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Compound Detail

CHEMBL1290

PENBUTOLOL
💊 Approved Drug
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💊 Approved Drug
CC(C)(C)NC[C@H](O)COc1ccccc1C1CCCC1

Basic Information

ChEMBL ID CHEMBL1290
Name PENBUTOLOL
Phase Approved
Structure Type MOL
InChI Key KQXKVJAGOJTNJS-HNNXBMFYSA-N
Therapeutic ✓ Yes

Known Names

(-)-isopenbutolol (-)-penbutolol (s)-penbutolol Penbutolol
1
Targets
1
Activities
1
Assay Types
0
PK Parameters
20
Publications
4
Known Names
1
Indications

Molecular Properties

291.4
MW (Da)
3.47
ALogP
3
HBA
2
HBD
41.5
PSA (Ų)
0.84
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1987
Availability Discontinued
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product
USAN Stem -olol
USAN Year 1977

Extended Properties

Molecular Formula C18H29NO2
MW 291.44
Aromatic Rings 1
Heavy Atoms 21
NP-Likeness -0.39

Indications

Cardiovascular Diseases

ATC Classification

C07AA23
penbutolol
Level 1: CARDIOVASCULAR SYSTEM
Level 2: BETA BLOCKING AGENTS

Activity Summary

Ki 1 meas. best 8.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 1A
CHEMBL273
Ki 8.62 8.62 2.4 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.5281/zenodo.13943903 ADMET 89
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
19397318 10.1021/jm9003945 No relevant target 5
- 10.6019/CHEMBL4651402 SARS-CoV-2 4
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
- 10.6019/CHEMBL4651402 Vero C1008 2
27397500 10.1016/j.bmcl.2016.06.088 Cytochrome P450 2D6 1
37468498 10.1038/s41467-023-40064-9 Estrogen receptor 1
37468498 10.1038/s41467-023-40064-9 Bile salt export pump 1
37468498 10.1038/s41467-023-40064-9 Voltage-gated inwardly rectifying potassium channel KCNH2 1
37468498 10.1038/s41467-023-40064-9 D(1A) dopamine receptor 1
27397500 10.1016/j.bmcl.2016.06.088 Cytochrome P450 2C9 1
- 10.1101/2020.04.21.054387 SARS-CoV-2 1
21624500 10.1016/j.drudis.2011.05.007 Hepatotoxicity 1
15857133 10.1021/jm048980b No relevant target 1

Data from ChEMBL 36 via Core Engine