[hydroxy(naphthalen-2-yl)methyl]phosphonic acid

• ChemBase ID: 170963
• Molecular Formular: C11H11O4P
• Molecular Mass: 238.176401
• Monoisotopic Mass: 238.03949546
• SMILES: c1ccc2c(c1)cc(cc2)C(O)P(=O)(O)O
• Canonical SMILES: OC(P(=O)(O)O)c1ccc2c(c1)cccc2
• InChI: InChI=1S/C11H11O4P/c12-11(16(13,14)15)10-6-5-8-3-1-2-4-9(8)7-10/h1-7,11-12H,(H2,13,14,15)
• InChIKey: AMJJLDJPDLKNJA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [hydroxy(naphthalen-2-yl)methyl]phosphonic acid
• IUPAC Traditional name: hydroxy(naphthalen-2-yl)methylphosphonic acid
• Synonyms: P-(Hydroxy-2-naphthalenylmethyl)phosphonic Acid; (Hydroxy-2-naphthalenylmethyl)phosphonic Acid; HNMPA; Hydroxy(2-naphthyl)methanephosphonic Acid

Database IDs

• CAS Number: 132541-52-7
• PubChem SID: 164226873
• PubChem CID: 129317

CALCULATED PROPERTIES

• Acid pKa: 1.2192886
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.1243676
• LogD (pH = 7.4): -1.2729415
• Log P: 1.179088
• Molar Refractivity: 59.7355 cm^3
• Polarizability: 24.444307 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H948575

Insulin receptor tyrosine kinase (IRTK) inhibitor.

REFERENCES

• Deprez, P., et al.: Bioorg. Med. Chem. Lett., 12, 1295 (1997)
• Ullrich, K., et al.: J. Pharmacol. Exper. Ther., 283, 1223 (1997)