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CHEBI:134719 - ceftolozane

ChEBI IDCHEBI:134719
ChEBI Nameceftolozane
Stars
DefinitionA 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.
Last Modified12 March 2018
DownloadsMolfile
FormulaC23H30N12O8S2
Net Charge0
Average Mass666.703
Monoisotopic Mass666.17510
SMILES[H][C@]12SCC(C[n+]3cc(NC(=O)NCCN)c(N)n3C)=C(C(=O)[O-])N1C(=O)[C@H]2NC(=O)/C(=N\OC(C)(C)C(=O)O)c1nsc(N)n1
InChIInChI=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
InChIKeyJHFNIHVVXRKLEF-DCZLAGFPSA-N
Wikipedia
Roles Classification
Biological Roles:
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.
Application:
drug allergen  Any drug which causes the onset of an allergic reaction.
ChEBI Ontology
Outgoing Relation(s)
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  Source
ceftolozaneChemIDplus
ceftolozanumWHO MedNet
ceftolozaneWHO MedNet
ceftolozanoWHO MedNet
Synonyms  Source
CXA-101DrugCentral
(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-carboxylateIUPAC
Manual XrefsDatabases
CeftolozaneWikipedia
US2017233408Patent
WO2016028670Patent
Registry NumbersSources
Reaxys:24720344Reaxys
CAS:689293-68-3DrugCentral
CAS:689293-68-3ChemIDplus
Citations