verapamil   Click here for help

GtoPdb Ligand ID: 2406

Synonyms: Ansyr® | CP-165331 / CP-16533-1 | Securon®
Approved drug
verapamil is an approved drug (FDA (1981))
Compound class: Synthetic organic
Comment: The approved drug verapamil is a racemic mixture of two enantiomers (PubChem CID 92305 and PubChem CID 65808). The structure shown here does not specify stereochemistry and represents the mixture. Marketed formulations may contain verapamil hydrochloride (PubChem CID 62969).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 13
Topological polar surface area 63.95
Molecular weight 454.28
XLogP 4.97
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES COc1ccc(cc1OC)CCN(CCCC(c1ccc(c(c1)OC)OC)(C(C)C)C#N)C
Isomeric SMILES COc1ccc(cc1OC)CCN(CCCC(c1ccc(c(c1)OC)OC)(C(C)C)C#N)C
InChI InChI=1S/C27H38N2O4/c1-20(2)27(19-28,22-10-12-24(31-5)26(18-22)33-7)14-8-15-29(3)16-13-21-9-11-23(30-4)25(17-21)32-6/h9-12,17-18,20H,8,13-16H2,1-7H3
InChI Key SGTNSNPWRIOYBX-UHFFFAOYSA-N
No information available.
Summary of Clinical Use Click here for help
Used therapeutically as a calcium channel blocker in the treatment of cardiac arrhythmia, hypertension and angina.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
A class IV antiarrhythmic agent, verapamil decreases impulse conduction through the AV node.
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