Detailed information for compound 335434

Basic information

Technical information
  • TDR Targets ID: 335434
  • Name: 1,2-bis(4-chlorophenyl)-4,4-bis[2-(2,4-difluo rophenyl)-2-oxoethyl]pyrazolidine-3,5-dione
  • MW: 629.385 | Formula: C31H18Cl2F4N2O4
  • H donors: 0 H acceptors: 4 LogP: 6.58 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 2
  • SMILES: Clc1ccc(cc1)N1N(c2ccc(cc2)Cl)C(=O)C(C1=O)(CC(=O)c1ccc(cc1F)F)CC(=O)c1ccc(cc1F)F
  • InChi: 1S/C31H18Cl2F4N2O4/c32-17-1-7-21(8-2-17)38-29(42)31(15-27(40)23-11-5-19(34)13-25(23)36,16-28(41)24-12-6-20(35)14-26(24)37)30(43)39(38)22-9-3-18(33)4-10-22/h1-14H,15-16H2
  • InChiKey: YDBQQPRWAHHCPH-UHFFFAOYSA-N  

Network

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Synonyms

  • 1,2-bis(4-chlorophenyl)-4,4-bis[2-(2,4-difluorophenyl)-2-oxo-ethyl]pyrazolidine-3,5-dione
  • 1,2-bis(4-chlorophenyl)-4,4-bis[2-(2,4-difluorophenyl)-2-keto-ethyl]pyrazolidine-3,5-quinone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Escherichia coli UDP-N-acetylglucosamine 1-carboxyvinyltransferase Starlite/ChEMBL References
Escherichia coli UDP-N-acetylenolpyruvoylglucosamine reductase, FAD-binding Starlite/ChEMBL References
Staphylococcus aureus UDP-N-acetylmuramate dehydrogenase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium leprae PROBABLE UDP-N-ACETYLGLUCOSAMINE 1-CARBOXYVINYLTRANSFERASE MURA Get druggable targets OG5_131267 All targets in OG5_131267
Wolbachia endosymbiont of Brugia malayi UDP-N-acetylglucosamine 1-carboxyvinyltransferase Get druggable targets OG5_131267 All targets in OG5_131267
Treponema pallidum UDP-N-acetylglucosamine 1-carboxyvinyltransferase Get druggable targets OG5_131267 All targets in OG5_131267
Chlamydia trachomatis UDP-N-acetylglucosamine 1-carboxyvinyltransferase Get druggable targets OG5_131267 All targets in OG5_131267
Treponema pallidum UDP-N-acetylenolpyruvoylglucosamine reductase Get druggable targets OG5_131886 All targets in OG5_131886
Wolbachia endosymbiont of Brugia malayi UDP-N-acetylenolpyruvoylglucosamine reductase Get druggable targets OG5_131886 All targets in OG5_131886
Mycobacterium ulcerans UDP-N-acetylenolpyruvoylglucosamine reductase Get druggable targets OG5_131886 All targets in OG5_131886
Mycobacterium leprae PROBABLE UDP-N-ACETYLENOLPYRUVOYLGLUCOSAMINE REDUCTASE MURB (UDP-N-ACETYLMURAMATE DEHYDROGENASE) Get druggable targets OG5_131886 All targets in OG5_131886
Mycobacterium tuberculosis Probable UDP-N-acetylenolpyruvoylglucosamine reductase MurB (UDP-N-acetylmuramate dehydrogenase) Get druggable targets OG5_131886 All targets in OG5_131886
Mycobacterium tuberculosis Probable UDP-N-acetylglucosamine 1-carboxyvinyltransferase MurA Get druggable targets OG5_131267 All targets in OG5_131267
Chlamydia trachomatis UDP-N-acetylenolpyruvoylglucosamine reductase Get druggable targets OG5_131886 All targets in OG5_131886
Mycobacterium ulcerans UDP-N-acetylglucosamine 1-carboxyvinyltransferase Get druggable targets OG5_131267 All targets in OG5_131267

