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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL515606
CHEMBL515606
Compound Name CILAZAPRIL
ChEMBL Synonyms VASCACE | RO 31-2848/006 | INHIBACE | CILAZAPRIL
Max Phase 4 (Approved)
Trade Names INHIBACE | VASCACE
Molecular Formula C22H31N3O5

Additional synonyms for CHEMBL515606 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCOC(=O)[C@H](CCc1ccccc1)N[C@H]2CCCN3CCC[C@H](N3C2=O)C(=O)O
Standard InChI InChI=1S/C22H31N3O5/c1-2-30-22(29)18(13-12-16-8-4-3-5-9-16)2 ...
Download InChI
Standard InChI Key HHHKFGXWKKUNCY-FHWLQOOXSA-N

Sources

  • British National Formulary
  • 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


CHEMBL515606

Molecule Features

CHEMBL515606 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Unknown

Mechanism of Action

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

Indications

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

Clinical Data

ClinicalTrials.gov CILAZAPRIL
The Cochrane Collaboration CILAZAPRIL

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 CHEMBL515606. 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 0.994
CHEMBL1944 Neprilysin Homo sapiens 0.971
CHEMBL3338 Squalene synthetase Homo sapiens 0.541
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.365



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 0.981
CHEMBL5857 Trace amine-associated receptor 1 Homo sapiens 0.857
CHEMBL1944 Neprilysin Homo sapiens 0.785
CHEMBL3338 Squalene synthetase Homo sapiens 0.412
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.299

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
417.5 417.2264 1.6 8 99.18 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 2 0 8 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
2.29 5.55 2.21 -1.28 1 30 0.62

Structural Alerts

There are 3 structural alerts for CHEMBL515606. 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
C09AA08 - cilazapril

ChemSpider ChemSpider:HHHKFGXWKKUNCY-FHWLQOOXSA-N
PubChem SID: 144206524
Wikipedia Cilazapril

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL515606



ACToR 88768-40-5
Brenda 72250
ChEBI 3698
DrugBank DB01340
DrugCentral 641
eMolecules 36518260
EPA CompTox Dashboard DTXSID1048629
FDA SRS 8Q9454114Q
Guide to Pharmacology 6459
Human Metabolome Database HMDB0015433
IBM Patent System D7759FB593F2D1E1FC26A884C18931AE
MolPort MolPort-005-943-746
Nikkaji J33.155D
PubChem 56330 40466888
PubChem: Drugs of the Future 12013515
PubChem: Thomson Pharma 15427275 14904662
SureChEMBL SCHEMBL24962
ZINC ZINC000003781951

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