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

• ChemBase ID: 1728
• Molecular Formular: C9H14N3O8P
• Molecular Mass: 323.196521
• Monoisotopic Mass: 323.05185105
• SMILES: Nc1nc(=O)n(cc1)[C@@H]1O[C@@H](CO)[C@H](OP(=O)(O)O)[C@H]1O
• Canonical SMILES: OC[C@@H]1O[C@H]([C@@H]([C@H]1OP(=O)(O)O)O)n1ccc(nc1=O)N
• InChI: InChI=1S/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-6(14)7(4(3-13)19-8)20-21(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: UOOOPKANIPLQPU-VXUIKNBNSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 46508759; 160965184
• PubChem CID: 6328756

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.1037459
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -5.437901
• LogD (pH = 7.4): -6.7513914
• Log P: -3.4353178
• 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: -1.99
• LOG S: -1.26
• Solubility (Water): 1.76e+01 g/l

DETAILS

DrugBank - DB01961

Drug information: experimental