carvedilol   Click here for help

GtoPdb Ligand ID: 551

Synonyms: Coreg® | DQ 2466 | Eucardic® | SKF 105517
Approved drug
carvedilol is an approved drug (FDA (1995))
Compound class: Synthetic organic
Comment: Carvedilol is a non-selective β blocker
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 3
Rotatable bonds 10
Topological polar surface area 75.74
Molecular weight 406.19
XLogP 3.76
No. Lipinski's rules broken 0
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Canonical SMILES COc1ccccc1OCCNCC(COc1cccc2c1c1ccccc1[nH]2)O
Isomeric SMILES COc1ccccc1OCCNCC(COc1cccc2c1c1ccccc1[nH]2)O
InChI InChI=1S/C24H26N2O4/c1-28-21-10-4-5-11-22(21)29-14-13-25-15-17(27)16-30-23-12-6-9-20-24(23)18-7-2-3-8-19(18)26-20/h2-12,17,25-27H,13-16H2,1H3
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Summary of Clinical Use Click here for help
Used in the treatment of heart failure.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Carvedilol blocks β1 and β2 adrenergic receptors (S enantiomer) as well as the α1 adrenergic receptor (R and S enantiomers). Inhibition of the β-ARs decreases heart rate, myocardial contractility, and myocardial oxygen demand and inhibition of the α-AR decreases systemic vascular resistance, with the net effect being reduced strain on the heart. Carvedilol and its metabolites have also been shown to reduce free radical formation, so may help to prevent free radical damage observed in chronic heart failure.