[3-amino-1-hydroxy-1-phosphono(2,2,3-2H3)propyl]phosphonic acid

• ChemBase ID: 176215
• Molecular Formular: C3H11NO7P2
• Molecular Mass: 235.069462
• Monoisotopic Mass: 235.00107496
• SMILES: C(P(=O)(O)O)(P(=O)(O)O)(O)CCN
• Canonical SMILES: NCCC(P(=O)(O)O)(P(=O)(O)O)O
• InChI: InChI=1S/C3H11NO7P2/c4-2-1-3(5,12(6,7)8)13(9,10)11/h5H,1-2,4H2,(H2,6,7,8)(H2,9,10,11)
• InChIKey: WRUUGTRCQOWXEG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [3-amino-1-hydroxy-1-phosphono(2,2,3-^2H₃)propyl]phosphonic acid
• IUPAC Traditional name: 3-amino-1-hydroxy-1-phosphono(2,2,3-^2H₃)propylphosphonic acid
• Synonyms: Pamidronic Acid-D2 (Major)

Database IDs

• PubChem SID: 164232125
• PubChem CID: 71751457

CALCULATED PROPERTIES

• Acid pKa: 0.6686214
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -6.57873
• LogD (pH = 7.4): -6.9151487
• Log P: -4.536483
• Molar Refractivity: 42.6188 cm^3
• Polarizability: 17.42429 Å^3
• Polar Surface Area: 161.31 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO

DETAILS

Toronto Research Chemicals - P172492

Labelled Pamidronic Acid, a bisphosphonate used as a bone reabsoption inhibitor.Only available as a mixture of deuterated material.

REFERENCES

• Sissons, C.H., et al.: Oral Microbiol. Immunol., 15, 317 (2000)
• Chen, J.X., et al.: J. Cell Physiol., 186, 116 (2001)