{[({[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)(hydroxy)phosphoryl]oxy}phosphonic acid

• ChemBase ID: 178151
• Molecular Formular: C9H15N5O7P2
• Molecular Mass: 367.192222
• Monoisotopic Mass: 367.04467111
• SMILES: n1cnc2c(c1N)ncn2C[C@H](OCP(=O)(O)OP(=O)(O)O)C
• Canonical SMILES: C[C@H](Cn1cnc2c1ncnc2N)OCP(=O)(OP(=O)(O)O)O
• InChI: InChI=1S/C9H15N5O7P2/c1-6(20-5-22(15,16)21-23(17,18)19)2-14-4-13-7-8(10)11-3-12-9(7)14/h3-4,6H,2,5H2,1H3,(H,15,16)(H2,10,11,12)(H2,17,18,19)/t6-/m1/s1
• InChIKey: BQDRSOMUPPCKPB-ZCFIWIBFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[({[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)(hydroxy)phosphoryl]oxy}phosphonic acid
• IUPAC Traditional name: ({[(2R)-1-(6-aminopurin-9-yl)propan-2-yl]oxy}methyl(hydroxy)phosphoryl)oxyphosphonic acid
• Synonyms: [(1R)-2(6-Amino-9H-purin-9-yl)-1-methylethoxy]methyl]-isohypophosphoric Acid; Tenofovir Phosphate, >60% (mixture of diastereomers)

Database IDs

• CAS Number: 206646-04-0
• PubChem SID: 164234061
• PubChem CID: 6320284

CALCULATED PROPERTIES

• Acid pKa: 1.6539383
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): -5.842723
• LogD (pH = 7.4): -6.190317
• Log P: -3.8867443
• Molar Refractivity: 78.4079 cm^3
• Polarizability: 30.436918 Å^3
• Polar Surface Area: 182.91 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: >140°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - T018510

A metabolite of Tenofovir (T018500).This compound contains an undetermined amout of water and phosphoric acid.

REFERENCES

• Michelson, A.M., et al.: Biochim. Biophys. Acta, 91, 1 (1964)
• Rosenberg, I., et al.: Collect. Czeck. Chem. Commun., 50, 1507 (1964)