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CHEBI:140376 - cefiderocol

ChEBI IDCHEBI:140376
ChEBI Namecefiderocol
Stars
DefinitionA fourth-generation siderophore cephalosporin antibiotic having {1-[2-(2-chloro-3,4-dihydroxybenzamido)ethyl]pyrrolidinium-1-yl}methyl and [(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-{[(2-carboxypropan-2-yl)oxy]imino}acetyl]amino side groups located at positions 3 and 7 respectively, developed to combat a variety of bacterial pathogens, including β-lactam- and carbapenem-resistant organisms.
Last Modified4 May 2021
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC30H34ClN7O10S2
Net Charge0
Average Mass752.228
Monoisotopic Mass751.14971
SMILES[H][C@]12SCC(C[N+]3(CCNC(=O)c4ccc(O)c(O)c4Cl)CCCC3)=C(C(=O)[O-])N1C(=O)[C@H]2NC(=O)/C(=N\OC(C)(C)C(=O)O)c1csc(N)n1
InChIInChI=1S/C30H34ClN7O10S2/c1-30(2,28(46)47)48-36-19(16-13-50-29(32)34-16)24(42)35-20-25(43)37-21(27(44)45)14(12-49-26(20)37)11-38(8-3-4-9-38)10-7-33-23(41)15-5-6-17(39)22(40)18(15)31/h5-6,13,20,26H,3-4,7-12H2,1-2H3,(H7-,32,33,34,35,36,39,40,41,42,44,45,46,47)/t20-,26-/m1/s1
InChIKeyDBPPRLRVDVJOCL-FQRUVTKNSA-N
Wikipedia
Roles Classification
Chemical Roles:
siderophore  Any of low-molecular-mass iron(III)-chelating compounds produced by microorganisms for the purpose of the transport and sequestration of iron.
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
siderophore  Any of low-molecular-mass iron(III)-chelating compounds produced by microorganisms for the purpose of the transport and sequestration of iron.
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.
Applications:
antibacterial drug  A drug used to treat or prevent bacterial infections.
drug allergen  Any drug which causes the onset of an allergic reaction.
ChEBI Ontology
Outgoing Relation(s)
cefiderocol (CHEBI:140376) has role antibacterial drug (CHEBI:36047)
cefiderocol (CHEBI:140376) has role siderophore (CHEBI:26672)
cefiderocol (CHEBI:140376) is a carboxylic acid (CHEBI:33575)
cefiderocol (CHEBI:140376) is a cephalosporin (CHEBI:23066)
IUPAC Name 
(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-{[(2-carboxypropan-2-yl)oxy]imino}acetyl]amino}-3-({1-[2-(2-chloro-3,4-dihydroxybenzamido)ethyl]pyrrolidinium-1-yl}methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
INNs  Source
céfidérocolWHO MedNet
cefiderocolWHO MedNet
cefiderocolWHO MedNet
cefiderocolumWHO MedNet
Synonyms  Source
S-649266ChEBI
S649266ChEBI
S 649266ChemIDplus
GSK 2696266ChemIDplus
GSK-2696266ChEBI
GSK2696266ChemIDplus
Manual XrefsDatabases
EP2341053Patent
DB14879DrugBank
D11302KEGG DRUG
52084902ChemSpider
CefiderocolWikipedia
5352DrugCentral
Registry NumbersSources
Reaxys:21605074Reaxys
CAS:1225208-94-5ChemIDplus
Citations