linezolid   Click here for help

GtoPdb Ligand ID: 10827

Synonyms: PNU-100766 | PNU100766 | U-100,766 | U-100766 | ZLD | Zyvox®
Approved drug PDB Ligand
linezolid is an approved drug (FDA (2000), UK (2001))
Compound class: Synthetic organic
Comment: Linezolid is a synthetic oxazolidinone class antibiotic with activity against Gram-positive pathogens [1]. It also has activity as a MAO (monoamine oxidase) inhibitor.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 71.11
Molecular weight 337.14
XLogP 1.01
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC(=O)NC[C@@H]1OC(=O)N(C1)c1ccc(c(c1)F)N1CCOCC1
Isomeric SMILES CC(=O)NC[C@@H]1OC(=O)N(C1)c1ccc(c(c1)F)N1CCOCC1
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
InChI Key TYZROVQLWOKYKF-ZDUSSCGKSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2000), UK (2001))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
N-[[(5S)-3-(3-fluoro-4-morpholin-4-ylphenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide
International Nonproprietary Names Click here for help
INN number INN
7584 linezolid
Synonyms Click here for help
PNU-100766 | PNU100766 | U-100,766 | U-100766 | ZLD | Zyvox®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 1251, 1451
Other databases
CAS Registry No. 165800-03-3 (source: WHO INN record)
ChEMBL Ligand CHEMBL126
GtoPdb PubChem SID 405560268
PubChem CID 441401
RCSB PDB Ligand ZLD
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