contezolid   Click here for help

GtoPdb Ligand ID: 10795

Synonyms: MRX-1 | MRX-I
PDB Ligand
Compound class: Synthetic organic
Comment: Contezolid is an oxazolidinone antibiotic against Gram-positive pathogens [1], including methicillin-resistant Staphylococcus aureus (MRSA), penicillin-resistant Streptococcus pneumoniae, penicillin-intermediate S. pneumoniae (PISP), and vancomycin-resistant enterococci (VRE). Its orally delivered prodrug is contezolid acefosamil (parent) (MRX-4). Contezolid targets protein synthesis by binding to the V region of the bacterial 23S rRNA.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 87.91
Molecular weight 408.1
XLogP 2.44
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C1CCN(C=C1)c1c(F)cc(c(c1F)F)N1C[C@@H](OC1=O)CNc1ccon1
Isomeric SMILES O=C1CCN(C=C1)c1c(F)cc(c(c1F)F)N1C[C@@H](OC1=O)CNc1ccon1
InChI InChI=1S/C18H15F3N4O4/c19-12-7-13(15(20)16(21)17(12)24-4-1-10(26)2-5-24)25-9-11(29-18(25)27)8-22-14-3-6-28-23-14/h1,3-4,6-7,11H,2,5,8-9H2,(H,22,23)/t11-/m0/s1
InChI Key SULYVXZZUMRQAX-NSHDSACASA-N
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Molecular structure representations generated using Open Babel