NPASS drugs

Drug Information

Drug ID:	NPD2250
Drug Name:	cetamolol
Molecular Formula:	C16H26N2O4
Canonical SMILES:	CN=C(COc1ccccc1OCC(CNC(C)(C)C)O)O
Standard InCHI:	InChI=1S/C16H26N2O4/c1-16(2,3)18-9-12(19)10-21-13-7-5-6-8-14(13)22-11-15(20)17-4/h5-8,12,18-19H,9-11H2,1-4H3,(H,17,20)
Standard InCHIKey:	UWCBNAVPISMFJZ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2250

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	102
0.1-0.2	1202
0.2-0.3	8029
0.3-0.4	5936
0.4-0.5	7785
0.5-0.6	6812
0.6-0.7	1002
0.7-0.8	16
0.8-0.85	6
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	0.8346	NPC307123
Intermediate Similarity	0.8346	NPC247018
Intermediate Similarity	0.8346	NPC97870
Intermediate Similarity	0.8168	NPC320242
Intermediate Similarity	0.8168	NPC141739
Intermediate Similarity	0.8168	NPC136112
Intermediate Similarity	0.7724	NPC41594
Intermediate Similarity	0.766	NPC318591
Intermediate Similarity	0.766	NPC231163
Intermediate Similarity	0.7344	NPC95977
Intermediate Similarity	0.7305	NPC274732
Intermediate Similarity	0.7295	NPC313918
Intermediate Similarity	0.726	NPC204546
Intermediate Similarity	0.7143	NPC186898
Intermediate Similarity	0.7097	NPC314803
Intermediate Similarity	0.7083	NPC318429
Intermediate Similarity	0.7055	NPC14600
Intermediate Similarity	0.7055	NPC204848
Intermediate Similarity	0.7055	NPC41473
Intermediate Similarity	0.7055	NPC312770
Intermediate Similarity	0.7055	NPC160607
Intermediate Similarity	0.7029	NPC298486
Remote Similarity	0.6985	NPC256369
Remote Similarity	0.6978	NPC328267
Remote Similarity	0.6974	NPC277857
Remote Similarity	0.6974	NPC115144
Remote Similarity	0.697	NPC165646
Remote Similarity	0.6968	NPC206372
Remote Similarity	0.6968	NPC203424
Remote Similarity	0.6959	NPC83289
Remote Similarity	0.6959	NPC212850
Remote Similarity	0.6959	NPC477838
Remote Similarity	0.6959	NPC477837
Remote Similarity	0.6959	NPC189724
Remote Similarity	0.6944	NPC471953
Remote Similarity	0.6943	NPC37205
Remote Similarity	0.6943	NPC160931
Remote Similarity	0.6934	NPC263835
Remote Similarity	0.6923	NPC35961
Remote Similarity	0.6923	NPC195749
Remote Similarity	0.6923	NPC52029
Remote Similarity	0.6918	NPC13826
Remote Similarity	0.6918	NPC209195
Remote Similarity	0.6901	NPC153990
Remote Similarity	0.6894	NPC55300
Remote Similarity	0.6894	NPC166837
Remote Similarity	0.6892	NPC299583
Remote Similarity	0.6884	NPC83279
Remote Similarity	0.6879	NPC182147
Remote Similarity	0.6879	NPC246133
Remote Similarity	0.6879	NPC207541
Remote Similarity	0.6879	NPC152186
Remote Similarity	0.6879	NPC170583
Remote Similarity	0.6879	NPC71105
Remote Similarity	0.6875	NPC329595
Remote Similarity	0.6875	NPC326599
Remote Similarity	0.6875	NPC114102
Remote Similarity	0.6853	NPC155838
Remote Similarity	0.6849	NPC282477
Remote Similarity	0.6849	NPC274441
Remote Similarity	0.6849	NPC284855
Remote Similarity	0.6833	NPC206876
Remote Similarity	0.6831	NPC251466
Remote Similarity	0.6831	NPC301713
Remote Similarity	0.6831	NPC156944
Remote Similarity	0.6828	NPC214869
Remote Similarity	0.6818	NPC46844
Remote Similarity	0.6818	NPC471032
Remote Similarity	0.6818	NPC470935
Remote Similarity	0.6815	NPC233926
Remote Similarity	0.6815	NPC156311
Remote Similarity	0.6813	NPC158900
Remote Similarity	0.6809	NPC300955
Remote Similarity	0.6797	NPC245974
Remote Similarity	0.6791	NPC26524
Remote Similarity	0.6788	NPC228907
Remote Similarity	0.6786	NPC71090
Remote Similarity	0.6783	NPC291449
Remote Similarity	0.6783	NPC157740
Remote Similarity	0.6783	NPC251571
Remote Similarity	0.6783	NPC99798
Remote Similarity	0.6783	NPC191302
Remote Similarity	0.6783	NPC41331
Remote Similarity	0.6776	NPC247298
Remote Similarity	0.6774	NPC114325
Remote Similarity	0.6759	NPC255550
Remote Similarity	0.6759	NPC308885
Remote Similarity	0.6738	NPC13020
Remote Similarity	0.6738	NPC140359
Remote Similarity	0.6736	NPC246974
Remote Similarity	0.6736	NPC147247
Remote Similarity	0.6731	NPC47672
Remote Similarity	0.6718	NPC258171
Remote Similarity	0.6718	NPC194034
Remote Similarity	0.6715	NPC120075
Remote Similarity	0.6715	NPC323948
Remote Similarity	0.6715	NPC9248
Remote Similarity	0.6714	NPC211992
Remote Similarity	0.6712	NPC130595
Remote Similarity	0.6712	NPC93882
Remote Similarity	0.6712	NPC470392
Remote Similarity	0.6691	NPC303370
Remote Similarity	0.669	NPC470706
Remote Similarity	0.669	NPC95733
Remote Similarity	0.669	NPC48990
Remote Similarity	0.669	NPC293701
Remote Similarity	0.669	NPC114901
Remote Similarity	0.669	NPC62101
Remote Similarity	0.669	NPC109822
Remote Similarity	0.669	NPC94276
