CHEBI:134719 - ceftolozane

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ChEBI Name ceftolozane
ChEBI ID CHEBI:134719
Definition A fifth-generation cephalosporin antibiotic having (5-amino-4-{[(2-aminoethyl)carbamoyl]amino}-1-methyl-1H-pyrazol-2-ium-2-yl)methyl and [(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-{[(2-carboxypropan-2-yl)oxy]imino}acetyl]amino side groups located at positions 3 and 7 respectively; developed for the treatment of infections with gram-negative bacteria that have become resistant to conventional antibiotics.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C23H30N12O8S2
Net Charge 0
Average Mass 666.693
Monoisotopic Mass 666.17510
InChI InChI=1S/C23H30N12O8S2/c1-23(2,20(40)41)43-31-11(15-30-21(26)45-32-15)16(36)29-12-17(37)35-13(19(38)39)9(8-44-18(12)35)6-34-7-10(14(25)33(34)3)28-22(42)27-5-4-24/h7,12,18,25H,4-6,8,24H2,1-3H3,(H7,26,27,28,29,30,32,36,38,39,40,41,42)/b31-11-/t12-,18-/m1/s1
InChIKey JHFNIHVVXRKLEF-DCZLAGFPSA-N
SMILES C=1(N2[C@](SCC1C[N+]=3N(C(=C(C3)NC(NCCN)=O)N)C)([C@@H](C2=O)NC(/C(/C4=NSC(=N4)N)=N\OC(C(=O)O)(C)C)=O)[H])C([O-])=O
Roles Classification
Biological Role(s): 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): drug allergen
Any drug which causes the onset of an allergic reaction.
(via cephalosporin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ceftolozane (CHEBI:134719) is a cephalosporin (CHEBI:23066)
ceftolozane (CHEBI:134719) is a thiadiazoles (CHEBI:38099)
IUPAC Name
7-{[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-{[(2-carboxypropan-2-yl)oxy]imino}acetyl]amino}-3-[ (5-amino-4-{[(2-aminoethyl)carbamoyl]amino}-1-methyl-1H-pyrazol-2-ium-2-yl)methyl]-3,4-didehydrocepham-4-carboxylate
INNs Sources
ceftolozane WHO MedNet
ceftolozane ChemIDplus
ceftolozano WHO MedNet
ceftolozanum WHO MedNet
Synonyms Sources
(6R,7R)-3-[(5-amino-4-{[(2-aminoethyl)carbamoyl]amino}-1-methyl-1H-pyrazol-2-ium-2-yl)methyl]-7-{[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-{[(2-carboxypropan-2-yl)oxy]imino}acetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate IUPAC
CXA-101 DrugCentral
Manual Xrefs Databases
Ceftolozane Wikipedia
US2017233408 Patent
WO2016028670 Patent
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Registry Numbers Types Sources
24720344 Reaxys Registry Number Reaxys
689293-68-3 CAS Registry Number ChemIDplus
689293-68-3 CAS Registry Number DrugCentral
Citations Waiting for Citations Types Sources
28689923 PubMed citation Europe PMC
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28980834 PubMed citation Europe PMC
28993338 PubMed citation Europe PMC
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29493397 PubMed citation Europe PMC
29517862 PubMed citation Europe PMC
29521242 PubMed citation Europe PMC
Last Modified
12 March 2018