2-{[(benzyloxy)carbonyl]amino}-3-(1H-imidazol-4-yl)propanoic acid

• ChemBase ID: 102117
• Molecular Formular: C14H15N3O4
• Molecular Mass: 289.2866
• Monoisotopic Mass: 289.10625598
• SMILES: OC(=O)C(Cc1c[nH]cn1)NC(=O)OCc1ccccc1
• Canonical SMILES: O=C(NC(C(=O)O)Cc1c[nH]cn1)OCc1ccccc1
• InChI: InChI=1S/C14H15N3O4/c18-13(19)12(6-11-7-15-9-16-11)17-14(20)21-8-10-4-2-1-3-5-10/h1-5,7,9,12H,6,8H2,(H,15,16)(H,17,20)(H,18,19)
• InChIKey: WCOJOHPAKJFUDF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(benzyloxy)carbonyl]amino}-3-(1H-imidazol-4-yl)propanoic acid
• IUPAC Traditional name: 2-{[(benzyloxy)carbonyl]amino}-3-(1H-imidazol-4-yl)propanoic acid
• Synonyms: N-CBZ-DL-HISTIDINE

Database IDs

• CAS Number: 19728-57-5
• PubChem SID: 162088460
• PubChem CID: 85793

CALCULATED PROPERTIES

• Acid pKa: 3.5375447
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.15928146
• LogD (pH = 7.4): -1.0149866
• Log P: -0.12808357
• Molar Refractivity: 73.1733 cm^3
• Polarizability: 28.423223 Å^3
• Polar Surface Area: 104.31 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 206-210°C

Safety Information

• Storage Condition: 0°C

DETAILS

MP Biomedicals - 02100218

Crystalline