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

• ChemBase ID: 164692
• Molecular Formular: C9H11ClN2O6
• Molecular Mass: 278.64644
• Monoisotopic Mass: 278.03056376
• SMILES: [C@@H]1(C([C@H](O[C@H]1n1cc(c(=O)[nH]c1=O)Cl)CO)O)O
• Canonical SMILES: OC[C@H]1O[C@H]([C@H](C1O)O)n1cc(Cl)c(=O)[nH]c1=O
• InChI: InChI=1S/C9H11ClN2O6/c10-3-1-12(9(17)11-7(3)16)8-6(15)5(14)4(2-13)18-8/h1,4-6,8,13-15H,2H2,(H,11,16,17)/t4-,5?,6+,8-/m1/s1
• InChIKey: LDCUBKKZHSYQTJ-TZLAVLDLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-chloro-1-[(2R,3S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 5-chloro-1-[(2R,3S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-pyrimidine-2,4-dione
• Synonyms: NSC 146433; 5-Chlorouridine

Database IDs

• CAS Number: 2880-89-9
• PubChem SID: 162258827
• PubChem CID: 71314827

CALCULATED PROPERTIES

• Acid pKa: 7.9675784
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.755917
• LogD (pH = 7.4): -1.8571475
• Log P: -1.7544565
• Molar Refractivity: 57.3569 cm^3
• Polarizability: 22.86571 Å^3
• Polar Surface Area: 119.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White to Off-White Solid
• Melting Point: 215-217°C

Safety Information

• Storage Condition: -20°C Freezer