4-amino-5-chloro-1-[(2R,3S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-1,2-dihydropyrimidin-2-one

• ChemBase ID: 164172
• Molecular Formular: C9H12ClN3O4
• Molecular Mass: 261.66228
• Monoisotopic Mass: 261.05163356
• SMILES: [C@@H]1(C([C@H](O[C@H]1n1cc(c(nc1=O)N)Cl)C)O)O
• Canonical SMILES: C[C@H]1O[C@H]([C@H](C1O)O)n1cc(Cl)c(nc1=O)N
• InChI: InChI=1S/C9H12ClN3O4/c1-3-5(14)6(15)8(17-3)13-2-4(10)7(11)12-9(13)16/h2-3,5-6,8,14-15H,1H3,(H2,11,12,16)/t3-,5?,6+,8-/m1/s1
• InChIKey: UISDGKMJIAQJLV-JCBVGMOXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-5-chloro-1-[(2R,3S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-1,2-dihydropyrimidin-2-one
• IUPAC Traditional name: 4-amino-5-chloro-1-[(2R,3S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]pyrimidin-2-one
• Synonyms: 5-Chloro-5'-deoxycytidine; 5'-Deoxy-5-chlorocytidine

Database IDs

• PubChem SID: 162258307
• PubChem CID: 57372619

CALCULATED PROPERTIES

• Acid pKa: 12.587326
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.0898217
• LogD (pH = 7.4): -1.0898244
• Log P: -1.0898217
• Molar Refractivity: 57.7924 cm^3
• Polarizability: 22.728603 Å^3
• Polar Surface Area: 108.38 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol; Methanol; Water
• Apperance: Off-White Powder

Safety Information

• Storage Condition: -20°C Freezer