perindoprilat   Click here for help

GtoPdb Ligand ID: 6373

Synonyms: S-9780
Approved drug PDB Ligand
perindoprilat is an approved drug (FDA (1993))
Compound class: Synthetic organic
Comment: This is the active metabolite (drug) of the prodrug perindopril
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 8
Topological polar surface area 106.94
Molecular weight 340.2
XLogP 1.83
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCCC(C(=O)O)NC(C(=O)N1C2CCCCC2CC1C(=O)O)C
Isomeric SMILES CCC[C@@H](C(=O)O)N[C@H](C(=O)N1[C@H]2CCCC[C@H]2C[C@H]1C(=O)O)C
InChI InChI=1S/C17H28N2O5/c1-3-6-12(16(21)22)18-10(2)15(20)19-13-8-5-4-7-11(13)9-14(19)17(23)24/h10-14,18H,3-9H2,1-2H3,(H,21,22)(H,23,24)/t10-,11-,12-,13-,14-/m0/s1
InChI Key ODAIHABQVKJNIY-PEDHHIEDSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1993))
Prodrug perindopril
IUPAC Name Click here for help
(2S,3aS,7aS)-1-[(2S)-2-[[(2S)-1-hydroxy-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
5987 perindoprilat
Synonyms Click here for help
S-9780
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9619044, R-ALL-9614952
Reactome Reaction Reactome logo R-HSA-9614933, R-HSA-9619034
Other databases
CAS Registry No. 95153-31-4 (source: PubChem)
ChEMBL Ligand CHEMBL1201368
GtoPdb PubChem SID 178102991
PubChem CID 72022
RCSB PDB Ligand X94
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