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

• ChemBase ID: 126616
• Molecular Formular: C12H22N4O11P2
• Molecular Mass: 460.270802
• Monoisotopic Mass: 460.0760308
• SMILES: C[N+](C)(C)OP(=O)([O-])OP(=O)(O)OC[C@H]1O[C@@H](n2ccc(N)nc2=O)[C@H](O)[C@@H]1O
• Canonical SMILES: O[C@@H]1[C@@H](COP(=O)(OP(=O)(O[N+](C)(C)C)[O-])O)O[C@H]([C@@H]1O)n1ccc(nc1=O)N
• InChI: InChI=1S/C12H22N4O11P2/c1-16(2,3)26-29(22,23)27-28(20,21)24-6-7-9(17)10(18)11(25-7)15-5-4-8(13)14-12(15)19/h4-5,7,9-11,17-18H,6H2,1-3H3,(H3-,13,14,19,20,21,22,23)/t7-,9-,10-,11-/m1/s1
• InChIKey: OPDHNBAEGPICKZ-QCNRFFRDSA-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)phosphoryl phosphonato)oxy]trimethylazanium
• IUPAC Traditional name: citicoline
• Synonyms: Cytidine diphosphate choline; Citicoline

Database IDs

• CAS Number: 987-78-0
• PubChem SID: 162220946
• PubChem CID: 20055127; 13805
• ATC CODE: N06BX06
• CHEMBL: 1618340
• Chemspider ID: 16736209
• KEGG ID: D00057
• Unique Ingredient Identifier: 536BQ2JVC7
• Wikipedia Title: Citicoline

CALCULATED PROPERTIES

• Acid pKa: 0.9831173
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): -6.090284
• LogD (pH = 7.4): -6.3081503
• Log P: -5.026845
• Molar Refractivity: 94.5446 cm^3
• Polarizability: 37.79758 Å^3
• Polar Surface Area: 213.5 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true