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Also known as: 84305-41-9, Cefminox [inn], Cefminox sodium, Cmnx, Mt-141, 75481-73-1
Molecular Formula
C16H21N7O7S3
Molecular Weight
519.6  g/mol
InChI Key
JSDXOWVAHXDYCU-VXSYNFHWSA-N
FDA UNII
PW08Y13465

cefminox sodium
Cefminox is a semisynthetic, second-generation, beta-lactamase-stable cephalosporin with antibacterial activity. Cefminox binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. PBPs are enzymes involved in the terminal stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and division. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and causes cell lysis.
1 2D Structure

cefminox sodium

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(6R,7S)-7-[[2-[(2S)-2-amino-2-carboxyethyl]sulfanylacetyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
2.1.2 InChI
InChI=1S/C16H21N7O7S3/c1-22-15(19-20-21-22)33-4-7-3-32-14-16(30-2,13(29)23(14)10(7)12(27)28)18-9(24)6-31-5-8(17)11(25)26/h8,14H,3-6,17H2,1-2H3,(H,18,24)(H,25,26)(H,27,28)/t8-,14-,16+/m1/s1
2.1.3 InChI Key
JSDXOWVAHXDYCU-VXSYNFHWSA-N
2.1.4 Canonical SMILES
CN1C(=NN=N1)SCC2=C(N3C(C(C3=O)(NC(=O)CSCC(C(=O)O)N)OC)SC2)C(=O)O
2.1.5 Isomeric SMILES
CN1C(=NN=N1)SCC2=C(N3[C@@H]([C@@](C3=O)(NC(=O)CSC[C@H](C(=O)O)N)OC)SC2)C(=O)O
2.2 Other Identifiers
2.2.1 UNII
PW08Y13465
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Alteporina

2. Cefminox Sodium

3. Mt 141

4. Mt-141

5. Tencef

2.3.2 Depositor-Supplied Synonyms

1. 84305-41-9

2. Cefminox [inn]

3. Cefminox Sodium

4. Cmnx

5. Mt-141

6. 75481-73-1

7. Cefminox (inn)

8. Pw08y13465

9. (6r,7s)-7-[[2-[(2s)-2-amino-2-carboxyethyl]sulfanylacetyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

10. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((((2s)-2-amino-2-carboxyethyl)thio)acetyl)amino)-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-, (6r,7s)-

11. Cefminoxum

12. Mt 141

13. Cefminoxum [latin]

14. Ccris 5270

15. Ncgc00181749-01

16. Unii-pw08y13465

17. Cefminox [mi]

18. Cefminox [who-dd]

19. Mt-141 Free Acid

20. Schembl49565

21. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-((((2-amino-2-carboxyethyl)thio)acetyl)amino)-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-, (6r-(6alpha,7alpha,7(s*)))-

22. Chembl1276342

23. Chebi:135817

24. Dtxsid301016174

25. Zinc3938624

26. Akos015895987

27. Db09062

28. D07642

29. 481c731

30. Q5057239

31. (6r,7s)-7-(2-(((s)-2-amino-2-carboxyethyl)thio)acetamido)-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid

32. (6r,7s)-7-(2-{[(2s)-2-amino-2-carboxyethyl]sulfanyl}acetamido)-7-methoxy-3-{[(1-methyl-1h-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

33. (7s)-7-(2-{[(2s)-2-amino-2-carboxyethyl]sulfanyl}acetamido)-7-methoxy-3-{[(1-methyl-1h-tetrazol-5-yl)sulfanyl]methyl}-3,4-didehydrocepham-4-carboxylic Acid

34. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-((((2-amino-2-carboxyethyl)thio)acetyl)amino)-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-, (6r-(6.alpha.,7.alpha.,7(s*)))-

35. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-((2-(((2s)-2-amino-2-carboxyethyl)thio)acetyl)amino)-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-, (6r,7s)-

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 519.6 g/mol
Molecular Formula C16H21N7O7S3
XLogP3-4
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count14
Rotatable Bond Count11
Exact Mass519.06645956 g/mol
Monoisotopic Mass519.06645956 g/mol
Topological Polar Surface Area279 Ų
Heavy Atom Count33
Formal Charge0
Complexity862
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
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.)


4.2 ATC Code

J - Antiinfectives for systemic use

J01 - Antibacterials for systemic use

J01D - Other beta-lactam antibacterials

J01DC - Second-generation cephalosporins

J01DC12 - Cefminox


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