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    Chemistry

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    Also known as: 154357-42-3, (s)-(-)-nadifloxacin, 8whh66l098, Wck771 free base, Nadifloxacin, (s)-, Wck-771 free base
    Molecular Formula
    C19H21FN2O4
    Molecular Weight
    360.4  g/mol
    InChI Key
    JYJTVFIEFKZWCJ-JTQLQIEISA-N
    FDA UNII
    8WHH66L098
    Levonadifloxacin
    broad-spectrum anti-MRSA benzoquinolizine quinolone agent; alalevonadifloxacin is prodrug of levonadifloxacin
    1 2D Structure

    Levonadifloxacin

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (12S)-7-fluoro-8-(4-hydroxypiperidin-1-yl)-12-methyl-4-oxo-1-azatricyclo[7.3.1.05,13]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid
    2.1.2 InChI
    InChI=1S/C19H21FN2O4/c1-10-2-3-12-16-13(18(24)14(19(25)26)9-22(10)16)8-15(20)17(12)21-6-4-11(23)5-7-21/h8-11,23H,2-7H2,1H3,(H,25,26)/t10-/m0/s1
    2.1.3 InChI Key
    JYJTVFIEFKZWCJ-JTQLQIEISA-N
    2.2 Other Identifiers
    2.2.1 UNII
    8WHH66L098
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. (s)-(-)-nadifloxacin

    2.3.2 Depositor-Supplied Synonyms

    1. 154357-42-3

    2. (s)-(-)-nadifloxacin

    3. 8whh66l098

    4. Wck771 Free Base

    5. Nadifloxacin, (s)-

    6. Wck-771 Free Base

    7. Dtxsid70165599

    8. Levonadifloxacine

    9. Levonadifloxacino

    10. Levonadifloxacinum

    11. Refchem:924705

    12. Dtxcid0088090

    13. (5s)-9-fluoro-8-(4-hydroxypiperidin-1-yl)-5-methyl-1-oxo-6,7-dihydro-1h,5h-benzo(ij)quinolizine-2-carboxylic Acid

    14. Levonadifloxacin [inn]

    15. (s)-nadifloxacin

    16. Wck771

    17. (12s)-7-fluoro-8-(4-hydroxypiperidin-1-yl)-12-methyl-4-oxo-1-azatricyclo[7.3.1.05,13]trideca-2,5,7,9(13)-tetraene-3-carboxylic Acid

    18. 1h,5h-benzo[ij]quinolizine-2-carboxylicacid, 9-fluoro-6,7-dihydro-8-(4-hydroxy-1-piperidinyl)-5-methyl-1-oxo-, (5s)-

    19. Chebi:37908

    20. Mfcd09954130

    21. (s)-9-fluoro-8-(4-hydroxypiperidin-1-yl)-5-methyl-1-oxo-6,7-dihydro-1h,5h-pyrido[3,2,1-ij]quinoline-2-carboxylic Acid

    22. Levonadifloxacin (inn)

    23. (5s)-9-fluoro-8-(4-hydroxypiperidin-1-yl)-5-methyl-1-oxo-6,7-dihydro-1h,5h-pyrido[3,2,1-ij]quinoline-2-carboxylic Acid

    24. C19h21fn2o4

    25. Unii-8whh66l098

    26. Starbld0002875

    27. Schembl36594

    28. Chembl190561

    29. Schembl29390463

    30. Gtpl10757

    31. Levonadifloxacin [who-dd]

    32. Glxc-27365

    33. Bdbm50475221

    34. (s)-9-fluoro-6,7-dihydro-8-(4-hydroxy-1-piperidyl)-5-methyl-1-oxo-1h,5h-benzo[i,j]quinolizine-2-carboxylic Acid

    35. Da-48828

    36. Hy-14926

    37. Ms-25695

    38. Sy343606

    39. Cs-0003639

    40. Ns00098910

    41. D11933

    42. F82021

    43. Q27117310

    44. (12s)-7-fluoro-8-(4-hydroxy-1-piperidyl)-12-methyl-4-oxo-1-azatricyclo[7.3.1.05,13]trideca-2,5,7,9(13)-tetraene-3-carboxylic Acid

    45. (5s)-9-fluoro-6,7-dihydro-8-(4-hydroxy-1-piperidinyl)-5-methyl-1-oxo-1h,5h-benzo[ij]quinolizine-2-carboxylic Acid

    46. (5s)-9-fluoro-8-(4-hydroxypiperidin-1-yl)-5-methyl-1-oxo-6,7-dihydro-1h,5h-pyrido[3,2,1-ij]quinolizine-2-carboxylic Acid

    47. (s)-(-)-nadifloxacin; 1h,5h-benzo[ij]quinolizine-2-carboxylic Acid, 9-fluoro-6,7-dihydro-8-(4-hydroxy-1-piperidinyl)-5-methyl-1-oxo-, (5s)-; 1h,5h-benzo[ij]quinolizine-2-carboxylic Acid, 9-fluoro-6,7-dihydro-8-(4-hydroxy-1-piperidinyl)-5-methyl-1-oxo-, (s)-; (5s)-9-fluoro-6,7-

    48. 1h,5h-benzo[ij]quinolizine-2-carboxylic Acid, 9-fluoro-6,7-dihydro-8-(4-hydroxy-1-piperidinyl)-5-methyl-1-oxo-, (5s)-

    49. 1h,5h-benzo[ij]quinolizine-2-carboxylic Acid, 9-fluoro-6,7-dihydro-8-(4-hydroxy-1-piperidinyl)-5-methyl-1-oxo-, (s)-

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 360.4 g/mol
    Molecular Formula C19H21FN2O4
    XLogP32.9
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count2
    Exact Mass Da
    Monoisotopic Mass Da
    Topological Polar Surface Area81.1
    Heavy Atom Count26
    Formal Charge0
    Complexity631
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    beta-Lactamase Inhibitors

    Endogenous substances and drugs that inhibit or block the activity of BETA-LACTAMASES.

    4.2 ATC Code

    J - Antiinfectives for systemic use

    J01 - Antibacterials for systemic use

    J01M - Quinolone antibacterials

    J01MA - Fluoroquinolones

    J01MA24 - Levonadifloxacin

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