[3-(dimethylamino)-1-hydroxy-1-phosphonopropyl]phosphonic acid

• ChemBase ID: 175881
• Molecular Formular: C5H15NO7P2
• Molecular Mass: 263.122622
• Monoisotopic Mass: 263.03237509
• SMILES: C(CN(C)C)C(O)(P(=O)(O)O)P(=O)(O)O
• Canonical SMILES: CN(CCC(P(=O)(O)O)(P(=O)(O)O)O)C
• InChI: InChI=1S/C5H15NO7P2/c1-6(2)4-3-5(7,14(8,9)10)15(11,12)13/h7H,3-4H2,1-2H3,(H2,8,9,10)(H2,11,12,13)
• InChIKey: UGEPSJNLORCRBO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [3-(dimethylamino)-1-hydroxy-1-phosphonopropyl]phosphonic acid
• IUPAC Traditional name: olpadronic acid
• Synonyms: P,P'-[3-(Dimethylamino)-1-hydroxypropylidene]bisphosphonic Acid; 3-(Dimethylamino)-1-hydroxypropylidene-1,1-bisphosphonic Acid; 3-Dimethylamino-1-hydroxypropylidenebiphosphonic Acid; Olpadronic Acid

Database IDs

• CAS Number: 63132-39-8
• PubChem SID: 164231791
• PubChem CID: 198716

CALCULATED PROPERTIES

• Acid pKa: 0.66082203
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -6.20781
• LogD (pH = 7.4): -6.5514445
• Log P: -4.1649065
• Molar Refractivity: 52.6881 cm^3
• Polarizability: 20.969524 Å^3
• Polar Surface Area: 138.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O575300

Used for the preparation of bisphosphonic acid derivatives as anti-osteoporosis agents.

REFERENCES

• Amin, D., et al.: Drug Res., 46, 759 (1996)
• Martin, M., et al.: J. Med. Chem., 45, 2904 (1996)