Alacepril (CHEM019819)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesTargets (26)XML
Record Information
Version1.0
Creation Date2016-05-22 06:32:26 UTC
Update Date2026-08-20 06:21:34 UTC
Accession NumberCHEM019819
Identification
Common NameAlacepril
ClassSmall Molecule
DescriptionAlacepril is an organic compound with the formula C20H26N2O5S and an average molecular weight of 406.50 g/mol. Alacepril belongs to the amino acids, peptides, and analogues, a subclass of carboxylic acids and derivatives within the organic compounds. In terms of its biological activity, it acts as a modulator of the protein target Angiotensin-converting enzyme (ACE).
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
CetaprilKegg
(2S)-2-({[(2S)-1-[(2S)-3-(acetylsulfanyl)-2-methylpropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-phenylpropanoateGenerator
(2S)-2-({[(2S)-1-[(2S)-3-(acetylsulphanyl)-2-methylpropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-phenylpropanoateGenerator
(2S)-2-({[(2S)-1-[(2S)-3-(acetylsulphanyl)-2-methylpropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-phenylpropanoic acidGenerator
(2S)-2-[[(2S)-1-[(2S)-3-Acetylsulfanyl-2-methylpropanoyl]pyrrolidine-2-carbonyl]amino]-3-phenylpropanoateGenerator
(2S)-2-[[(2S)-1-[(2S)-3-Acetylsulphanyl-2-methylpropanoyl]pyrrolidine-2-carbonyl]amino]-3-phenylpropanoateGenerator
(2S)-2-[[(2S)-1-[(2S)-3-Acetylsulphanyl-2-methylpropanoyl]pyrrolidine-2-carbonyl]amino]-3-phenylpropanoic acidGenerator
AraceprilMeSH
AlaceprilMeSH
N-(1-(3-(acetylthio)-2-Methyl-1-oxopropyl)-L-prolyl)-L-phenylalanineMeSH
Chemical FormulaC20H26N2O5S
Average Molecular Mass406.500 g/mol
Monoisotopic Mass406.156 g/mol
CAS Registry Number74258-86-9
IUPAC Name(2S)-2-[[(2S)-1-[(2S)-3-acetylsulfanyl-2-methylpropanoyl]pyrrolidine-2-carbonyl]amino]-3-phenylpropanoic acid
Traditional Namealacepril
SMILES[H][C@@](C)(CSC(C)=O)C(=O)N1CCC[C@@]1([H])C(O)=N[C@@]([H])(CC1=CC=CC=C1)C(O)=O
InChI IdentifierInChI=1S/C20H26N2O5S/c1-13(12-28-14(2)23)19(25)22-10-6-9-17(22)18(24)21-16(20(26)27)11-15-7-4-3-5-8-15/h3-5,7-8,13,16-17H,6,9-12H2,1-2H3,(H,21,24)(H,26,27)/t13-,16+,17+/m1/s1
InChI KeyFHHHOYXPRDYHEZ-COXVUDFISA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acid amides
Alternative Parents
Substituents
  • Alpha-amino acid amide
  • N-acyl-piperidine
  • N-acylpyrrolidine
  • Piperidine
  • Cyclic alcohol
  • Pyrrolidine
  • Tertiary carboxylic acid amide
  • Tertiary alcohol
  • Carboxamide group
  • Carbonitrile
  • Nitrile
  • Azacycle
  • Organoheterocyclic compound
  • Organonitrogen compound
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Primary aliphatic amine
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Organooxygen compound
  • Organic nitrogen compound
  • Primary amine
  • Amine
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.064 g/LALOGPS
logP1.77ALOGPS
logP2.51ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)3.84ChemAxon
pKa (Strongest Basic)0.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area107.27 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity106.54 m³·mol⁻¹ChemAxon
Polarizability42.34 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0900-3619300000-0108afa21f909f36b86dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03xr-2921000000-df30b5cc788293174157Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-7900000000-6b84f77dc64364a88324Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-08fr-2019300000-e438466f17c64ab23e6bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03dl-6359100000-acf4b4c227ff43021ec8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9300000000-6355da756602b9987a86Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider IDNot Available
ChEBI IDNot Available
PubChem Compound ID71992
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available