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

• ChemBase ID: 164164
• Molecular Formular: C9H12ClN3O5
• Molecular Mass: 277.66168
• Monoisotopic Mass: 277.04654818
• SMILES: [C@@H]1(C([C@H](O[C@H]1n1cc(c(nc1=O)N)Cl)CO)O)O
• Canonical SMILES: OC[C@H]1O[C@H]([C@H](C1O)O)n1cc(Cl)c(nc1=O)N
• InChI: InChI=1S/C9H12ClN3O5/c10-3-1-13(9(17)12-7(3)11)8-6(16)5(15)4(2-14)18-8/h1,4-6,8,14-16H,2H2,(H2,11,12,17)/t4-,5?,6+,8-/m1/s1
• InChIKey: LOFVQBRIYOQFDZ-TZLAVLDLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-5-chloro-1-[(2R,3S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one
• IUPAC Traditional name: 4-amino-5-chloro-1-[(2R,3S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
• Synonyms: 5-Chlorocytidine

Database IDs

• CAS Number: 25130-29-4
• PubChem SID: 162258299
• PubChem CID: 71314706

CALCULATED PROPERTIES

• Acid pKa: 12.553186
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -2.1367316
• LogD (pH = 7.4): -2.1367347
• Log P: -2.1367316
• Molar Refractivity: 59.3361 cm^3
• Polarizability: 23.439777 Å^3
• Polar Surface Area: 128.61 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 107-110°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere