NPASS drugs

Drug Information

Drug ID:	NPD3166
Drug Name:	Betaxolol
Molecular Formula:	C18H29NO3
Canonical SMILES:	OC(COc1ccc(cc1)CCOCC1CC1)CNC(C)C
Standard InCHI:	InChI=1S/C18H29NO3/c1-14(2)19-11-17(20)13-22-18-7-5-15(6-8-18)9-10-21-12-16-3-4-16/h5-8,14,16-17,19-20H,3-4,9-13H2,1-2H3
Standard InCHIKey:	NWIUTZDMDHAVTP-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3166

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	103
0.1-0.2	772
0.2-0.3	3213
0.3-0.4	9841
0.4-0.5	4060
0.5-0.6	9328
0.6-0.7	3404
0.7-0.8	158
0.8-0.85	3
0.85-0.9	2
0.9-0.95	5
0.95-1	1

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	0.9672	NPC320242
High Similarity	0.9355	NPC141739
High Similarity	0.9355	NPC136112
High Similarity	0.9219	NPC307123
High Similarity	0.9219	NPC247018
High Similarity	0.9219	NPC97870
High Similarity	0.8731	NPC318591
High Similarity	0.8731	NPC231163
Intermediate Similarity	0.8406	NPC204546
Intermediate Similarity	0.8168	NPC328267
Intermediate Similarity	0.816	NPC26524
Intermediate Similarity	0.7805	NPC470393
Intermediate Similarity	0.776	NPC97811
Intermediate Similarity	0.7724	NPC108875
Intermediate Similarity	0.7724	NPC38079
Intermediate Similarity	0.7698	NPC274732
Intermediate Similarity	0.7687	NPC298486
Intermediate Similarity	0.7642	NPC192596
Intermediate Similarity	0.7638	NPC46844
Intermediate Similarity	0.7615	NPC10286
Intermediate Similarity	0.7615	NPC213
Intermediate Similarity	0.7594	NPC321133
Intermediate Similarity	0.7578	NPC166837
Intermediate Similarity	0.7569	NPC212850
Intermediate Similarity	0.7569	NPC189724
Intermediate Similarity	0.7569	NPC83289
Intermediate Similarity	0.7561	NPC51633
Intermediate Similarity	0.754	NPC194034
Intermediate Similarity	0.752	NPC42383
Intermediate Similarity	0.7519	NPC115379
Intermediate Similarity	0.7516	NPC37205
Intermediate Similarity	0.7516	NPC160931
Intermediate Similarity	0.75	NPC255253
Intermediate Similarity	0.75	NPC326599
Intermediate Similarity	0.75	NPC329595
Intermediate Similarity	0.7463	NPC263835
Intermediate Similarity	0.7434	NPC206372
Intermediate Similarity	0.7434	NPC203424
Intermediate Similarity	0.7402	NPC251306
Intermediate Similarity	0.7398	NPC100870
Intermediate Similarity	0.7388	NPC256369
Intermediate Similarity	0.7386	NPC233926
Intermediate Similarity	0.7385	NPC165646
Intermediate Similarity	0.7383	NPC245974
Intermediate Similarity	0.7372	NPC158900
Intermediate Similarity	0.7372	NPC13020
Intermediate Similarity	0.7372	NPC140359
Intermediate Similarity	0.7368	NPC120075
Intermediate Similarity	0.7365	NPC247298
Intermediate Similarity	0.7344	NPC146530
Intermediate Similarity	0.7328	NPC301735
Intermediate Similarity	0.7324	NPC208757
Intermediate Similarity	0.7324	NPC471953
Intermediate Similarity	0.7324	NPC470392
Intermediate Similarity	0.7319	NPC95733
Intermediate Similarity	0.7319	NPC62101
Intermediate Similarity	0.7308	NPC55300
Intermediate Similarity	0.7308	NPC21890
Intermediate Similarity	0.7303	NPC47672
Intermediate Similarity	0.7299	NPC71090
Intermediate Similarity	0.7287	NPC474272
Intermediate Similarity	0.7287	NPC24777
Intermediate Similarity	0.7266	NPC186469
Intermediate Similarity	0.7266	NPC29477
Intermediate Similarity	0.7259	NPC163036
Intermediate Similarity	0.7258	NPC471576
Intermediate Similarity	0.7246	NPC307020
Intermediate Similarity	0.7246	NPC211218
Intermediate Similarity	0.7244	NPC8302
Intermediate Similarity	0.7244	NPC473855
Intermediate Similarity	0.7239	NPC137096
Intermediate Similarity	0.7239	NPC164386
Intermediate Similarity	0.7231	NPC137685
Intermediate Similarity	0.7231	NPC95977
Intermediate Similarity	0.7226	NPC290451
Intermediate Similarity	0.7226	NPC211992
Intermediate Similarity	0.7226	NPC127389
Intermediate Similarity	0.7215	NPC469479
Intermediate Similarity	0.7214	NPC236347
Intermediate Similarity	0.7214	NPC323775
Intermediate Similarity	0.7194	NPC94276
Intermediate Similarity	0.7194	NPC114901
Intermediate Similarity	0.7194	NPC293701
Intermediate Similarity	0.7194	NPC48990
Intermediate Similarity	0.7194	NPC109822
Intermediate Similarity	0.7192	NPC253429
Intermediate Similarity	0.7185	NPC101503
Intermediate Similarity	0.7183	NPC262641
Intermediate Similarity	0.7177	NPC313918
Intermediate Similarity	0.7165	NPC304761
Intermediate Similarity	0.7165	NPC147000
