ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1592
CHEMBL1592
Compound Name QUINAPRIL
ChEMBL Synonyms QUINAPRIL HYDROCHLORIDE | QUINAPRIL | QUINIL | ACCUPRIL | ACCUPRO | CI-906
Max Phase 4 (Approved)
Trade Names ACCUPRIL | ACCUPRO | QUINIL | QUINAPRIL HYDROCHLORIDE
Molecular Formula C25H30N2O5

Additional synonyms for CHEMBL1592 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCOC(=O)[C@H](CCc1ccccc1)N[C@@H](C)C(=O)N2Cc3ccccc3C[C@H]2C( ...
Download SMILES
Standard InChI InChI=1S/C25H30N2O5/c1-3-32-25(31)21(14-13-18-9-5-4-6-10-18) ...
Download InChI
Standard InChI Key JSDRRTOADPPCHY-HSQYWUDLSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1592

Molecule Features

CHEMBL1592 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:Y Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Angiotensin-converting enzyme inhibitor Angiotensin-converting enzyme DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC

Clinical Data

ClinicalTrials.gov QUINAPRIL
The Cochrane Collaboration QUINAPRIL

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 CHEMBL1592. 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
CHEMBL1808 Angiotensin-converting enzyme Homo sapiens 1.000
CHEMBL4074 Angiotensin-converting enzyme Oryctolagus cuniculus 1.000
CHEMBL2625 Angiotensin-converting enzyme Rattus norvegicus 1.000
CHEMBL3369 Neprilysin Rattus norvegicus 1.000
CHEMBL269 Delta opioid receptor Rattus norvegicus 1.000
CHEMBL270 Mu opioid receptor Rattus norvegicus 1.000
CHEMBL1944 Neprilysin Homo sapiens 1.000
CHEMBL4607 Angiotensin II type 2 (AT-2) receptor Homo sapiens 1.000
CHEMBL257 Angiotensin II type 2 (AT-2) receptor Rattus norvegicus 1.000
CHEMBL3768 Neprilysin Oryctolagus cuniculus 1.000
CHEMBL4051 Cystic fibrosis transmembrane conductance regulator Homo sapiens 0.996
CHEMBL233 Mu opioid receptor Homo sapiens 0.994
CHEMBL283 Matrix metalloproteinase 3 Homo sapiens 0.992
CHEMBL4354 Mu opioid receptor Cavia porcellus 0.922
CHEMBL236 Delta opioid receptor Homo sapiens 0.910
CHEMBL3202 Prolyl endopeptidase Homo sapiens 0.672
CHEMBL4588 Matrix metalloproteinase 8 Homo sapiens 0.556
CHEMBL1907 Aminopeptidase N Homo sapiens 0.404
CHEMBL3392 Thermolysin Bacillus thermoproteolyticus 0.354



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1808 Angiotensin-converting enzyme Homo sapiens 1.000
CHEMBL4074 Angiotensin-converting enzyme Oryctolagus cuniculus 1.000
CHEMBL2625 Angiotensin-converting enzyme Rattus norvegicus 1.000
CHEMBL3369 Neprilysin Rattus norvegicus 1.000
CHEMBL269 Delta opioid receptor Rattus norvegicus 1.000
CHEMBL270 Mu opioid receptor Rattus norvegicus 1.000
CHEMBL1944 Neprilysin Homo sapiens 1.000
CHEMBL4607 Angiotensin II type 2 (AT-2) receptor Homo sapiens 1.000
CHEMBL3768 Neprilysin Oryctolagus cuniculus 1.000
CHEMBL233 Mu opioid receptor Homo sapiens 0.999
CHEMBL283 Matrix metalloproteinase 3 Homo sapiens 0.998
CHEMBL4354 Mu opioid receptor Cavia porcellus 0.996
CHEMBL257 Angiotensin II type 2 (AT-2) receptor Rattus norvegicus 0.994
CHEMBL3392 Thermolysin Bacillus thermoproteolyticus 0.992
CHEMBL236 Delta opioid receptor Homo sapiens 0.991
CHEMBL5857 Trace amine-associated receptor 1 Homo sapiens 0.989
CHEMBL5982 ADAM9 Homo sapiens 0.983
CHEMBL4588 Matrix metalloproteinase 8 Homo sapiens 0.780
CHEMBL1907 Aminopeptidase N Homo sapiens 0.451
CHEMBL4188 Rhodesain Trypanosoma brucei rhodesiense 0.362

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
438.5 438.2155 2.57 9 95.94 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 2 0 7 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
3.39 5.31 4.79 1.24 2 32 0.58

Structural Alerts

There are 3 structural alerts for CHEMBL1592. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C09 - AGENTS ACTING ON THE RENIN-ANGIOTENSIN SYSTEM
C09A - ACE INHIBITORS, PLAIN
C09AA - ACE inhibitors, plain
C09AA06 - quinapril

ChemSpider ChemSpider:JSDRRTOADPPCHY-HSQYWUDLSA-N
DailyMed quinapril hydrochloride
Wikipedia Quinapril

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1592



ACToR 85441-61-8
BindingDB 50368166
ChEBI 8713
DrugBank DB00881
DrugCentral 2340
eMolecules 3716220
EPA CompTox Dashboard DTXSID4023547
FDA SRS RJ84Y44811
Guide to Pharmacology 6350
Human Metabolome Database HMDB0015019
IBM Patent System AEDFC46292D641C199A2C70728667FA1
KEGG Ligand C07398
LINCS LSM-3620
Mcule MCULE-5721366729
Nikkaji J39.673G
PharmGKB PA451205
PubChem 40466957 54892
PubChem: Thomson Pharma 14881354 14759220
SureChEMBL SCHEMBL15813
ZINC ZINC000003801163

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