amiodarone   Click here for help

GtoPdb Ligand ID: 2566

Synonyms: amiodarone hydrochloride | Cordarone®
Approved drug PDB Ligand
amiodarone is an approved drug (FDA (1985))
Compound class: Synthetic organic
Comment: Amiodarone is a class III antiarrhythmic drug and acts as a positive inotropic agent. The prescription drug contains amiodarone hydrochloride (PubChem CID 441325).
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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 11
Topological polar surface area 42.68
Molecular weight 645.02
XLogP 7.91
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES CCCCc1oc2c(c1C(=O)c1cc(I)c(c(c1)I)OCCN(CC)CC)cccc2
Isomeric SMILES CCCCc1oc2c(c1C(=O)c1cc(I)c(c(c1)I)OCCN(CC)CC)cccc2
InChI InChI=1S/C25H29I2NO3/c1-4-7-11-22-23(18-10-8-9-12-21(18)31-22)24(29)17-15-19(26)25(20(27)16-17)30-14-13-28(5-2)6-3/h8-10,12,15-16H,4-7,11,13-14H2,1-3H3
InChI Key IYIKLHRQXLHMJQ-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1985))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
(2-butyl-1-benzofuran-3-yl)-[4-(2-diethylaminoethoxy)-3,5-diiodophenyl]methanone
International Nonproprietary Names Click here for help
INN number INN
2012 amiodarone
Synonyms Click here for help
amiodarone hydrochloride | Cordarone®
Database Links Click here for help
BindingDB Ligand 18957
CAS Registry No. 1951-25-3
ChEBI CHEBI:2663
ChEMBL Ligand CHEMBL633
DrugBank Ligand DB01118
DrugCentral Ligand 176
GtoPdb PubChem SID 135649937
PubChem CID 2157
RCSB PDB Ligand BBI
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Wikipedia Amiodarone