Structure via PubChem · Public domain (PubChem)
enalaprilat
Sign in to saveAlso known as MK-422, enalapril acid, enalapril diacid, enalaprilat anhydrous
Enalaprilat is the active metabolite of enalapril. It is the first dicarboxylate-containing ACE inhibitor and was developed partly to overcome these limitations of captopril. The thiol functional group of captopril was replaced with a carboxylic acid group, but additional modifications were required to achieve a potency similar to captopril.
In the Vinony graph
Within Vinony's link graph, enalaprilat is referenced by 61 other articles, and connects out to angiotensins, amlodipine/valsartan and ethanol.
It sits within the topics ACE inhibitors, Chemical articles with multiple CAS registry numbers and Chemical pages without DrugBank identifier.
Its subject is documented across 5 Wikipedia language editions.
Chemical data
- Formula
- C18H24N2O5
- Molecular weight
- 348.4 g/mol
- IUPAC name
- (2S)-1-[(2S)-2-[[(1S)-1-carboxy-3-phenylpropyl]amino]propanoyl]pyrrolidine-2-carboxylic acid
- SMILES
- C[C@@H](C(=O)N1CCC[C@H]1C(=O)O)N[C@@H](CCC2=CC=CC=C2)C(=O)O
- InChIKey
- LZFZMUMEGBBDTC-QEJZJMRPSA-N
- XLogP
- -0.7
- Polar surface area
- 107 Ų
- H-bond donors
- 3
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1988
- Admin. routes
- parenteral
via ChEMBL · EBI
Wikidata facts
- Mass
- 348.169
- Manufacturer
- Pfizer
- Has use
- medication
Show 5 more facts
- chemical formula
- C₁₈H₂₄N₂O₅
- canonical SMILES
- CC(C(=O)N1CCCC1C(=O)O)NC(CCC2=CC=CC=C2)C(=O)O
- isomeric SMILES
- C[C@@H](C(=O)N1CCC[C@H]1C(=O)O)N[C@@H](CCC2=CC=CC=C2)C(=O)O
- Commons category
- Enalaprilat
- legal status (medicine)
- boxed warning
via Wikidata · CC0
~3 min read
Encyclopedic overview
1 sectionsContents
- References
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Excerpted from Wikipedia’s “enalaprilat” article, available under the CC BY-SA 4.0 licence.