dronedarone   

GtoPdb Ligand ID: 7465

Synonyms: Multaq® | SR-33598B
dronedarone is an approved drug (FDA and EMA (2009))
Compound class: Synthetic organic
Comment: Dronedarone is a class III antiarrhythmic drug. It is a noniodinated analogue of amiodarone. The marketed formulation contains the hydrochloride salt (PubChem CID 219025).
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 18
Topological polar surface area 97.23
Molecular weight 556.3
XLogP 7.23
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Canonical SMILES CCCCc1oc2c(c1C(=O)c1ccc(cc1)OCCCN(CCCC)CCCC)cc(cc2)NS(=O)(=O)C
Isomeric SMILES CCCCc1oc2c(c1C(=O)c1ccc(cc1)OCCCN(CCCC)CCCC)cc(cc2)NS(=O)(=O)C
InChI InChI=1S/C31H44N2O5S/c1-5-8-12-29-30(27-23-25(32-39(4,35)36)15-18-28(27)38-29)31(34)24-13-16-26(17-14-24)37-22-11-21-33(19-9-6-2)20-10-7-3/h13-18,23,32H,5-12,19-22H2,1-4H3
InChI Key ZQTNQVWKHCQYLQ-UHFFFAOYSA-N
Bioactivity Comments
Effects of dronedarone on atrial fibrilation are generally assessed in in vivo animal studies [4-5], or its effect on channel conductance measured in patch clamp experiments [1]. Since affinity/efficacy data for dronedarone at specific human molecular targets is scarce in the scientific literature, and due to the poly-pharmacology and complex and incompletely defined molecular mechanism of action we have not tagged a primary drug target for dronedarone.
Selectivity at ion channels
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Kv1.5 Hs Inhibitor Inhibition 5.6 pIC50 - 2
pIC50 5.6 (IC50 2.37x10-6 M) [2]
Description: Whole cell patch clamp experiment using HEK293 cells expressing human Kv1.5.