Molecule Details
InChIKeyIYIKLHRQXLHMJQ-UHFFFAOYSA-N
Compound NameAmiodarone
Canonical SMILESCCCCc1oc2ccccc2c1C(=O)c1cc(I)c(OCCN(CC)CC)c(I)c1
Clinical Status Data-mined Candidate
Targets (Human+Pathogen)18
Pfam Stratification Cross-Family
Avg pChEMBL6.61
SourceChEMBL;BindingDB
2D Structure
2D structure
Activity Profile
DrugBank Annotations
DrugBank ID DB01118
Drug NameAmiodarone
CAS Number1951-25-3
Groups approved investigational
ATC Codes C01BD01
DescriptionAmiodarone is a benzofuran derivative, anti-arrhythmic drug used commonly in a variety of settings.[A36817] Most known for its approved indication in life-threatening ventricular arrhythmias, it is also used off-label in the outpatient and inpatient setting for atrial fibrillation. Because of its ab...

Categories: Agents Causing Muscle Toxicity Agents causing hyperkalemia Antiarrhythmic agents Antiarrhythmics, Class III BSEP/ABCB11 Inhibitors BSEP/ABCB11 Substrates BSEP/ABCB11 Substrates with a Narrow Therapeutic Index Benzofurans Bradycardia-Causing Agents Calcium Channel Blockers Cardiac Therapy Cardiovascular Agents Cytochrome P-450 CYP1A1 Substrates Cytochrome P-450 CYP1A2 Inhibitors Cytochrome P-450 CYP1A2 Inhibitors (strong) Cytochrome P-450 CYP2A6 Inhibitors Cytochrome P-450 CYP2A6 Inhibitors (moderate) Cytochrome P-450 CYP2C19 Inhibitors Cytochrome P-450 CYP2C19 Inhibitors (weak) Cytochrome P-450 CYP2C19 Substrates Cytochrome P-450 CYP2C19 Substrates with a Narrow Therapeutic Index Cytochrome P-450 CYP2C19 inhibitors (strength unknown) Cytochrome P-450 CYP2C8 Substrates Cytochrome P-450 CYP2C8 Substrates with a Narrow Therapeutic Index Cytochrome P-450 CYP2C9 Inhibitors Cytochrome P-450 CYP2C9 Inhibitors (moderate) Cytochrome P-450 CYP2D6 Inhibitors Cytochrome P-450 CYP2D6 Inhibitors (weak) Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (strength unknown) Cytochrome P-450 CYP3A4 Inhibitors (strong) Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 CYP3A4 Substrates (strength unknown) Cytochrome P-450 CYP3A4 Substrates with a Narrow Therapeutic Index Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Drugs causing inadvertant photosensitivity Enzyme Inhibitors Heterocyclic Compounds, Fused-Ring Highest Risk QTc-Prolonging Agents Hypotensive Agents Membrane Transport Modulators Narrow Therapeutic Index Drugs OCT2 Inhibitors P-glycoprotein inducers P-glycoprotein inhibitors Photosensitizing Agents Potassium Channel Blockers QTc Prolonging Agents Sodium Channel Blockers Vasodilating Agents alpha-Galactosidase, antagonists & inhibitors
Cross-references: BindingDB: 18957 ChEBI: 2663 CHEMBL633 ChemSpider: 2072 Drugs Product Database (DPD): 1400 Guide to Pharmacology: 2566 IUPHAR: 2566 C06823 D02910 PDB: BBI PharmGKB: PA448383 PubChem:2157 PubChem:46507387 RxCUI: 703 Therapeutic Targets Database: DAP000496 Wikipedia: Amiodarone ZINC: ZINC000003830212
Target Activities (18)
Target Gene Organism Category Pfam pChEMBL Type Source
