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

• ChemBase ID: 164184
• Molecular Formular: C9H11ClN2O5
• Molecular Mass: 262.64704
• Monoisotopic Mass: 262.03564914
• SMILES: [C@H]1(C([C@@H](O[C@@H]1C)n1c(=O)[nH]c(=O)c(c1)Cl)O)O
• Canonical SMILES: C[C@H]1O[C@H](C([C@H]1O)O)n1cc(Cl)c(=O)[nH]c1=O
• InChI: InChI=1S/C9H11ClN2O5/c1-3-5(13)6(14)8(17-3)12-2-4(10)7(15)11-9(12)16/h2-3,5-6,8,13-14H,1H3,(H,11,15,16)/t3-,5+,6?,8-/m1/s1
• InChIKey: GYDDKOLSWBGKSZ-BNVMRTHCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-chloro-1-[(2R,4R,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 5-chloro-1-[(2R,4R,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-3H-pyrimidine-2,4-dione
• Synonyms: 5'-Deoxy-5-chlorouridine; 5-Chloro-5'-deoxyuridine

Database IDs

• PubChem SID: 162258319
• PubChem CID: 57372618

CALCULATED PROPERTIES

• Acid pKa: 7.9675827
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.7090069
• LogD (pH = 7.4): -0.8102366
• Log P: -0.70754653
• Molar Refractivity: 55.8132 cm^3
• Polarizability: 22.147085 Å^3
• Polar Surface Area: 99.1 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Powder
• Melting Point: 191-193°C

Safety Information

• Storage Condition: Refrigerator