7-fluoro-2-methyl-6-[4-methyl(2H8)piperazin-1-yl]-10-oxo-4-oxa-1,2-diazatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid

• ChemBase ID: 172551
• Molecular Formular: C17H19FN4O4
• Molecular Mass: 362.3555632
• Monoisotopic Mass: 362.13903333
• SMILES: c12c3c(=O)c(cn1N(COc2c(c(c3)F)N1CCN(CC1)C)C)C(=O)O
• Canonical SMILES: CN1CCN(CC1)c1c(F)cc2c3c1OCN(n3cc(c2=O)C(=O)O)C
• InChI: InChI=1S/C17H19FN4O4/c1-19-3-5-21(6-4-19)14-12(18)7-10-13-16(14)26-9-20(2)22(13)8-11(15(10)23)17(24)25/h7-8H,3-6,9H2,1-2H3,(H,24,25)
• InChIKey: BPFYOAJNDMUVBL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-fluoro-2-methyl-6-[4-methyl(^2H₈)piperazin-1-yl]-10-oxo-4-oxa-1,2-diazatricyclo[7.3.1.0^5,^1^3]trideca-5(13),6,8,11-tetraene-11-carboxylic acid
• IUPAC Traditional name: 7-fluoro-2-methyl-6-[4-methyl(^2H₈)piperazin-1-yl]-10-oxo-4-oxa-1,2-diazatricyclo[7.3.1.0^5,^1^3]trideca-5(13),6,8,11-tetraene-11-carboxylic acid
• Synonyms: 9-Fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl-d8)-7-oxo-7H-pyrido[3,2,1-ij][4,1,2]benzoxadiazine-6-carboxylic Acid; Marbocyl-d8; Zeniquin-d8; Marbofloxacin-d8

Database IDs

• PubChem SID: 164228461
• PubChem CID: 46782103

CALCULATED PROPERTIES

• Acid pKa: 5.3832912
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): -0.05690329
• LogD (pH = 7.4): -1.0131361
• Log P: -0.045496024
• Molar Refractivity: 103.0193 cm^3
• Polarizability: 34.430515 Å^3
• Polar Surface Area: 76.56 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Crystalline Solid
• Melting Point: 268-269°C (dec.)

DETAILS

Toronto Research Chemicals - M197002

Labelled fluorinated quinolone antibacterial.

REFERENCES

• Gruet, P., et al.: Vet. Rec., 140, 199 (1977)
• Lefebvre, H.P., et al.: J. Vet. Pharmacol. Ther., 21, 453 (1977)