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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL431
CHEMBL431
Compound Name SPIRAPRIL
ChEMBL Synonyms SPIRAPRIL | SCH 33844 | RENORMAX | SPIRAPRIL HYDROCHLORIDE
Max Phase 4 (Approved)
Trade Names RENORMAX
Molecular Formula C22H30N2O5S2

Additional synonyms for CHEMBL431 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCOC(=O)[C@H](CCc1ccccc1)N[C@@H](C)C(=O)N2CC3(C[C@H]2C(=O)O) ...
Download SMILES
Standard InChI InChI=1S/C22H30N2O5S2/c1-3-29-21(28)17(10-9-16-7-5-4-6-8-16) ...
Download InChI
Standard InChI Key HRWCVUIFMSZDJS-SZMVWBNQSA-N

Sources

  • 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


CHEMBL431

Molecule Features

CHEMBL431 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:N Availability Type:Discontinued

Mechanism of Action

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

Indications

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

Clinical Data

ClinicalTrials.gov SPIRAPRIL
The Cochrane Collaboration SPIRAPRIL

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 CHEMBL431. 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
CHEMBL2625 Angiotensin-converting enzyme Rattus norvegicus 1.000
CHEMBL1808 Angiotensin-converting enzyme Homo sapiens 1.000
CHEMBL4074 Angiotensin-converting enzyme Oryctolagus cuniculus 1.000
CHEMBL3369 Neprilysin Rattus norvegicus 1.000
CHEMBL1944 Neprilysin Homo sapiens 0.996
CHEMBL3338 Squalene synthetase Homo sapiens 0.811
CHEMBL3768 Neprilysin Oryctolagus cuniculus 0.808
CHEMBL4607 Angiotensin II type 2 (AT-2) receptor Homo sapiens 0.246
CHEMBL1963 Thyroid stimulating hormone receptor Homo sapiens 0.239



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2625 Angiotensin-converting enzyme Rattus norvegicus 1.000
CHEMBL1808 Angiotensin-converting enzyme Homo sapiens 1.000
CHEMBL4074 Angiotensin-converting enzyme Oryctolagus cuniculus 1.000
CHEMBL3369 Neprilysin Rattus norvegicus 1.000
CHEMBL5857 Trace amine-associated receptor 1 Homo sapiens 0.906
CHEMBL1944 Neprilysin Homo sapiens 0.903
CHEMBL1907 Aminopeptidase N Homo sapiens 0.771
CHEMBL3768 Neprilysin Oryctolagus cuniculus 0.635
CHEMBL3338 Squalene synthetase Homo sapiens 0.378
CHEMBL2407 Elastase 2A Sus scrofa 0.356

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
466.6 466.1596 2.39 9 95.94 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
7 2 0 7 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
2.99 5.29 5.88 2.24 1 31 0.54

Structural Alerts

There are 4 structural alerts for CHEMBL431. 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
C09AA11 - spirapril

ChemSpider ChemSpider:HRWCVUIFMSZDJS-SZMVWBNQSA-N
Wikipedia Spirapril

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL431



ACToR 83647-97-6
BindingDB 50017124
Brenda 159765
ChEBI 135756
DrugBank DB01348
DrugCentral 2474
eMolecules 35792386
EPA CompTox Dashboard DTXSID1044300
FDA SRS 96U2K78I3V
Guide to Pharmacology 6575
Human Metabolome Database HMDB0015438
IBM Patent System 44D745962E4413C030786CB76F219AFE
MolPort MolPort-006-167-781
Nikkaji J33.109K
PharmGKB PA164776913
PubChem 40479741 5311447
PubChem: Drugs of the Future 12013873
PubChem: Thomson Pharma 14858420
SureChEMBL SCHEMBL17202
ZINC ZINC000004217459

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