[1-hydroxy-1-phosphono-4-(trifluoroacetamido)butyl]phosphonic acid

• ChemBase ID: 179039
• Molecular Formular: C6H12F3NO8P2
• Molecular Mass: 345.1041116
• Monoisotopic Mass: 344.99902427
• SMILES: C(CCNC(=O)C(F)(F)F)C(O)(P(=O)(O)O)P(=O)(O)O
• Canonical SMILES: O=C(C(F)(F)F)NCCCC(P(=O)(O)O)(P(=O)(O)O)O
• InChI: InChI=1S/C6H12F3NO8P2/c7-6(8,9)4(11)10-3-1-2-5(12,19(13,14)15)20(16,17)18/h12H,1-3H2,(H,10,11)(H2,13,14,15)(H2,16,17,18)
• InChIKey: GDRCTQDHXBOUOA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [1-hydroxy-1-phosphono-4-(trifluoroacetamido)butyl]phosphonic acid
• IUPAC Traditional name: 1-hydroxy-1-phosphono-4-(trifluoroacetamido)butylphosphonic acid
• Synonyms: P,P'-[1-Hydroxy-4-[(2,2,2-trifluoroacetyl)amino]butylidene]bisphosphonic Acid; N-Trifluoroacetyl Alendronic Acid

Database IDs

• CAS Number: 1076199-48-8
• PubChem SID: 164234949
• PubChem CID: 29987725

CALCULATED PROPERTIES

• Acid pKa: 0.6912372
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -6.5070467
• LogD (pH = 7.4): -7.4459805
• Log P: -1.8674093
• Molar Refractivity: 57.8278 cm^3
• Polarizability: 22.603405 Å^3
• Polar Surface Area: 164.39 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - T786500

Alendronic Acid (A521250) derivative.

REFERENCES

• Wang, X.M., et al.: Clin. J. Dent. Res., 3, 26 (2000)
• Woo, T., et al.: Best Pract. Res. Clin. Rheumatol., 15, 469 (2000)
• Benford, H.L., et al.: Bone, 28, 465 (2000)