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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL578
CHEMBL578
Compound Name ENALAPRIL
ChEMBL Synonyms EDNYT | Xanef | INNOVACE | PRALENAL 10 | PRALENAL 2.5 | ENALAPRIL MALEATE | EPANED KIT | Lexxel | Vasotec | ENALAPRIL | PRALENAL 5 | VASOTEC | ENAPREN | EPANED | PRALENAL 20 | RENITEC | Vaseretic
Max Phase 4 (Approved)
Trade Names ENALAPRIL MALEATE | EPANED KIT | INNOVACE | PRALENAL 10 | PRALENAL 2.5 | EDNYT | Xanef | ENAPREN | EPANED | PRALENAL 20 | RENITEC | PRALENAL 5 | VASOTEC
Molecular Formula C20H28N2O5

Additional synonyms for CHEMBL578 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCOC(=O)[C@H](CCc1ccccc1)N[C@@H](C)C(=O)N2CCC[C@H]2C(=O)O
Standard InChI InChI=1S/C20H28N2O5/c1-3-27-20(26)16(12-11-15-8-5-4-6-9-15)2 ...
Download InChI
Standard InChI Key GBXSMTUPTTWBMN-XIRDDKMYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • Gene Expression Atlas Compounds
  • Open TG-GATEs
  • Orange Book
  • 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


CHEMBL578

Molecule Features

CHEMBL578 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
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
Diabetes Mellitus, Type 1D003922EFO:0001359type I diabetes mellitus2ClinicalTrials
Heart DiseasesD006331EFO:0003777heart disease2ClinicalTrials
Heart FailureD006333EFO:0000373congestive heart failure3ClinicalTrials
Multiple MyelomaD009101EFO:0001378multiple myeloma3ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma3ClinicalTrials
Cerebral HemorrhageD002543EFO:0005669intracerebral hemorrhage2ClinicalTrials
ClinicalTrials
Vascular DiseasesD014652EFO:0004264vascular disease2ClinicalTrials
Erectile DysfunctionD007172EFO:0004234erectile dysfunction1ClinicalTrials
Essential HypertensionD000075222EFO:1002032primary hypertension2ClinicalTrials
LymphomaD008223EFO:0000574lymphoma3ClinicalTrials
Leukemia, LymphoidD007945EFO:0004289lymphoid leukemia3ClinicalTrials
Leukemia, Myeloid, AcuteD015470EFO:0000222acute myeloid leukemia3ClinicalTrials
MelanomaD008545EFO:0000756melanoma2ClinicalTrials
Barrett EsophagusD001471EFO:0000280Barrett's esophagus0ClinicalTrials
CardiomyopathiesD009202EFO:0000318cardiomyopathy3ClinicalTrials
Glomerulonephritis, IGAD005922EFO:0004194IGA glomerulonephritis2ClinicalTrials
HypertensionD006973EFO:0000537hypertension3ClinicalTrials
ClinicalTrials
Renal Insufficiency, ChronicD051436EFO:0003884chronic kidney disease1ClinicalTrials
ProteinuriaD011507HP:0000093Proteinuria3ClinicalTrials
Heart FailureD006333EFO:0003144heart failure3ClinicalTrials
IschemiaD007511EFO:0000556ischemia1ClinicalTrials
NeoplasmsD009369EFO:0000311cancer3ClinicalTrials

Clinical Data

ClinicalTrials.gov ENALAPRIL
The Cochrane Collaboration ENALAPRIL

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 CHEMBL578. 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 1.000
CHEMBL3768 Neprilysin Oryctolagus cuniculus 1.000
CHEMBL2461 Prolyl endopeptidase Sus scrofa 1.000
CHEMBL1944 Neprilysin Homo sapiens 1.000
CHEMBL3769 Trypsin I Bos taurus 0.996
CHEMBL2857 Human rhinovirus A protease Human rhinovirus sp. 0.991
CHEMBL283 Matrix metalloproteinase 3 Homo sapiens 0.960
CHEMBL270 Mu opioid receptor Rattus norvegicus 0.945
CHEMBL204 Thrombin Homo sapiens 0.922
CHEMBL1801 Plasminogen Homo sapiens 0.898
CHEMBL1902 FK506-binding protein 1A Homo sapiens 0.783
CHEMBL4072 Cathepsin B Homo sapiens 0.683
CHEMBL4188 Rhodesain Trypanosoma brucei rhodesiense 0.632
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.317
CHEMBL3338 Squalene synthetase Homo sapiens 0.264
CHEMBL3202 Prolyl endopeptidase Homo sapiens 0.248



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 1.000
CHEMBL3768 Neprilysin Oryctolagus cuniculus 1.000
CHEMBL2461 Prolyl endopeptidase Sus scrofa 1.000
CHEMBL5857 Trace amine-associated receptor 1 Homo sapiens 1.000
CHEMBL1944 Neprilysin Homo sapiens 1.000
CHEMBL1902 FK506-binding protein 1A Homo sapiens 1.000
CHEMBL4188 Rhodesain Trypanosoma brucei rhodesiense 1.000
CHEMBL3769 Trypsin I Bos taurus 0.986
CHEMBL283 Matrix metalloproteinase 3 Homo sapiens 0.984
CHEMBL1907 Aminopeptidase N Homo sapiens 0.951
CHEMBL270 Mu opioid receptor Rattus norvegicus 0.945
CHEMBL1801 Plasminogen Homo sapiens 0.875
CHEMBL2857 Human rhinovirus A protease Human rhinovirus sp. 0.855
CHEMBL4675 Tripeptidyl aminopeptidase Rattus norvegicus 0.788
CHEMBL204 Thrombin Homo sapiens 0.757
CHEMBL4071 Cathepsin G Homo sapiens 0.673
CHEMBL4072 Cathepsin B Homo sapiens 0.465

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
376.5 376.1998 1.6 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 5.43 3.25 -.32 1 27 0.64

Structural Alerts

There are 3 structural alerts for CHEMBL578. 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
C09AA02 - enalapril

ChemSpider ChemSpider:GBXSMTUPTTWBMN-XIRDDKMYSA-N
DailyMed enalapril maleate
PubChem SID: 11112847 SID: 144204423 SID: 170464969 SID: 29214998
Wikipedia Enalapril

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL578



ACToR 75847-73-3
Atlas enalapril
BindingDB 50017129
Brenda 132375
ChEBI 4784
DrugBank DB00584
DrugCentral 1005
EPA CompTox Dashboard DTXSID5022982
FDA SRS 69PN84IO1A
Guide to Pharmacology 6322
Human Metabolome Database HMDB0014722
IBM Patent System 840F96F8A44217BA0149A37920384235
KEGG Ligand C06977
LINCS LSM-3282
MolPort MolPort-002-885-877
Nikkaji J240.110J
PubChem 5388962 40466924
PubChem: Thomson Pharma 14877707 14779899
SureChEMBL SCHEMBL18
ZINC ZINC000003791297

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