Compound ID | 1444

Update compound information

Ceftaroline

Synonym(s): Ceftaroline fosamil  |  Teflaro  |  PPI-0903M  |  PPI0903M  |  PPI 0903M  |  T-91825  |  T91825  |  T 91825  |  TAK-599  |  TAK599  |  TAK 599

Class: Beta-lactam

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Cell wall synthesis inhibitor. PBP inhibitor; PBP2a inhibitor
Target Pathogen: Active against methicillin-resistant Staphylococcus aureus and Enterobacteriaceae; indicated for acute bacterial skin and skin structure infections and community-acquired bacterial pneumonia
Description: A cephalosporin
Institute where first reported: Forest Laboratories, USA/ AbbVie/ Allergan/ Cerexa Inc.
Year first mentioned: 2008
Highest development stage: Approved by FDA in 2010; Approved for paediatric use in 2016
Development status: Approved
Chemical structure(s):
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Molecular weight: 684.69
Iso. SMILES: CCO/N=C(/C1=NSC(=N1)NP(=O)(O)O)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)SC4=NC(=CS4)C5=CC=[N+](C=C5)C)C(=O)[O-]
InChI Key: ZCCUWMICIWSJIX-NQJJCJBVSA-N
Can. SMILES: CCO/N=C(/C1=NSC(=N1)NP(=O)(O)O)\C(=O)N[C@@H]2C(=O)N3C(=C(CS[C@H]23)SC4=NC(=CS4)C5=CC=[N+](C)C=C5)C(=O)[O-]
InChI: InChI=1S/C22H21N8O8PS4/c1-3-38-26-13(16-25-21(43-28-16)27-39(35,36)37)17(31)24-14-18(32)30-15(20(33)34)12(9-40-19(14)30)42-22-23-11(8-41-22)10-4-6-29(2)7-5-10/h4-8,14,19H,3,9H2,1-2H3,(H4-,24,25,27,28,31,33,34,35,36,37)/b26-13-/t14-,19-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/9852981
Guide to Pharmacology: ceftaroline fosamil
Citations:
  • https://academic.oup.com/jac/article/74/2/425/5150590?searchresult=1
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3140339/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3157143/
  • https://aac.asm.org/content/53/6/2360

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