(4S)-3-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-1-(2H3)methyl-2-oxoimidazolidine-4-carboxylic acid hydrochloride

• ChemBase ID: 171540
• Molecular Formular: C20H28ClN3O6
• Molecular Mass: 441.90582
• Monoisotopic Mass: 441.16666331
• SMILES: Cl.c1(CC[C@H](N[C@H](C(=O)N2[C@@H](CN(C2=O)C)C(=O)O)C)C(=O)OCC)ccccc1
• Canonical SMILES: CCOC(=O)[C@@H](N[C@H](C(=O)N1C(=O)N(C[C@H]1C(=O)O)C)C)CCc1ccccc1.Cl
• InChI: InChI=1S/C20H27N3O6.ClH/c1-4-29-19(27)15(11-10-14-8-6-5-7-9-14)21-13(2)17(24)23-16(18(25)26)12-22(3)20(23)28;/h5-9,13,15-16,21H,4,10-12H2,1-3H3,(H,25,26);1H/t13-,15-,16-;/m0./s1
• InChIKey: LSLQGMMMRMDXHN-GEUPQXMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-3-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-1-(^2H₃)methyl-2-oxoimidazolidine-4-carboxylic acid hydrochloride
• IUPAC Traditional name: (4S)-3-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-1-(^2H₃)methyl-2-oxoimidazolidine-4-carboxylic acid hydrochloride
• Synonyms: (4S)-3-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]-1-methyl-d3-2-oxo-4-imidazolidinecarboxylic Acid Hydrochloride; Imidapril-d3 Hydrochloride

Database IDs

• PubChem SID: 164227450
• PubChem CID: 71749460

CALCULATED PROPERTIES

• Acid pKa: 3.49404
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.5581398
• LogD (pH = 7.4): -1.8135221
• Log P: -0.23491833
• Molar Refractivity: 103.2039 cm^3
• Polarizability: 40.69094 Å^3
• Polar Surface Area: 116.25 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: Off-White Solid
• Melting Point: 169-172°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - I275042

Angiotensin converting enzyme (ACE) inhibitor. Antihypertensive.

REFERENCES

• Demolis, P., et al.: Fundam. Clin. Pharmacol., 8, 80 (1994)
• Vandenburg, M.J., et al.: Br. J. Clin. Pharmacol., 37, 265 (1994)