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2D Structure
Also known as: 69388-79-0, Sulbactam pivoxyl, Pivsulbactam, Sulbactam pivoxil [usan], Cp-47904, Unii-2x0wta96kx
Molecular Formula
C14H21NO7S
Molecular Weight
347.39  g/mol
InChI Key
OHPVYKXTRACOSQ-ZJUUUORDSA-N
FDA UNII
2X0WTA96KX

Sulbactam Pivoxil is the pivoxil prodrug form of sulbactam, a semi-synthetic beta-lactamase inhibitor, with beta-lactam antibiotic adjuvant activity. After oral administration of sulbactam pivoxil, the ester bond is cleaved, releasing active sulbactam. The beta-lactam ring of sulbactam irreversibly binds to beta-lactamase at or near its active site, thereby blocking enzyme activity and preventing metabolism of other beta-lactam antibiotics by the enzyme.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2,2-dimethylpropanoyloxymethyl (2S,5R)-3,3-dimethyl-4,4,7-trioxo-46-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
2.1.2 InChI
InChI=1S/C14H21NO7S/c1-13(2,3)12(18)22-7-21-11(17)10-14(4,5)23(19,20)9-6-8(16)15(9)10/h9-10H,6-7H2,1-5H3/t9-,10+/m1/s1
2.1.3 InChI Key
OHPVYKXTRACOSQ-ZJUUUORDSA-N
2.2 Other Identifiers
2.2.1 UNII
2X0WTA96KX
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Cp 47,904

2. Cp-47,904

3. Cp-47904

4. Sulbactam Pivoxyl

2.3.2 Depositor-Supplied Synonyms

1. 69388-79-0

2. Sulbactam Pivoxyl

3. Pivsulbactam

4. Sulbactam Pivoxil [usan]

5. Cp-47904

6. Unii-2x0wta96kx

7. Pivoxil Sulbactam

8. Sulbactam Pivoxil (usan)

9. 2x0wta96kx

10. Pivsulbactam [mart.]

11. Pivsulbactam [who-dd]

12. Cp-47,904

13. 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid,3,3-dimethyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl Ester,4,4-dioxide, (2s,5r)-

14. Pivsulbactam (mart.)

15. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-, 4,4-dioxide, (2,2-dimethyl-1-oxopropoxy)methyl Ester, (2s-cis)-

16. Hydroxymethyl (2s,5r)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate Pivalate (ester), 4,4-dioxide

17. (2s,5r)-(pivaloyloxy)methyl 3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4,4-dioxide

18. Cp 47904; Unasyn Oral

19. Cp 47904

20. (pivaloyloxy)methyl Penicillanate S,s-dioxide

21. Schembl635112

22. Chembl423875

23. Chebi:135467

24. Mfcd00867003

25. Akos025310138

26. As-13808

27. Cp 47,904

28. Hy-108288

29. Cs-0028149

30. D03706

31. E75950

32. Q27255724

33. (2s,5r)-(pivaloyloxy)methyl3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate4,4-dioxide

34. (pivaloyloxy)methyl (2s,5r)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4,4-dioxide

35. 2,2-dimethylpropanoyloxymethyl (2s,5r)-3,3-dimethyl-4,4,7-trioxo-4lambda6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

36. 2,2-dimethylpropanoyloxymethyl 3,3-dimethyl-4,4,7-trioxo-4

37. E6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

2.4 Create Date
2006-10-25
3 Chemical and Physical Properties
Molecular Weight 347.39 g/mol
Molecular Formula C14H21NO7S
XLogP30.7
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count7
Rotatable Bond Count6
Exact Mass g/mol
Monoisotopic Mass g/mol
Topological Polar Surface Area115
Heavy Atom Count23
Formal Charge0
Complexity654
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1