1-cyclopropyl-6,7-difluoro-8-hydroxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

• ChemBase ID: 165250
• Molecular Formular: C13H9F2NO4
• Molecular Mass: 281.2116664
• Monoisotopic Mass: 281.04996421
• SMILES: Fc1cc2c(c(c1F)O)n(cc(c2=O)C(=O)O)C1CC1
• Canonical SMILES: OC(=O)c1cn(C2CC2)c2c(c1=O)cc(c(c2O)F)F
• InChI: InChI=1S/C13H9F2NO4/c14-8-3-6-10(12(18)9(8)15)16(5-1-2-5)4-7(11(6)17)13(19)20/h3-5,18H,1-2H2,(H,19,20)
• InChIKey: NTWOKQCCNHKEIU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-cyclopropyl-6,7-difluoro-8-hydroxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• IUPAC Traditional name: 1-cyclopropyl-6,7-difluoro-8-hydroxy-4-oxoquinoline-3-carboxylic acid
• Synonyms: Moxifloxacin impurity; 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-hydroxy-4-oxo-3-quinolinecarboxylic Acid

Database IDs

• CAS Number: 154093-72-8
• PubChem SID: 162259383
• PubChem CID: 11680737

CALCULATED PROPERTIES

• Acid pKa: 5.5386066
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.5336611
• LogD (pH = 7.4): -0.4867376
• Log P: 1.8205085
• Molar Refractivity: 64.9527 cm^3
• Polarizability: 23.486044 Å^3
• Polar Surface Area: 77.84 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C988638

Moxifloxacin (M745000) impurity.

REFERENCES

• Martel, A., et al.: Drugs Fut., 22, 109 (1997)
• Tobin, C., et al.: J. Antimicrob. Chemother., 42, 278 (1997)