity	0.8	NPC42793
Intermediate Similarity	0.8	NPC231884
Intermediate Similarity	0.7986	NPC48990
Intermediate Similarity	0.7986	NPC94276
Intermediate Similarity	0.7986	NPC109822
Intermediate Similarity	0.7986	NPC293701
Intermediate Similarity	0.7986	NPC114901
Intermediate Similarity	0.7975	NPC293871
Intermediate Similarity	0.7975	NPC124433
Intermediate Similarity	0.7958	NPC195749
Intermediate Similarity	0.7958	NPC35961
Intermediate Similarity	0.7958	NPC52029
Intermediate Similarity	0.7945	NPC253429
Intermediate Similarity	0.7929	NPC194519
Intermediate Similarity	0.7922	NPC203424
Intermediate Similarity	0.7922	NPC206372
Intermediate Similarity	0.7899	NPC127389
Intermediate Similarity	0.7899	NPC290451
Intermediate Similarity	0.7895	NPC470935
Intermediate Similarity	0.7895	NPC471032
Intermediate Similarity	0.7887	NPC155838
Intermediate Similarity	0.7872	NPC178284
Intermediate Similarity	0.7872	NPC191037
Intermediate Similarity	0.7872	NPC58607
Intermediate Similarity	0.7868	NPC474214
Intermediate Similarity	0.7867	NPC294249
Intermediate Similarity	0.7848	NPC158900
Intermediate Similarity	0.7847	NPC118419
Intermediate Similarity	0.7826	NPC207613
Intermediate Similarity	0.7823	NPC193528
Intermediate Similarity	0.7817	NPC153990
Intermediate Similarity	0.7817	NPC183181
Intermediate Similarity	0.7817	NPC147821
Intermediate Similarity	0.7817	NPC111247
Intermediate Similarity	0.7817	NPC118787
Intermediate Similarity	0.7817	NPC41706
Intermediate Similarity	0.7817	NPC251571
Intermediate Similarity	0.7817	NPC292056
Intermediate Similarity	0.7817	NPC319625
Intermediate Similarity	0.7817	NPC474119
Intermediate Similarity	0.7817	NPC163332
Intermediate Similarity	0.781	NPC474320
Intermediate Similarity	0.7791	NPC108434
Intermediate Similarity	0.7791	NPC475215
Intermediate Similarity	0.7785	NPC328750
Intermediate Similarity	0.7785	NPC213206
Intermediate Similarity	0.7785	NPC474915
Intermediate Similarity	0.7785	NPC188163
Intermediate Similarity	0.7778	NPC476571
Intermediate Similarity	0.7778	NPC428
Intermediate Similarity	0.7778	NPC246587
Intermediate Similarity	0.7778	NPC24233
Intermediate Similarity	0.7778	NPC147390
Intermediate Similarity	0.7778	NPC135538
Intermediate Similarity	0.777	NPC262156
Intermediate Similarity	0.777	NPC113865
Intermediate Similarity	0.777	NPC54872
Intermediate Similarity	0.777	NPC184651
Intermediate Similarity	0.777	NPC343720
Intermediate Similarity	0.777	NPC312675
Intermediate Similarity	0.777	NPC473853
Intermediate Similarity	0.777	NPC324571
Intermediate Similarity	0.777	NPC470212
Intermediate Similarity	0.777	NPC211992
Intermediate Similarity	0.7763	NPC473934
Intermediate Similarity	0.7756	NPC475557
Intermediate Similarity	0.775	NPC475393
Intermediate Similarity	0.7737	NPC474040
Intermediate Similarity	0.7737	NPC85276
Intermediate Similarity	0.773	NPC105513
Intermediate Similarity	0.7727	NPC103379
Intermediate Similarity	0.7727	NPC477565
Intermediate Similarity	0.7722	NPC129603
Intermediate Similarity	0.7718	NPC314682
Intermediate Similarity	0.7712	NPC321505
Intermediate Similarity	0.7712	NPC476151
Intermediate Similarity	0.7712	NPC191376
Intermediate Similarity	0.7712	NPC179825
Intermediate Similarity	0.7708	NPC160193
Intermediate Similarity	0.7708	NPC226788
Intermediate Similarity	0.7708	NPC5851
Intermediate Similarity	0.7708	NPC285339
Intermediate Similarity	0.7708	NPC273295
Intermediate Similarity	0.7708	NPC190629
Intermediate Similarity	0.7708	NPC3439
Intermediate Similarity	0.7708	NPC470258
Intermediate Similarity	0.7708	NPC222004
Intermediate Similarity	0.7708	NPC202582
Intermediate Similarity	0.7708	NPC218856
Intermediate Similarity	0.7708	NPC86030
Intermediate Similarity	0.7708	NPC210623
Intermediate Similarity	0.7697	NPC329969
Intermediate Similarity	0.7697	NPC185838
Intermediate Similarity	0.7692	NPC186898
Intermediate Similarity	0.7692	NPC114124
Intermediate Similarity	0.7687	NPC165646
Intermediate Similarity	0.7677	NPC274026
Intermediate Similarity	0.7676	NPC318965
Intermediate Similarity	0.7673	NPC92191
Intermediate Similarity	0.7673	NPC59028
Intermediate Similarity	0.7664	NPC137096
Intermediate Similarity	0.7664	NPC86947
Intermediate Similarity	0.766	NPC471693
Intermediate Similarity	0.7655	NPC472338
Intermediate Similarity	0.764	NPC233650
Intermediate Similarity	0.7639	NPC72529
Intermediate Similarity	0.7635	NPC131204
Intermediate Similarity	0.7635	NPC301050
Intermediate Similarity	0.763	NPC26524
Intermediate Similarity	0.7626	NPC263835
Intermediate Similarity	0.7626	NPC321133
Intermediate Similarity	0.7625	NPC18402
Intermediate Similarity	0.7613	NPC182119
Intermediate Similarity	0.7612	NPC55300
Intermediate Similarity	0.761	NPC315707
Intermediate Similarity	0.761	NPC65490
Intermediate Similarity	0.761	NPC40389
Intermediate Similarity	0.761	NPC148014
Intermediate Similarity	0.761	NPC78359
Intermediate Similarity	0.7609	NPC470626
Intermediate Similarity	0.7607	NPC210140
Intermediate Similarity	0.7603	NPC469613
Intermediate Similarity	0.7603	NPC130595
Intermediate Similarity	0.7603	NPC472597
Intermediate Similarity	0.7603	NPC469625
Intermediate Similarity	0.7603	NPC30043
Intermediate Similarity	0.7603	NPC93882
Intermediate Similarity	0.7597	NPC476144
Intermediate Similarity	0.7597	NPC106295
Intermediate Similarity	0.7597	NPC16107
Intermediate Similarity	0.7597	NPC51957
Intermediate Similarity	0.7597	NPC210437
Intermediate Similarity	0.7595	NPC469817
Intermediate Similarity	0.7595	NPC80129
Intermediate Similarity	0.7595	NPC189266
Intermediate Similarity	0.7595	NPC127674
Intermediate Similarity	0.7595	NPC249797
Intermediate Similarity	0.7595	NPC193949
Intermediate Similarity	0.7595	NPC295691
Intermediate Similarity	0.7595	NPC172765
Intermediate Similarity	0.7595	NPC5238
Intermediate Similarity	0.7595	NPC184026
Intermediate Similarity	0.7595	NPC204828
Intermediate Similarity	0.7595	NPC276588
Intermediate Similarity	0.7595	NPC54379
Intermediate Similarity	0.7595	NPC2413
Intermediate Similarity	0.7595	NPC187022
Intermediate Similarity	0.7595	NPC278799
Intermediate Similarity	0.7595	NPC207757
Intermediate Similarity	0.7595	NPC110416
Intermediate Similarity	0.7595	NPC39701
Intermediate Similarity	0.7593	NPC284183
Intermediate Similarity	0.7593	NPC134858
Intermediate Similarity	0.7593	NPC121275
Intermediate Similarity	0.7593	NPC4138
Intermediate Similarity	0.7589	NPC85488

