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
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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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1981))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
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IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
2122 verapamil
Synonyms Click here for help
Ansyr® | CP-165331 / CP-16533-1 | Securon®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Verapamil
Other databases
BindingDB Ligand 50279753
CAS Registry No. 52-53-9
ChEMBL Ligand CHEMBL6966
DrugBank Ligand DB00661
DrugCentral Ligand 2815
GtoPdb PubChem SID 135651305
PubChem CID 2520
Search Google for chemical match using the InChIKey SGTNSNPWRIOYBX-UHFFFAOYSA-N
Search Google for chemicals with the same backbone SGTNSNPWRIOYBX
Search PubMed clinical trials verapamil
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UniChem Compound Search for chemical match using the InChIKey SGTNSNPWRIOYBX-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey SGTNSNPWRIOYBX-UHFFFAOYSA-N
Wikipedia Verapamil