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Chemistry

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Also known as: 56974-61-9, Gabexate mesilate, Gabexate (mesylate), Foy, Gabexate methanesulfonate, 56974-61-9 (mesylate)

Molecular Formula

C₁₇H₂₇N₃O₇S

Molecular Weight

417.5 g/mol

InChI Key

DNTNDFLIKUKKOC-UHFFFAOYSA-N

FDA UNII

E3Q07L0649

A serine proteinase inhibitor used therapeutically in the treatment of pancreatitis, disseminated intravascular coagulation (DIC), and as a regional anticoagulant for hemodialysis. The drug inhibits the hydrolytic effects of thrombin, plasmin, and kallikrein, but not of chymotrypsin and aprotinin.

1 2D Structure

Gabexate Mesylate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

ethyl 4-[6-(diaminomethylideneamino)hexanoyloxy]benzoate;methanesulfonic acid

2.1.2 InChI

InChI=1S/C16H23N3O4.CH4O3S/c1-2-22-15(21)12-7-9-13(10-8-12)23-14(20)6-4-3-5-11-19-16(17)18;1-5(2,3)4/h7-10H,2-6,11H2,1H3,(H4,17,18,19);1H3,(H,2,3,4)

2.1.3 InChI Key

DNTNDFLIKUKKOC-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCOC(=O)C1=CC=C(C=C1)OC(=O)CCCCCN=C(N)N.CS(=O)(=O)O

2.2 Other Identifiers

2.2.1 UNII

E3Q07L0649

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Foy

2. Gabexate

3. Gabexate Mesilate

4. Gabexate Methanesulfonate

5. Gabexate Monomethanesulfonate

6. Gabexate Monomethanesulfonate, 14c Labeled Cpd

7. Gabexate Monomethanesulfonate, 14c-labeled Cpd

8. Mesilate, Gabexate

9. Mesylate, Gabexate

10. Methanesulfonate, Gabexate

11. Monomethanesulfonate, Gabexate

2.3.2 Depositor-Supplied Synonyms

1. 56974-61-9

2. Gabexate Mesilate

3. Gabexate (mesylate)

4. Foy

5. Gabexate Methanesulfonate

6. 56974-61-9 (mesylate)

7. Gabexate Mesilate [jan]

8. Chembl1398351

9. Ncgc00017121-01

10. Ethyl 4-((6-guanidinohexanoyl)oxy)benzoate Methanesulfonate

11. Cas-56974-61-9

12. 4-[[6-[(aminoiminomethyl)amino]-1-oxohexyl]oxy]-benzoic Acid Ethyl Ester Mesylate

13. Dsstox_cid_25591

14. Dsstox_rid_80986

15. Dsstox_gsid_45591

16. 4-[[6-[(aminoiminomethyl)amino]-1-oxohexyl]oxy]benzoic Acid Ethyl Ester Mesylate

17. Smr000058918

18. E3q07l0649

19. Sr-01000597763

20. Arodate (tn)

21. Mfcd00210299

22. Gabexatemesylate

23. Cpd000058918

24. Gabexate Mesilate (jp17)

25. Mls001401400

26. Mls002222309

27. Mls006010132

28. Schembl317799

29. Dtxsid0045591

30. Chebi:31641

31. Hms1571i17

32. Hms2051a22

33. Hms2098i17

34. Hms2230m20

35. Hms3268g12

36. Hms3370j02

37. Hms3393a22

38. Hms3412h16

39. Hms3655f19

40. Hms3676h16

41. Hms3715i17

42. Gabexate Mesilate [who-dd]

43. Amy39644

44. Bcp13557

45. Hy-b0385

46. Tox21_110789

47. Ac-467

48. Bdbm50288832

49. Gabexate Methanesulfonate [mi]

50. Akos015889904

51. Akos025402087

52. Tox21_110789_1

53. Ccg-100903

54. Ccg-221008

55. Ks-1203

56. Nc00153

57. Ncgc00025297-04

58. Smr002530330

59. Db-052993

60. Ft-0630694

61. G0464

62. Sw197284-3

63. C75670

64. D01672

65. 492g018

66. A831268

67. Sr-01000597763-1

68. Sr-01000597763-2

69. Q27276838

70. 56974-61-9 39492-01-8(base)

71. Ethyl 4-(6-guanidinohexanoyloxy)benzoate Methanesulfonate

72. Gabexate Mesylate, Analytical Standard, For Drug Analysis

73. 4-[6-(diaminomethylideneamino)-1-oxohexoxy]benzoic Acid Ethyl Ester; Methanesulfonic Acid

74. Ethyl 4-[6-(diaminomethylideneamino)hexanoyloxy]benzoate;methanesulfonic Acid

75. Ethyl 4-[6-[bis(azanyl)methylideneamino]hexanoyloxy]benzoate; Methanesulfonic Acid

76. Benzoic Acid, 4-((6-((aminoiminomethyl)amino)-1-oxohexyl)oxy)-, Ethyl Ester, Methanesulfonate (1:1)

77. Benzoic Acid, 4-[[6-[(aminoiminomethyl)amino]-1-oxohexyl]oxy]-, Ethylester, Monomethanesulfonate

2.4 Create Date

2006-05-30

3 Chemical and Physical Properties

Molecular Formula	C₁₇H₂₇N₃O₇S
Molecular Weight	417.5 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	11
Exact Mass	417.15697138 g/mol
Monoisotopic Mass	417.15697138 g/mol
Topological Polar Surface Area	180 Å²
Heavy Atom Count	28
Formal Charge	0
Complexity	493
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2