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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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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Click here for structure editor
Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were 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/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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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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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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/)

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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. US 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
Search Google for chemicals with the same backbone IPVQLZZIHOAWMC
Search PubMed clinical trials perindopril
Search PubMed titles perindopril
Search PubMed titles/abstracts perindopril
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

Product suppliers

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