ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1168
CHEMBL1168
Compound Name RAMIPRIL
ChEMBL Synonyms HOE 498 | RAMIPRIL | ALTACE | RANACE | TRITACE | LOPACE
Max Phase 4 (Approved)
Trade Names RANACE | RAMIPRIL | LOPACE | ALTACE | TRITACE
Molecular Formula C23H32N2O5

Additional synonyms for CHEMBL1168 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCOC(=O)[C@H](CCc1ccccc1)N[C@@H](C)C(=O)N2[C@H]3CCC[C@H]3C[C ...
Download SMILES
Standard InChI InChI=1S/C23H32N2O5/c1-3-30-23(29)18(13-12-16-8-5-4-6-9-16)2 ...
Download InChI
Standard InChI Key HDACQVRGBOVJII-JBDAPHQKSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Curated Drug Pharmacokinetic Data
  • 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


CHEMBL1168

Molecule Features

CHEMBL1168 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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Angina, StableD060050EFO:0003913angina pectoris0ClinicalTrials
Arthritis, RheumatoidD001172EFO:0000685rheumatoid arthritis2ClinicalTrials
HypercholesterolemiaD006937HP:0003124hypercholesterolemia2ClinicalTrials
HypertensionD006973EFO:0000537hypertension3ClinicalTrials
Atrial FibrillationD001281EFO:0000275atrial fibrillation3ClinicalTrials
Lupus Erythematosus, SystemicD008180EFO:0002690systemic lupus erythematosus2ClinicalTrials
Myocardial InfarctionD009203EFO:0000612myocardial infarction3ClinicalTrials
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
Renal Insufficiency, ChronicD051436EFO:0003884chronic kidney disease3ClinicalTrials
Atrial FlutterD001282EFO:0003911atrial flutter3ClinicalTrials
Diabetes MellitusD003920EFO:0000400diabetes mellitus2ClinicalTrials
Kidney DiseasesD007674EFO:0003086kidney disease2ClinicalTrials
Myocardial IschemiaD017202EFO:1001375Myocardial Ischemia3ClinicalTrials
Diabetes Mellitus, Type 1D003922EFO:0001359type I diabetes mellitus3ClinicalTrials
Heart FailureD006333EFO:0003144heart failure3ClinicalTrials
Diabetic NephropathiesD003928EFO:0000401diabetic nephropathy3ClinicalTrials
Heart DiseasesD006331EFO:0003777heart disease3ClinicalTrials
Metabolic SyndromeD024821EFO:0000195metabolic syndrome0ClinicalTrials

Clinical Data

ClinicalTrials.gov RAMIPRIL
The Cochrane Collaboration RAMIPRIL

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 CHEMBL1168. 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
CHEMBL3768 Neprilysin Oryctolagus cuniculus 0.998
CHEMBL3369 Neprilysin Rattus norvegicus 0.997
CHEMBL2857 Human rhinovirus A protease Human rhinovirus sp. 0.493
CHEMBL4188 Rhodesain Trypanosoma brucei rhodesiense 0.489



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 0.999
CHEMBL3768 Neprilysin Oryctolagus cuniculus 0.998
CHEMBL4188 Rhodesain Trypanosoma brucei rhodesiense 0.937
CHEMBL5857 Trace amine-associated receptor 1 Homo sapiens 0.493
CHEMBL2857 Human rhinovirus A protease Human rhinovirus sp. 0.487
CHEMBL1907 Aminopeptidase N Homo sapiens 0.248

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
416.5 416.2311 2.38 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
3.15 5.44 4.37 .81 1 30 0.6

Structural Alerts

There are 3 structural alerts for CHEMBL1168. 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
C09AA05 - ramipril

ChemSpider ChemSpider:HDACQVRGBOVJII-JBDAPHQKSA-N
DailyMed ramipril
PubChem SID: 144204259 SID: 170464731 SID: 49664947
Wikipedia Ramipril

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1168



ACToR 87333-19-5 126613-39-6
BindingDB 50084681
Brenda 159770
ChEBI 8774
ChemicalBook CB0249104
DrugBank DB00178
DrugCentral 2356
eMolecules 594013 32278144
EPA CompTox Dashboard DTXSID8023551
FDA SRS L35JN3I7SJ
Guide to Pharmacology 6339
Human Metabolome Database HMDB0014324
IBM Patent System DE3874368F14110B8EF60A8D3DDD62F1
LINCS LSM-5950
Mcule MCULE-5386328912
MolPort MolPort-001-736-571
NIH Clinical Collection SAM002699899 SAM001246757
Nikkaji J22.246A
PharmGKB PA451223
PubChem 6992028 5362129
PubChem: Drugs of the Future 12012944
PubChem: Thomson Pharma 14929182 14904601
Selleck Ramipril(Altace)
SureChEMBL SCHEMBL16059
ZINC ZINC000003798757

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