NPASS drugs

Drug Information

Drug ID:	NPD2240
Drug Name:	Esmolol
Molecular Formula:	C16H25NO4
Canonical SMILES:	COC(=O)CCc1ccc(cc1)OCC(CNC(C)C)O
Standard InCHI:	InChI=1S/C16H25NO4/c1-12(2)17-10-14(18)11-21-15-7-4-13(5-8-15)6-9-16(19)20-3/h4-5,7-8,12,14,17-18H,6,9-11H2,1-3H3
Standard InCHIKey:	AQNDDEOPVVGCPG-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2240

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	91
0.1-0.2	569
0.2-0.3	2308
0.3-0.4	7625
0.4-0.5	5972
0.5-0.6	7150
0.6-0.7	6923
0.7-0.8	241
0.8-0.85	4
0.85-0.9	6
0.9-0.95	1
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	0.9077	NPC320242
High Similarity	0.8788	NPC136112
High Similarity	0.8788	NPC141739
High Similarity	0.8714	NPC204546
High Similarity	0.8676	NPC247018
High Similarity	0.8676	NPC97870
High Similarity	0.8676	NPC307123
Intermediate Similarity	0.8273	NPC470392
Intermediate Similarity	0.8239	NPC318591
Intermediate Similarity	0.8239	NPC231163
Intermediate Similarity	0.8235	NPC158900
Intermediate Similarity	0.7823	NPC66518
Intermediate Similarity	0.7722	NPC469479
Intermediate Similarity	0.7714	NPC124776
Intermediate Similarity	0.7698	NPC328267
Intermediate Similarity	0.7687	NPC328137
Intermediate Similarity	0.7687	NPC318984
Intermediate Similarity	0.7687	NPC318028
Intermediate Similarity	0.7687	NPC259800
Intermediate Similarity	0.7687	NPC282087
Intermediate Similarity	0.7687	NPC317741
Intermediate Similarity	0.7687	NPC241086
Intermediate Similarity	0.7687	NPC51345
Intermediate Similarity	0.7677	NPC56635
Intermediate Similarity	0.7669	NPC26524
Intermediate Similarity	0.7647	NPC293424
Intermediate Similarity	0.7589	NPC280767
Intermediate Similarity	0.7578	NPC196091
Intermediate Similarity	0.7568	NPC197239
Intermediate Similarity	0.7568	NPC326860
Intermediate Similarity	0.7566	NPC132771
Intermediate Similarity	0.7535	NPC474476
Intermediate Similarity	0.7518	NPC101503
Intermediate Similarity	0.7516	NPC469505
Intermediate Similarity	0.75	NPC17760
Intermediate Similarity	0.75	NPC234639
Intermediate Similarity	0.75	NPC259554
Intermediate Similarity	0.75	NPC241354
Intermediate Similarity	0.7468	NPC214239
Intermediate Similarity	0.7464	NPC264976
Intermediate Similarity	0.7462	NPC473855
Intermediate Similarity	0.7448	NPC45191
Intermediate Similarity	0.7415	NPC470441
Intermediate Similarity	0.7407	NPC186617
Intermediate Similarity	0.7405	NPC1065
Intermediate Similarity	0.7403	NPC324081
Intermediate Similarity	0.7391	NPC205502
Intermediate Similarity	0.7372	NPC281686
Intermediate Similarity	0.7372	NPC106551
Intermediate Similarity	0.7372	NPC188867
Intermediate Similarity	0.7365	NPC196708
Intermediate Similarity	0.7365	NPC471110
Intermediate Similarity	0.7365	NPC34456
Intermediate Similarity	0.7362	NPC471568
Intermediate Similarity	0.7362	NPC473693
Intermediate Similarity	0.7353	NPC235250
Intermediate Similarity	0.7346	NPC473502
Intermediate Similarity	0.7333	NPC471069
Intermediate Similarity	0.7333	NPC471068
Intermediate Similarity	0.7328	NPC470393
Intermediate Similarity	0.7324	NPC244876
Intermediate Similarity	0.7313	NPC25067
Intermediate Similarity	0.7313	NPC88868
Intermediate Similarity	0.7313	NPC46844
Intermediate Similarity	0.7313	NPC231251
Intermediate Similarity	0.7305	NPC194416
Intermediate Similarity	0.7305	NPC177291
Intermediate Similarity	0.7301	NPC35345
Intermediate Similarity	0.7297	NPC475468
Intermediate Similarity	0.7294	NPC299806
Intermediate Similarity	0.7293	NPC97811
Intermediate Similarity	0.7285	NPC471071
Intermediate Similarity	0.7285	NPC471072
Intermediate Similarity	0.7285	NPC471070
Intermediate Similarity	0.7279	NPC109241
Intermediate Similarity	0.7279	NPC104854
Intermediate Similarity	0.7279	NPC88667
Intermediate Similarity	0.7279	NPC274732
Intermediate Similarity	0.7273	NPC89630
Intermediate Similarity	0.7273	NPC313414
Intermediate Similarity	0.7273	NPC221798
Intermediate Similarity	0.7267	NPC71638
Intermediate Similarity	0.7267	NPC64230
Intermediate Similarity	0.7266	NPC159916
Intermediate Similarity	0.7256	NPC474858
Intermediate Similarity	0.7255	NPC184053
Intermediate Similarity	0.7254	NPC298486
Intermediate Similarity	0.7252	NPC108875
Intermediate Similarity	0.7252	NPC283546
Intermediate Similarity	0.7252	NPC38079
Intermediate Similarity	0.725	NPC37205
Intermediate Similarity	0.725	NPC160931
Intermediate Similarity	0.7248	NPC471029
