Cefonicid

Synopsis, Chemistry

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Also known as: 61270-78-8, Monocid, Cefonicid disodium salt, Sk&f d-75073-z2, Cefonicide sodium, Cefonicid (sodium)

Molecular Formula

C₁₈H₁₆N₆Na₂O₈S₃

Molecular Weight

586.5 g/mol

InChI Key

NAXFZVGOZUWLEP-RFXDPDBWSA-L

FDA UNII

F74MFL78A1

A second-generation cephalosporin administered intravenously or intramuscularly. Its bactericidal action results from inhibition of cell wall synthesis. It is used for urinary tract infections, lower respiratory tract infections, and soft tissue and bone infections.

1 2D Structure

Cefonicid

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

disodium;(6R,7R)-7-[[(2R)-2-hydroxy-2-phenylacetyl]amino]-8-oxo-3-[[1-(sulfonatomethyl)tetrazol-5-yl]sulfanylmethyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

2.1.2 InChI

InChI=1S/C18H18N6O8S3.2Na/c25-13(9-4-2-1-3-5-9)14(26)19-11-15(27)24-12(17(28)29)10(6-33-16(11)24)7-34-18-20-21-22-23(18)8-35(30,31)32;;/h1-5,11,13,16,25H,6-8H2,(H,19,26)(H,28,29)(H,30,31,32);;/q;2*+1/p-2/t11-,13-,16-;;/m1../s1

2.1.3 InChI Key

NAXFZVGOZUWLEP-RFXDPDBWSA-L

2.1.4 Canonical SMILES

C1C(=C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)O)C(=O)[O-])CSC4=NN=NN4CS(=O)(=O)[O-].[Na+].[Na+]

2.1.5 Isomeric SMILES

C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)O)C(=O)[O-])CSC4=NN=NN4CS(=O)(=O)[O-].[Na+].[Na+]

2.2 Other Identifiers

2.2.1 UNII

F74MFL78A1

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Cefonicid

2. Cefonicid Disodium Salt

3. Cefonicid Monosodium

4. Cefonicid Monosodium Salt

5. Cefonicid, Sodium

6. Monocid

7. Sk And F 75073

8. Sk And F-75073

9. Sk And F75073

10. Skf 75073 2

11. Skf-75073-2

12. Skf750732

13. Sodium Cefonicid

2.3.2 Depositor-Supplied Synonyms

1. 61270-78-8

2. Monocid

3. Cefonicid Disodium Salt

4. Sk&f D-75073-z2

5. Cefonicide Sodium

6. Cefonicid (sodium)

7. Chebi:3492

8. F74mfl78a1

9. Sk&f-d-75073-z2

10. (6r,7r)-7-((r)-mandelamido)-8-oxo-3-(((1-(sulfomethyl)-1-h-tetrazol-5-yl)thio)methyl)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, Disodium Salt

11. Disodium;(6r,7r)-7-[[(2r)-2-hydroxy-2-phenylacetyl]amino]-8-oxo-3-[[1-(sulfonatomethyl)tetrazol-5-yl]sulfanylmethyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

12. Monocid Sodium

13. Cefonicid Sodium [usan]

14. Cefonicid Disodium

15. Ncgc00167458-01

16. Skf 75073

17. Unii-f74mfl78a1

18. Cefonicid Sodium [usan:usp]

19. Monocid (tn)

20. Cefonicid Sodium (usp)

21. Dsstox_cid_26642

22. Dsstox_rid_81788

23. Dsstox_gsid_46642

24. Schembl41895

25. 190181-58-9

26. Cefonicid Sodium [vandf]

27. Chembl1201005

28. Dtxsid0046642

29. Cefonicid Sodium [mart.]

30. Cefonicid Sodium [usp-rs]

31. Cefonicid Sodium [who-dd]

32. Tox21_112462

33. Cefonicid Disodium Salt [mi]

34. Mfcd00941437

35. Akos015896359

36. Cefonicid Sodium [orange Book]

37. Ccg-270152

38. Cefonicid Sodium [usp Impurity]

39. Sk&f D-75073-z(sub 2)

40. Sk&f-d-75073-z(sub 2)

41. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-((hydroxyphenylacetyl)amino)-8-oxo-3-(((1-(sulfomethyl)-1h-tetrazol-5-yl)thio)methyl)disodium Salt, (6r-(6alpha,7beta(r*)))

42. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-((hydroxyphenylacetyl)amino)-8-oxo-3-(((1-(sulfomethyl)-1h-tetrazol-5-yl)thio)methyl)disodium Salt, (6r-(6alpha,7beta(r*)))-

43. Cas-61270-78-8

44. C08105

45. C75868

46. D00912

47. A833136

48. Q27106106

49. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-((hydroxyphenylacetyl)amino)-8-oxo-3-(((1-(sulfomethyl)-1h-tetrazol-5-yl)thio)methyl)disodium Salt, (6r-(6.alpha.,7.beta.(r*)))-

50. Disodium 7-[(2-hydroxy-2-phenyl-acetyl)amino]-8-oxo-3-[[1-(sulfonatomethyl)tetrazol-5-yl]sulfanylmethyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

51. Sodium (6r,7r)-7-((r)-2-hydroxy-2-phenylacetamido)-8-oxo-3-(((1-(sulfonatomethyl)-1h-tetrazol-5-yl)thio)methyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

52. Sodium (6r,7r)-7-((r)-2-hydroxy-2-phenylacetamido)-8-oxo-3-((1-(sulfonatomethyl)-1h-tetrazol-5-ylthio)methyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

53. Sodium(6r,7r)-7-((r)-2-hydroxy-2-phenylacetamido)-8-oxo-3-(((1-(sulfonatomethyl)-1h-tetrazol-5-yl)thio)methyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₈H₁₆N₆Na₂O₈S₃
Molecular Weight	586.5 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	13
Rotatable Bond Count	7
Exact Mass	585.99871357 g/mol
Monoisotopic Mass	585.99871357 g/mol
Topological Polar Surface Area	270 Å²
Heavy Atom Count	37
Formal Charge	0
Complexity	980
Isotope Atom Count	0
Defined Atom Stereocenter Count	3
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3