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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL633
CHEMBL633
Compound Name AMIODARONE
ChEMBL Synonyms NEXTERONE | Pacerone | Cordarone | AMIODARONE | L-3428 | CORDARONE X | CORDARONE X 200 | SK&F-33134-A | SKF 33134-A | AMYBEN | PACERONE | CORDARONE X 100 | AMIODARONE HYDROCHLORIDE | AMIDOX | DARMIL | CORDARONE
Max Phase 4 (Approved)
Trade Names CORDARONE | DARMIL | AMYBEN | PACERONE | CORDARONE X 200 | CORDARONE X | NEXTERONE | AMIDOX | AMIODARONE HYDROCHLORIDE | CORDARONE X 100
Molecular Formula C25H29I2NO3

Additional synonyms for CHEMBL633 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCCCc1oc2ccccc2c1C(=O)c3cc(I)c(OCCN(CC)CC)c(I)c3
Standard InChI InChI=1S/C25H29I2NO3/c1-4-7-11-22-23(18-10-8-9-12-21(18)31-2 ...
Download InChI
Standard InChI Key IYIKLHRQXLHMJQ-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Curated Drug Metabolism Pathways
  • Curated Drug Pharmacokinetic Data
  • DrugMatrix
  • Gene Expression Atlas Compounds
  • HeCaToS Compounds
  • Open TG-GATEs
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL633

Molecule Features

CHEMBL633 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
HERG blocker HERG DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Atrial FlutterD001282EFO:0003911atrial flutter3ClinicalTrials
Heart FailureD006333EFO:0000373congestive heart failure3ClinicalTrials
Ventricular FibrillationD014693EFO:0004287ventricular fibrillation4ClinicalTrials
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
Hemorrhagic Fever, EbolaD019142EFO:0007243Ebola hemorrhagic fever2ClinicalTrials
CardiomyopathiesD009202EFO:0000318cardiomyopathy3ClinicalTrials
Tachycardia, VentricularD017180EFO:0005306ventricular tachycardia4DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
ClinicalTrials
Arrhythmias, CardiacD001145EFO:0004269cardiac arrhythmia4ATC
Coronary Artery DiseaseD003324EFO:0000378coronary artery disease0ClinicalTrials
Death, Sudden, CardiacD016757EFO:0004278sudden cardiac arrest3ClinicalTrials
Arrhythmias, CardiacD0011454ClinicalTrials
Heart FailureD006333EFO:0003144heart failure3ClinicalTrials
ClinicalTrials
Chagas CardiomyopathyD002598EFO:0005529Chagas cardiomyopathy3ClinicalTrials
Amyloidosis, FamilialD028226Orphanet:85443AL amyloidosis2ClinicalTrials
ClinicalTrials
Atrial FibrillationD001281EFO:0000275atrial fibrillation3ClinicalTrials
ClinicalTrials

Clinical Data

ClinicalTrials.gov AMIODARONE
The Cochrane Collaboration AMIODARONE

Metabolites for CHEMBL633

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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 CHEMBL633. 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
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 1.000
CHEMBL3602 Sigma opioid receptor Rattus norvegicus 0.931
CHEMBL1860 Thyroid hormone receptor alpha Homo sapiens 0.854
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 0.500
CHEMBL287 Sigma opioid receptor Homo sapiens 0.382
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.239
CHEMBL1947 Thyroid hormone receptor beta-1 Homo sapiens 0.220



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1860 Thyroid hormone receptor alpha Homo sapiens 1.000
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.984
CHEMBL220 Acetylcholinesterase Homo sapiens 0.758
CHEMBL3602 Sigma opioid receptor Rattus norvegicus 0.629
CHEMBL1947 Thyroid hormone receptor beta-1 Homo sapiens 0.544
CHEMBL5763 Cholinesterase Equus caballus 0.541
CHEMBL1914 Butyrylcholinesterase Homo sapiens 0.436
CHEMBL3721 Cytochrome P450 2C8 Homo sapiens 0.245

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
645.3 645.0237 6.94 11 42.68 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 0 2 4 0 2


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 9.37 7.82 5.87 3 31 0.17

Structural Alerts

There are 5 structural alerts for CHEMBL633. 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
C01BD01 - amiodarone

ChemSpider ChemSpider:IYIKLHRQXLHMJQ-UHFFFAOYSA-N
DailyMed amiodarone hydrochloride
PubChem SID: 104171110 SID: 11110784 SID: 11110785 SID: 124879287 SID: 144203634 SID: 170464920 SID: 26751596 SID: 26751597 SID: 50100172 SID: 90341282
Wikipedia Amiodarone

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL633



ACToR 1951-25-3
Atlas amiodarone
BindingDB 18957
Brenda 5758
ChEBI 2663
ChemicalBook CB5310616
DrugBank DB01118
DrugCentral 176
eMolecules 901372
EPA CompTox Dashboard DTXSID7022592
FDA SRS N3RQ532IUT
Guide to Pharmacology 2566
Human Metabolome Database HMDB0015250
IBM Patent System 9B13BD6C871CE04689114508665D5810
KEGG Ligand C06823
LINCS LSM-2379
Mcule MCULE-4156227717
MolPort MolPort-003-703-670
Nikkaji J7.829H
PDBe BBI
PharmGKB PA448383
PubChem 2157
PubChem: Thomson Pharma 14765719
SureChEMBL SCHEMBL16284
ZINC ZINC000003830212

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