Intermediate Similarity	0.7248	NPC6570
Intermediate Similarity	0.7241	NPC12022
Intermediate Similarity	0.7241	NPC20287
Intermediate Similarity	0.7241	NPC473993
Intermediate Similarity	0.7241	NPC20404
Intermediate Similarity	0.7241	NPC293641
Intermediate Similarity	0.7234	NPC326079
Intermediate Similarity	0.7233	NPC212699
Intermediate Similarity	0.7233	NPC207675
Intermediate Similarity	0.723	NPC269421
Intermediate Similarity	0.723	NPC132308
Intermediate Similarity	0.7222	NPC65310
Intermediate Similarity	0.7218	NPC151530
Intermediate Similarity	0.7218	NPC157473
Intermediate Similarity	0.7214	NPC239697
Intermediate Similarity	0.7206	NPC48525
Intermediate Similarity	0.72	NPC106606
Intermediate Similarity	0.72	NPC475029
Intermediate Similarity	0.72	NPC476018
Intermediate Similarity	0.7193	NPC315542
Intermediate Similarity	0.7192	NPC278308
Intermediate Similarity	0.7192	NPC325651
Intermediate Similarity	0.7192	NPC226661
Intermediate Similarity	0.7183	NPC142577
Intermediate Similarity	0.7183	NPC27581
Intermediate Similarity	0.7183	NPC474862
Intermediate Similarity	0.7176	NPC298224
Intermediate Similarity	0.7176	NPC192596
Intermediate Similarity	0.7174	NPC10286
Intermediate Similarity	0.7174	NPC213
Intermediate Similarity	0.7172	NPC476353
Intermediate Similarity	0.7171	NPC251439
Intermediate Similarity	0.7171	NPC470709
Intermediate Similarity	0.7171	NPC212850
Intermediate Similarity	0.7171	NPC189724
Intermediate Similarity	0.7171	NPC83289
Intermediate Similarity	0.717	NPC206372
Intermediate Similarity	0.717	NPC203424
Intermediate Similarity	0.7164	NPC291837
Intermediate Similarity	0.7164	NPC31274
Intermediate Similarity	0.7163	NPC193193
Intermediate Similarity	0.7163	NPC474874
Intermediate Similarity	0.7161	NPC473090
Intermediate Similarity	0.7143	NPC176971
Intermediate Similarity	0.7135	NPC473562
Intermediate Similarity	0.7134	NPC209463
Intermediate Similarity	0.7133	NPC469927
Intermediate Similarity	0.7133	NPC176814
Intermediate Similarity	0.7133	NPC291189
Intermediate Similarity	0.7133	NPC68779
Intermediate Similarity	0.7133	NPC300776
Intermediate Similarity	0.7133	NPC5310
Intermediate Similarity	0.7133	NPC69403
Intermediate Similarity	0.7133	NPC4982
Intermediate Similarity	0.7123	NPC145888
Intermediate Similarity	0.7123	NPC16031
Intermediate Similarity	0.7123	NPC223807
Intermediate Similarity	0.7123	NPC296712
Intermediate Similarity	0.7123	NPC161593
Intermediate Similarity	0.7121	NPC38209
Intermediate Similarity	0.7118	NPC329816
Intermediate Similarity	0.7117	NPC472923
Intermediate Similarity	0.7117	NPC63931
Intermediate Similarity	0.7113	NPC267064
Intermediate Similarity	0.7111	NPC326187
Intermediate Similarity	0.7105	NPC40321
Intermediate Similarity	0.7103	NPC88403
Intermediate Similarity	0.7099	NPC51633
Intermediate Similarity	0.7099	NPC307425
Intermediate Similarity	0.7097	NPC97004
Intermediate Similarity	0.7097	NPC136951
Intermediate Similarity	0.7097	NPC161155
Intermediate Similarity	0.7095	NPC137427
Intermediate Similarity	0.7095	NPC329595
Intermediate Similarity	0.7095	NPC282230
Intermediate Similarity	0.7095	NPC123196
Intermediate Similarity	0.7095	NPC183348
Intermediate Similarity	0.7095	NPC65935
Intermediate Similarity	0.7095	NPC215941
Intermediate Similarity	0.7095	NPC319282
Intermediate Similarity	0.7095	NPC275724
Intermediate Similarity	0.7095	NPC244246
Intermediate Similarity	0.7095	NPC311419
Intermediate Similarity	0.7095	NPC326599
Intermediate Similarity	0.7095	NPC275538
Intermediate Similarity	0.7092	NPC37858
Intermediate Similarity	0.7092	NPC319950
Intermediate Similarity	0.709	NPC194034
Intermediate Similarity	0.7086	NPC470990
Intermediate Similarity	0.7086	NPC113295
Intermediate Similarity	0.7083	NPC473942
Intermediate Similarity	0.7083	NPC279379
Intermediate Similarity	0.7083	NPC255253
Intermediate Similarity	0.7083	NPC163083
Intermediate Similarity	0.7083	NPC21238
Intermediate Similarity	0.7081	NPC287757
Intermediate Similarity	0.7081	NPC319320
Intermediate Similarity	0.708	NPC115379
Intermediate Similarity	0.7078	NPC100675
Intermediate Similarity	0.7078	NPC80098
Intermediate Similarity	0.7075	NPC283079
Intermediate Similarity	0.7075	NPC2596
Intermediate Similarity	0.7073	NPC314725
Intermediate Similarity	0.7073	NPC313375
Intermediate Similarity	0.7068	NPC473393
Intermediate Similarity	0.7068	NPC42383
Intermediate Similarity	0.7068	NPC238115

