1-ethyl-6-fluoro-4-oxo-7-[(2,2,3,3,5,5,6,6-2H8)piperazin-1-yl]-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

• ChemBase ID: 167928
• Molecular Formular: C15H17FN4O3
• Molecular Mass: 320.3188832
• Monoisotopic Mass: 320.12846864
• SMILES: c1(c(cc2c(n1)n(cc(c2=O)C(=O)O)CC)F)N1CCNCC1
• Canonical SMILES: CCn1cc(C(=O)O)c(=O)c2c1nc(N1CCNCC1)c(c2)F
• InChI: InChI=1S/C15H17FN4O3/c1-2-19-8-10(15(22)23)12(21)9-7-11(16)14(18-13(9)19)20-5-3-17-4-6-20/h7-8,17H,2-6H2,1H3,(H,22,23)
• InChIKey: IDYZIJYBMGIQMJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-ethyl-6-fluoro-4-oxo-7-[(2,2,3,3,5,5,6,6-^2H₈)piperazin-1-yl]-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid
• IUPAC Traditional name: 1-ethyl-6-fluoro-4-oxo-7-[(2,2,3,3,5,5,6,6-^2H₈)piperazin-1-yl]-1,8-naphthyridine-3-carboxylic acid
• Synonyms: 1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-1,8-naphthyridine-3-carboxylic Acid-d8; Enofloxacin-d8; Enofloxacine-d8; Enoksetin-d8; Flumark-d8; NSC 629661-d8; PD 107779-d8; Penetrex-d8; Enoxacin-d8

Database IDs

• PubChem SID: 162262061
• PubChem CID: 71316297

CALCULATED PROPERTIES

• Acid pKa: 5.50139
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -1.20762
• LogD (pH = 7.4): -0.99097043
• Log P: -0.98305196
• Molar Refractivity: 83.9469 cm^3
• Polarizability: 30.312052 Å^3
• Polar Surface Area: 85.77 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E557602

A flurorquinolone antibacterial used to treat urinary tract infections and gonorrhea.

REFERENCES

• Liu, A., et al.: Antimicrob. Agents Chemother., 54, 1393 (2010)
• Chen, P., et al.: Drug Test Anal., 2, 24 (2010)
• Gohil, V., et al.: Nat., Biotechnol., 28, 249 (2010)