Perindopril tosylateProduct ingredient for Perindopril

Name
Perindopril tosylate
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
DBSALT003031
Structure
Synonyms
Perindopril tosilate / Perindopril tosylate
UNII
G092350E9M
CAS Number
1258291-80-3
Weight
Average: 540.67
Monoisotopic: 540.25053743
Chemical Formula
C26H40N2O8S
InChI Key
FWZROZSADJGJER-MHXJNQAMSA-N
InChI
InChI=1S/C19H32N2O5.C7H8O3S/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;1-6-2-4-7(5-3-6)11(8,9)10/h12-16,20H,4-11H2,1-3H3,(H,23,24);2-5H,1H3,(H,8,9,10)/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; 4-methylbenzene-1-sulfonic acid
SMILES
CC1=CC=C(C=C1)S(O)(=O)=O.[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
ChemSpider
34990637
Predicted Properties
PropertyValueSource
Water Solubility1.22 mg/mLALOGPS
logP0.56ALOGPS
logP0.63Chemaxon
logS-2.5ALOGPS
pKa (Strongest Acidic)3.79Chemaxon
pKa (Strongest Basic)5.48Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area95.94 Å2Chemaxon
Rotatable Bond Count10Chemaxon
Refractivity95.69 m3·mol-1Chemaxon
Polarizability40.03 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon