1-[(2S,4S,5R)-4-hydroxy-5-methyloxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase ID: 2968
• Molecular Formular: C9H12N2O4
• Molecular Mass: 212.20258
• Monoisotopic Mass: 212.07970687
• SMILES: C[C@H]1O[C@@H](C[C@@H]1O)n1ccc(=O)[nH]c1=O
• Canonical SMILES: O[C@H]1C[C@H](O[C@@H]1C)n1ccc(=O)[nH]c1=O
• InChI: InChI=1S/C9H12N2O4/c1-5-6(12)4-8(15-5)11-3-2-7(13)10-9(11)14/h2-3,5-6,8,12H,4H2,1H3,(H,10,13,14)/t5-,6+,8+/m1/s1
• InChIKey: FDCFKLBIAIKUKB-CHKWXVPMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2S,4S,5R)-4-hydroxy-5-methyloxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: @2'-5'dideoxyuridine
• Synonyms: 2'-5'dideoxyuridine

Database IDs

• PubChem SID: 46507731; 160966415
• PubChem CID: 46936626

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.705743
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.46772084
• LogD (pH = 7.4): -0.46981236
• Log P: -0.4676941
• Molar Refractivity: 49.5112 cm^3
• Polarizability: 19.492252 Å^3
• Polar Surface Area: 78.87 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.92
• LOG S: -0.36
• Solubility (Water): 9.36e+01 g/l

DETAILS

DrugBank - DB03274

Drug information: experimental