enalaprilat   Click here for help

GtoPdb Ligand ID: 6332

Synonyms: MK-422
Approved drug PDB Ligand
enalaprilat is an approved drug (FDA (1985))
Compound class: Synthetic organic
Comment: Active metabolite of enalapril prodrug. There are 15 stereo forms in PubChem. Enalaprilat is known as an ACE inhibitor.
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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 9
Topological polar surface area 106.94
Molecular weight 348.17
XLogP 1.37
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)C(NC(C(=O)N1CCCC1C(=O)O)C)CCc1ccccc1
Isomeric SMILES OC(=O)[C@@H](N[C@H](C(=O)N1CCC[C@H]1C(=O)O)C)CCc1ccccc1
InChI InChI=1S/C18H24N2O5/c1-12(16(21)20-11-5-8-15(20)18(24)25)19-14(17(22)23)10-9-13-6-3-2-4-7-13/h2-4,6-7,12,14-15,19H,5,8-11H2,1H3,(H,22,23)(H,24,25)/t12-,14-,15-/m0/s1
InChI Key LZFZMUMEGBBDTC-QEJZJMRPSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1985))
Prodrug enalapril
IUPAC Name Click here for help
(2S)-1-[(2S)-2-[[(2S)-1-hydroxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]pyrrolidine-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
5424 enalaprilat
Synonyms Click here for help
MK-422
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9619012, R-ALL-9614960
Reactome Reaction Reactome logo R-HSA-9614933, R-HSA-9619034
Other databases
ChEBI CHEBI:4786
ChEMBL Ligand CHEMBL577
DrugCentral Ligand 1006
GtoPdb PubChem SID 178102950
PubChem CID 5462501
RCSB PDB Ligand EAL
Search Google for chemical match using the InChIKey LZFZMUMEGBBDTC-QEJZJMRPSA-N
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Search PubMed clinical trials enalaprilat
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Search UniChem for chemical match using the InChIKey LZFZMUMEGBBDTC-QEJZJMRPSA-N
Search UniChem for chemicals with the same backbone LZFZMUMEGBBDTC
SynPHARM 78474 (in complex with Angiotensin-converting enzyme)
Wikipedia Enalaprilat