Intermediate Similarity	0.7165	NPC150254
Intermediate Similarity	0.7165	NPC226778
Intermediate Similarity	0.7164	NPC258992
Intermediate Similarity	0.7163	NPC198798
Intermediate Similarity	0.7162	NPC195814
Intermediate Similarity	0.7162	NPC323204
Intermediate Similarity	0.7161	NPC2295
Intermediate Similarity	0.7161	NPC477564
Intermediate Similarity	0.7154	NPC145638
Intermediate Similarity	0.7154	NPC290566
Intermediate Similarity	0.7153	NPC318357
Intermediate Similarity	0.7153	NPC198734
Intermediate Similarity	0.7153	NPC469412
Intermediate Similarity	0.7153	NPC83279
Intermediate Similarity	0.7143	NPC235250
Intermediate Similarity	0.7143	NPC76213
Intermediate Similarity	0.7143	NPC194519
Intermediate Similarity	0.7143	NPC277669
Intermediate Similarity	0.7133	NPC294249
Intermediate Similarity	0.7132	NPC43275
Intermediate Similarity	0.7132	NPC258171
Intermediate Similarity	0.7132	NPC24474
Intermediate Similarity	0.7132	NPC311595
Intermediate Similarity	0.7124	NPC60538
Intermediate Similarity	0.7124	NPC207824
Intermediate Similarity	0.7122	NPC217277
Intermediate Similarity	0.7113	NPC283079
Intermediate Similarity	0.7111	NPC323948
Intermediate Similarity	0.7095	NPC168861
Intermediate Similarity	0.7092	NPC178284
Intermediate Similarity	0.7092	NPC58607
Intermediate Similarity	0.7092	NPC191037
Intermediate Similarity	0.709	NPC303370
Intermediate Similarity	0.7087	NPC305205
Intermediate Similarity	0.7083	NPC118419
Intermediate Similarity	0.708	NPC60589
Intermediate Similarity	0.708	NPC469708
Intermediate Similarity	0.7075	NPC193528
Intermediate Similarity	0.7075	NPC41473
Intermediate Similarity	0.7075	NPC14600
Intermediate Similarity	0.7075	NPC160607
Intermediate Similarity	0.7075	NPC204848
Intermediate Similarity	0.7075	NPC312770
Intermediate Similarity	0.7075	NPC474673
Intermediate Similarity	0.7063	NPC293871
Intermediate Similarity	0.7063	NPC124433
Intermediate Similarity	0.7059	NPC474040
Intermediate Similarity	0.7059	NPC474214
Intermediate Similarity	0.7054	NPC113457
Intermediate Similarity	0.7051	NPC156311
Intermediate Similarity	0.705	NPC476142
Intermediate Similarity	0.7049	NPC321956
Intermediate Similarity	0.7042	NPC292056
Intermediate Similarity	0.7042	NPC291847
Intermediate Similarity	0.7042	NPC153990
Intermediate Similarity	0.7042	NPC111247
Intermediate Similarity	0.7042	NPC147821
Intermediate Similarity	0.7042	NPC183181
Intermediate Similarity	0.7042	NPC157740
Intermediate Similarity	0.7042	NPC163332
Intermediate Similarity	0.7042	NPC319625
Intermediate Similarity	0.7042	NPC191302
Intermediate Similarity	0.7042	NPC41706
Intermediate Similarity	0.7042	NPC474119
Intermediate Similarity	0.7042	NPC118787
Intermediate Similarity	0.7042	NPC99798
Intermediate Similarity	0.7039	NPC132771
Intermediate Similarity	0.7034	NPC160692
Intermediate Similarity	0.7029	NPC269242
Intermediate Similarity	0.7029	NPC207613
Intermediate Similarity	0.7019	NPC469505
Intermediate Similarity	0.7008	NPC327226
Intermediate Similarity	0.7007	NPC135961
Intermediate Similarity	0.7007	NPC283760
Intermediate Similarity	0.7007	NPC474320
Intermediate Similarity	0.7	NPC151530
Intermediate Similarity	0.7	NPC157473
Intermediate Similarity	0.7	NPC227894
Remote Similarity	0.6993	NPC324081
Remote Similarity	0.6993	NPC246974
Remote Similarity	0.6993	NPC471306
Remote Similarity	0.6993	NPC147247
Remote Similarity	0.6993	NPC471321
Remote Similarity	0.6985	NPC86947
Remote Similarity	0.6978	NPC262156
Remote Similarity	0.6978	NPC476343
Remote Similarity	0.6978	NPC470212
Remote Similarity	0.6978	NPC473853
Remote Similarity	0.6978	NPC312675
Remote Similarity	0.6978	NPC343720
Remote Similarity	0.6978	NPC470804
Remote Similarity	0.6978	NPC184651
Remote Similarity	0.6978	NPC113865
Remote Similarity	0.6978	NPC324571
Remote Similarity	0.6978	NPC54872
Remote Similarity	0.6974	NPC313414
Remote Similarity	0.6972	NPC322366
Remote Similarity	0.6972	NPC218323
Remote Similarity	0.6972	NPC301713
Remote Similarity	0.6972	NPC156944
Remote Similarity	0.697	NPC231251
Remote Similarity	0.697	NPC88868
Remote Similarity	0.697	NPC25067
Remote Similarity	0.6968	NPC469711
Remote Similarity	0.6967	NPC71853
Remote Similarity	0.6967	NPC318429
Remote Similarity	0.6957	NPC41801
Remote Similarity	0.6954	NPC178466
Remote Similarity	0.6954	NPC78530

