(2S)-3-(1H-imidazol-4-yl)-2-(2-phenoxyacetamido)propanoic acid

• ChemBase ID: 302134
• Molecular Formular: C14H15N3O4
• Molecular Mass: 289.2866
• Monoisotopic Mass: 289.10625598
• SMILES: c1ccc(cc1)OCC(=O)N[C@@H](Cc1c[nH]cn1)C(=O)O
• Canonical SMILES: O=C(N[C@H](C(=O)O)Cc1c[nH]cn1)COc1ccccc1
• InChI: InChI=1S/C14H15N3O4/c18-13(8-21-11-4-2-1-3-5-11)17-12(14(19)20)6-10-7-15-9-16-10/h1-5,7,9,12H,6,8H2,(H,15,16)(H,17,18)(H,19,20)/t12-/m0/s1
• InChIKey: WSYWWJYEZRQPMO-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-(1H-imidazol-4-yl)-2-(2-phenoxyacetamido)propanoic acid
• IUPAC Traditional name: (2S)-3-(1H-imidazol-4-yl)-2-(2-phenoxyacetamido)propanoic acid
• Synonyms: N(alpha)-Cbz-L-histidine; Z-His-OH; N(alpha)-Benzyloxycarbonyl-L-histidine; N(α)-苄氧羰基-L-组氨酸

Database IDs

• CAS Number: 14997-58-1
• EC Number: 239-084-0
• MDL Number: MFCD00065960
• Beilstein Number: 3561682

CALCULATED PROPERTIES

• Acid pKa: 3.4439945
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.98832214
• LogD (pH = 7.4): -1.843386
• Log P: -0.95826244
• Molar Refractivity: 72.8992 cm^3
• Polarizability: 28.412888 Å^3
• Polar Surface Area: 104.31 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ca 165°C dec.
• Optical Rotation: -24 (c=6 in 6N HCl)

Safety Information

• TSCA Listed: 否

Product Information

• Purity: 98+%