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CHEBI:131729 - cefcapene

ChEBI IDCHEBI:131729
ChEBI Namecefcapene
Stars
DefinitionA cephalosporin compound having (carbamoyloxy)methyl and N-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)pent-2-enoyl]amino side-groups. It is used (generally as the corresponnding pivaloyloxymethyl ester prodrug) as an oral antibacterial.
Last Modified7 March 2018
SubmitterKevin
DownloadsMolfile
FormulaC17H19N5O6S2
Net Charge0
Average Mass453.502
Monoisotopic Mass453.07768
SMILES[H][C@]12SCC(COC(N)=O)=C(C(=O)O)N1C(=O)[C@@]2([H])NC(=O)/C(=C\CC)c1csc(N)n1
InChIInChI=1S/C17H19N5O6S2/c1-2-3-8(9-6-30-16(18)20-9)12(23)21-10-13(24)22-11(15(25)26)7(4-28-17(19)27)5-29-14(10)22/h3,6,10,14H,2,4-5H2,1H3,(H2,18,20)(H2,19,27)(H,21,23)(H,25,26)/b8-3-/t10-,14-/m1/s1
InChIKeyHJJRIJDTIPFROI-NVKITGPLSA-N
Wikipedia
Roles Classification
Chemical Role:
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.
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.
Applications:
antibacterial drug  A drug used to treat or prevent bacterial infections.
drug allergen  Any drug which causes the onset of an allergic reaction.
ChEBI Ontology
Outgoing Relation(s)
cefcapene (CHEBI:131729) has role antibacterial drug (CHEBI:36047)
cefcapene (CHEBI:131729) is a 1,3-thiazoles (CHEBI:38418)
cefcapene (CHEBI:131729) is a carbamate ester (CHEBI:23003)
cefcapene (CHEBI:131729) is a carboxylic acid (CHEBI:33575)
cefcapene (CHEBI:131729) is a cephalosporin (CHEBI:23066)
cefcapene (CHEBI:131729) is a enamide (CHEBI:51751)
cefcapene (CHEBI:131729) is a secondary carboxamide (CHEBI:140325)
IUPAC Name 
(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)pent-2-enoyl]amino}-3-[(carbamoyloxy)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
INNs  Source
cefcapenumWHO MedNet
cefcapenoWHO MedNet
cefcapèneWHO MedNet
cefcapeneWHO MedNet
Synonym  Source
CFPNSUBMITTER
Manual XrefsDatabases
D07638KEGG DRUG
CefcapeneWikipedia
4159DrugCentral
Registry NumbersSources
Reaxys:6945919Reaxys
CAS:135889-00-8KEGG DRUG
CAS:135889-00-8ChemIDplus
Citations