{[(2R,3R,4S,5S)-2-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid

• ChemBase ID: 3415
• Molecular Formular: C9H14N3O8P
• Molecular Mass: 323.196521
• Monoisotopic Mass: 323.05185105
• SMILES: Nc1nc(=O)n(cc1)[C@@H]1O[C@@H](CO)[C@H](O)[C@H]1OP(=O)(O)O
• Canonical SMILES: OC[C@@H]1O[C@H]([C@@H]([C@H]1O)OP(=O)(O)O)n1ccc(nc1=O)N
• InChI: InChI=1S/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-7(20-21(16,17)18)6(14)4(3-13)19-8/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)/t4-,6-,7+,8+/m0/s1
• InChIKey: YQUAKORMLHPSLZ-ZAKLUEHWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3R,4S,5S)-2-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid
• IUPAC Traditional name: @cytidine-2'-monophosphate
• Synonyms: Cytidine-2'-Monophosphate

Database IDs

• CAS Number: 85-94-9
• PubChem SID: 160966854; 46508149
• PubChem CID: 46936789

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.0151135
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -5.486203
• LogD (pH = 7.4): -6.8774347
• Log P: -3.5104
• 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: -1.98
• LOG S: -1.27
• Solubility (Water): 1.74e+01 g/l

DETAILS

DrugBank - DB03765

Drug information: experimental