CHEBI:131729 - cefcapene

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ChEBI Name cefcapene
ChEBI ID CHEBI:131729
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kevin
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Formula C17H19N5O6S2
Net Charge 0
Average Mass 453.496
Monoisotopic Mass 453.07768
InChI InChI=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
InChIKey HJJRIJDTIPFROI-NVKITGPLSA-N
SMILES C=1(N2[C@](SCC1COC(N)=O)([C@@](C2=O)(NC(/C(=C\CC)/C=3N=C(SC3)N)=O)[H])[H])C(=O)O
Roles Classification
Chemical Role(s): 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.
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 )
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ChEBI Ontology
Outgoing 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 Sources
cefcapène WHO MedNet
cefcapene WHO MedNet
cefcapeno WHO MedNet
cefcapenum WHO MedNet
Synonym Source
CFPN SUBMITTER
Manual Xrefs Databases
4159 DrugCentral
Cefcapene Wikipedia
D07638 KEGG DRUG
View more database links
Registry Numbers Types Sources
135889-00-8 CAS Registry Number KEGG DRUG
135889-00-8 CAS Registry Number ChemIDplus
6945919 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12373482 PubMed citation Europe PMC
29017833 PubMed citation Europe PMC
Last Modified
07 March 2018