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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL838
CHEMBL838
Compound Name BENAZEPRIL
ChEMBL Synonyms CGS-14824A | Lotrel | BENAZEPRIL | Lotensin | CIBACEN | LOTENSIN | BENAZEPRIL HYDROCHLORIDE | CGS 14824A HCL
Max Phase 4 (Approved)
Trade Names BENAZEPRIL HYDROCHLORIDE | CIBACEN | LOTENSIN
Molecular Formula C24H28N2O5

Additional synonyms for CHEMBL838 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCOC(=O)[C@H](CCc1ccccc1)N[C@H]2CCc3ccccc3N(CC(=O)O)C2=O
Standard InChI InChI=1S/C24H28N2O5/c1-2-31-24(30)20(14-12-17-8-4-3-5-9-17)2 ...
Download InChI
Standard InChI Key XPCFTKFZXHTYIP-PMACEKPBSA-N

Sources

  • 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


CHEMBL838

Molecule Features

CHEMBL838 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
Nephritis, HereditaryD009394Orphanet:63Alport syndrome2ClinicalTrials
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
HypertensionD006973EFO:0000537hypertension4DailyMed
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Diabetes MellitusD003920EFO:0000400diabetes mellitus3ClinicalTrials
Lecithin Cholesterol Acyltransferase DeficiencyD007863Orphanet:79292Fish-eye disease1ClinicalTrials

Clinical Data

ClinicalTrials.gov BENAZEPRIL
The Cochrane Collaboration BENAZEPRIL

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 CHEMBL838. 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
CHEMBL298 Cholecystokinin B receptor Homo sapiens 1.000
CHEMBL1944 Neprilysin Homo sapiens 1.000
CHEMBL2871 Cholecystokinin A receptor Rattus norvegicus 1.000
CHEMBL3508 Cholecystokinin B receptor Rattus norvegicus 0.825
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.776
CHEMBL1963 Thyroid stimulating hormone receptor Homo sapiens 0.768
CHEMBL3369 Neprilysin Rattus norvegicus 0.643
CHEMBL216 Muscarinic acetylcholine receptor M1 Homo sapiens 0.523
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.245
CHEMBL2568 Liver glycogen phosphorylase Homo sapiens 0.245



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
CHEMBL298 Cholecystokinin B receptor Homo sapiens 1.000
CHEMBL1944 Neprilysin Homo sapiens 1.000
CHEMBL2871 Cholecystokinin A receptor Rattus norvegicus 1.000
CHEMBL3501 Cholecystokinin A receptor Cavia porcellus 0.932
CHEMBL4777 Neuropeptide Y receptor type 1 Homo sapiens 0.907
CHEMBL1963 Thyroid stimulating hormone receptor Homo sapiens 0.879
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.658
CHEMBL3508 Cholecystokinin B receptor Rattus norvegicus 0.593
CHEMBL1907 Aminopeptidase N Homo sapiens 0.207

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
424.5 424.1998 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
3.73 5.27 4.54 .99 2 31 0.6

Structural Alerts

There are 3 structural alerts for CHEMBL838. 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
C09AA07 - benazepril

ChemSpider ChemSpider:XPCFTKFZXHTYIP-PMACEKPBSA-N
DailyMed benazepril hydrochloride
Wikipedia Benazepril

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL838



ACToR 86541-75-5
BindingDB 50021153
Brenda 13053
ChEBI 3011
DrugBank DB00542
DrugCentral 299
eMolecules 30380665
EPA CompTox Dashboard DTXSID5022645
FDA SRS UDM7Q7QWP8
Guide to Pharmacology 6374
Human Metabolome Database HMDB0014682
IBM Patent System 350195534AABF232F4D5FF72B6E557FD
KEGG Ligand C06843
LINCS LSM-5609
MolPort MolPort-006-167-576
Nikkaji J22.179A
PharmGKB PA448561
PubChem 40466887 5362124
PubChem: Thomson Pharma 14880498 14856184
SureChEMBL SCHEMBL16396
ZINC ZINC000003781943

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