[(1R)-1-(naphthalen-1-yl)-2-(naphthalen-2-yl)-2-oxoethyl]phosphonic acid

• ChemBase ID: 2101
• Molecular Formular: C22H17O4P
• Molecular Mass: 376.341741
• Monoisotopic Mass: 376.08644565
• SMILES: P(=O)([C@@H](C(=O)c1cc2ccccc2cc1)c1cccc2c1cccc2)(O)O
• Canonical SMILES: O=C([C@H](P(=O)(O)O)c1cccc2c1cccc2)c1ccc2c(c1)cccc2
• InChI: InChI=1S/C22H17O4P/c23-21(18-13-12-15-6-1-2-8-17(15)14-18)22(27(24,25)26)20-11-5-9-16-7-3-4-10-19(16)20/h1-14,22H,(H2,24,25,26)/t22-/m1/s1
• InChIKey: OFHMUASCSJJNNA-JOCHJYFZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1R)-1-(naphthalen-1-yl)-2-(naphthalen-2-yl)-2-oxoethyl]phosphonic acid
• IUPAC Traditional name: (1R)-1-(naphthalen-1-yl)-2-(naphthalen-2-yl)-2-oxoethylphosphonic acid
• Synonyms: Bis-Napthyl Beta-Ketophosphonic Acid

Database IDs

• PubChem SID: 160965555; 46508345
• PubChem CID: 446833

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.543307
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.6326681
• LogD (pH = 7.4): 1.5405666
• Log P: 3.9301057
• Molar Refractivity: 104.7094 cm^3
• Polarizability: 42.83716 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.2
• LOG S: -5.37
• Solubility (Water): 1.60e-03 g/l

DETAILS

DrugBank - DB02360

Drug information: experimental