eperezolid   Click here for help

GtoPdb Ligand ID: 10803

Synonyms: comound 2 [PMID: 23584544] | PNU-100592 | PNU100592 | U-100592 | U100592
Compound class: Synthetic organic
Comment: Eperezolid is a oxazolidinone antibiotic. It inhibits protein synthesis by blocking function of the bacterial 50S ribosomal subunit. Eperezolid is not as potent as lLinezolid, which was the first oxazolidinone to be approved for clinical use.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 9
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 102.42
Molecular weight 394.17
XLogP -0.2
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OCC(=O)N1CCN(CC1)c1ccc(cc1F)N1C[C@@H](OC1=O)CNC(=O)C
Isomeric SMILES OCC(=O)N1CCN(CC1)c1ccc(cc1F)N1C[C@@H](OC1=O)CNC(=O)C
InChI InChI=1S/C18H23FN4O5/c1-12(25)20-9-14-10-23(18(27)28-14)13-2-3-16(15(19)8-13)21-4-6-22(7-5-21)17(26)11-24/h2-3,8,14,24H,4-7,9-11H2,1H3,(H,20,25)/t14-/m0/s1
InChI Key SIMWTRCFFSTNMG-AWEZNQCLSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
N-[[(5S)-3-[3-fluoro-4-[4-(2-hydroxyacetyl)piperazin-1-yl]phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide
International Nonproprietary Names Click here for help
INN number INN
7585 eperezolid
Synonyms Click here for help
comound 2 [PMID: 23584544] | PNU-100592 | PNU100592 | U-100592 | U100592
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 757, 654, 656
Other databases
CAS Registry No. 165800-04-4 (source: WHO INN record)
ChEMBL Ligand CHEMBL47955
GtoPdb PubChem SID 405560244
PubChem CID 73214
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