Compound ID | 2955

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LPC-058

Class: Lipopolysaccharide synthesis inhibitor

Spectrum of activity: Gram-negative
Details of activity: Active against Escherichia coli, Klebsiella pneumoniae, Enterobacter spp., Proteus mirabilis, Citrobacter koseri, Citrobacter freundii, Serratia marcescens, Morganella morganii, Yersinia spp., Shigella spp., Salmonella spp., Pseudomonas aeruginosa, and Acinetobacter baumannii; LpxC inhibitor
Description: Synthetic compound; a difluoromethyl-l-allo-threonyl-hydroxamate biphenyldiacetylene-based molecule; caused diarrheal and associated with liver toxicity in plague infection in mice
Year first mentioned: 2016
Development status: Experimental
Chemical structure(s):
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Molecular weight: 427.4
Iso. SMILES: O=C(N[C@@H]([C@@](C)(C(F)F)O)C(NO)=O)C1=CC=C(C=C1)C#CC#CC2=CC=C(N)C=C2
InChI Key: HJOKUNVOXGDMLS-GCJKJVERSA-N
Can. SMILES: C[C@]([C@@H](C(=O)NO)NC(=O)C1=CC=C(C#CC#CC2=CC=C(C=C2)N)C=C1)(C(F)F)O
InChI: InChI=1S/C22H19F2N3O4/c1-22(30,21(23)24)18(20(29)27-31)26-19(28)16-10-6-14(7-11-16)4-2-3-5-15-8-12-17(25)13-9-15/h6-13,18,21,30-31H,25H2,1H3,(H,26,28)(H,27,29)/t18-,22+/m1/s1
External links:
Citations:
  • https://academic.oup.com/jac/article/71/10/2874/2388032?login=false
  • https://journals.asm.org/doi/10.1128/mbio.00674-17

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