NPASS drugs

Drug Information

Drug ID:	NPD1423
Drug Name:	Atenolol
Molecular Formula:	C14H22N2O3
Canonical SMILES:	OC(COc1ccc(cc1)CC(=N)O)CNC(C)C
Standard InCHI:	InChI=1S/C14H22N2O3/c1-10(2)16-8-12(17)9-19-13-5-3-11(4-6-13)7-14(15)18/h3-6,10,12,16-17H,7-9H2,1-2H3,(H2,15,18)
Standard InCHIKey:	METKIMKYRPQLGS-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1423

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	100
0.1-0.2	735
0.2-0.3	3852
0.3-0.4	9154
0.4-0.5	4468
0.5-0.6	9381
0.6-0.7	2989
0.7-0.8	200
0.8-0.85	5
0.85-0.9	0
0.9-0.95	2
0.95-1	4

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	1.0	NPC307123
High Similarity	1.0	NPC247018
High Similarity	1.0	NPC97870
High Similarity	0.9516	NPC320242
High Similarity	0.9206	NPC136112
High Similarity	0.9206	NPC141739
Intermediate Similarity	0.8467	NPC318591
Intermediate Similarity	0.8467	NPC231163
Intermediate Similarity	0.8417	NPC204546
Intermediate Similarity	0.8102	NPC274732
Intermediate Similarity	0.8031	NPC26524
Intermediate Similarity	0.7958	NPC212850
Intermediate Similarity	0.7958	NPC189724
Intermediate Similarity	0.7958	NPC83289
Intermediate Similarity	0.791	NPC328267
Intermediate Similarity	0.7867	NPC233926
Intermediate Similarity	0.7785	NPC47672
Intermediate Similarity	0.7755	NPC245974
Intermediate Similarity	0.7742	NPC108875
Intermediate Similarity	0.7742	NPC38079
Intermediate Similarity	0.774	NPC247298
Intermediate Similarity	0.7714	NPC471953
Intermediate Similarity	0.768	NPC470393
Intermediate Similarity	0.7656	NPC46844
Intermediate Similarity	0.7638	NPC97811
Intermediate Similarity	0.7634	NPC10286
Intermediate Similarity	0.7634	NPC213
Intermediate Similarity	0.7612	NPC263835
Intermediate Similarity	0.7597	NPC166837
Intermediate Similarity	0.7591	NPC95733
Intermediate Similarity	0.7591	NPC62101
Intermediate Similarity	0.7589	NPC470392
Intermediate Similarity	0.7574	NPC298486
Intermediate Similarity	0.7559	NPC194034
Intermediate Similarity	0.7537	NPC256369
Intermediate Similarity	0.7536	NPC29477
Intermediate Similarity	0.7532	NPC37205
Intermediate Similarity	0.7532	NPC160931
Intermediate Similarity	0.7518	NPC326599
Intermediate Similarity	0.7518	NPC329595
Intermediate Similarity	0.7516	NPC156311
Intermediate Similarity	0.7466	NPC168861
Intermediate Similarity	0.744	NPC51633
Intermediate Similarity	0.7422	NPC251306
Intermediate Similarity	0.7419	NPC100870
Intermediate Similarity	0.7407	NPC283760
Intermediate Similarity	0.7407	NPC43275
Intermediate Similarity	0.7405	NPC115379
Intermediate Similarity	0.7402	NPC42383
Intermediate Similarity	0.74	NPC132771
Intermediate Similarity	0.7391	NPC13020
Intermediate Similarity	0.7391	NPC211218
Intermediate Similarity	0.7391	NPC140359
Intermediate Similarity	0.7381	NPC192596
Intermediate Similarity	0.7364	NPC146530
Intermediate Similarity	0.7353	NPC321133
Intermediate Similarity	0.7351	NPC324081
Intermediate Similarity	0.7348	NPC301735
Intermediate Similarity	0.7343	NPC208757
Intermediate Similarity	0.7338	NPC206372
Intermediate Similarity	0.7338	NPC203424
Intermediate Similarity	0.7329	NPC160607
Intermediate Similarity	0.7329	NPC204848
Intermediate Similarity	0.7329	NPC41473
Intermediate Similarity	0.7329	NPC312770
Intermediate Similarity	0.7329	NPC14600
Intermediate Similarity	0.7305	NPC191302
Intermediate Similarity	0.7305	NPC153990
Intermediate Similarity	0.7299	NPC83279
Intermediate Similarity	0.7297	NPC195814
Intermediate Similarity	0.729	NPC56635
Intermediate Similarity	0.7278	NPC158900
Intermediate Similarity	0.7273	NPC114102
Intermediate Similarity	0.7266	NPC255253
Intermediate Similarity	0.7266	NPC8302
Intermediate Similarity	0.7259	NPC137096
Intermediate Similarity	0.7259	NPC120075
Intermediate Similarity	0.7252	NPC137685
Intermediate Similarity	0.725	NPC186617
Intermediate Similarity	0.7239	NPC303370
Intermediate Similarity	0.7237	NPC115144
Intermediate Similarity	0.7237	NPC277857
Intermediate Similarity	0.7234	NPC323775
Intermediate Similarity	0.7234	NPC236347
Intermediate Similarity	0.7233	NPC254700
Intermediate Similarity	0.7231	NPC309982
Intermediate Similarity	0.7226	NPC17388
Intermediate Similarity	0.7226	NPC53596
Intermediate Similarity	0.7226	NPC160120
Intermediate Similarity	0.7226	NPC471308
Intermediate Similarity	0.7226	NPC289330
Intermediate Similarity	0.7222	NPC130595
Intermediate Similarity	0.7222	NPC93882
