7-fluoro-12-methyl-4-oxo(3,4-13C2)-1-azatricyclo[7.3.1.05,13]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid

• ChemBase ID: 169034
• Molecular Formular: C14H12FNO3
• Molecular Mass: 264.22634771
• Monoisotopic Mass: 264.09018598
• SMILES: c1c(cc2c3c1CCC(n3c[13c]([13c]2=O)[13C](=O)O)C)F
• Canonical SMILES: Fc1cc2CCC(n3c2c(c1)[13c](=O)[13c](c3)[13C](=O)O)C
• InChI: InChI=1S/C14H12FNO3/c1-7-2-3-8-4-9(15)5-10-12(8)16(7)6-11(13(10)17)14(18)19/h4-7H,2-3H2,1H3,(H,18,19)/i11+1,13+1,14+1
• InChIKey: DPSPPJIUMHPXMA-AIGZGMKWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-fluoro-12-methyl-4-oxo(3,4-^1^3C₂)-1-azatricyclo[7.3.1.0^5,^1^3]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid
• IUPAC Traditional name: 7-fluoro-12-methyl-4-oxo(3,4-^1^3C₂)-1-azatricyclo[7.3.1.0^5,^1^3]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid
• Synonyms: 9-Fluoro-6,7-dihydro-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic Acid-13C3; Apurone-13C3; Fantacin-13C3; R 802-13C3; Flumequine-13C3

Database IDs

• PubChem SID: 162263166
• PubChem CID: 46781597

CALCULATED PROPERTIES

• Acid pKa: 6.0047708
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.29869
• LogD (pH = 7.4): 1.0076491
• Log P: 2.4168396
• Molar Refractivity: 67.8736 cm^3
• Polarizability: 24.735838 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; DMSO
• Apperance: Tan Solid
• Melting Point: 253-255°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - F445002

Fluorinated quinolone antibacterial.

REFERENCES

• Stilwell, G., et al.: Antimicrob. Agents Chemother., 7, 483 (1975)
• Rohlfing, S.R., et al.: J. Antimicrob. Chemother., 3, 615 (1975)