1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-1,2-dihydropyrimidin-2-one; bis(phosphoric acid)

• ChemBase ID: 130103
• Molecular Formular: C9H18N2O14P2
• Molecular Mass: 440.191742
• Monoisotopic Mass: 440.02332653
• SMILES: c1cn([C@H]2[C@@H]([C@@H]([C@@H](CO)O2)O)O)c(=O)nc1O.OP(=O)(O)O.OP(=O)(O)O
• Canonical SMILES: OP(=O)(O)O.OP(=O)(O)O.OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1ccc(nc1=O)O
• InChI: InChI=1S/C9H12N2O6.2H3O4P/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16;2*1-5(2,3)4/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16);2*(H3,1,2,3,4)/t4-,6-,7-,8-;;/m1../s1
• InChIKey: PMPFLUWUGZHTOK-WFIJOQBCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-1,2-dihydropyrimidin-2-one; bis(phosphoric acid)
• IUPAC Traditional name: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxypyrimidin-2-one; bis(phosphoric acid)
• Synonyms: Uridine diphosphate

Database IDs

• CAS Number: 58-98-0
• PubChem SID: 162224388
• PubChem CID: 1158; 23616153
• CHEMBL: 130266
• Chemspider ID: 19952429
• IUPHAR ligand ID: 1749
• MeSH Name: Uridine+diphosphate
• Wikipedia Title: Uridine_diphosphate

CALCULATED PROPERTIES

• Acid pKa: 7.7340865
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -2.0502665
• LogD (pH = 7.4): -2.2130325
• Log P: -2.0477414
• Molar Refractivity: 52.8873 cm^3
• Polarizability: 20.86257 Å^3
• Polar Surface Area: 122.82 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true