Q99720 SIGMAR1 Homo sapiens Human PF04622 8.2 Ki ChEMBL;BindingDB
Q15125 EBP Homo sapiens Human PF05241 7.6 Ki ChEMBL;BindingDB
Q12809 KCNH2 Homo sapiens Human PF00027 PF00520 PF13426 6.8 IC50 ChEMBL;BindingDB
P08913 ADRA2A Homo sapiens Human PF00001 6.7 IC50 ChEMBL
O60840 CACNA1F Homo sapiens Human PF08763 PF16885 PF16905 PF00520 6.6 IC50 ChEMBL
Q01668 CACNA1D Homo sapiens Human PF08763 PF16885 PF16905 PF00520 6.6 IC50 ChEMBL
Q13698 CACNA1S Homo sapiens Human PF08763 PF16905 PF00520 6.6 IC50 ChEMBL
Q13936 CACNA1C Homo sapiens Human PF08763 PF16885 PF16905 PF00520 6.6 IC50 ChEMBL;BindingDB
P28335 HTR2C Homo sapiens Human PF00001 6.5 IC50 ChEMBL
P35462 DRD3 Homo sapiens Human PF00001 6.4 Ki ChEMBL
P08173 CHRM4 Homo sapiens Human PF00001 6.3 Ki ChEMBL
P10828 THRB Homo sapiens Human PF00104 PF00105 6.2 IC50 ChEMBL;BindingDB
P11229 CHRM1 Homo sapiens Human PF00001 6.2 Ki ChEMBL
P10827 THRA Homo sapiens Human PF00104 PF00105 6.2 IC50 ChEMBL;BindingDB
P20309 CHRM3 Homo sapiens Human PF00001 6.2 Ki ChEMBL
P41595 HTR2B Homo sapiens Human PF00001 6.1 IC50 ChEMBL
P06241 FYN Homo sapiens Human PF07714 PF00017 PF00018 6.1 IC50 ChEMBL
P32352 ERG2 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) Pathogen PF04622 7.2 Ki ChEMBL;BindingDB
DrugBank Target Actions (27)
Target Gene Target Name Action Type
P02768 ALB Albumin binder carriers
P05177 CYP1A2 Cytochrome P450 1A2 inhibitor enzymes
P08684 CYP3A4 Cytochrome P450 3A4 inhibitor enzymes
P10635 CYP2D6 Cytochrome P450 2D6 inhibitor enzymes
P11509 CYP2A6 Cytochrome P450 2A6 inhibitor enzymes
P11712 CYP2C9 Cytochrome P450 2C9 inhibitor enzymes
P33261 CYP2C19 Cytochrome P450 2C19 inhibitor enzymes
P51589 CYP2J2 Cytochrome P450 2J2 inhibitor enzymes
P04798 CYP1A1 Cytochrome P450 1A1 substrate enzymes
P08684 CYP3A4 Cytochrome P450 3A4 substrate enzymes
P10632 CYP2C8 Cytochrome P450 2C8 substrate enzymes
P33261 CYP2C19 Cytochrome P450 2C19 substrate enzymes
P37231 PPARG Peroxisome proliferator-activated receptor gamma agonist targets
Q07869 PPARA Peroxisome proliferator-activated receptor alpha agonist targets
Q86YN6 Q86YN6 Peroxisome proliferator-activated receptor gamma coactivator 1-beta agonist targets
P10827 THRA Thyroid hormone receptor antagonist targets
P10827 THRA Thyroid hormone receptor binder targets
P08588 ADRB1 Beta adrenergic receptor downregulator targets
P08588 ADRB1 Beta adrenergic receptor inhibitor targets
Q12809 KCNH2 HERG human cardiac K+ channel inhibitor targets
Q13936 CACNA1C Voltage gated L-type calcium channel inhibitor targets
Q9P0X4 CACNA1I Voltage-dependent T-type calcium channel subunit alpha-1I inhibitor targets
P08183 ABCB1 ATP-dependent translocase ABCB1 inducer transporters
O15244 SLC22A2 Solute carrier family 22 member 2 inhibitor transporters
O95342 ABCB11 Bile salt export pump inhibitor transporters
P08183 ABCB1 ATP-dependent translocase ABCB1 inhibitor transporters
O95342 ABCB11 Bile salt export pump substrate transporters