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Also known as: Cephalexin hcl, Keftab, 105879-42-3, Cefalexin hydrochloride, Ly061188, 6vje5g3d98
Molecular Formula
C16H20ClN3O5S
Molecular Weight
401.9  g/mol
InChI Key
YHJDZIQOCSDIQU-OEDJVVDHSA-N
FDA UNII
6VJE5G3D98

Cephalexin Hydrochloride
A semisynthetic cephalosporin antibiotic with antimicrobial activity similar to that of CEPHALORIDINE or CEPHALOTHIN, but somewhat less potent. It is effective against both gram-positive and gram-negative organisms.
1 2D Structure

Cephalexin Hydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(6R,7R)-7-[[(2R)-2-amino-2-phenylacetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;hydrate;hydrochloride
2.1.2 InChI
InChI=1S/C16H17N3O4S.ClH.H2O/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9;;/h2-6,10-11,15H,7,17H2,1H3,(H,18,20)(H,22,23);1H;1H2/t10-,11-,15-;;/m1../s1
2.1.3 InChI Key
YHJDZIQOCSDIQU-OEDJVVDHSA-N
2.1.4 Canonical SMILES
CC1=C(N2C(C(C2=O)NC(=O)C(C3=CC=CC=C3)N)SC1)C(=O)O.O.Cl
2.1.5 Isomeric SMILES
CC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)SC1)C(=O)O.O.Cl
2.2 Other Identifiers
2.2.1 UNII
6VJE5G3D98
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-((aminophenylacetyl)amino)-3-methyl-8-oxo-, (6r-(6alpha,7beta(r*)))-

2. Cefalexin

3. Cephalexin

4. Cephalexin Dihydride

5. Cephalexin Hemihydrate

6. Cephalexin Monohydrate

7. Cephalexin Monohydrochloride

8. Cephalexin Monohydrochloride, Monohydrate

9. Cephalexin, (6r-(6alpha,7alpha(r*)))-isomer

10. Cephalexin, (6r-(6alpha,7beta(s*)))-isomer

11. Cephalexin, (6r-(6alpha,7beta))-isomer

12. Cephalexin, Monosodium Salt

13. Cephalexin, Monosodium Salt, (6r-(6alpha,7beta))-isomer

14. Ceporexine

15. Palitrex

2.3.2 Depositor-Supplied Synonyms

1. Cephalexin Hcl

2. Keftab

3. 105879-42-3

4. Cefalexin Hydrochloride

5. Ly061188

6. 6vje5g3d98

7. 7-(d-2-amino-2-phenylacetamido)-3-methyl-3-cephem-4-carboxylic Acid Hydrochloride Monohydrate

8. Cephalexin (hydrochloride Monohydrate)

9. (6r,7r)-7-((2r)-2-amino-2-phenylacetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, Monohydrochloride, Monohydrate

10. Ly-061188

11. Keftab (tn)

12. (6r,7r)-7-[[(2r)-2-amino-2-phenylacetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid;hydrate;hydrochloride

13. Cephalexin Hydrochloride [usan]

14. Unii-6vje5g3d98

15. Cephalexin Hydrochloride [usan:usp]

16. Schembl582342

17. Cephalexin Hydrochloride Hydrate

18. Cephalexin Hydrochloride (usp)

19. Chembl1200366

20. Hy-b0200c

21. Dtxsid10909777

22. Cefalexin Hydrochloride [mart.]

23. Cephalexin Monohydrochloride Monohydrate

24. Cefalexin Hydrochloride [who-dd]

25. Cephalexin Hydrochloride [vandf]

26. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-((aminophenylacetyl)amino)-3-methyl-8-oxo-, Monohydrochloride, Monohydrate, (6r-(6alpha,7beta(r*)))-

27. Cefalexin Hydrochloride Monohydrate

28. Cs-0088770

29. Cephalexin Hydrochloride [orange Book]

30. Cephalexin Hydrochloride [usp Monograph]

31. D03438

32. Cephalexin Monohydrochloride Monohydrate [mi]

33. Q27265590

34. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-((aminophenylacetyl)amino)-3-methyl-8-oxo-, Monohydrochloride, Monohydrate, (6r-(6.alpha.,7.beta.(r*)))-

35. 7-[(2-amino-1-hydroxy-2-phenylethylidene)amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid--hydrogen Chloride--water (1/1/1)

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 401.9 g/mol
Molecular Formula C16H20ClN3O5S
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Exact Mass401.0812196 g/mol
Monoisotopic Mass401.0812196 g/mol
Topological Polar Surface Area139 Ų
Heavy Atom Count26
Formal Charge0
Complexity600
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count3
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.)


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