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

• ChemBase ID: 2192
• Molecular Formular: C9H14N3O8P
• Molecular Mass: 323.196521
• Monoisotopic Mass: 323.05185105
• SMILES: Nc1nc(=O)n(cc1)[C@@H]1O[C@@H](COP(=O)(O)O)[C@H](O)[C@H]1O
• Canonical SMILES: O[C@@H]1[C@@H](O)[C@@H](O[C@H]1n1ccc(nc1=O)N)COP(=O)(O)O
• InChI: InChI=1S/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)/t4-,6-,7+,8+/m0/s1
• InChIKey: IERHLVCPSMICTF-ZAKLUEHWSA-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}phosphonic acid
• IUPAC Traditional name: @cytidine-5'-monophosphate
• Synonyms: Cytidine-5'-Monophosphate; Cytosine Arabinose-5'-Phosphate

Database IDs

• CAS Number: 84-52-6
• PubChem SID: 46505057; 160965645; 46507970
• PubChem CID: 5745914

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.3427212
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -5.362422
• LogD (pH = 7.4): -6.4509153
• Log P: -3.2894158
• Molar Refractivity: 65.4177 cm^3
• Polarizability: 26.073345 Å^3
• Polar Surface Area: 175.14 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.05
• LOG S: -1.3
• Solubility (Water): 1.63e+01 g/l

DETAILS

DrugBank - DB03403

• Drug Groups: experimental
• Description: Cytidine (dihydrogen phosphate). A cytosine nucleotide containing one phosphate group esterified to the sugar moiety in the 2', 3' or 5' position. [PubChem]

DrugBank - DB02456

Drug information: experimental