AMIODARONE

Search structure
Synonyms:
Status: Approved (1985)
Entry Type: Small molecule
Molecule Category: Parent
ATC: C01BD01
UNII: N3RQ532IUT

Structure
InChI Key IYIKLHRQXLHMJQ-UHFFFAOYSA-N
Smile CCCCc1oc2ccccc2c1C(=O)c1cc(I)c(OCCN(CC)CC)c(I)c1
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C25H29I2NO3
Molecular Weight 645.32
AlogP 6.94
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 11.0
Polar Surface Area 42.68
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 31.0

Pharmacology

Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1A Cytochrome P450 1A2
- - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C19
- - - - 29
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C8
- - - 1500-51200 33
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- - - - 68
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- - - - 37
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- - - -
Enzyme Isomerase
- - - 25 -
Enzyme Oxidoreductase
- 12000 - - 0
Enzyme Protease Metallo protease Metallo protease MAE clan Metallo protease M34 family
- 3500 - - -
Enzyme
- 12000 - 1500-51200 0
Epigenetic regulator Eraser Lysine demethylase Jumonji domain-containing
- 80000 - - 22
Epigenetic regulator Reader Plant homeodomain
- 80000 - - 22
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 30-10000 - - -
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- 270-1900 - - 80
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- 4800 - - 70
Membrane receptor
- - - 1 -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group A Nuclear hormone receptor subfamily 1 group A member 1
- 650 - - -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group A Nuclear hormone receptor subfamily 1 group A member 2
- 600 - - -
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 25000-43000 - 3200 -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Arrhythmias, Cardiac 4 D001145 ClinicalTrials
Heart Failure 3 D006333 ClinicalTrials
Heart Failure 3 D006333 ClinicalTrials
Atrial Flutter 3 D001282 ClinicalTrials
Death, Sudden, Cardiac 3 D016757 ClinicalTrials
Ventricular Fibrillation 3 D014693 ClinicalTrials
Tachycardia, Ventricular 3 D017180 ClinicalTrials
Atrial Fibrillation 3 D001281 ClinicalTrials
Cardiomyopathies 3 D009202 ClinicalTrials
Myocardial Infarction 3 D009203 ClinicalTrials
Heart Arrest 3 D006323 ClinicalTrials
Severe Acute Respiratory Syndrome 2 D045169 ClinicalTrials
Tachycardia, Supraventricular 2 D013617 ClinicalTrials
Hemorrhagic Fever, Ebola 2 D019142 ClinicalTrials
Amyloidosis, Familial 2 D028226 ClinicalTrials
Coronary Disease 0 D003327 ClinicalTrials

Related Entries

Scaffolds

UNKNOWN

Cross References

Resources Reference
CAS NUMBER 1951-25-3
ChEBI 2663
ChEMBL CHEMBL633
DrugBank DB01118
DrugCentral 176
EPA CompTox DTXSID7022592
FDA SRS N3RQ532IUT
Human Metabolome Database HMDB0015250
Guide to Pharmacology 2566
KEGG C06823
PDB BBI
PharmGKB PA448383
PubChem 2157
SureChEMBL SCHEMBL16284
ZINC ZINC000003830212
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