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AM1091

AM1091

Synopsis, Chemistry

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Also known as: 105956-97-6, 7-(3-aminopyrrolidin-1-yl)-8-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, Clinafloxacin [inn], Ci-960, 7-(3-aminopyrrolidin-1-yl)-8-chloro-1-cyclopropyl-6-fluoro-4-oxoquinoline-3-carboxylic acid, Am-1091

Molecular Formula

C₁₇H₁₇ClFN₃O₃

Molecular Weight

365.8 g/mol

InChI Key

QGPKADBNRMWEQR-UHFFFAOYSA-N

FDA UNII

8N86XTF9QD

Clinafloxacin is a fluoroquinolone antibacterial currently under research. It has been proven to present good antibiotic properties. However, its approval and release have been halted due to the presence of serious side effects.

1 2D Structure

AM1091

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

7-(3-aminopyrrolidin-1-yl)-8-chloro-1-cyclopropyl-6-fluoro-4-oxoquinoline-3-carboxylic acid

2.1.2 InChI

InChI=1S/C17H17ClFN3O3/c18-13-14-10(5-12(19)15(13)21-4-3-8(20)6-21)16(23)11(17(24)25)7-22(14)9-1-2-9/h5,7-9H,1-4,6,20H2,(H,24,25)

2.1.3 InChI Key

QGPKADBNRMWEQR-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1CC1N2C=C(C(=O)C3=CC(=C(C(=C32)Cl)N4CCC(C4)N)F)C(=O)O

2.2 Other Identifiers

2.2.1 UNII

8N86XTF9QD

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 7-(3-amino-1-pyrrolidinyl)-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid

2. Am 1091

3. Am-1091

4. Ci 960

5. Ci-960

6. Pd 127,391

7. Pd 127391

8. Pd-127,391

9. Pd-127391

10. Pd127,391

2.3.2 Depositor-Supplied Synonyms

1. 105956-97-6

2. 7-(3-aminopyrrolidin-1-yl)-8-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid

3. Clinafloxacin [inn]

4. Ci-960

5. 7-(3-aminopyrrolidin-1-yl)-8-chloro-1-cyclopropyl-6-fluoro-4-oxoquinoline-3-carboxylic Acid

6. Am-1091

7. 8n86xtf9qd

8. Clinafloxacin (hydrochloride)

9. 7-(3-amino-1-pyrrolidinyl)-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid

10. Am-1091;ci-960;pd 127391

11. Am 1091 (hydrochloride); Ci 960 (hydrochloride);pd127391 (hydrochloride)

12. 7-(3-aminopyrrolidin-1-yl)-8-chloro-1-cyclopropyl-6-fluoro-4-oxo-quinoline-3-carboxylic Acid

13. Clinafloxacin Ci96 Am1091

14. Unii-8n86xtf9qd

15. Pd 127321

16. Am 1091

17. Pd 127391

18. Pd-127391

19. Clinafloxacin [mi]

20. Bay-v-3545

21. Schembl33959

22. 3-quinolinecarboxylic Acid, 7-(3-amino-1-pyrrolidinyl)-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-

23. Mls000778572

24. Clinafloxacin (pd127391)

25. Clinafloxacin [who-dd]

26. Chembl278255

27. Chebi:94459

28. Gtpl10793

29. Dtxsid80869455

30. Hms2090o15

31. Hms2770f24

32. Hms3714j19

33. Amy28813

34. Bcp21182

35. Hy-b0536

36. Rkl10079

37. Am1091

38. Bbl010979

39. Bdbm50474311

40. Mfcd00865120

41. S4006

42. Stk802100

43. Akos005622667

44. Ccg-220849

45. Db14025

46. Ncgc00246499-01

47. Ac-32467

48. Pd127391

49. Smr000415366

50. Vs-02785

51. Db-040667

52. Pd-127321

53. Ft-0602938

54. 56c976

55. Ab00647129-10

56. Ab00647129_11

57. Ab00647129_13

58. Ab00647129_14

59. A801341

60. A801342

61. Clinafloxacin, Vetranal(tm), Analytical Standard

62. Sr-01000765993

63. J-001508

64. Q3680752

65. Sr-01000765993-2

66. Brd-a93964801-003-01-7

67. 7-(3-azaniumylpyrrolidin-1-yl)-8-chloro-1-cyclopropyl-6-fluoro-4-oxoquinoline-3-carboxylate

68. (+/-)-7-(3-amino-1-pyrrolidinyl)-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid

69. 3-quinolinecarboxylic Acid, 7-(3-amino-1-pyrrolidinyl)-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-, (+/-)-

70. 7-(3-amino-1-pyrrolidinyl)-1-cyclopropyl-6-fluoro-8-chloro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid, Monohydrochloride

71. 7-(3-amino-1-pyrrolidinyl)-1-cyclopropyl-6-fluoro-8-chloro-1,4-dihydro-4-oxo-3-quinolinecarboxylicacid

72. 7-(3-amino-1-pyrrolidinyl)-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic Acid

73. 7-(3-amino-1-pyrrolidinyl)-8-chloro-1-cyclopropyl-6-fluoro-4-oxo-3-quinolinecarboxylic Acid

74. 7-(3-amino-pyrrolidin-1-yl)-8-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic Acid

75. 7-(3-amino-pyrrolidin-1-yl)-8-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic Acid

76. 7-(3-aminopyrrolidin-1-yl)-8-chloro-1-cyclopropyl-6-fluoro-4-oxo-quinoline-3-carboxylic Acid;clinafloxacin

77. 7-(3-azanylpyrrolidin-1-yl)-8-chloranyl-1-cyclopropyl-6-fluoranyl-4-oxidanylidene-quinoline-3-carboxylic Acid

2.4 Create Date

2005-07-19

3 Chemical and Physical Properties

Molecular Formula	C₁₇H₁₇ClFN₃O₃
Molecular Weight	365.8 g/mol
XLogP3	0.4
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	3
Exact Mass	365.0942473 g/mol
Monoisotopic Mass	365.0942473 g/mol
Topological Polar Surface Area	86.9 Å²
Heavy Atom Count	25
Formal Charge	0
Complexity	626
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anti-Bacterial Agents

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

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.)