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.
Supplier Information
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Formula C30H35ClN7O10S2
Net Charge +1
Average Mass 753.226
Monoisotopic Mass 752.15699
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)/p+1/t20-,26-/m1/s1
InChIKey DBPPRLRVDVJOCL-FQRUVTKNSA-O
SMILES C=1(C[N+]2(CCNC(C=3C(=C(C(=CC3)O)O)Cl)=O)CCCC2)CS[C@@]4([C@@H](C(N4C1C(O)=O)=O)NC(\C(\C5=CSC(=N5)N)=N/OC(C(O)=O)(C)C)=O)[H]
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
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)-3,4-didehydrocepham-4-carboxylic acid
Synonyms Sources
1-{[(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-{[(2-carboxypropan-2-yl)oxy]imino}acetyl]amino}-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}-1-[2-(2-chloro-3,4-dihydroxybenzamido)ethyl]pyrrolidinium IUPAC
S-649266 ChEBI
Manual Xref Database
EP2341053 Patent
View more database links
Registry Number Type Source
21605074 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
28748397 PubMed citation Europe PMC
29017833 PubMed citation Europe PMC
29061741 PubMed citation Europe PMC
29111435 PubMed citation Europe PMC
29311072 PubMed citation Europe PMC
29318906 PubMed citation Europe PMC
29471305 PubMed citation Europe PMC
Last Modified
06 March 2018