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

• ChemBase ID: 2772
• Molecular Formular: C14H23N3O15P2
• Molecular Mass: 535.291042
• Monoisotopic Mass: 535.06044031
• SMILES: Nc1nc(=O)n(cc1)[C@@H]1O[C@@H](CO[P@@](=O)(O)O[P@](=O)(O)O[C@H]2OC[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H]1O
• Canonical SMILES: O[C@H]1[C@H](CO[P@](=O)(O[P@@](=O)(O[C@H]2OC[C@@H]([C@H]([C@@H]2O)O)O)O)O)O[C@H]([C@@H]1O)n1ccc(nc1=O)N
• InChI: InChI=1S/C14H23N3O15P2/c15-7-1-2-17(14(23)16-7)12-10(21)9(20)6(30-12)4-29-33(24,25)32-34(26,27)31-13-11(22)8(19)5(18)3-28-13/h1-2,5-6,8-13,18-22H,3-4H2,(H,24,25)(H,26,27)(H2,15,16,23)/t5-,6-,8+,9-,10+,11-,12+,13+/m0/s1
• InChIKey: NWSKPSPTJOAICE-FNZWCNKGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3R,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[hydroxy({[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxy})phosphoryl]oxy})phosphinic acid
• IUPAC Traditional name: [(2S,3R,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy({hydroxy[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyphosphoryl}oxy)phosphinic acid
• Synonyms: Cytidine-5'-Diphospho-Beta-D-Xylose

Database IDs

• PubChem SID: 160966220; 46506620
• PubChem CID: 46936568

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7627287
• H Acceptors: 14
• H Donor: 8
• LogD (pH = 5.5): -9.176701
• LogD (pH = 7.4): -9.495518
• Log P: -5.038379
• Molar Refractivity: 102.4725 cm^3
• Polarizability: 42.30564 Å^3
• Polar Surface Area: 280.59 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.22
• LOG S: -1.38
• Solubility (Water): 2.23e+01 g/l

DETAILS

DrugBank - DB03069

Drug information: experimental