Drug Structure

NPD3166 OpenBabel08211702562D 24 25 0 0 1 0 0 0 0 0999 V2000 -0.0000 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0622 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 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 0.0000 1.0000 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 3.4641 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 5.1962 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 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 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 -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 -0.8660 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 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 -1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 14 1 0 0 0 0 3 4 1 0 0 0 0 3 16 1 0 0 0 0 4 16 1 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 18 2 0 0 0 0 8 18 1 0 0 0 0 9 10 1 0 0 0 0 9 15 1 0 0 0 0 10 21 1 0 0 0 0 11 17 1 0 0 0 0 11 19 1 0 0 0 0 12 16 1 0 0 0 0 12 21 1 0 0 0 0 13 17 1 0 0 0 0 13 22 1 0 0 0 0 14 19 1 0 0 0 0 17 20 1 0 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000305
DrugBank	DB00195
ChEMBL	CHEMBL423
IUPHAR/BPS	549
PharmaGKB	PA448611
KEGG Drug
PubChem CID	2369
ChEBI	3082
CAS Number	63659-18-7

Drug Properties

Molecular Weight	307.21
ALogP	-0.68
MLogP	3
XLogP	2.772
HDA	3
HBD	2
Rotatable Bonds	14
TPSA	50.72
RO5 Violation	1