Remote Similarity	0.6689	NPC264956
Remote Similarity	0.6689	NPC195814
Remote Similarity	0.6689	NPC323204
Remote Similarity	0.6689	NPC470471
Remote Similarity	0.6667	NPC192596
Remote Similarity	0.6667	NPC146530
Remote Similarity	0.6667	NPC313737
Remote Similarity	0.6667	NPC285078
Remote Similarity	0.6667	NPC6854
Remote Similarity	0.6643	NPC199023
Remote Similarity	0.6643	NPC194519
Remote Similarity	0.6642	NPC258992
Remote Similarity	0.6623	NPC168861
Remote Similarity	0.6622	NPC473463
Remote Similarity	0.6622	NPC218530
Remote Similarity	0.6621	NPC469977
Remote Similarity	0.6621	NPC471306
Remote Similarity	0.6621	NPC471321
Remote Similarity	0.6621	NPC271808
Remote Similarity	0.662	NPC211218
Remote Similarity	0.662	NPC315632
Remote Similarity	0.6619	NPC24474
Remote Similarity	0.6619	NPC311595
Remote Similarity	0.6603	NPC76412
Remote Similarity	0.6601	NPC78530
Remote Similarity	0.66	NPC470470
Remote Similarity	0.6597	NPC178284
Remote Similarity	0.6597	NPC191037
Remote Similarity	0.6597	NPC58607
Remote Similarity	0.6596	NPC290451
Remote Similarity	0.6596	NPC127389
Remote Similarity	0.6594	NPC164386
Remote Similarity	0.6591	NPC227894
Remote Similarity	0.6589	NPC51633
Remote Similarity	0.6575	NPC200555
Remote Similarity	0.6575	NPC196026
Remote Similarity	0.6575	NPC262641
Remote Similarity	0.6573	NPC25817
Remote Similarity	0.6571	NPC41801
Remote Similarity	0.6567	NPC137685
Remote Similarity	0.6565	NPC17537
Remote Similarity	0.6565	NPC470393
Remote Similarity	0.6562	NPC132725
Remote Similarity	0.6556	NPC296898
Remote Similarity	0.6552	NPC319625
Remote Similarity	0.6552	NPC474119
Remote Similarity	0.6552	NPC183181
Remote Similarity	0.6552	NPC147821
Remote Similarity	0.6552	NPC111247
Remote Similarity	0.6552	NPC163332
Remote Similarity	0.6552	NPC41706
Remote Similarity	0.6552	NPC292056
Remote Similarity	0.6552	NPC118787
Remote Similarity	0.6547	NPC474214
Remote Similarity	0.6528	NPC29477
Remote Similarity	0.6525	NPC183262
Remote Similarity	0.6525	NPC207613
Remote Similarity	0.6525	NPC276195
Remote Similarity	0.6524	NPC124433
Remote Similarity	0.6524	NPC293871
Remote Similarity	0.6519	NPC139617
Remote Similarity	0.6519	NPC78918
Remote Similarity	0.6507	NPC302378
Remote Similarity	0.6503	NPC217854
Remote Similarity	0.65	NPC474320
Remote Similarity	0.65	NPC2295
Remote Similarity	0.65	NPC135961
Remote Similarity	0.65	NPC477564
Remote Similarity	0.65	NPC56635
Remote Similarity	0.65	NPC37858
Remote Similarity	0.6494	NPC178466
Remote Similarity	0.6494	NPC470472
Remote Similarity	0.6494	NPC63628
Remote Similarity	0.649	NPC253429
Remote Similarity	0.6489	NPC38079
Remote Similarity	0.6489	NPC108875
Remote Similarity	0.6485	NPC186617
Remote Similarity	0.6483	NPC323775
Remote Similarity	0.6483	NPC236347
Remote Similarity	0.6483	NPC298845
Remote Similarity	0.6483	NPC171533
Remote Similarity	0.6479	NPC312675
Remote Similarity	0.6479	NPC343720
Remote Similarity	0.6479	NPC113865
Remote Similarity	0.6479	NPC324571
Remote Similarity	0.6479	NPC470804
Remote Similarity	0.6479	NPC262156
Remote Similarity	0.6479	NPC184651
Remote Similarity	0.6479	NPC470212
Remote Similarity	0.6479	NPC54872

Drug Structure

NPD2250 OpenBabel08211701392D 25 25 0 0 1 0 0 0 0 0999 V2000 -5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6962 1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1962 1.0000 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 -0.0000 -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 -3.4641 1.0000 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 3 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 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 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 2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -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 -1.7321 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 -4.3301 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 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 1 16 1 0 0 0 0 2 16 1 0 0 0 0 3 16 1 0 0 0 0 4 17 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 13 2 0 0 0 0 8 14 2 0 0 0 0 9 12 1 0 0 0 0 9 18 1 0 0 0 0 10 12 1 0 0 0 0 10 21 1 0 0 0 0 11 15 1 0 0 0 0 11 22 1 0 0 0 0 12 19 1 0 0 0 0 13 14 1 0 0 0 0 13 21 1 0 0 0 0 14 22 1 0 0 0 0 15 17 2 3 0 0 0 15 20 1 0 0 0 0 16 18 1 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008768
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	310.19
ALogP	-0.6999
MLogP	2.56
XLogP	1.906
HDA	4
HBD	3
Rotatable Bonds	15
TPSA	83.31
RO5 Violation	0