{[(2S,3R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 3445
• Molecular Formular: C9H14N3O7P
• Molecular Mass: 307.197121
• Monoisotopic Mass: 307.05693643
• SMILES: Nc1nc(=O)n(cc1)[C@H]1C[C@@H](O)[C@H](COP(=O)(O)O)O1
• Canonical SMILES: O[C@@H]1C[C@@H](O[C@H]1COP(=O)(O)O)n1ccc(nc1=O)N
• InChI: InChI=1S/C9H14N3O7P/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(19-8)4-18-20(15,16)17/h1-2,5-6,8,13H,3-4H2,(H2,10,11,14)(H2,15,16,17)/t5-,6+,8-/m1/s1
• InChIKey: NCMVOABPESMRCP-GKROBHDKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: [(2S,3R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxyphosphonic acid
• Synonyms: 2'-Deoxycytidine-5'-Monophosphate

Database IDs

• CAS Number: 1032-65-1
• PubChem SID: 46506941; 160966884
• PubChem CID: 6328614

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.95509636
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -4.460119
• LogD (pH = 7.4): -5.5439005
• Log P: -2.630086
• Molar Refractivity: 63.907 cm^3
• Polarizability: 25.347824 Å^3
• Polar Surface Area: 154.91 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.13
• LOG S: -1.45
• Solubility (Water): 1.09e+01 g/l

DETAILS

DrugBank - DB03798

• Drug Groups: experimental
• Description: Deoxycytidine (dihydrogen phosphate). A deoxycytosine nucleotide containing one phosphate group esterified to the deoxyribose moiety in the 2'-,3'- or 5- positions. [PubChem]