Compound ID | 332

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LY193239

Synonym(s): LY 193239  |  LY-193239

Class: Beta-lactam

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-negative
Mechanism of action: Cell wall synthesis inhibitor. Penicillin-binding protein inhibitor
Target Pathogen: Active against Neisseria
Description: A 3-methyl sulfone substituted pyrazolidinone; one of a series of compounds derived from LY173013 to improve activity, this has much higher activity and was found to have higher binding affinity to PBPs (penicillin binding proteins); methyl-sulfanato at C-3 version of LY173013
Institute where first reported: Eli Lilly, USA
Year first mentioned: 1987
Highest development stage: Preclinical
Development status: Experimental
Chemical structure(s):
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Molecular weight: 444.45
Iso. SMILES: CO/N=C(\C1=CSC(=N1)N)/C(=O)NC2CN3CC(=C(N3C2=O)C(=O)O)S(=O)(=O)C
InChI Key: CGUNYCVXHNPSJD-GIJQJNRQSA-N
Can. SMILES: CO/N=C(\C1=CSC(=N1)N)/C(=O)NC2CN3CC(=C(C(=O)O)N3C2=O)S(=O)(=O)C
InChI: InChI=1S/C14H16N6O7S2/c1-27-18-9(7-5-28-14(15)17-7)11(21)16-6-3-19-4-8(29(2,25)26)10(13(23)24)20(19)12(6)22/h5-6H,3-4H2,1-2H3,(H2,15,17)(H,16,21)(H,23,24)/b18-9+
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/5487283
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/1902004/#:~:text=Abstract,faecalis%20was%20insensitive.
  • https://pubs.acs.org/doi/abs/10.1021/jm00074a002
  • https://pubs.acs.org/doi/abs/10.1021/jm00074a001

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