Basic information
- CAS
90103-92-7- Standard SMILES
C[C@H](N[C@@H](CCc1ccccc1)C(=O)O)C(=O)N1C2CCC(CC2)[C@H]1C(=O)O- InChIKey
HBZJVGFXZTUXNI-XMQLQKOFSA-N- Molecular formula
- C21H28N2O5
- Average molar mass
- 388.5 g/mol
- Monoisotopic mass
- 388.199822
Overview
Zabiciprilat is a non-thiol angiotensin-converting enzyme (ACE) inhibitor with antihypertensive activity. Zabiciprilat competitively binds to and inhibits ACE, thereby blocking the conversion of angiotensin I to angiotensin II. This prevents the potent vasoconstrictive actions of angiotensin II and results in vasodilation. Zabiciprilat also decreases angiotensin II-induced aldosterone secretion by the adrenal cortex, which leads to an increase in sodium excretion and subsequently increases water outflow.
Names & identifiers
- Preferred name
- Zabiciprilat
- IUPAC
- (3S)-2-[(2S)-2-[[(1S)-1-carboxy-3-phenylpropyl]amino]propanoyl]-2-azabicyclo[2.2.2]octane-3-carboxylic acid
- English name
- Zabiciprilat
- Molecular formula
- C21H28N2O5
- Molecular weight
- 388.461
Names & synonyms
ZabiciprilatZabiciprilate90103-92-7Zabiciprilatum0A2D355316DTXSID70869045carboxy-1-phenyl-3-propylamino-2-propionyl-2-aza-2-bicyclo(2.2.2)octane-3-carboxylic acidRefChem:195820S-10211DTXCID501780791Zabiciprilat [INN](3S)-2-[(2S)-2-[[(1S)-1-carboxy-3-phenylpropyl]amino]propanoyl]-2-azabicyclo[2.2.2]octane-3-carboxylic acid
Show more names
Zabiciprilate [INN-French]Zabiciprilatum [INN-Latin]UNII-0A2D355316SCHEMBL906229CHEMBL3989450NS00121841Q27236518(3S)-2-{N-[(1S)-1-Carboxy-3-phenylpropyl]-L-alanyl}-2-azabicyclo[2.2.2]octane-3-carboxylic acid
Database identifiers
- CAS
90103-92-7- PubChem CID
- 65680
- DTXSID
DTXSID70869045- ChEMBL
CHEMBL3989450- UNII
- 0A2D355316
- Nikkaji
- J486.480H
Properties
Computed structural properties
- XLogP
- 0.7
- Topological polar surface area
- 107 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 8
- Heavy atoms
- 28
- Formal charge
- 0
- Complexity
- 581
Physicochemical properties
- FDA UNII
- 0 A2D355316 · 0A2D355316
Chemistry & industry
Suppliers2 total
Lanospharma Laboratories Co.,Ltd13440048448 · [email protected]
3B Scientific Corporation[email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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