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

• ChemBase ID: 2955
• Molecular Formular: C9H16N3O13P3
• Molecular Mass: 467.156923
• Monoisotopic Mass: 466.98959748
• SMILES: Nc1nc(=O)n(cc1)[C@H]1C[C@@H](O)[C@H](CO[P@](=O)(O)O[P@@](=O)(O)OP(=O)(O)O)O1
• Canonical SMILES: O[C@@H]1C[C@@H](O[C@H]1CO[P@@](=O)(O[P@](=O)(OP(=O)(O)O)O)O)n1ccc(nc1=O)N
• InChI: InChI=1S/C9H16N3O13P3/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(23-8)4-22-27(18,19)25-28(20,21)24-26(15,16)17/h1-2,5-6,8,13H,3-4H2,(H,18,19)(H,20,21)(H2,10,11,14)(H2,15,16,17)/t5-,6+,8-/m1/s1
• InChIKey: RGWHQCVHVJXOKC-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}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid
• IUPAC Traditional name: ({[(2S,3R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxyphosphonic acid
• Synonyms: 2'-Deoxycytidine-5'-Triphosphate

Database IDs

• CAS Number: 2056-98-6
• PubChem SID: 46504614; 160966402
• PubChem CID: 46936621

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.7584089
• H Acceptors: 12
• H Donor: 6
• LogD (pH = 5.5): -9.555618
• LogD (pH = 7.4): -10.284463
• Log P: -3.6348026
• Molar Refractivity: 85.6528 cm^3
• Polarizability: 34.933193 Å^3
• Polar Surface Area: 247.97 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.52
• LOG S: -1.6
• Solubility (Water): 1.18e+01 g/l

DETAILS

DrugBank - DB03258

Drug information: experimental