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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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