(4S)-3-[(2S)-2-{[(1S)-1-carboxy-3-phenylpropyl]amino}propanoyl]-1-methyl-2-oxoimidazolidine-4-carboxylic acid

• ChemBase ID: 171541
• Molecular Formular: C18H23N3O6
• Molecular Mass: 377.39172
• Monoisotopic Mass: 377.15868547
• SMILES: c1cccc(c1)CC[C@H](N[C@H](C(=O)N1[C@@H](CN(C1=O)C)C(=O)O)C)C(=O)O
• Canonical SMILES: C[C@@H](C(=O)N1C(=O)N(C[C@H]1C(=O)O)C)N[C@H](C(=O)O)CCc1ccccc1
• InChI: InChI=1S/C18H23N3O6/c1-11(15(22)21-14(17(25)26)10-20(2)18(21)27)19-13(16(23)24)9-8-12-6-4-3-5-7-12/h3-7,11,13-14,19H,8-10H2,1-2H3,(H,23,24)(H,25,26)/t11-,13-,14-/m0/s1
• InChIKey: VFAVNRVDTAPBNR-UBHSHLNASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-3-[(2S)-2-{[(1S)-1-carboxy-3-phenylpropyl]amino}propanoyl]-1-methyl-2-oxoimidazolidine-4-carboxylic acid
• IUPAC Traditional name: (4S)-3-[(2S)-2-{[(1S)-1-carboxy-3-phenylpropyl]amino}propanoyl]-1-methyl-2-oxoimidazolidine-4-carboxylic acid
• Synonyms: (4S)-3-{(2S)-2-[N-((1S)-1-Carboxy-3-phenylpropyl)amino]propionyl}-1-methyl-2-oxoimidazolidine-4-carboxylic Acid; Imidapril Diacid; Imidaprilat

Database IDs

• CAS Number: 89371-44-8
• PubChem SID: 164227451
• PubChem CID: 5464344

CALCULATED PROPERTIES

• Acid pKa: 2.9826484
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -3.148363
• LogD (pH = 7.4): -4.813752
• Log P: -1.6827118
• Molar Refractivity: 93.6862 cm^3
• Polarizability: 36.793583 Å^3
• Polar Surface Area: 127.25 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: White to Off-White Solid
• Melting Point: 234-235°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - I275050

Antihypertensive.