perindopril   Click here for help

GtoPdb Ligand ID: 6367

Synonyms: Coversyl® | Preterax® | S-9490
Approved drug
perindopril is an approved drug (FDA (1993))
Compound class: Synthetic organic
Comment: Prodrug metabolically converted to the drug perindoprilat. Perindopril erbumine [USAN] aka perindopril tert-butylamine, is PubChem CID 441313.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 95.94
Molecular weight 368.23
XLogP 2.58
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

SMILES / InChI / InChIKey
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Canonical SMILES CCCC(C(=O)OCC)NC(C(=O)N1C2CCCCC2CC1C(=O)O)C
Isomeric SMILES CCC[C@@H](C(=O)OCC)N[C@H](C(=O)N1[C@H]2CCCC[C@H]2C[C@H]1C(=O)O)C
InChI InChI=1S/C19H32N2O5/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/h12-16,20H,4-11H2,1-3H3,(H,23,24)/t12-,13-,14-,15-,16-/m0/s1
InChI Key IPVQLZZIHOAWMC-QXKUPLGCSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1993))
Approved drug? Yes. FDA (1993)
Is prodrug? Yes
Active form perindoprilat
IUPAC Name Click here for help
(2S,3aS,7aS)-1-[(2S)-2-[[(2S)-1-ethoxy-1-oxopentan-2-yl]amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
5754 perindopril
Synonyms Click here for help
Coversyl® | Preterax® | S-9490
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9619006
Reactome Reaction Reactome logo R-HSA-9619024
Other databases
CAS Registry No. 82834-16-0 (source: PubChem)
ChEBI ChEBI:8024
ChEMBL Ligand CHEMBL1581
DrugCentral Ligand 2108, 2108
GtoPdb PubChem SID 178102985
PubChem CID 107807
Search Google for chemical match using the InChIKey IPVQLZZIHOAWMC-QXKUPLGCSA-N
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UniChem Compound Search for chemical match using the InChIKey IPVQLZZIHOAWMC-QXKUPLGCSA-N
UniChem Connectivity Search for chemical match using the InChIKey IPVQLZZIHOAWMC-QXKUPLGCSA-N
Wikipedia Perindopril

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MedChemExpress
Perindopril (links to external site)
Cat. No. HY-B0130