Intermediate Similarity	0.7219	NPC313414
Intermediate Similarity	0.7211	NPC474673
Intermediate Similarity	0.7205	NPC471568
Intermediate Similarity	0.7205	NPC473693
Intermediate Similarity	0.7205	NPC196091
Intermediate Similarity	0.72	NPC78530
Intermediate Similarity	0.72	NPC63628
Intermediate Similarity	0.72	NPC178466
Intermediate Similarity	0.7197	NPC21890
Intermediate Similarity	0.7197	NPC55300
Intermediate Similarity	0.7194	NPC71090
Intermediate Similarity	0.7192	NPC64205
Intermediate Similarity	0.7192	NPC470471
Intermediate Similarity	0.719	NPC76412
Intermediate Similarity	0.7188	NPC147000
Intermediate Similarity	0.7188	NPC150254
Intermediate Similarity	0.7188	NPC304761
Intermediate Similarity	0.7188	NPC226778
Intermediate Similarity	0.7185	NPC258992
Intermediate Similarity	0.7183	NPC186898
Intermediate Similarity	0.7183	NPC198798
Intermediate Similarity	0.7176	NPC474272
Intermediate Similarity	0.7176	NPC145638
Intermediate Similarity	0.7176	NPC290566
Intermediate Similarity	0.7176	NPC24777
Intermediate Similarity	0.7174	NPC318357
Intermediate Similarity	0.7174	NPC183262
Intermediate Similarity	0.7172	NPC313737
Intermediate Similarity	0.7172	NPC6854
Intermediate Similarity	0.7172	NPC285078
Intermediate Similarity	0.7164	NPC235250
Intermediate Similarity	0.7164	NPC118202
Intermediate Similarity	0.7162	NPC299583
Intermediate Similarity	0.7154	NPC186469
Intermediate Similarity	0.7153	NPC163036
Intermediate Similarity	0.7152	NPC294249
Intermediate Similarity	0.7143	NPC258222
Intermediate Similarity	0.7143	NPC165646
Intermediate Similarity	0.7133	NPC271808
Intermediate Similarity	0.7133	NPC155838
Intermediate Similarity	0.7132	NPC164386
Intermediate Similarity	0.7132	NPC323948
Intermediate Similarity	0.7132	NPC473855
Intermediate Similarity	0.7125	NPC469479
Intermediate Similarity	0.7123	NPC218530
Intermediate Similarity	0.7122	NPC127389
Intermediate Similarity	0.7122	NPC290451
Intermediate Similarity	0.7122	NPC211992
Intermediate Similarity	0.7114	NPC477838
Intermediate Similarity	0.7114	NPC477837
Intermediate Similarity	0.7113	NPC301713
Intermediate Similarity	0.7111	NPC317254
Intermediate Similarity	0.7109	NPC305205
Intermediate Similarity	0.7107	NPC22014
Intermediate Similarity	0.7103	NPC214869
Intermediate Similarity	0.7101	NPC41801
Intermediate Similarity	0.7101	NPC60589
Intermediate Similarity	0.7101	NPC469708
Intermediate Similarity	0.7097	NPC476742
Intermediate Similarity	0.7097	NPC469711
Intermediate Similarity	0.7095	NPC470470
Intermediate Similarity	0.7095	NPC253429
Intermediate Similarity	0.7095	NPC214988
Intermediate Similarity	0.7092	NPC94276
Intermediate Similarity	0.7092	NPC48990
Intermediate Similarity	0.7092	NPC293701
Intermediate Similarity	0.7092	NPC114901
Intermediate Similarity	0.7092	NPC109822
Intermediate Similarity	0.7083	NPC262641
Intermediate Similarity	0.7083	NPC52029
Intermediate Similarity	0.7083	NPC195749
Intermediate Similarity	0.7083	NPC35961
Intermediate Similarity	0.708	NPC101503
Intermediate Similarity	0.708	NPC5932
Intermediate Similarity	0.7078	NPC470935
Intermediate Similarity	0.7078	NPC471032
Intermediate Similarity	0.7075	NPC237227
Intermediate Similarity	0.7075	NPC6570
Intermediate Similarity	0.7071	NPC471314
Intermediate Similarity	0.7071	NPC471315
Intermediate Similarity	0.707	NPC2295
Intermediate Similarity	0.707	NPC477564
Intermediate Similarity	0.707	NPC212699
Intermediate Similarity	0.707	NPC207675
Intermediate Similarity	0.7063	NPC107619
Intermediate Similarity	0.7063	NPC157740
Intermediate Similarity	0.7063	NPC99798
Intermediate Similarity	0.7063	NPC251571
Intermediate Similarity	0.7063	NPC313918
Intermediate Similarity	0.7051	NPC76213
Intermediate Similarity	0.7051	NPC476741
Intermediate Similarity	0.7051	NPC277669
Intermediate Similarity	0.705	NPC269242
Intermediate Similarity	0.705	NPC198734
Intermediate Similarity	0.705	NPC469412
Intermediate Similarity	0.7047	NPC36434
Intermediate Similarity	0.7042	NPC194519
Intermediate Similarity	0.7034	NPC308885
Intermediate Similarity	0.7034	NPC255550
Intermediate Similarity	0.7032	NPC60538
Intermediate Similarity	0.7032	NPC207824
Intermediate Similarity	0.7031	NPC327226
Intermediate Similarity	0.7029	NPC135961
Intermediate Similarity	0.7029	NPC311595
Intermediate Similarity	0.7029	NPC24474
Intermediate Similarity	0.7025	NPC319320
Intermediate Similarity	0.7025	NPC287757

Drug Structure

NPD1423 OpenBabel08211700192D 23 23 0 0 1 0 0 0 0 0999 V2000 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 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 -0.8660 0.5000 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 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 -2.5981 1.5000 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 -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 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 N 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 -2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 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 2.5981 3.5000 0.0000 H 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 -2.5981 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 10 1 0 0 0 0 3 5 1 0 0 0 0 3 11 2 0 0 0 0 4 6 2 0 0 0 0 4 11 1 0 0 0 0 5 13 2 0 0 0 0 6 13 1 0 0 0 0 7 11 1 0 0 0 0 7 14 1 0 0 0 0 8 12 1 0 0 0 0 8 16 1 0 0 0 0 9 12 1 0 0 0 0 9 19 1 0 0 0 0 10 16 1 0 0 0 0 12 17 1 0 0 0 0 13 19 1 0 0 0 0 14 15 2 0 0 0 0 14 18 1 0 0 0 0 15 20 1 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000482
DrugBank	DB00335
ChEMBL	CHEMBL24
IUPHAR/BPS	548
PharmaGKB	PA448499
KEGG Drug	D00235
PubChem CID	2249
ChEBI	2904
CAS Number	29122-68-7

Drug Properties

Molecular Weight	266.16
ALogP	-1.0566
MLogP	2.45
XLogP	1.812
HDA	4
HBD	4
Rotatable Bonds	12
TPSA	85.57
RO5 Violation	0