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

• ChemBase ID: 1705
• Molecular Formular: C16H16N4O
• Molecular Mass: 280.32444
• Monoisotopic Mass: 280.13241115
• SMILES: c1cccc2c1cc(cc2)NC(=O)[C@H](N)Cc1[nH]cnc1
• 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-/m1/s1
• InChIKey: DKDILZBBFKZMRO-OAHLLOKOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-(1H-imidazol-5-yl)-N-(naphthalen-2-yl)propanamide
• IUPAC Traditional name: (2R)-2-amino-3-(3H-imidazol-4-yl)-N-(naphthalen-2-yl)propanamide
• Synonyms: L-Histidine Beta Naphthylamide

Database IDs

• PubChem SID: 160965162; 46505793
• PubChem CID: 6541406

CALCULATED PROPERTIES

JChem

• 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

ALOGPS 2.1

• Log P: 1.1
• LOG S: -3.43
• Solubility (Water): 1.04e-01 g/l

DETAILS

DrugBank - DB01938

Drug information: experimental