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CHEBI:70718 - ceftaroline fosamil

Default Structure
ChEBI IDCHEBI:70718
ChEBI Nameceftaroline fosamil
Stars
DefinitionA cephalosporin having [4-(1-methylpyridinium-4-yl)-1,3-thiazol-2-yl]sulfanyl and {(2Z)-2-(ethoxyimino)-2-[5-(phosphonoamino)-1,2,4-thiadiazol-3-yl]acetyl}amino side groups located at positions 3 and 7 respectively. The N-phospho prodrug of ceftaroline, a broad-spectrum antibiotic active against methicillin-resistant Staphylococcus aureus (MRSA). It is used for the treatment of adults with acute bacterial skin and skin structure infections.
Last Modified12 March 2018
SubmitterSteve
DownloadsMolfile
FormulaC22H21N8O8PS4
Net Charge0
Average Mass684.700
Monoisotopic Mass684.01028
SMILES[H][C@]12SCC(Sc3nc(-c4cc[n+](C)cc4)cs3)=C(C(=O)[O-])N1C(=O)[C@H]2NC(=O)/C(=N\OCC)c1nsc(NP(=O)(O)O)n1
InChIInChI=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
InChIKeyZCCUWMICIWSJIX-NQJJCJBVSA-N
Wikipedia
Roles Classification
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antibacterial drug  A drug used to treat or prevent bacterial infections.
drug allergen  Any drug which causes the onset of an allergic reaction.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Applications:
prodrug  A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
renoprotective agent  Any compound that is able to prevent damage to the kidneys.
antibacterial drug  A drug used to treat or prevent bacterial infections.
drug allergen  Any drug which causes the onset of an allergic reaction.
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
ChEBI Ontology
Outgoing Relation(s)
ceftaroline fosamil (CHEBI:70718) has functional parent ceftaroline (CHEBI:70729)
ceftaroline fosamil (CHEBI:70718) has role anti-inflammatory agent (CHEBI:67079)
ceftaroline fosamil (CHEBI:70718) has role antibacterial agent (CHEBI:33282)
ceftaroline fosamil (CHEBI:70718) has role antibacterial drug (CHEBI:36047)
ceftaroline fosamil (CHEBI:70718) has role antiinfective agent (CHEBI:35441)
ceftaroline fosamil (CHEBI:70718) has role antimicrobial agent (CHEBI:33281)
ceftaroline fosamil (CHEBI:70718) has role prodrug (CHEBI:50266)
ceftaroline fosamil (CHEBI:70718) has role renoprotective agent (CHEBI:231911)
ceftaroline fosamil (CHEBI:70718) is a 1,3-thiazoles (CHEBI:38418)
ceftaroline fosamil (CHEBI:70718) is a cephalosporin (CHEBI:23066)
ceftaroline fosamil (CHEBI:70718) is a iminium betaine (CHEBI:35285)
ceftaroline fosamil (CHEBI:70718) is a organic molecular entity (CHEBI:50860)
ceftaroline fosamil (CHEBI:70718) is a organic phosphoramidate (CHEBI:37773)
ceftaroline fosamil (CHEBI:70718) is a oxime O-ether (CHEBI:36816)
ceftaroline fosamil (CHEBI:70718) is a thiadiazoles (CHEBI:38099)
Incoming Relation(s)
ceftaroline fosamil acetate (CHEBI:70715) has part ceftaroline fosamil (CHEBI:70718)
IUPAC Name 
7-({(2Z)-2-(ethoxyimino)-2-[5-(phosphonoamino)-1,2,4-thiadiazol-3-yl]acetyl}amino)-3-{[4-(1-methylpyridinium-4-yl)-1,3-thiazol-2-yl]sulfanyl}-3,4-didehydrocepham-4-carboxylate
INNs  Source
ceftarolina fosamiloWHO MedNet
ceftaroline fosamilWHO MedNet
ceftaroline fosamilWHO MedNet
ceftarolinum fosamilumWHO MedNet
Synonyms  Source
(6R,7R)-7-({(2Z)-2-(ethoxyimino)-2-[5-(phosphonoamino)-1,2,4-thiadiazol-3-yl]acetyl}amino)-3-{[4-(1-methylpyridinium-4-yl)-1,3-thiazol-2-yl]sulfanyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylateIUPAC
Ceftaroline fosamil anhydrousChEMBL
TAK-599ChEMBL
TAK599ChEMBL
Manual XrefsDatabases
4169DrugCentral
Ceftaroline_fosamilWikipedia
MX2012003411Patent
Registry NumbersSources
Reaxys:9535806Reaxys
CAS:229016-73-3ChemIDplus
Citations