enalapril   

GtoPdb Ligand ID: 6322

Synonyms: Enaladex® | Vasotec®
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
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
SMILES / InChI / InChIKey
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
InChI Key GBXSMTUPTTWBMN-XIRDDKMYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1985))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
Is prodrug? Yes
Active form enalaprilat
IUPAC Name
(2S)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]pyrrolidine-2-carboxylic acid
International Nonproprietary Names
INN number INN
5117 enalapril
Synonyms
Enaladex® | Vasotec®
Database Links
CAS Registry No. 75847-73-3 (source: PubChem)
ChEBI CHEBI:4784
ChEMBL Ligand CHEMBL578
DrugBank Ligand DB00584
DrugCentral Ligand 1005
GtoPdb PubChem SID 178102940
PubChem CID 5388962
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Search UniChem for chemical match using the InChIKey GBXSMTUPTTWBMN-XIRDDKMYSA-N
Search UniChem for chemicals with the same backbone GBXSMTUPTTWBMN
Wikipedia Enalapril