(2S)-2-amino-3-(1H-imidazol-5-yl)-N-(naphthalen-2-yl)propanamide

• ChemBase ID: 132642
• Molecular Formular: C16H16N4O
• Molecular Mass: 280.32444
• Monoisotopic Mass: 280.13241115
• SMILES: c1ccc2cc(ccc2c1)NC(=O)[C@H](Cc1cnc[nH]1)N
• Canonical SMILES: O=C([C@H](Cc1cnc[nH]1)N)Nc1ccc2c(c1)cccc2
• InChI: InChI=1S/C16H16N4O/c17-15(8-14-9-18-10-19-14)16(21)20-13-6-5-11-3-1-2-4-12(11)7-13/h1-7,9-10,15H,8,17H2,(H,18,19)(H,20,21)/t15-/m0/s1
• InChIKey: DKDILZBBFKZMRO-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(1H-imidazol-5-yl)-N-(naphthalen-2-yl)propanamide
• IUPAC Traditional name: (2S)-2-amino-3-(3H-imidazol-4-yl)-N-(naphthalen-2-yl)propanamide
• Synonyms: L-Histidine β-naphthylamide

Database IDs

• CAS Number: 7424-15-9
• EC Number: 231-052-4
• MDL Number: MFCD00051166
• PubChem SID: 24895761; 162226919
• PubChem CID: 688489

CALCULATED PROPERTIES

• Acid pKa: 12.7452135
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -1.7279854
• LogD (pH = 7.4): 0.34276
• Log P: 1.0742234
• Molar Refractivity: 82.7865 cm^3
• Polarizability: 32.510307 Å^3
• Polar Surface Area: 83.8 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: white to faint yellow powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• Storage Temperature: -20°C