Compound ID | 833

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RWJ-416457

Class: Oxazolidinone

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Protein synthesis inhibitor
Target Pathogen: Active against multidrug-resistant and -susceptible staphylococci, enterococci, and pneumococci, Haemophilus influenzae, Moraxella catarrhalis, atypical intracellular respiratory tract pathogens Chlamydia pneumoniae, Legionella pneumophila, and Mycoplasma pneumoniae
Propensity to select resistant mutants: Yes (10E-9)
Description: A pyrrolopyrazolyl-substituted oxazolidinone; shows superior activity to linezolid in vitro, and in a murine model against Streptococcus pneumoniae; Santoro C, Bush K and Abbanat D. Characterisation of in vitro resistance to RWJ-416457 and linezolid in S. aureus, E. faecium and E. faecalis. 46th-ICAAC-2006;211.
Institute where first reported: Johnson & Johnson Pharmaceutical
Year first mentioned: 2002
Development status: Experimental
Reason dropped: Demonstrates insufficient improvement over linezolid
Chemical structure(s):
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Molecular weight: 373.38
Iso. SMILES: CC(=O)NC[C@H]1CN(C(=O)O1)C2=CC(=C(C=C2)N3CC4=CN(N=C4C3)C)F
InChI Key: UCBHICFFJKDMMR-AWEZNQCLSA-N
Can. SMILES: CC(=O)NC[C@H]1CN(C2=CC=C(C(=C2)F)N3CC4=CN(C)N=C4C3)C(=O)O1
InChI: InChI=1S/C18H20FN5O3/c1-11(25)20-6-14-9-24(18(26)27-14)13-3-4-17(15(19)5-13)23-8-12-7-22(2)21-16(12)10-23/h3-5,7,14H,6,8-10H2,1-2H3,(H,20,25)/t14-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/15984076
Citations:
  • https://doi.org/10.1128/aac.01347-06
  • https://doi.org/10.1128/aac.01017-06

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