(2R)-2-[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanamido]-4-methylpentanoic acid

• ChemBase ID: 3103
• Molecular Formular: C16H24N2O4
• Molecular Mass: 308.37276
• Monoisotopic Mass: 308.17360726
• SMILES: CC(C)C[C@@H](NC(=O)[C@@H](O)[C@H](N)Cc1ccccc1)C(=O)O
• Canonical SMILES: O[C@H](C(=O)N[C@@H](C(=O)O)CC(C)C)[C@@H](Cc1ccccc1)N
• InChI: InChI=1S/C16H24N2O4/c1-10(2)8-13(16(21)22)18-15(20)14(19)12(17)9-11-6-4-3-5-7-11/h3-7,10,12-14,19H,8-9,17H2,1-2H3,(H,18,20)(H,21,22)/t12-,13-,14+/m1/s1
• InChIKey: VGGGPCQERPFHOB-MCIONIFRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanamido]-4-methylpentanoic acid
• IUPAC Traditional name: @bestatin
• Synonyms: Bestatin

Database IDs

• PubChem SID: 160966547; 46505598
• PubChem CID: 439299

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.7260025
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -1.1024202
• LogD (pH = 7.4): -1.1396116
• Log P: -1.0995758
• Molar Refractivity: 82.0498 cm^3
• Polarizability: 32.62761 Å^3
• Polar Surface Area: 112.65 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.2
• LOG S: -2.38
• Solubility (Water): 1.29e+00 g/l

DETAILS

DrugBank - DB03424

Drug information: experimental