amiodarone   

GtoPdb Ligand ID: 2566

Synonyms: amiodarone hydrochloride | Cordarone®
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
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
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
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
(2-butyl-1-benzofuran-3-yl)-[4-(2-diethylaminoethoxy)-3,5-diiodophenyl]methanone
International Nonproprietary Names
INN number INN
2012 amiodarone
Synonyms
amiodarone hydrochloride | Cordarone®
Database Links
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