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

• ChemBase ID: 3899
• Molecular Formular: C14H26N4O11P2
• Molecular Mass: 488.323962
• Monoisotopic Mass: 488.10733093
• SMILES: C[N+](C)(C)CCOP(=O)([O-])O[P@](=O)(O)OC[C@@H]1O[C@H]([C@H](O)[C@H]1O)n1ccc(N)nc1=O
• Canonical SMILES: O[C@H]1[C@H](CO[P@](=O)(OP(=O)(OCC[N+](C)(C)C)[O-])O)O[C@H]([C@@H]1O)n1ccc(nc1=O)N
• InChI: InChI=1S/C14H26N4O11P2/c1-18(2,3)6-7-26-30(22,23)29-31(24,25)27-8-9-11(19)12(20)13(28-9)17-5-4-10(15)16-14(17)21/h4-5,9,11-13,19-20H,6-8H2,1-3H3,(H3-,15,16,21,22,23,24,25)/t9-,11-,12+,13+/m0/s1
• InChIKey: RZZPDXZPRHQOCG-FTYKPCCVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{[(S)-({[(2S,3R,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl phosphonato)]oxy}ethyl)trimethylazanium
• IUPAC Traditional name: (2-{[(S)-([(2S,3R,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl phosphonato)]oxy}ethyl)trimethylazanium
• Synonyms: [2-Cytidylate-O'-Phosphonyloxyl]-Ethyl-Trimethyl-Ammonium

Database IDs

• PubChem SID: 160967334; 46506080
• PubChem CID: 46936943

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8633217
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): -7.1012454
• LogD (pH = 7.4): -7.4543705
• Log P: -6.163281
• Molar Refractivity: 113.5839 cm^3
• Polarizability: 41.386707 Å^3
• Polar Surface Area: 213.5 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.38
• LOG S: -1.83
• Solubility (Water): 7.99e+00 g/l

DETAILS

DrugBank - DB04290

• Drug Groups: experimental
• Description: Donor of choline in biosynthesis of choline-containing phosphoglycerides. [PubChem]