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2D Structure
Also known as: 62893-20-3, Sodium cefoperazone, Cefoperazone sodium salt, Cefobid, Tomabef, T-1551
Molecular Formula
C25H26N9NaO8S2
Molecular Weight
667.7  g/mol
InChI Key
NCFTXMQPRQZFMZ-WERGMSTESA-M
FDA UNII
5FQG9774WD

Semisynthetic broad-spectrum cephalosporin with a tetrazolyl moiety that is resistant to beta-lactamase. It may be used to treat Pseudomonas infections.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
sodium;(6R,7R)-7-[[(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
2.1.2 InChI
InChI=1S/C25H27N9O8S2.Na/c1-3-32-8-9-33(21(39)20(32)38)24(42)27-15(12-4-6-14(35)7-5-12)18(36)26-16-19(37)34-17(23(40)41)13(10-43-22(16)34)11-44-25-28-29-30-31(25)2;/h4-7,15-16,22,35H,3,8-11H2,1-2H3,(H,26,36)(H,27,42)(H,40,41);/q;+1/p-1/t15-,16-,22-;/m1./s1
2.1.3 InChI Key
NCFTXMQPRQZFMZ-WERGMSTESA-M
2.1.4 Canonical SMILES
CCN1CCN(C(=O)C1=O)C(=O)NC(C2=CC=C(C=C2)O)C(=O)NC3C4N(C3=O)C(=C(CS4)CSC5=NN=NN5C)C(=O)[O-].[Na+]
2.1.5 Isomeric SMILES
CCN1CCN(C(=O)C1=O)C(=O)N[C@H](C2=CC=C(C=C2)O)C(=O)N[C@H]3[C@@H]4N(C3=O)C(=C(CS4)CSC5=NN=NN5C)C(=O)[O-].[Na+]
2.2 Other Identifiers
2.2.1 UNII
5FQG9774WD
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Cfobis

2. Cefobid

3. Cefoperazon

4. Cefoperazone

5. Cefoperazone Sodium Salt

6. Salt, Cefoperazone Sodium

7. Sodium Salt, Cefoperazone

8. Sodium, Cefoperazone

9. T 1551

10. T-1551

11. T1551

2.3.2 Depositor-Supplied Synonyms

1. 62893-20-3

2. Sodium Cefoperazone

3. Cefoperazone Sodium Salt

4. Cefobid

5. Tomabef

6. T-1551

7. Cp 52640-2

8. Cefoperazone (sodium Salt)

9. Cefoperazone (as Sodium)

10. 5fqg9774wd

11. Chebi:3494

12. Cp-52,640-2

13. Nsc-758173

14. 62893-20-3 (sodium)

15. Cp-526402

16. Cefobid (tn)

17. Cp-52640-2

18. Dsstox_cid_25874

19. Dsstox_rid_81192

20. Dsstox_gsid_45874

21. Sodium;(6r,7r)-7-[[(2r)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

22. Cefobis

23. 1094606-34-4

24. Cas-62893-20-3

25. Cefobid In Plastic Container

26. Einecs 263-751-5

27. T 1551

28. Unii-5fqg9774wd

29. Cefoperazin

30. Cefoneg

31. Cefoper

32. Cefoperazon-natrium

33. Ncgc00094952-01

34. Cefobid Sodium Salt

35. Sodium;(6r,7r)-7-[[(2r)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxy

36. Cefoperazone Sodium [usan:usp:jan]

37. Cefoperazone, Sodium Salt

38. Sodium (6r,7r)-7-((r)-2-(4-ethyl-2,3-dioxo-1-piperazinecarboxamido)-2-(p-hydroxyphenyl)acetamido)-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate

39. Schembl537680

40. Chembl1200482

41. Dtxsid6045874

42. Hy-b0210a

43. Cefoperazone Sodium [jan]

44. Cefoperazone Sodium (jp17/usp)

45. Cefoperazone Sodium [usan]

46. Cefoperazone Sodium [vandf]

47. Cefoperazone Sodium [mart.]

48. Tox21_111367

49. Cefoperazone Sodium [who-dd]

50. Mfcd07793331

51. Cefoperazone Sodium Salt [mi]

52. Akos015951266

53. Tox21_111367_1

54. Ccg-270350

55. Cs-5023

56. Nsc 758173

57. Cefoperazone Sodium [ep Impurity]

58. Cefoperazone Sodium [orange Book]

59. Ncgc00179599-03

60. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((((4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl)amino)(4-hydroxyphenyl)acetyl)amino)-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-, Monosodium Salt, (6r-(6alpha,7beta(r*)))-

61. Cefoperazone Sodium [ep Monograph]

62. Cefoperazone Sodium [usp Monograph]

63. C08112

64. D00918

65. Sulperazone Component Cefoperazone Sodium

66. A834072

67. Cefoperazone Sodium Component Of Sulperazone

68. Q27106107

69. Cefoperazone Sodium 100 Microg/ml In Acetonitrile:water

70. (6r,7r)-7-[[(2r)-2-[(4-ethyl-2,3-dioxo-piperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

71. Sodium (6r,7r)-7-((r)-2-(4-ethyl-2,3-dioxo-1-piperazinecarboxamido)-2-(p-hydroxyphenyl)acetamido-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate

72. Sodium (6r,7r)-7-((r)-2-(4-ethyl-2,3-dioxopiperazine-1-carboxamido)-2-(4-hydroxyphenyl)acetamido)-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

73. Sodium (6r,7r)-7-((r)-2-(4-ethyl-2,3-dioxopiperazine-1-carboxamido)-2-(4-hydroxyphenyl)acetamido)-3-((1-methyl-1h-tetrazol-5-ylthio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

74. Sodium 7-[[2-[(4-ethyl-2,3-dioxo-piperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

75. Sodium(6r,7r)-7-((r)-2-(4-ethyl-2,3-dioxopiperazine-1-carboxamido)-2-(4-hydroxyphenyl)acetamido)-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

2.4 Create Date
2008-02-05
3 Chemical and Physical Properties
Molecular Weight 667.7 g/mol
Molecular Formula C25H26N9NaO8S2
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count13
Rotatable Bond Count9
Exact Mass667.12434545 g/mol
Monoisotopic Mass667.12434545 g/mol
Topological Polar Surface Area274 Ų
Heavy Atom Count45
Formal Charge0
Complexity1250
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
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.)