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Cefsumide

Cefsumide structure

Cefsumide 

structure
  • CAS No:

    54818-11-0

  • Formula:

    C17H20N4O6S2

  • Chemical Name:

    Cefsumide

  • Synonyms:

    5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-[[(2R)-2-amino-2-[3-[(methylsulfonyl)amino]phenyl]acetyl]amino]-3-methyl-8-oxo-,(6R,7R)-;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-[[amino[3-[(methylsulfonyl)amino]phenyl]acetyl]amino]-3-methyl-8-oxo-,[6R-[6α,7β(R*)]]-;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-[[(2R)-amino[3-[(methylsulfonyl)amino]phenyl]acetyl]amino]-3-methyl-8-oxo-,(6R,7R)-;(6R,7R)-7-[[(2R)-2-Amino-2-[3-[(methylsulfonyl)amino]phenyl]acetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;FR 10612;Cefsumide

Description

Cefsumide is a semisynthetic cephalosporin with antibacterial activity. Cefsumide 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.

Cefsumide Basic Attributes

440.49400

440.49

3642W81J7A

C76037

Characteristics

196.07000

2.44870

1.6g/cm3

1.706

Drug Information

7-(D-2-(3-mesylaminophenyl)glycinamido)-3-methyl-3-cephem-4-carboxylic acid

Computed Properties

Molecular Weight:440.5
XLogP3:-0.4
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:6
Exact Mass:440.08242672
Monoisotopic Mass:440.08242672
Topological Polar Surface Area:193
Heavy Atom Count:29
Complexity:853
Defined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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