Perindopril erbumineProduct ingredient for Perindopril
- Name
- Perindopril erbumine
- Drug Entry
- Perindopril
Perindopril is a nonsulfhydryl prodrug that belongs to the angiotensin-converting enzyme (ACE) inhibitor class of medications. It is rapidly metabolized in the liver to perindoprilat, its active metabolite, following oral administration. Perindoprilat is a potent, competitive inhibitor of ACE, the enzyme responsible for the conversion of angiotensin I (ATI) to angiotensin II (ATII). ATII regulates blood pressure and is a key component of the renin-angiotensin-aldosterone system (RAAS). Perindopril may be used to treat mild to moderate essential hypertension, mild to moderate congestive heart failure, and to reduce the cardiovascular risk of individuals with hypertension or post-myocardial infarction and stable coronary disease.
- Accession Number
- DBSALT001145
- Structure
Structure for Perindopril erbumine (DBSALT001145)
- Synonyms
- Perindopril t-butylamine / Perindopril tert-butylamine
- UNII
- 1964X464OJ
- CAS Number
- 107133-36-8
- Weight
- Average: 441.613
Monoisotopic: 441.320271497 - Chemical Formula
- C23H43N3O5
- InChI Key
- IYNMDWMQHSMDDE-MHXJNQAMSA-N
- InChI
- InChI=1S/C19H32N2O5.C4H11N/c1-4-8-14(19(25)26-5-2)20-12(3)17(22)21-15-10-7-6-9-13(15)11-16(21)18(23)24;1-4(2,3)5/h12-16,20H,4-11H2,1-3H3,(H,23,24);5H2,1-3H3/t12-,13-,14-,15-,16-;/m0./s1
- IUPAC Name
- (2S,3aS,7aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxopentan-2-yl]amino}propanoyl]-octahydro-1H-indole-2-carboxylic acid; 2-methylpropan-2-amine
- SMILES
- CC(C)(C)N.[H][C@]12C[C@H](N(C(=O)[C@H](C)N[C@@H](CCC)C(=O)OCC)[C@@]1([H])CCCC2)C(O)=O
- External Links
- KEGG Drug
- D00624
- KEGG Compound
- C07707
- ChemSpider
- 390073
- BindingDB
- 50248096
- ChEBI
- 8025
- ChEMBL
- CHEMBL1200343
- Wikipedia
- Perindopril
- Predicted Properties
Property Value Source Water Solubility 1.22 mg/mL ALOGPS logP 0.56 ALOGPS logP 0.63 Chemaxon logS -2.5 ALOGPS pKa (Strongest Acidic) 3.79 Chemaxon pKa (Strongest Basic) 5.48 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 95.94 Å2 Chemaxon Rotatable Bond Count 9 Chemaxon Refractivity 95.69 m3·mol-1 Chemaxon Polarizability 40.03 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon