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Chemistry

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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

Garenoxacin

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 Formula	C₂₃H₂₀F₂N₂O₄
Molecular Weight	426.4 g/mol
XLogP3	2.1
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	5
Exact Mass	426.13911345 g/mol
Monoisotopic Mass	426.13911345 g/mol
Topological Polar Surface Area	78.9 Å²
Heavy Atom Count	31
Formal Charge	0
Complexity	771
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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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