AMLODIPINE

Search structure
Synonyms:
Status: Approved (1992)
Entry Type: Small molecule
Molecule Category: Parent
ATC: C08CA01
UNII: 1J444QC288

Structure
InChI Key HTIQEAQVCYTUBX-UHFFFAOYSA-N
Smile CCOC(=O)C1=C(COCCN)NC(C)=C(C(=O)OC)C1c1ccccc1Cl
InChI
InChI=1S/C20H25ClN2O5/c1-4-28-20(25)18-15(11-27-10-9-22)23-12(2)16(19(24)26-3)17(18)13-7-5-6-8-14(13)21/h5-8,17,23H,4,9-11,22H2,1-3H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C20H25ClN2O5
Molecular Weight 408.88
AlogP 2.27
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 8.0
Polar Surface Area 99.88
Molecular species BASE
Aromatic Rings 1.0
Heavy Atoms 28.0

Experimental and Estimated Properties

Property Name Value Unit Method
log P (octanol-water) 3 - EXP
Henry's Law Constant 2.91E-17 atm-m3/mole EST
Atmospheric OH Rate Constant 1.79E-10 cm3/molecule-sec EST
Water Solubility 75.3 mg/L EST
Vapor Pressure 1.19E-09 mm Hg EST

Pharmacology

Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- - - - 42
Ion channel Voltage-gated ion channel Potassium channels Two-pore domain potassium channel
- 400 - - -
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- 1200-4200 - 2 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- - - 2344 -
Transporter Electrochemical transporter
- - - - 61
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 16000 - - 53

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Hypertension 3 D006973 ClinicalTrials
Diabetes Mellitus, Type 2 3 D003924 ClinicalTrials
Heart Failure 3 D006333 ClinicalTrials
Depressive Disorder 3 D003866 ClinicalTrials
Heart Failure 3 D006333 ClinicalTrials
Essential Hypertension 3 D000075222 ClinicalTrials
Diabetes Mellitus 3 D003920 ClinicalTrials
Myocardial Infarction 3 D009203 ClinicalTrials
Atherosclerosis 3 D050197 ClinicalTrials
Myocardial Ischemia 3 D017202 ClinicalTrials
Hypercholesterolemia 3 D006937 ClinicalTrials
Coronary Disease 3 D003327 ClinicalTrials
Raynaud Disease 2 D011928 ClinicalTrials
Thalassemia 2 D013789 ClinicalTrials
Cardiomyopathy, Hypertrophic 2 D002312 ClinicalTrials
Dystonic Disorders 2 D020821 ClinicalTrials
beta-Thalassemia 2 D017086 ClinicalTrials
Liver Diseases 2 D008107 ClinicalTrials
Hyperaldosteronism 2 D006929 ClinicalTrials
Heart Diseases 2 D006331 ClinicalTrials
Aortic Aneurysm, Abdominal 2 D017544 ClinicalTrials
Breast Neoplasms 1 D001943 ClinicalTrials
Hyperlipidemias 1 D006949 ClinicalTrials
Pancreatitis 1 D010195 ClinicalTrials
Erectile Dysfunction 1 D007172 ClinicalTrials
Kidney Diseases 1 D007674 ClinicalTrials
HIV Infections 1 D015658 ClinicalTrials

Related Entries

MCS

Scaffolds

Salt
UNKNOWN
Salt

Cross References

Resources Reference
CAS NUMBER 88150-42-9
ChEBI 2668
ChEMBL CHEMBL1491
DrugBank DB00381
DrugCentral 183
EPA CompTox DTXSID7022596
FDA SRS 1J444QC288
Human Metabolome Database HMDB0005018
Guide to Pharmacology 6981
KEGG C06825
PharmGKB PA448388
PubChem 2162
SureChEMBL SCHEMBL26478
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