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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1519
CHEMBL1519
Compound Name TRANDOLAPRIL
ChEMBL Synonyms RU 44570 | ODRIK | TRANDOLAPRIL | INDOLAPRIL | GOPTEN | MAVIK
Max Phase 4 (Approved)
Trade Names TRANDOLAPRIL | MAVIK | ODRIK | GOPTEN
Molecular Formula C24H34N2O5

Additional synonyms for CHEMBL1519 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]3CCCC[C@@H]3C ...
Download SMILES
Standard InChI InChI=1S/C24H34N2O5/c1-3-31-24(30)19(14-13-17-9-5-4-6-10-17) ...
Download InChI
Standard InChI Key VXFJYXUZANRPDJ-WTNASJBWSA-N

Sources

  • British National Formulary
  • Curated Drug Pharmacokinetic Data
  • 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


CHEMBL1519

Molecule Features

CHEMBL1519 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
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
Heart FailureD006333EFO:0003144heart failure3ClinicalTrials

Clinical Data

ClinicalTrials.gov TRANDOLAPRIL
The Cochrane Collaboration TRANDOLAPRIL

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 CHEMBL1519. 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 0.999
CHEMBL3369 Neprilysin Rattus norvegicus 0.992
CHEMBL2857 Human rhinovirus A protease Human rhinovirus sp. 0.685
CHEMBL4188 Rhodesain Trypanosoma brucei rhodesiense 0.588
CHEMBL4035 Prolyl endopeptidase Rattus norvegicus 0.458



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
CHEMBL3768 Neprilysin Oryctolagus cuniculus 0.999
CHEMBL3369 Neprilysin Rattus norvegicus 0.998
CHEMBL4188 Rhodesain Trypanosoma brucei rhodesiense 0.970
CHEMBL5857 Trace amine-associated receptor 1 Homo sapiens 0.618
CHEMBL2857 Human rhinovirus A protease Human rhinovirus sp. 0.585
CHEMBL1907 Aminopeptidase N Homo sapiens 0.431
CHEMBL4035 Prolyl endopeptidase Rattus norvegicus 0.277

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
430.6 430.2468 2.77 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 4.9 1.33 1 31 0.59

Structural Alerts

There are 3 structural alerts for CHEMBL1519. 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
C09AA10 - trandolapril

ChemSpider ChemSpider:VXFJYXUZANRPDJ-WTNASJBWSA-N
DailyMed trandolapril
PubChem SID: 144205006 SID: 144206703 SID: 90340949
Wikipedia Trandolapril

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1519



ACToR 87679-37-6
BindingDB 50369775
Brenda 25040
ChEBI 9649
ChemicalBook CB8682356
DrugBank DB00519
DrugCentral 2712
eMolecules 6718881
EPA CompTox Dashboard DTXSID2023692
FDA SRS 1T0N3G9CRC
Guide to Pharmacology 6453
Human Metabolome Database HMDB0014660
IBM Patent System 84F5185EF792D3AB0EC98095AE22B27C
MolPort MolPort-006-167-568
Nikkaji J33.158I
PharmGKB PA451737
PubChem 5484727 37888437
PubChem: Drugs of the Future 12013675
PubChem: Thomson Pharma 14929957 14807551
SureChEMBL SCHEMBL16610
ZINC ZINC000001853205

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