By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Chlamydia trachomatis UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.0774 0.5202 0.5202
Mycobacterium ulcerans UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.0774 0.5202 0.5202
Treponema pallidum UDP-N-acetylenolpyruvoylglucosamine reductase 0.1286 1 1
Wolbachia endosymbiont of Brugia malayi UDP-N-acetylenolpyruvoylglucosamine reductase 0.1286 1 1
Mycobacterium ulcerans UDP-N-acetylenolpyruvoylglucosamine reductase 0.1286 1 1
Mycobacterium leprae PROBABLE UDP-N-ACETYLGLUCOSAMINE 1-CARBOXYVINYLTRANSFERASE MURA 0.0556 0.316 0.316
Toxoplasma gondii shikimate dehydrogenase substrate binding domain-containing protein 0.0218 0 0.5
Mycobacterium tuberculosis Probable UDP-N-acetylenolpyruvoylglucosamine reductase MurB (UDP-N-acetylmuramate dehydrogenase) 0.1286 1 1
Mycobacterium leprae PROBABLE UDP-N-ACETYLENOLPYRUVOYLGLUCOSAMINE REDUCTASE MURB (UDP-N-ACETYLMURAMATE DEHYDROGENASE) 0.1286 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 5.2 uM Inhibitory concentration against MurB enzyme in Staphylococcus aureus ChEMBL. 15863310
IC50 (binding) = 5.2 uM Inhibitory concentration against MurB enzyme in Staphylococcus aureus ChEMBL. 15863310
IC50 (binding) = 5.8 uM Inhibitory concentration against MurB enzyme in Escherichia coli ChEMBL. 15863310
IC50 (binding) = 5.8 uM Inhibitory concentration against MurB enzyme in Escherichia coli ChEMBL. 15863310
IC50 (binding) = 9.6 uM Inhibitory concentration against MurA enzyme in Escherichia coli ChEMBL. 15863310
IC50 (binding) = 9.6 uM Inhibitory concentration against MurA enzyme in Escherichia coli ChEMBL. 15863310
MIC (functional) = 3.12 uM Minimum inhibitory concentration against cell wall biosynthesis of penicillin resistant Streptococcus pneumoniae GC 1894 (PRSP) ChEMBL. 15863310
MIC (functional) = 12.5 uM Minimum inhibitory concentration against cell wall biosynthesis of methicillin resistant Staphylococcus aureus GC 1131 ChEMBL. 15863310
MIC (functional) = 12.5 uM Minimum inhibitory concentration against cell wall biosynthesis of methicillin susceptible Staphylococcus aureus GC 4543 ChEMBL. 15863310
MIC (functional) = 12.5 uM Minimum inhibitory concentration against cell wall biosynthesis of vancomycin susceptible (ATCC) Enterococcus faecalis GC 4555 ChEMBL. 15863310
MIC (functional) = 12.5 uM Minimum inhibitory concentration against cell wall biosynthesis of vancomycin resistant Enterococcus faecalis GC 2242 (VRE) ChEMBL. 15863310
MIC (functional) = 25 uM Minimum inhibitory concentration against cell wall biosynthesis of methicillin-susceptible Coagulase negative staphylococcus GC 646 (MSCNS) ChEMBL. 15863310
MIC (functional) = 100 uM Minimum inhibitory concentration against cell wall biosynthesis of Escherichia coli GC 4560 ChEMBL. 15863310
MIC (functional) = 100 uM Minimum inhibitory concentration against cell wall biosynthesis of Escherichia coli GC 4560 ChEMBL. 15863310
MIC (functional) > 200 uM Minimum inhibitory concentration against cell wall biosynthesis of penicillin resistant Streptococcus pneumoniae GC 1894 (PRSP) in the presence of 4% bovine serum albumin ChEMBL. 15863310
MIC (functional) > 200 uM Minimum inhibitory concentration against cell wall biosynthesis of Escherichia coli GC 4559 ChEMBL. 15863310
MIC (functional) > 200 uM Minimum inhibitory concentration against cell wall biosynthesis of Escherichia coli GC 4559 ChEMBL. 15863310

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.

Annotated phenotypes:

We have no manually annotated phenotypes for this drug. What does this mean? / Care to help?
In TDR Targets, information about phenotypes that are caused by drugs, or by genetic manipulation of cells (e.g. gene knockouts or knockdowns) is manually curated from the literature. These descriptions help to describe the potential of the target for drug development. If no information is available for this gene or if the information is incomplete, this may mean that i) the papers containing this information either appeared after the curation effort for this organism was carried out or they were inadvertently missed by curators; or that ii) the curation effort for this organism has not yet started.
 
In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.

External resources for this compound

Bibliographic References

1 literature reference was collected for this gene.

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