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1-cyclopropyl-8-(difluoromethoxy)-7-(1-methyl-2,3-dihydro-1H-5-isoindolyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic Acid Methanesulfonate Monohydrate

1-cyclopropyl-8-(difluoromethoxy)-7-(1-methyl-2,3-dihydro-1H-5-isoindolyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid methanesulfonate monohydrate

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1-cyclopropyl-8-(difluoromethoxy)-7-(1-methyl-2,3-dihydro-1H-5-isoindolyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid methanesulfonate monohydrate

Also known as: Garenoxacin mesylate, 223652-82-2, Bms 284756, Bms-284756, 437zku48cf, Garenoxacin methanesulfonate

Molecular Formula

C₂₄H₂₄F₂N₂O₇S

Molecular Weight

522.5 g/mol

InChI Key

UPHLDCUEQOTSAD-RFVHGSKJSA-N

FDA UNII

437ZKU48CF

1 2D Structure

1-cyclopropyl-8-(difluoromethoxy)-7-(1-methyl-2,3-dihydro-1H-5-isoindolyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid methanesulfonate monohydrate

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;methanesulfonic acid

2.1.2 InChI

InChI=1S/C23H20F2N2O4.CH4O3S/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;1-5(2,3)4/h2,5-8,10-11,14,23,26H,3-4,9H2,1H3,(H,29,30);1H3,(H,2,3,4)/t11-;/m1./s1

2.1.3 InChI Key

UPHLDCUEQOTSAD-RFVHGSKJSA-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.CS(=O)(=O)O

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.CS(=O)(=O)O

2.2 Other Identifiers

2.2.1 UNII

437ZKU48CF

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Bms 284756

2. Bms-284756

3. Bms284756

4. Garenoxacin

2.3.2 Depositor-Supplied Synonyms

1. Garenoxacin Mesylate

2. 223652-82-2

3. Bms 284756

4. Bms-284756

5. 437zku48cf

6. Garenoxacin Methanesulfonate

7. Garenoxacin Mesylate Anhydrous

8. Unii-437zku48cf

9. Bms 284756-01

10. Schembl1649428

11. Dtxsid4058732

12. Bcp17552

13. T 3811me

14. Garenoxacin Mesilate [mart.]

15. Garenoxacin Mesilate [who-dd]

16. Garenoxacin Mesylate / Methanesulfonate

17. Garenoxacin Methanesulfonate [mi]

18. (+)-garenoxacin Mesylate Anhydrous

19. 652g902

20. Q27258626

21. (r)-1-cyclo-propyl-8-difluoromethoxy-7-(1-methyl-2,3-dihydro-1h-5-isoindolyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic Acid Methanesulfonate

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

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

24. 1-cyclopropyl-8-(difluoromethoxy)-7-((1r)-1-methyl-2,3-dihydro-1h-5-isoindolyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic Acid Mesylate

25. 1-cyclopropyl-8-(difluoromethoxy)-7-(1-methyl-2,3-dihydro-1h-5-isoindolyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic Acid Methanesulfonate Monohydrate

26. 1-cyclopropyl-8-(difluoromethoxy)-7-[(1r)-1-methyl-2,3-dihydro-1h-isoindol-5-yl]-4-oxoquinoline-3-carboxylic Acid;methanesulfonic Acid

27. 3-quinolinecarboxylic Acid, 1-cyclopropyl-8-(difluoromethoxy)-7-((1r)-2,3-dihydro-1-methyl-1h-isoindol-5-yl)-1,4-dihydro-4-oxo-, Monomethanesulfonate

28. 3-quinolinecarboxylic Acid, 1-cyclopropyl-8-(difluoromethoxy)-7-((1r)-2,3-dihydro-1-methyl-1h-isoindol-5-yl)-1,4-dihydro-4-oxo-, Methanesulfonate (1:1)

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₂₄H₂₄F₂N₂O₇S
Molecular Weight	522.5 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	11
Rotatable Bond Count	5
Exact Mass	522.12722861 g/mol
Monoisotopic Mass	522.12722861 g/mol
Topological Polar Surface Area	142 Å²
Heavy Atom Count	36
Formal Charge	0
Complexity	863
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	2

4 Pharmacology and Biochemistry

4.1 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.)