Compound ID | 821

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Rx-01_423

Class: Oxazolidinone

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: 50S ribosomal subunit inhibitor; has an overlapping binding site to chloramphenicol alike linezolid, however, binds with 50x greater affinity. It is able to overcome the linezolid and macolide resistance mechanisms.
Description: Skripkin E, McConnell T, King B, et al, Designer oxazolidinones bind to the 50S peptidyl-transferase region and can overcome ribosome-based linezolid resistance. 45th-Intersci-Conf-Antimicrob-Agents-Chemother 2005;197.
Institute where first reported: Rib-X Pharmaceuticals (Melinta Therapeutics, USA); Pfizer, USA
Year first mentioned: 2005
Highest developmental phase: Preclinical
Development status: Inactive
Chemical structure(s):
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Molecular weight: 417.45
Iso. SMILES: CC(=O)NC[C@H]1CN(C2=CC=C(C3=CC=C(CNCCCF)C=C3)C(F)=C2)C(=O)O1
InChI Key: IBXDWOGXZNFARB-IBGZPJMESA-N
Can. SMILES: CC(=O)NC[C@H]1CN(C2=CC=C(C3=CC=C(C=C3)CNCCCF)C(=C2)F)C(=O)O1
InChI: InChI=1S/C22H25F2N3O3/c1-15(28)26-13-19-14-27(22(29)30-19)18-7-8-20(21(24)11-18)17-5-3-16(4-6-17)12-25-10-2-9-23/h3-8,11,19,25H,2,9-10,12-14H2,1H3,(H,26,28)/t19-/m0/s1
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Citation:

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