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

• ChemBase ID: 133619
• Molecular Formular: C13H13N3O3
• Molecular Mass: 259.26062
• Monoisotopic Mass: 259.09569129
• SMILES: c1ccc(cc1)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)O
• Canonical SMILES: OC(=O)[C@@H](NC(=O)c1ccccc1)Cc1c[nH]cn1
• InChI: InChI=1S/C13H13N3O3/c17-12(9-4-2-1-3-5-9)16-11(13(18)19)6-10-7-14-8-15-10/h1-5,7-8,11H,6H2,(H,14,15)(H,16,17)(H,18,19)/t11-/m0/s1
• InChIKey: AUDPUFBIVWMAED-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-(1H-imidazol-4-yl)-2-(phenylformamido)propanoic acid
• IUPAC Traditional name: (2S)-3-(1H-imidazol-4-yl)-2-(phenylformamido)propanoic acid
• Synonyms: Nα-Benzoyl-L-histidine

Database IDs

• CAS Number: 5354-94-9
• EC Number: 226-332-8
• MDL Number: MFCD00037850
• PubChem SID: 24891638; 162227896
• PubChem CID: 152263

CALCULATED PROPERTIES

• Acid pKa: 3.4523716
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.65087426
• LogD (pH = 7.4): -1.5059898
• Log P: -0.62072086
• Molar Refractivity: 67.6076 cm^3
• Polarizability: 25.656343 Å^3
• Polar Surface Area: 95.08 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C