(R)-((1R)-1-phenylethyl [(4-acetamidophenyl)methyl]phosphonate)

• ChemBase ID: 6155
• Molecular Formular: C17H19NO4P-
• Molecular Mass: 332.310821
• Monoisotopic Mass: 332.10516972
• SMILES: [O-]P(=O)(O[C@@H](c1ccccc1)C)Cc1ccc(NC(=O)C)cc1
• Canonical SMILES: CC(=O)Nc1ccc(cc1)CP(=O)(O[C@@H](c1ccccc1)C)[O-]
• InChI: InChI=1S/C17H20NO4P/c1-13(16-6-4-3-5-7-16)22-23(20,21)12-15-8-10-17(11-9-15)18-14(2)19/h3-11,13H,12H2,1-2H3,(H,18,19)(H,20,21)/p-1/t13-/m1/s1
• InChIKey: YPTMOJMDCPUCJT-CYBMUJFWSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (R)-((1R)-1-phenylethyl [(4-acetamidophenyl)methyl]phosphonate)
• IUPAC Traditional name: (R)-((1R)-1-phenylethyl (4-acetamidophenyl)methylphosphonate)
• Synonyms: (1R)-1-PHENYLETHYL 4-(ACETYLAMINO)BENZYLPHOSPHONATE

Database IDs

• PubChem SID: 160969580; 99445016
• PubChem CID: 46937159

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8861289
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.2740029
• LogD (pH = 7.4): 0.2535185
• Log P: 2.559073
• Molar Refractivity: 89.1694 cm^3
• Polarizability: 34.631695 Å^3
• Polar Surface Area: 78.46 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.51
• LOG S: -3.79
• Solubility (Water): 5.69e-02 g/l

DETAILS

DrugBank - DB08545

Drug information: experimental