{[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[hydroxy({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphoryl]oxy})phosphinic acid

• ChemBase ID: 126837
• Molecular Formular: C15H25N3O16P2
• Molecular Mass: 565.317022
• Monoisotopic Mass: 565.071005
• SMILES: c1cn(c(=O)nc1N)[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)(O)OP(=O)(O)O[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O
• Canonical SMILES: OC[C@H]1O[C@H](OP(=O)(OP(=O)(OC[C@H]2O[C@H]([C@@H]([C@@H]2O)O)n2ccc(nc2=O)N)O)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C15H25N3O16P2/c16-7-1-2-18(15(25)17-7)13-11(23)9(21)6(31-13)4-30-35(26,27)34-36(28,29)33-14-12(24)10(22)8(20)5(3-19)32-14/h1-2,5-6,8-14,19-24H,3-4H2,(H,26,27)(H,28,29)(H2,16,17,25)/t5-,6-,8-,9-,10+,11-,12-,13-,14-/m1/s1
• InChIKey: CGPHZDRCVSLMCF-JZMIEXBBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[hydroxy({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphoryl]oxy})phosphinic acid
• IUPAC Traditional name: cytidine diphosphate glucose
• Synonyms: CDP-glucose; Cytidine diphosphate glucose

Database IDs

• CAS Number: 2906-23-2
• PubChem SID: 162221164
• PubChem CID: 439244
• Chemspider ID: 388381
• Wikipedia Title: Cytidine_diphosphate_glucose

CALCULATED PROPERTIES

• Acid pKa: 1.7346227
• H Acceptors: 15
• H Donor: 9
• LogD (pH = 5.5): -9.796275
• LogD (pH = 7.4): -10.125584
• Log P: -5.3788834
• Molar Refractivity: 108.435 cm^3
• Polarizability: 44.82042 Å^3
• Polar Surface Area: 300.82 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false