CHEBI:140376 - cefiderocol

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ChEBI Name cefiderocol
ChEBI ID CHEBI:140376
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C30H34ClN7O10S2
Net Charge 0
Average Mass 752.210
Monoisotopic Mass 751.14971
InChI InChI=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
InChIKey DBPPRLRVDVJOCL-FQRUVTKNSA-N
SMILES [H][C@]12SCC(C[N+]3(CCNC(=O)C4=CC=C(O)C(O)=C4Cl)CCCC3)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC(C)(C)C(O)=O)\C1=CSC(N)=N1)C([O-])=O
Roles Classification
Chemical Role(s): siderophore
Any of low-molecular-mass iron(3)-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 (Bronsted base).
(via oxoacid )
Biological Role(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
siderophore
Any of low-molecular-mass iron(3)-chelating compounds produced by microorganisms for the purpose of the transport and sequestration of iron.
drug allergen
Any drug which causes the onset of an allergic reaction.
(via cephalosporin )
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via heterocyclic antibiotic )
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
drug allergen
Any drug which causes the onset of an allergic reaction.
(via cephalosporin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
cefiderocol WHO MedNet
cefiderocol WHO MedNet
céfidérocol WHO MedNet
cefiderocolum WHO MedNet
Synonyms Sources
GSK 2696266 ChemIDplus
GSK-2696266 ChEBI
GSK2696266 ChemIDplus
RSC 649266 DrugBank
S 649266 ChemIDplus
S-649266 ChEBI
S649266 ChEBI
Manual Xrefs Databases
52084902 ChemSpider
5352 DrugCentral
Cefiderocol Wikipedia
D11302 KEGG DRUG
DB14879 DrugBank
EP2341053 Patent
View more database links
Registry Numbers Types Sources
1225208-94-5 CAS Registry Number ChemIDplus
21605074 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
04 May 2021