EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:192379 - quinacillin

ChEBI IDCHEBI:192379
ChEBI Namequinacillin
Stars
DefinitionA semisynthetic penicillase-resistant penicillin with antibacterial activity; it binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall.
Last Modified19 July 2022
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC18H16N4O6S
Net Charge0
Average Mass416.415
Monoisotopic Mass416.07906
SMILES[H][C@]12SC(C)(C)[C@H](C(=O)O)N1C(=O)[C@H]2NC(=O)c1nc2ccccc2nc1C(=O)O
InChIInChI=1S/C18H16N4O6S/c1-18(2)12(17(27)28)22-14(24)11(15(22)29-18)21-13(23)9-10(16(25)26)20-8-6-4-3-5-7(8)19-9/h3-6,11-12,15H,1-2H3,(H,21,23)(H,25,26)(H,27,28)/t11-,12+,15-/m1/s1
InChIKeyGPMSLJIYNWBYEL-TYNCELHUSA-N
Wikipedia
Roles Classification
Chemical Roles:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
antibacterial drug  A drug used to treat or prevent bacterial infections.
allergen  A chemical compound, or part thereof, which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.
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:
antibacterial drug  A drug used to treat or prevent bacterial infections.
ChEBI Ontology
Outgoing Relation(s)
quinacillin (CHEBI:192379) has role antibacterial drug (CHEBI:36047)
quinacillin (CHEBI:192379) is a penicillin (CHEBI:17334)
quinacillin (CHEBI:192379) is a quinoxaline derivative (CHEBI:38771)
IUPAC Name 
3-{[(2S,5R,6R)-2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-6-yl]carbamoyl}quinoxaline-2-carboxylic acid
INNs  Source
quinacillineChemIDplus
quinacillinChemIDplus
quinacilinaChemIDplus
quinacillinumChemIDplus
Synonyms  Source
(3-carboxy-2-quinoxalinyl)penicillinChemIDplus
6-(3-Carboxy-2-chinoxalinecarboxamido)-3,3-dimethyl-7-oxo-4-thia-azabicyclo(3.2.0)heptan-2-carbonsaeureChemIDplus
(2S,5R,6R)-6-[(3-carboxyquinoxaline-2-carbonyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acidChEBI
3-carboxy-2-quinoxalinylpenicillanic acidChemIDplus
Manual XrefsDatabases
QuinacillinWikipedia
Registry NumbersSources
CAS:1596-63-0ChemIDplus
Citations