CHEBI:63607 - linezolid

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ChEBI Name linezolid
ChEBI ID CHEBI:63607
Definition An organofluorine compound that consists of 1,3-oxazolidin-2-one bearing an N-3-fluoro-4-(morpholin-4-yl)phenyl group as well as an acetamidomethyl group at position 5. A synthetic antibacterial agent that inhibits bacterial protein synthesis by binding to a site on 23S ribosomal RNA of the 50S subunit and prevents further formation of a functional 70S initiation complex.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anonymous
Secondary ChEBI IDs CHEBI:6477
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Formula C16H20FN3O4
Net Charge 0
Average Mass 337.34610
Monoisotopic Mass 337.144
InChI InChI=1S/C16H20FN3O4/c1-11(21)18-9-13-10-20(16(22)24-13)12-2-3-15(14(17)8-12)19-4-6-23-7-5-19/h2-3,8,13H,4-7,9-10H2,1H3,(H,18,21)/t13-/m0/s1
InChIKey TYZROVQLWOKYKF-ZDUSSCGKSA-N
SMILES CC(=O)NC[C@H]1CN(C(=O)O1)c1ccc(N2CCOCC2)c(F)c1
Roles Classification
Biological Role(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
protein synthesis inhibitor
A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
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ChEBI Ontology
Outgoing linezolid (CHEBI:63607) has role antibacterial drug (CHEBI:36047)
linezolid (CHEBI:63607) has role protein synthesis inhibitor (CHEBI:48001)
linezolid (CHEBI:63607) is a acetamides (CHEBI:22160)
linezolid (CHEBI:63607) is a morpholines (CHEBI:38785)
linezolid (CHEBI:63607) is a organofluorine compound (CHEBI:37143)
linezolid (CHEBI:63607) is a oxazolidinone (CHEBI:55374)
IUPAC Name
N-({(5S)-3-[3-fluoro-4-(morpholin-4-yl)phenyl]-2-oxo-1,3-oxazolidin-5-yl}methyl)acetamide
INN Source
linezolid KEGG DRUG
Synonyms Sources
Linezolid KEGG COMPOUND
N-(((S)-3-(3-Fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl)methyl)acetamide ChemIDplus
Manual Xrefs Databases
1584 DrugCentral
C08146 KEGG COMPOUND
D00947 KEGG DRUG
DB00601 DrugBank
Linezolid Wikipedia
LSM-5750 LINCS
US5688792 Patent
WO957271 Patent
ZLD PDBeChem
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Registry Numbers Types Sources
165800-03-3 CAS Registry Number KEGG COMPOUND
165800-03-3 CAS Registry Number ChemIDplus
7496939 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
21740298 PubMed citation Europe PMC
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Last Modified
22 February 2017