enalapril   Click here for help

GtoPdb Ligand ID: 6322

Synonyms: Enaladex® | Vasotec®
Approved drug
enalapril is an approved drug (FDA (1985))
Compound class: Synthetic organic
Comment: Pro-drug for elanoprilat
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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 11
Topological polar surface area 95.94
Molecular weight 376.2
XLogP 2.11
No. Lipinski's rules broken 0
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Canonical SMILES CCOC(=O)C(NC(C(=O)N1CCCC1C(=O)O)C)CCc1ccccc1
Isomeric SMILES CCOC(=O)[C@@H](N[C@H](C(=O)N1CCC[C@H]1C(=O)O)C)CCc1ccccc1
InChI InChI=1S/C20H28N2O5/c1-3-27-20(26)16(12-11-15-8-5-4-6-9-15)21-14(2)18(23)22-13-7-10-17(22)19(24)25/h4-6,8-9,14,16-17,21H,3,7,10-13H2,1-2H3,(H,24,25)/t14-,16-,17-/m0/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1985))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
Is prodrug? Yes
Active form enalaprilat
IUPAC Name Click here for help
(2S)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]pyrrolidine-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
5117 enalapril
Synonyms Click here for help
Enaladex® | Vasotec®
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9619058
Reactome Reaction Reactome logo R-HSA-9619024
Other databases
CAS Registry No. 75847-73-3 (source: PubChem)
DrugBank Ligand DB00584
DrugCentral Ligand 1005
GtoPdb PubChem SID 178102940
PubChem CID 5388962
Search Google for chemical match using the InChIKey GBXSMTUPTTWBMN-XIRDDKMYSA-N
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UniChem Compound Search for chemical match using the InChIKey GBXSMTUPTTWBMN-XIRDDKMYSA-N
UniChem Connectivity Search for chemical match using the InChIKey GBXSMTUPTTWBMN-XIRDDKMYSA-N
Wikipedia Enalapril