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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1491
CHEMBL1491
Compound Name AMLODIPINE
ChEMBL Synonyms Norvasc | NORVASC | UK-48340-26 | UK-48,340-26 | AMLODIPINE BESILATE | AMVAZ | AMLODIPINE | AMLODIPINE MALEATE | AMLODIPINE BESYLATE | UK-48,340-11 | UK-48340-11
Max Phase 4 (Approved)
Trade Names AMVAZ | Norvasc | Amlodipine Besylate | NORVASC
Molecular Formula C20H25ClN2O5

Additional synonyms for CHEMBL1491 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCOC(=O)C1=C(COCCN)NC(=C(C1c2ccccc2Cl)C(=O)OC)C
Standard InChI InChI=1S/C20H25ClN2O5/c1-4-28-20(25)18-15(11-27-10-9-22)23-1 ...
Download InChI
Standard InChI Key HTIQEAQVCYTUBX-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • 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


CHEMBL1491

Molecule Features

CHEMBL1491 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Voltage-gated L-type calcium channel blocker Voltage-gated L-type calcium channel DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
AORTIC ANEURYSM, ABDOMINALD017544EFO:0004214ABDOMINAL AORTIC ANEURYSM2ClinicalTrials
BETA-THALASSEMIAD017086Orphanet:231214BETA-THALASSEMIA MAJOR2ClinicalTrials
ANGINA, STABLED060050EFO:0003913ANGINA PECTORIS4DailyMed
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CORONARY ARTERY DISEASED003324EFO:0000378CORONARY ARTERY DISEASE4DailyMed
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DIABETES MELLITUS, TYPE 2D003924EFO:0001360TYPE II DIABETES MELLITUS1ClinicalTrials
HYPERTENSIOND006973EFO:0000537HYPERTENSION4DailyMed
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ClinicalTrials
HEART FAILURED006333EFO:0003144HEART FAILURE4ClinicalTrials
ANGINA PECTORISD000787EFO:0003913ANGINA PECTORIS4DailyMed
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CARDIOVASCULAR DISEASESD002318EFO:0000319CARDIOVASCULAR DISEASE4ATC
LIVER DISEASESD008107EFO:0001421LIVER DISEASE2ClinicalTrials
STROKED020521EFO:0000712STROKE4DailyMed
ANGINA PECTORIS, VARIANTD000788EFO:1000013PRINZMETAL'S ANGINA4DailyMed
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MYOCARDIAL INFARCTIOND009203EFO:0000612MYOCARDIAL INFARCTION4DailyMed
PROTEINURIAD011507HP:0000093PROTEINURIA3ClinicalTrials
DEPRESSIVE DISORDERD003866EFO:0003761UNIPOLAR DEPRESSION3ClinicalTrials

Clinical Data

ClinicalTrials.gov AMLODIPINE
The Cochrane Collaboration AMLODIPINE

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 CHEMBL1491. 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
CHEMBL4132 Voltage-gated L-type calcium channel alpha-1D subunit Rattus norvegicus 1.000
CHEMBL2366456 Voltage-dependent L-type calcium channel subunit alpha-1C Cavia porcellus 1.000
CHEMBL2830 Voltage-gated L-type calcium channel alpha-1C subunit Oryctolagus cuniculus 1.000
CHEMBL3762 Voltage-gated L-type calcium channel alpha-1C subunit Rattus norvegicus 1.000
CHEMBL1940 Voltage-gated L-type calcium channel alpha-1C subunit Homo sapiens 0.975
CHEMBL1994 Mineralocorticoid receptor Homo sapiens 0.701
CHEMBL4267 TGF-beta receptor type II Homo sapiens 0.344



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2366456 Voltage-dependent L-type calcium channel subunit alpha-1C Cavia porcellus 1.000
CHEMBL2830 Voltage-gated L-type calcium channel alpha-1C subunit Oryctolagus cuniculus 1.000
CHEMBL4132 Voltage-gated L-type calcium channel alpha-1D subunit Rattus norvegicus 1.000
CHEMBL3762 Voltage-gated L-type calcium channel alpha-1C subunit Rattus norvegicus 1.000
CHEMBL1940 Voltage-gated L-type calcium channel alpha-1C subunit Homo sapiens 1.000
CHEMBL4267 TGF-beta receptor type II Homo sapiens 0.998
CHEMBL1994 Mineralocorticoid receptor Homo sapiens 0.654

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
408.9 408.1452 1.58 10 99.88 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
7 2 0 7 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 8.97 3.01 1.5 1 28 0.45

Structural Alerts

There are 4 structural alerts for CHEMBL1491. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C08 - CALCIUM CHANNEL BLOCKERS
C08C - SELECTIVE CALCIUM CHANNEL BLOCKERS WITH MAINLY VASCULAR EFFECTS
C08CA - Dihydropyridine derivatives
C08CA01 - amlodipine

ChemSpider ChemSpider:HTIQEAQVCYTUBX-UHFFFAOYSA-N
DailyMed amlodipine amlodipine besylate
PubChem SID: 124893198 SID: 225144262 SID: 29217715 SID: 50111725
Wikipedia Amlodipine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1491



ACToR 88150-42-9
Brenda 9782
ChEBI 2668
DrugBank DB00381
DrugCentral 183
eMolecules 901374
EPA CompTox Dashboard DTXSID7022596
Guide to Pharmacology 6981
Human Metabolome Database HMDB0005018
IBM Patent System BCF4E677477C9C8C1DDB29414B864637
KEGG Ligand C06825
LINCS LSM-1388
Mcule MCULE-8264151664
MolPort MolPort-001-792-963
Nikkaji J33.383B
PharmGKB PA448388
PubChem 2162
PubChem: Drugs of the Future 12013616
PubChem: Thomson Pharma 14781768
Selleck Amlodipine(Norvasc)
SureChEMBL SCHEMBL26478

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