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Technical details about Garenoxacin, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
1. Also known as: 194804-75-6, Ganefloxacin, T-3811, T 3811, Bms284756, (r)-1-cyclopropyl-8-(difluoromethoxy)-7-(1-methylisoindolin-5-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
Molecular Formula
C23H20F2N2O4
Molecular Weight
426.4  g/mol
InChI Key
NJDRXTDGYFKORP-LLVKDONJSA-N
FDA UNII
V72H9867WB

Garenoxacin, a quinolone antibiotic, is being investigated for the treatment of gram-positive and gram-negative bacterial infections.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1-cyclopropyl-8-(difluoromethoxy)-7-[(1R)-1-methyl-2,3-dihydro-1H-isoindol-5-yl]-4-oxoquinoline-3-carboxylic acid
2.1.2 InChI
InChI=1S/C23H20F2N2O4/c1-11-15-5-2-12(8-13(15)9-26-11)16-6-7-17-19(21(16)31-23(24)25)27(14-3-4-14)10-18(20(17)28)22(29)30/h2,5-8,10-11,14,23,26H,3-4,9H2,1H3,(H,29,30)/t11-/m1/s1
2.1.3 InChI Key
NJDRXTDGYFKORP-LLVKDONJSA-N
2.1.4 Canonical SMILES
CC1C2=C(CN1)C=C(C=C2)C3=C(C4=C(C=C3)C(=O)C(=CN4C5CC5)C(=O)O)OC(F)F
2.1.5 Isomeric SMILES
C[C@@H]1C2=C(CN1)C=C(C=C2)C3=C(C4=C(C=C3)C(=O)C(=CN4C5CC5)C(=O)O)OC(F)F
2.2 Other Identifiers
2.2.1 UNII
V72H9867WB
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Bms 284756

2. Bms-284756

3. Bms284756

2.3.2 Depositor-Supplied Synonyms

1. 194804-75-6

2. Ganefloxacin

3. T-3811

4. T 3811

5. Bms284756

6. (r)-1-cyclopropyl-8-(difluoromethoxy)-7-(1-methylisoindolin-5-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid

7. 1-cyclopropyl-8-(difluoromethoxy)-7-[(1r)-1-methyl-2,3-dihydro-1h-isoindol-5-yl]-4-oxoquinoline-3-carboxylic Acid

8. V72h9867wb

9. Bms-284756

10. Garenfloxacin

11. 1-cyclopropyl-8-(difluoromethoxy)-7-[(1r)-1-methyl-2,3-dihydro-1h-isoindol-5-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid

12. 194804-75-6 Pound Not223652-90-2

13. Ncgc00181770-01

14. Garenoxacin [inn:ban]

15. Bms 284756 (*mesylate Salt*)

16. Garenoxacine

17. Garenoxacino

18. Garenoxacinum

19. Unii-v72h9867wb

20. T-3811mea

21. Bms-284756 (*mesylate Salt*)

22. Garenoxacin [mi]

23. Garenoxacin [inn]

24. Garenoxacin [mart.]

25. Garenoxacin [who-dd]

26. Chembl215303

27. Schembl2103727

28. Amy8881

29. Dtxsid30173135

30. Chebi:131716

31. Bcpp000224

32. Bcp01415

33. Ex-a3040

34. Zinc3585048

35. Bdbm50481219

36. S5908

37. Akos015920281

38. Bcp9000709

39. Cs-4989

40. Db06160

41. 1-cyclopropyl-8-(difluoromethoxy)-7-[(1r)-(1-methyl-2,3-dihydro-1h-5-isoindolyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic Acid

42. 1-cyclopropyl-8-(difluoromethoxy)-7-[(1r)-1-methylisoindolin-5-yl]-4-oxo-quinoline-3-carboxylic Acid

43. 1-cyclopropyl-8-(difluoromethoxy)-7-[(1r)-2,3-dihydro-1-methyl-1h-isoindol-5-yl]-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid

44. Hy-17460

45. A16856

46. 804g756

47. J-012614

48. J-521409

49. Q3758306

50. (r)-1-cyclopropyl-8-difluoromethoxy-7-(1-methyl-2, 3-dihydro-1h-5-isoindolyl)-4-oxo-1, 4-dihydro-3-quinolinecarboxylic Acid

51. (r)-1-cyclopropyl-8-difluoromethoxy-7-(1-methyl-2,3-dihydro-1h-5-isoindolyl)-4-oxo-1,4-dihydro-3-quinoline-carboxylic Acid

52. (r)-1-cyclopropyl-8-difluoromethoxy-7-(1-methyl-2,3-dihydro-1h-5-isoindolyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic Acid

2.4 Create Date
2005-08-01
3 Chemical and Physical Properties
Molecular Weight 426.4 g/mol
Molecular Formula C23H20F2N2O4
XLogP32.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count8
Rotatable Bond Count5
Exact Mass426.13911345 g/mol
Monoisotopic Mass426.13911345 g/mol
Topological Polar Surface Area78.9 Ų
Heavy Atom Count31
Formal Charge0
Complexity771
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Investigated for use/treatment in bacterial infection.


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Topoisomerase II Inhibitors

Compounds that inhibit the activity of DNA TOPOISOMERASE II. Included in this category are a variety of ANTINEOPLASTIC AGENTS which target the eukaryotic form of topoisomerase II and ANTIBACTERIAL AGENTS which target the prokaryotic form of topoisomerase II. (See all compounds classified as Topoisomerase II Inhibitors.)


Anti-Bacterial Agents

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)


5.2 ATC Code

J - Antiinfectives for systemic use

J01 - Antibacterials for systemic use

J01M - Quinolone antibacterials

J01MA - Fluoroquinolones

J01MA19 - Garenoxacin


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