4-amino-1-[5-(chloromethyl)-3,4-dihydroxyoxolan-2-yl]-1,2-dihydropyrimidin-2-one

• ChemBase ID: 132003
• Molecular Formular: C9H12ClN3O4
• Molecular Mass: 261.66228
• Monoisotopic Mass: 261.05163356
• SMILES: c1cn(c(=O)nc1N)C1C(C(C(O1)CCl)O)O
• Canonical SMILES: ClCC1OC(C(C1O)O)n1ccc(nc1=O)N
• InChI: InChI=1S/C9H12ClN3O4/c10-3-4-6(14)7(15)8(17-4)13-2-1-5(11)12-9(13)16/h1-2,4,6-8,14-15H,3H2,(H2,11,12,16)
• InChIKey: BPGIZMWGUQVFSE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-1-[5-(chloromethyl)-3,4-dihydroxyoxolan-2-yl]-1,2-dihydropyrimidin-2-one
• IUPAC Traditional name: cytidine, 5'-chloro-5'-deoxy-
• Synonyms: 5′-Chloro-5′-deoxycytidine

Database IDs

• CAS Number: 31652-78-5
• PubChem SID: 162226280
• PubChem CID: 1810

CALCULATED PROPERTIES

• Acid pKa: 12.570104
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.442926
• LogD (pH = 7.4): -1.4429283
• Log P: -1.4429255
• Molar Refractivity: 57.5958 cm^3
• Polarizability: 22.71267 Å^3
• Polar Surface Area: 108.38 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter