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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL184412
CHEMBL184412
Compound Name DRONEDARONE
ChEMBL Synonyms DRONEDARONE HYDROCHLORIDE | MULTAQ | SR33598B | DRONEDARONE
Max Phase 4 (Approved)
Trade Names MULTAQ
Molecular Formula C31H44N2O5S

Additional synonyms for CHEMBL184412 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCCCN(CCCC)CCCOc1ccc(cc1)C(=O)c2c(CCCC)oc3ccc(NS(=O)(=O)C)cc ...
Download SMILES
Standard InChI InChI=1S/C31H44N2O5S/c1-5-8-12-29-30(27-23-25(32-39(4,35)36) ...
Download InChI
Standard InChI Key ZQTNQVWKHCQYLQ-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL184412

Molecule Features

CHEMBL184412 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Inward rectifier potassium channel 2 blocker Inward rectifier potassium channel 2 PubMed PubMed
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 blocker Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 PubMed PubMed PubMed PubMed PubMed
Sodium channel alpha subunit blocker Sodium channel alpha subunit Expert FDA PubMed
Voltage-gated L-type calcium channel blocker Voltage-gated L-type calcium channel Expert FDA PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Arrhythmias, CardiacD001145EFO:0004269cardiac arrhythmia4ATC
Atrial FibrillationD001281EFO:0000275atrial fibrillation4ClinicalTrials
DailyMed
Heart FailureD006333EFO:0000373congestive heart failure3ClinicalTrials
Atrial FlutterD001282EFO:0003911atrial flutter3ClinicalTrials

Clinical Data

ClinicalTrials.gov DRONEDARONE
The Cochrane Collaboration DRONEDARONE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL184412. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL3397 Cytochrome P450 2C9 Homo sapiens 0.334

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1935 Aldehyde dehydrogenase Homo sapiens 0.487

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
556.8 556.2971 7.05 18 88.85 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 1 2 7 1 2


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
7.4 9.44 7.98 5.8 3 39 0.13

Structural Alerts

There are 4 structural alerts for CHEMBL184412. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C01 - CARDIAC THERAPY
C01B - ANTIARRHYTHMICS, CLASS I AND III
C01BD - Antiarrhythmics, class III
C01BD07 - dronedarone

ChemSpider ChemSpider:ZQTNQVWKHCQYLQ-UHFFFAOYSA-N
DailyMed dronedarone hydrochloride
PubChem SID: 144206559 SID: 170465064
Wikipedia Dronedarone

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL184412



ACToR 141626-36-0
BindingDB 50151864
ChEBI 50659
DrugBank DB04855
DrugCentral 4112
eMolecules 30152747
EPA CompTox Dashboard DTXSID3048653
FDA SRS JQZ1L091Y2
Guide to Pharmacology 7465
IBM Patent System 0C89CCA2048B63D1BBF92C9FCD064D17
LINCS LSM-45428
Mcule MCULE-5052395136
MolPort MolPort-006-170-000
Nikkaji J1.055.653H
PubChem 208898
PubChem: Thomson Pharma 14861729
SureChEMBL SCHEMBL110363
ZINC ZINC000049933061

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/ZQTNQVWKHCQYLQ-UHFFFAOYSA-N spacer
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