Drug Structure

NPD2240 OpenBabel08211701392D 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 -0.0000 6.0000 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 -0.0000 3.0000 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 -0.8660 0.5000 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 -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 4.5000 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 -2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 5.0000 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 -2.5981 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 12 1 0 0 0 0 3 20 1 0 0 0 0 4 7 1 0 0 0 0 4 13 2 0 0 0 0 5 8 2 0 0 0 0 5 13 1 0 0 0 0 6 9 1 0 0 0 0 6 13 1 0 0 0 0 7 15 2 0 0 0 0 8 15 1 0 0 0 0 9 16 1 0 0 0 0 10 14 1 0 0 0 0 10 17 1 0 0 0 0 11 14 1 0 0 0 0 11 21 1 0 0 0 0 12 17 1 0 0 0 0 14 18 1 0 0 0 0 15 21 1 0 0 0 0 16 19 2 0 0 0 0 16 20 1 0 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000304
DrugBank	DB00187
ChEMBL	CHEMBL768
IUPHAR/BPS	7178
PharmaGKB	PA449500
KEGG Drug	D07916
PubChem CID	59768
ChEBI	88206
CAS Number	81147-92-4

Drug Properties

Molecular Weight	295.18
ALogP	-0.9014
MLogP	2.67
XLogP	2.296
HDA	4
HBD	2
Rotatable Bonds	14
TPSA	67.79
RO5 Violation	0