Detailed information for compound 1656496

Basic information

Technical information
  • TDR Targets ID: 1656496
  • Name: (4Z)-1-(4-fluorophenyl)-4-[[3-[(2-fluoropheny l)methoxy]phenyl]methylidene]pyrazolidine-3,5 -dione
  • MW: 406.382 | Formula: C23H16F2N2O3
  • H donors: 1 H acceptors: 2 LogP: 4.49 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: Fc1ccc(cc1)N1NC(=O)/C(=C/c2cccc(c2)OCc2ccccc2F)/C1=O
  • InChi: 1S/C23H16F2N2O3/c24-17-8-10-18(11-9-17)27-23(29)20(22(28)26-27)13-15-4-3-6-19(12-15)30-14-16-5-1-2-7-21(16)25/h1-13H,14H2,(H,26,28)/b20-13-
  • InChiKey: OPNOKMCPQWTTTB-MOSHPQCFSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (4Z)-1-(4-fluorophenyl)-4-[[3-[(2-fluorophenyl)methoxy]phenyl]methylene]pyrazolidine-3,5-dione
  • (4Z)-4-[3-(2-fluorobenzyl)oxybenzylidene]-1-(4-fluorophenyl)pyrazolidine-3,5-quinone
  • AN-648/15099005
  • ZINC00680532
  • STOCK3S-29810

