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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL3039598
CHEMBL3039598
Compound Name FOSINOPRIL
ChEMBL Synonyms SQ-28555 | FOZITEC | Monopril | SQ 28555 | MONOPRIL | STARIL | FOSINOPRIL | FOSITENS | FOSINOPRIL SODIUM | FOSENOPRIL SODIUM
Max Phase 4 (Approved)
Trade Names FOZITEC | FOSITENS | Monopril | FOSINOPRIL SODIUM | MONOPRIL | STARIL
Molecular Formula C30H46NO7P

Additional synonyms for CHEMBL3039598 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCC(=O)O[C@@H](O[P@](=O)(CCCCc1ccccc1)CC(=O)N2C[C@@H](C[C@H] ...
Download SMILES
Standard InChI InChI=1S/C30H46NO7P/c1-4-28(33)37-30(22(2)3)38-39(36,18-12-1 ...
Download InChI
Standard InChI Key BIDNLKIUORFRQP-XYGFDPSESA-N

Sources

  • British National Formulary
  • Orange Book
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL3039598

Molecule Features

CHEMBL3039598 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N 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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Heart DiseasesD006331EFO:0003777heart disease2ClinicalTrials
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
Diabetic NephropathiesD003928EFO:0000401diabetic nephropathy2ClinicalTrials
HypertensionD006973EFO:0000537hypertension2ClinicalTrials

Clinical Data

ClinicalTrials.gov FOSINOPRIL
The Cochrane Collaboration FOSINOPRIL

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 CHEMBL3039598. 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 0.956
CHEMBL2461 Prolyl endopeptidase Sus scrofa 0.735

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4074 Angiotensin-converting enzyme Oryctolagus cuniculus 1.000
CHEMBL1808 Angiotensin-converting enzyme Homo sapiens 1.000
CHEMBL2625 Angiotensin-converting enzyme Rattus norvegicus 1.000
CHEMBL4893 Hepatitis C virus NS3 protease/helicase Hepatitis C virus 0.926
CHEMBL4035 Prolyl endopeptidase Rattus norvegicus 0.920
CHEMBL2461 Prolyl endopeptidase Sus scrofa 0.679
CHEMBL3392 Thermolysin Bacillus thermoproteolyticus 0.391
CHEMBL3369 Neprilysin Rattus norvegicus 0.292

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
563.7 563.3012 6.12 14 110.21 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 1 2 8 1 2


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
3.38 - 6.47 2.9 1 39 0.13

Structural Alerts

There are 7 structural alerts for CHEMBL3039598. 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
C09AA09 - fosinopril

ChemSpider ChemSpider:BIDNLKIUORFRQP-XYGFDPSESA-N
DailyMed fosinopril sodium

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL3039598



DrugBank DB00492
DrugCentral 1245
Guide to Pharmacology 6456
IBM Patent System 764B3ACDE331C81CD568C547A409046B
PubChem 9601226
PubChem: Thomson Pharma 14910964
SureChEMBL SCHEMBL5928355
ZINC ZINC000003977764

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