[(S)-hydroxy(naphthalen-1-yl)methyl]phosphonic acid

• ChemBase ID: 2914
• Molecular Formular: C11H11O4P
• Molecular Mass: 238.176401
• Monoisotopic Mass: 238.03949546
• SMILES: c1cc2c(cc1)c(ccc2)[C@@H](O)P(=O)(O)O
• Canonical SMILES: O[C@@H](P(=O)(O)O)c1cccc2c1cccc2
• InChI: InChI=1S/C11H11O4P/c12-11(16(13,14)15)10-7-3-5-8-4-1-2-6-9(8)10/h1-7,11-12H,(H2,13,14,15)/t11-/m0/s1
• InChIKey: AXIBZLYWMBUYRV-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(S)-hydroxy(naphthalen-1-yl)methyl]phosphonic acid
• IUPAC Traditional name: (S)-hydroxy(naphthalen-1-yl)methylphosphonic acid
• Synonyms: DPI59

Database IDs

• PubChem SID: 46508128; 160966361
• PubChem CID: 447531

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.2189187
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.124373
• LogD (pH = 7.4): -1.273027
• Log P: 1.179088
• Molar Refractivity: 59.7355 cm^3
• Polarizability: 24.445744 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.89
• LOG S: -2.11
• Solubility (Water): 1.83e+00 g/l

DETAILS

DrugBank - DB03217

Drug information: experimental