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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1581
CHEMBL1581
Compound Name PERINDOPRIL
ChEMBL Synonyms PERINDOPRIL ERBUMINE | PERINDOPRIL | S-9490 | MCN-A-2833-109 | S-9490-3 | ACEON | PERINDOPRIL ARGININE | COVERSYL | MCN-A-2833
Max Phase 4 (Approved)
Trade Names ACEON | COVERSYL | PERINDOPRIL ERBUMINE
Molecular Formula C19H32N2O5

Additional synonyms for CHEMBL1581 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCC[C@H](N[C@@H](C)C(=O)N1[C@H]2CCCC[C@H]2C[C@H]1C(=O)O)C(=O ...
Download SMILES
Standard InChI InChI=1S/C19H32N2O5/c1-4-8-14(19(25)26-5-2)20-12(3)17(22)21- ...
Download InChI
Standard InChI Key IPVQLZZIHOAWMC-QXKUPLGCSA-N

Sources

  • British National Formulary
  • Curated Drug Pharmacokinetic Data
  • 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


CHEMBL1581

Molecule Features

CHEMBL1581 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 FDA FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
HypertensionD006973EFO:0000537hypertension4DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
ClinicalTrials
Marfan SyndromeD008382Orphanet:558Marfan syndrome3ClinicalTrials
Stress Disorders, Post-TraumaticD013313EFO:0001358post-traumatic stress disorder1ClinicalTrials
Coronary Artery DiseaseD003324EFO:0000378coronary artery disease4DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
Amphetamine-Related DisordersD019969EFO:0004701metamphetamine dependence1ClinicalTrials
Aortic Aneurysm, AbdominalD017544EFO:0004214Abdominal Aortic Aneurysm2ClinicalTrials
Diabetes Mellitus, Type 2D003924EFO:0001360type II diabetes mellitus3ClinicalTrials
Essential HypertensionD000075222EFO:1002032primary hypertension3ClinicalTrials
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
Cardiomyopathy, DilatedD002311EFO:0000407dilated cardiomyopathy3ClinicalTrials

Clinical Data

ClinicalTrials.gov PERINDOPRIL
The Cochrane Collaboration PERINDOPRIL

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 CHEMBL1581. 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
CHEMBL4035 Prolyl endopeptidase Rattus norvegicus 0.997
CHEMBL2857 Human rhinovirus A protease Human rhinovirus sp. 0.992
CHEMBL4478 Voltage-gated N-type calcium channel alpha-1B subunit Homo sapiens 0.600
CHEMBL3768 Neprilysin Oryctolagus cuniculus 0.592
CHEMBL3369 Neprilysin Rattus norvegicus 0.585



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
CHEMBL2857 Human rhinovirus A protease Human rhinovirus sp. 0.999
CHEMBL4035 Prolyl endopeptidase Rattus norvegicus 0.996
CHEMBL4893 Hepatitis C virus NS3 protease/helicase Hepatitis C virus 0.964
CHEMBL3369 Neprilysin Rattus norvegicus 0.904
CHEMBL3768 Neprilysin Oryctolagus cuniculus 0.763

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
368.5 368.2311 1.94 8 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
3.15 5.67 4.1 .55 0 26 0.64

Structural Alerts

There are 3 structural alerts for CHEMBL1581. 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
C09AA04 - perindopril

ChemSpider ChemSpider:IPVQLZZIHOAWMC-QXKUPLGCSA-N
DailyMed perindopril arginine perindopril erbumine
PubChem SID: 144206638 SID: 170464836 SID: 56463760
Wikipedia Perindopril

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1581



ACToR 99149-83-4 82834-16-0
Brenda 6939
ChEBI 8024
DrugBank DB00790
DrugCentral 2108
eMolecules 3716156
EPA CompTox Dashboard DTXSID6023440
FDA SRS Y5GMK36KGY
Guide to Pharmacology 6367
Human Metabolome Database HMDB0014928
IBM Patent System D0D424DAC56524019F35E0ABFAFD7D5F
KEGG Ligand C07706
LINCS LSM-4080
MolPort MolPort-005-935-307
Nikkaji J23.744B
PharmGKB PA450877
PubChem 40466996 107807
PubChem: Drugs of the Future 12013509
PubChem: Thomson Pharma 14803882 14755214
SureChEMBL SCHEMBL16205
ZINC ZINC000003812867

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