2-chloro-N-{1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-oxo-1,2-dihydropyrimidin-4-yl}acetamide

• ChemBase ID: 128530
• Molecular Formular: C11H14ClN3O6
• Molecular Mass: 319.69836
• Monoisotopic Mass: 319.05711286
• SMILES: c1cn(c(=O)nc1NC(=O)CCl)C1C(C(C(O1)CO)O)O
• Canonical SMILES: OCC1OC(C(C1O)O)n1ccc(nc1=O)NC(=O)CCl
• InChI: InChI=1S/C11H14ClN3O6/c12-3-7(17)13-6-1-2-15(11(20)14-6)10-9(19)8(18)5(4-16)21-10/h1-2,5,8-10,16,18-19H,3-4H2,(H,13,14,17,20)
• InChIKey: WEJWVQRPBCYTRE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloro-N-{1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-oxo-1,2-dihydropyrimidin-4-yl}acetamide
• IUPAC Traditional name: 2-chloro-N-{1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-oxopyrimidin-4-yl}acetamide
• Synonyms: N4-Chloroacetylcytosine arabinoside

Database IDs

• CAS Number: 113737-52-3
• PubChem SID: 162222837
• PubChem CID: 3081042; 18877608
• Wikipedia Title: N4-Chloroacetylcytosine_arabinoside

CALCULATED PROPERTIES

• Acid pKa: 11.821892
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -2.328732
• LogD (pH = 7.4): -2.3287468
• Log P: -2.3287318
• Molar Refractivity: 68.7418 cm^3
• Polarizability: 27.2138 Å^3
• Polar Surface Area: 131.69 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true