cefditoren (CHEBI:59343)

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CHEBI:59343 - cefditoren

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ChEBI ID	CHEBI:59343
ChEBI Name	cefditoren
Stars
Definition	A broad spectrum, third-generation cephalosporin antibiotic with (Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl and (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido groups at positions 3 and 7, respectively, of the cephem skeleton. Generally administered as its orally absorbed pivaloyloxymethyl ester prodrug, it is used for the treatment of mild to moderate infections caused by susceptible strains of microorganisms in acute bacterial exacerbation of chronic bronchitis, community-acquired pneumonia, pharyngitis/tonsillitis, and uncomplicated skin and skin-structure infections.
Last Modified	13 February 2018
Submitter	Gareth Owen
Downloads	Molfile

Formula	C19H18N6O5S3
Net Charge	0
Average Mass	506.591
Monoisotopic Mass	506.05008
SMILES	[H][C@]12SCC(/C=C\c3scnc3C)=C(C(=O)O)N1C(=O)[C@H]2NC(=O)/C(=N\OC)c1csc(N)n1
InChI	InChI=1S/C19H18N6O5S3/c1-8-11(33-7-21-8)4-3-9-5-31-17-13(16(27)25(17)14(9)18(28)29)23-15(26)12(24-30-2)10-6-32-19(20)22-10/h3-4,6-7,13,17H,5H2,1-2H3,(H2,20,22)(H,23,26)(H,28,29)/b4-3-,24-12-/t13-,17-/m1/s1
InChIKey	KMIPKYQIOVAHOP-YLGJWRNMSA-N

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)
	cefditoren (CHEBI:59343) has role antibacterial drug (CHEBI:36047)
	cefditoren (CHEBI:59343) is a carboxylic acid (CHEBI:33575)
	cefditoren (CHEBI:59343) is a cephalosporin (CHEBI:23066)
Incoming Relation(s)
	cefditoren pivoxil (CHEBI:560555) has functional parent cefditoren (CHEBI:59343)

IUPAC Name
7β-(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido-3-[(Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl]-3,4-didehydrocepham-4-carboxylic acid

INN	Source
cefditoren	ChemIDplus

Synonym	Source
(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-[(Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid	IUPAC

Manual Xrefs	Databases
EP475610	Patent
US4839650	Patent
DB01066	DrugBank
D07639	KEGG DRUG
US2003225265	Patent

Registry Numbers	Sources
Reaxys:8174297	Reaxys
CAS:104145-95-1	ChemIDplus

Citations