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2D Structure
Also known as: 23325-78-2, Cephalexin hydrate, Cefalexin monohydrate, Keflet, Cefalexin hydrate, Palitrex
Molecular Formula
C16H19N3O5S
Molecular Weight
365.4  g/mol
InChI Key
AVGYWQBCYZHHPN-CYJZLJNKSA-N
FDA UNII
OBN7UDS42Y

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

2D Structure

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
2.1.2 InChI
InChI=1S/C16H17N3O4S.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);1H2/t10-,11-,15-;/m1./s1
2.1.3 InChI Key
AVGYWQBCYZHHPN-CYJZLJNKSA-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
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
2.2 Other Identifiers
2.2.1 UNII
OBN7UDS42Y
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 Hydrochloride

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. 23325-78-2

2. Cephalexin Hydrate

3. Cefalexin Monohydrate

4. Keflet

5. Cefalexin Hydrate

6. Palitrex

7. Cefanex

8. Cephalexin (monohydrate)

9. Cephalexin.h2o

10. Cefalexin.h2o

11. Cefalival

12. Cefibacter

13. Ceffanex

14. Novolexin

15. Biocef

16. Lilly 66873

17. Panixine Disperdose

18. Cephalexin Monhydrochloride

19. Obn7uds42y

20. 7-(d-alpha-amino-alpha-phenylacetamido)-3-methyl-3-cephem-4-carboxylic Acid Monohydrate

21. Chebi:3535

22. Sq 20248

23. (6r,7r)-7-((r)-2-amino-2-phenylacetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Hydrate

24. (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

25. Aristosporin

26. Cefalexgobens

27. Cephalobene

28. Adcadina

29. Azabort

30. Bactopenor

31. Cefacet

32. Cefalekey

33. Domucef

34. Doriman

35. Efemida

36. Karilexina

37. Loisine

38. Losporal

39. Ly-66873

40. Maksipor

41. Medolexin

42. Prindex

43. Rilexine

44. Rogevil

45. Servicef

46. Sintolexyn

47. Theratrex

48. Viosporine

49. Zabytrex

50. Beliam

51. Noveol

52. Ambal

53. Cephalex Von Ct

54. Henina Oral

55. Keftab (tn)

56. Cefalexina Richet

57. Cefalexin Generics

58. Cefalexina Northia

59. Cusisporina-cefalox

60. (6r,7r)-7-((r)-2-amino-2-phenylacetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid Monohydrate

61. 5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid, 7-[[(2r)-2-amino-2-phenylacetyl]amino]-3-methyl-8-oxo-, Hydrate (1:1), (6r,7r)-

62. Cephalexin 1-wasser

63. Cefalexin Scand Pharm

64. Panixine

65. (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--water (1/1)

66. 7beta-[(2r)-2-amino-2-phenylacetamido]-3-methyl-3,4-didehydrocepham-4-carboxylic Acid--water (1/1)

67. Nsc-758162

68. Unii-obn7uds42y

69. Cephalexin (usp)

70. Prestwick_750

71. Cefalexinsodium

72. Cefalexin Monohydrate 100 Microg/ml In Acetonitrile

73. Cephalexin [usan:usp]

74. Cephalexin [usan]

75. Panixine Disperdose (tn)

76. Cephalexin [vandf]

77. Cephalexin [usp-rs]

78. Schembl41911

79. Cephalexin [orange Book]

80. Chembl1200544

81. Hy-b0200b

82. Dtxsid30945995

83. Cephalexin [usp Monograph]

84. Hms1569g17

85. Hms2096g17

86. Cephalexin Monohydrate [mi]

87. Mfcd00167148

88. S5207

89. Cephalexin Monohydrate [vandf]

90. Akos016340340

91. Cefalexin Monohydrate [who-dd]

92. Ks-1134

93. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-((aminophenylacetyl)amino)-3-methyl-8-oxo-, Monohydrate (6r-(6alpha,7beta(r*)))-

94. Cefalexin Monohydrate [ep Impurity]

95. 7-(d-.alpha.-amino-.alpha.-phenylacetamido)-3-methyl-3-cephem-4-carboxylic Acid Monohydrate

96. Cefalexin Monohydrate [ep Monograph]

97. C08099

98. D00906

99. D94616

100. A851265

101. Sr-01000759406

102. Sr-01000759406-3

103. Q27106123

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 365.4 g/mol
Molecular Formula C16H19N3O5S
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Exact Mass365.10454189 g/mol
Monoisotopic Mass365.10454189 g/mol
Topological Polar Surface Area139 Ų
Heavy Atom Count25
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 Count2
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.)