6-fluoro-1-methyl-4-oxo-7-[(2,2,3,3,5,5,6,6-2H8)piperazin-1-yl]-1H,4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylic acid

• ChemBase ID: 179381
• Molecular Formular: C16H16FN3O3S
• Molecular Mass: 349.3799432
• Monoisotopic Mass: 349.08964061
• SMILES: n12c(c(c(=O)c3c1cc(c(c3)F)N1CCNCC1)C(=O)O)SC2C
• Canonical SMILES: Fc1cc2c(cc1N1CCNCC1)n1C(C)Sc1c(c2=O)C(=O)O
• InChI: InChI=1S/C16H16FN3O3S/c1-8-20-11-7-12(19-4-2-18-3-5-19)10(17)6-9(11)14(21)13(16(22)23)15(20)24-8/h6-8,18H,2-5H2,1H3,(H,22,23)
• InChIKey: SUXQDLLXIBLQHW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-fluoro-1-methyl-4-oxo-7-[(2,2,3,3,5,5,6,6-^2H₈)piperazin-1-yl]-1H,4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylic acid
• IUPAC Traditional name: 6-fluoro-1-methyl-4-oxo-7-[(2,2,3,3,5,5,6,6-^2H₈)piperazin-1-yl]-1H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylic acid
• Synonyms: 6-Fluoro-1-methyl-4-oxo-7-(1-piperazinyl-d8)-1H,4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylic Acid; AF 3013; NAD 394; NM 394; Ulifloxacin-d8

Database IDs

• PubChem SID: 164235291
• PubChem CID: 71752881

CALCULATED PROPERTIES

• Acid pKa: 5.944149
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.8388011
• LogD (pH = 7.4): -0.41008773
• Log P: -0.41674292
• Molar Refractivity: 100.7085 cm^3
• Polarizability: 33.530567 Å^3
• Polar Surface Area: 72.88 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - U700702

A labelled metabolite of Prulifloxacin (P838885). Ulifloxacin is a new quinolone antibiotic and it is effective against pneumonia.

REFERENCES

• Kim, D., et al.: J. Pharm. Sci., 77, 200 (1988)
• Suzuki, T., et al.: Drug Metab. Dispos., 30, 1393 (1988)
• Sun, J., et al.: Eur. J. Pharm. Biopharm., 64, 238 (1988)