trisodium ({[(2R,3S,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl phosphonato}oxy)phosphonate

• ChemBase ID: 165895
• Molecular Formular: C9H12N3Na3O10P2
• Molecular Mass: 453.122512
• Monoisotopic Mass: 452.9690997
• SMILES: n1([C@H]2C[C@@H]([C@H](O2)COP(=O)(OP(=O)([O-])[O-])[O-])O)ccc(nc1=O)N.[Na+].[Na+].[Na+]
• Canonical SMILES: O[C@H]1C[C@@H](O[C@@H]1COP(=O)(OP(=O)([O-])[O-])[O-])n1ccc(nc1=O)N.[Na+].[Na+].[Na+]
• InChI: InChI=1S/C9H15N3O10P2.3Na/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(21-8)4-20-24(18,19)22-23(15,16)17;;;/h1-2,5-6,8,13H,3-4H2,(H,18,19)(H2,10,11,14)(H2,15,16,17);;;/q;3*+1/p-3/t5-,6+,8+;;;/m0.../s1
• InChIKey: SXMDNHAPEVRFNF-MILVPLDLSA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: trisodium ({[(2R,3S,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl phosphonato}oxy)phosphonate
• IUPAC Traditional name: trisodium {[(2R,3S,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl phosphonato}oxyphosphonate
• Synonyms: 2'-Deoxycytidine 5'-Diphosphate Trisodium Salt Hydrate

Database IDs

• CAS Number: 151151-32-5
• PubChem SID: 162260028
• PubChem CID: 71315445

CALCULATED PROPERTIES

• Acid pKa: 1.7872765
• H Acceptors: 10
• H Donor: 2
• LogD (pH = 5.5): -6.845208
• LogD (pH = 7.4): -7.476243
• Log P: -2.59155
• Molar Refractivity: 71.4148 cm^3
• Polarizability: 29.769018 Å^3
• Polar Surface Area: 209.93 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D232680

A phosphorylated metabolite of the deoxyribonucleoside 2’-Deoxycytidine. A constituent of Deoxyribonucleic acid.

REFERENCES

• Zaharko, D.S. et al.: J. Nat. Cancer Inst., 71, 1033 (1983)
• Terai, C. et al.: Exp. Cell. res., 193, 375 (1983)