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Chemistry

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Also known as: 147816-24-8, Cefcapene pivoxil hydrochloride monohydrate, Cefcapene pivoxil hydrochloride hydrate, V16a6ayi9h, S 1108, Flomox

Molecular Formula

C₂₃H₃₂ClN₅O₉S₂

Molecular Weight

622.1 g/mol

InChI Key

LUXIJPQYUCFVAL-XRLCNELCSA-N

FDA UNII

V16A6AYI9H

Cefcapene Pivoxil Hydrochloride Hydrate is the hydrate hydrochloride salt form of cefcapene pivalate, a prodrug and third-generation cephalosporin with antibacterial activity. After oral administration of cefcapene pivoxil hydrochloride hydrate the ester bond is cleaved, releasing active cefcapene.

1 2D Structure

CEFCAPENE PIVOXIL HYDROCHLORIDE HYDRATE

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2,2-dimethylpropanoyloxymethyl (6R,7R)-7-[[(Z)-2-(2-amino-1,3-thiazol-4-yl)pent-2-enoyl]amino]-3-(carbamoyloxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;hydrate;hydrochloride

2.1.2 InChI

InChI=1S/C23H29N5O8S2.ClH.H2O/c1-5-6-12(13-9-38-21(24)26-13)16(29)27-14-17(30)28-15(11(7-34-22(25)33)8-37-18(14)28)19(31)35-10-36-20(32)23(2,3)4;;/h6,9,14,18H,5,7-8,10H2,1-4H3,(H2,24,26)(H2,25,33)(H,27,29);1H;1H2/b12-6-;;/t14-,18-;;/m1../s1

2.1.3 InChI Key

LUXIJPQYUCFVAL-XRLCNELCSA-N

2.1.4 Canonical SMILES

CCC=C(C1=CSC(=N1)N)C(=O)NC2C3N(C2=O)C(=C(CS3)COC(=O)N)C(=O)OCOC(=O)C(C)(C)C.O.Cl

2.1.5 Isomeric SMILES

CC/C=C(/C1=CSC(=N1)N)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)COC(=O)N)C(=O)OCOC(=O)C(C)(C)C.O.Cl

2.2 Other Identifiers

2.2.1 UNII

V16A6AYI9H

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. 147816-24-8

2. Cefcapene Pivoxil Hydrochloride Monohydrate

3. Cefcapene Pivoxil Hydrochloride Hydrate

4. V16a6ayi9h

5. S 1108

6. Flomox

7. Cefcapene Pivoxil (hydrochloride Hydrate)

8. 2,2-dimethylpropanoyloxymethyl (6r,7r)-7-[[(z)-2-(2-amino-1,3-thiazol-4-yl)pent-2-enoyl]amino]-3-(carbamoyloxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;hydrate;hydrochloride

9. S-1108

10. Unii-v16a6ayi9h

11. Flomox (tn)

12. Cfpn-pi

13. Cefcapene Pivoxil Hcl H2o

14. Cefcapenepivoxil Hydrochloride

15. Schembl4755909

16. Chembl4303585

17. J01dd17

18. Bcp12048

19. Ex-a4006

20. Mfcd01682041

21. S4844

22. Akos025310133

23. Ccg-270257

24. Cs-w020762

25. Hy-w040022

26. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 3-(((aminocarbonyl)oxy)methyl)-7-((2-(2-amino-4-thiazolyl)-1-oxo-2-pentenyl)amino)-8-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl Ester,(6r-(6-alpha,7-beta(z)))-, Monohydrochloride, Hydrate

27. As-65791

28. Cefcapene Pivoxil Hydrochloride Hydrate (jp17)

29. D01680

30. 816c248

31. Cefcapene Pivoxil Hydrochloride Hydrate [jan]

32. Cefcapene Pivoxil Hydrochloride Hydrate [mi]

33. J-700157

34. Cefcapene Pivoxil Monohydrochloride Monohydrate

35. Q27291405

36. Cefcapene Pivoxil Hydrochloride Hydrate [who-dd]

37. (6r,7r)-(pivaloyloxy)methyl 7-((z)-2-(2-aminothiazol-4-yl)pent-2-enamido)-3-((carbamoyloxy)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate Hydrochloride Hydrate

38. (6r,7r)-(pivaloyloxy)methyl7-((z)-2-(2-aminothiazol-4-yl)pent-2-enamido)-3-((carbamoyloxy)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylatehydrochloridehydrate

39. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 3-(((aminocarbonyl)oxy)methyl)-7-(((2z)-2-(2-amino-4-thiazolyl)-1-oxo-2-penten-1-yl)amino)-8-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl Ester, Hydrochloride, Hydrate (1:1:1), (6r,7r)-

40. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 3-(((aminocarbonyl)oxy)methyl)-7-((2-(2-amino-4-thiazolyl)-1-oxo-2- Pentenyl)amino)-8-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl Ester,(6r- (6-.alpha.,7-.beta.(z)))-, Monohydrochloride, Hydrate

41. Pivaloyloxymethyl (+)-(6r,7r)-7-((z)-2-(2-amino-4-thiazolyl)-2-pentenamido)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid Carbamate Monohydrochloride Monohydrate

2.4 Create Date

2005-10-11

3 Chemical and Physical Properties

Molecular Formula	C₂₃H₃₂ClN₅O₉S₂
Molecular Weight	622.1 g/mol
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	13
Rotatable Bond Count	13
Exact Mass	621.1329977 g/mol
Monoisotopic Mass	621.1329977 g/mol
Topological Polar Surface Area	248 Å²
Heavy Atom Count	40
Formal Charge	0
Complexity	1060
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3