Compound ID | 740

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DuP 105

Synonym(s): DuP-105  |  DuP105

Class: Oxazolidinone

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Antimycobacterial
Mechanism of action: Protein synthesis inhibitor
Target Pathogen: Active against methicillin-resistant and -susceptible Staphylococcus aureus and Mycobacterium tuberculosis
Institute where first reported: DuPont (Bristol-Myers Squibb, UK)
Year first mentioned: 1987
Highest development stage: Phase 1
Development status: Inactive
Reason dropped: Showed unsatisfactory safety data; 4-fold less active that DuP 721 and possible toxicity issues
Chemical structure(s):
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Molecular weight: 296.34
Iso. SMILES: CC(=O)NC[C@H]1CN(C(=O)O1)C2=CC=C(C=C2)S(=O)C
InChI Key: RYTTWOVTZKVWTO-ZOZMEPSFSA-N
Can. SMILES: CC(=O)NC[C@H]1CN(C2=CC=C(C=C2)S(=O)C)C(=O)O1
InChI: InChI=1S/C13H16N2O4S/c1-9(16)14-7-11-8-15(13(17)19-11)10-3-5-12(6-4-10)20(2)18/h3-6,11H,7-8H2,1-2H3,(H,14,16)/t11-,20?/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/57141
Guide to Pharmacology: Dup-105
Citations:
  • https://books.google.co.uk/books?id=_HFitfA4OcUC&pg=PA178&lpg=PA178&dq=DuP+721+phase+1&source=bl&ots=inRvcfCNtS&sig=1Igumvoss_5XbM6KZsGxdUysR4s&hl=en&sa=X&ei=Ind1VaHmOoX_UIKzgOAJ&ved=0CCEQ6AEwAA#v=onepage&q=DuP%20721%20phase%201&f=false
  • https://doi.org/10.1128/aac.32.1.150

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