Drug Structure

NPD4162 OpenBabel08211704332D 27 28 0 0 1 0 0 0 0 0999 V2000 -7.7942 5.5000 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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 2.5000 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 -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 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 4.0000 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 -4.3301 1.5000 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 -7.7942 4.5000 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 -4.3301 2.5000 0.0000 C 0 0 3 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 -0.0000 1.0000 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 -3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 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 -6.0622 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 23 1 0 0 0 0 3 24 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 15 1 0 0 0 0 6 18 2 0 0 0 0 7 8 2 0 0 0 0 7 16 1 0 0 0 0 8 19 1 0 0 0 0 9 10 1 0 0 0 0 9 16 1 0 0 0 0 10 21 1 0 0 0 0 11 15 2 0 0 0 0 11 18 1 0 0 0 0 12 16 2 0 0 0 0 12 20 1 0 0 0 0 13 17 1 0 0 0 0 13 21 1 0 0 0 0 14 17 1 0 0 0 0 14 25 1 0 0 0 0 17 22 1 0 0 0 0 18 25 1 0 0 0 0 19 20 2 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 21 26 1 0 0 0 0 22 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000897
DrugBank	DB01295
ChEMBL	CHEMBL314010
IUPHAR/BPS
PharmaGKB	PA164743236
KEGG Drug
PubChem CID	2372
ChEBI	238698
CAS Number	59170-23-9

Drug Properties

Molecular Weight	345.19
ALogP	-0.2564
MLogP	3.11
XLogP	3.573
HDA	2
HBD	2
Rotatable Bonds	14
TPSA	59.95
RO5 Violation	0