{[(2S,3R,4R,5R)-3,4-dihydroxy-5-(6-hydroxy-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 2601
• Molecular Formular: C9H13N2O10P
• Molecular Mass: 340.180681
• Monoisotopic Mass: 340.03078126
• SMILES: O[C@@H]1[C@@H](O)[C@@H](O[C@H]1COP(=O)(O)O)n1c(=O)[nH]c(=O)cc1O
• Canonical SMILES: O[C@@H]1[C@@H](O)[C@@H](O[C@H]1n1c(O)cc(=O)[nH]c1=O)COP(=O)(O)O
• InChI: InChI=1S/C9H13N2O10P/c12-4-1-5(13)11(9(16)10-4)8-7(15)6(14)3(21-8)2-20-22(17,18)19/h1,3,6-8,13-15H,2H2,(H,10,12,16)(H2,17,18,19)/t3-,6-,7+,8+/m0/s1
• InChIKey: UDOBICLZEKUKCV-YHSFNTFWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3R,4R,5R)-3,4-dihydroxy-5-(6-hydroxy-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: @6-hydroxyuridine-5'-phosphate
• Synonyms: 6-Hydroxyuridine-5'-Phosphate

Database IDs

• PubChem SID: 160966050; 46506460
• PubChem CID: 46936519

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.2254934
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -4.9033265
• LogD (pH = 7.4): -6.9903264
• Log P: -2.4028265
• Molar Refractivity: 74.717 cm^3
• Polarizability: 26.244917 Å^3
• Polar Surface Area: 186.09 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.99
• LOG S: -1.51
• Solubility (Water): 1.04e+01 g/l

DETAILS

DrugBank - DB02890

Drug information: experimental