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens epidermal growth factor receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum Epidermal growth factor receptor precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Echinococcus granulosus epidermal growth factor receptor Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Brugia malayi Furin-like cysteine rich region family protein Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum IPR006212,Furin-like repeat;IPR009030,Growth factor, receptor,domain-containing Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Epidermal growth factor receptor precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Epidermal growth factor receptor precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum expressed protein Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Echinococcus multilocularis epidermal growth factor receptor Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Receptor tyrosine-protein kinase erbB-4 precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Echinococcus multilocularis epidermal growth factor receptor Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum ko:K05085 receptor tyrosine-protein kinase erbB-4, putative Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Tyrosine-protein kinase transforming protein erbB, putative Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum IPR000494,EGF receptor, L domain,domain-containing Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum hypothetical protein Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Receptor tyrosine-protein kinase erbB-2 precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Epidermal growth factor receptor precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Echinococcus multilocularis Get druggable targets OG5_128597 All targets in OG5_128597
Echinococcus granulosus epidermal growth factor receptor Get druggable targets OG5_128597 All targets in OG5_128597
Loa Loa (eye worm) TK/EGFR protein kinase Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Epidermal growth factor receptor precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Echinococcus granulosus melanoma receptor tyrosine protein kinase Get druggable targets OG5_128597 All targets in OG5_128597
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
Plasmodium falciparum protein serine/threonine kinase-1 0.0065 0.049 0.5
Entamoeba histolytica hypothetical protein 0.0096 0.0816 0.5
Echinococcus multilocularis phosphatase and tensin 0.0096 0.0816 0.0482
Loa Loa (eye worm) TK/EGFR protein kinase 0.0186 0.1768 0.1782
Echinococcus granulosus insulin receptor 0.0064 0.048 0.013
Loa Loa (eye worm) hypothetical protein 0.0096 0.0816 0.0822
Echinococcus granulosus insulin growth factor 1 receptor beta 0.0064 0.048 0.013
Loa Loa (eye worm) hypothetical protein 0.0052 0.0354 0.0357
Schistosoma mansoni serine/threonine protein kinase 0.0065 0.049 0.0472
Schistosoma mansoni defective proboscis extension response (dpr)-related 0.0052 0.0354 0.0335
Entamoeba histolytica phosphatidylinositol-3,4,5-trisphosphate 3-phosphatase, putative 0.0096 0.0816 0.5
Loa Loa (eye worm) CMGC/CLK protein kinase 0.0065 0.049 0.0494
Loa Loa (eye worm) hypothetical protein 0.0052 0.0354 0.0357
Schistosoma mansoni serine/threonine protein kinase 0.0065 0.049 0.0472
Schistosoma mansoni tyrosine kinase 0.0096 0.0817 0.0802
Echinococcus multilocularis epidermal growth factor receptor 0.0186 0.1768 0.1478
Entamoeba histolytica Pten 3-phosphoinositide phosphatase, putative 0.0096 0.0816 0.5
Trypanosoma brucei kinetoplastid kinetochore protein 19 0.0065 0.049 0.5
Loa Loa (eye worm) TK/KIN16 protein kinase 0.0066 0.0501 0.0504
Echinococcus multilocularis cyclin g associated kinase 0.0962 0.9921 1
Echinococcus multilocularis 0.006 0.0438 0.0088
Giardia lamblia Kinase, CMGC CLK 0.0065 0.049 0.5
Echinococcus multilocularis 0.0056 0.0396 0.0044
Echinococcus multilocularis insulin receptor 0.0064 0.048 0.0131
Schistosoma mansoni tensin 0.0096 0.0816 0.0801
Echinococcus granulosus cyclin g associated kinase 0.0962 0.9921 0.9918
Brugia malayi Immunoglobulin I-set domain containing protein 0.0066 0.0501 0.0153
Plasmodium vivax formin 2, putative 0.0096 0.0816 1
Loa Loa (eye worm) hypothetical protein 0.0052 0.0354 0.0357
Trypanosoma brucei kinetoplastid kinetochore protein 10 0.0065 0.049 0.5
Schistosoma mansoni tyrosine kinase 0.0186 0.1768 0.1763
Schistosoma mansoni tyrosine kinase 0.0064 0.048 0.0461
Loa Loa (eye worm) NAK/GAK protein kinase 0.0962 0.9921 1
Echinococcus granulosus hypothetical protein 0.006 0.0438 0.0087
Schistosoma mansoni serine/threonine protein kinase 0.0962 0.9921 1
Loa Loa (eye worm) hypothetical protein 0.0052 0.0354 0.0357
Echinococcus granulosus dual specificity protein kinase clk2 0.0065 0.049 0.0141
Echinococcus granulosus epidermal growth factor receptor 0.0186 0.1768 0.1466
Schistosoma mansoni tyrosine kinase 0.0103 0.0892 0.0878
Echinococcus granulosus epidermal growth factor receptor 0.0103 0.0892 0.0558
Brugia malayi daf-18 protein 0.0096 0.0816 0.0482
Schistosoma mansoni vesicular amine transporter 0.0052 0.0354 0.0335
Trypanosoma cruzi tyrosine phosphatase isoform, putative 0.0096 0.0816 1
Echinococcus multilocularis neuroglian 0.0058 0.042 0.0069
Echinococcus multilocularis epidermal growth factor receptor 0.0103 0.0892 0.0562
Trypanosoma cruzi tyrosine phosphatase isoform, putative 0.0096 0.0816 1
Schistosoma mansoni tyrosine kinase 0.0103 0.0892 0.0878
Echinococcus granulosus twitchin 0.0063 0.0472 0.0123
Leishmania major tyrosine phosphatase isoform, putative 0.0096 0.0816 1
Trypanosoma cruzi tyrosine phosphatase, putative 0.0096 0.0816 1
Echinococcus granulosus roundabout 2 0.0065 0.0492 0.0143
Loa Loa (eye worm) hypothetical protein 0.0052 0.0354 0.0357
Schistosoma mansoni tyrosine kinase 0.0064 0.048 0.0461
Loa Loa (eye worm) hypothetical protein 0.0052 0.0354 0.0357
Echinococcus granulosus neurotracting:lsamp:neurotrimin:obcam 0.0059 0.0426 0.0074
Schistosoma mansoni nephrin 0.0058 0.042 0.0402
Toxoplasma gondii cell-cycle-associated protein kinase CLK, putative 0.0065 0.049 0.5
Schistosoma mansoni pten 0.0096 0.0816 0.0801
Brugia malayi Furin-like cysteine rich region family protein 0.0186 0.1768 0.1478
Brugia malayi Protein kinase domain containing protein 0.0065 0.049 0.0142
Trichomonas vaginalis pten, drome, putative 0.0096 0.0816 1
Loa Loa (eye worm) TK/INSR protein kinase 0.0064 0.048 0.0483
Brugia malayi Protein kinase domain containing protein 0.0962 0.9921 1
Echinococcus multilocularis dual specificity protein kinase clk2 0.0065 0.049 0.0142
Loa Loa (eye worm) hypothetical protein 0.0065 0.0492 0.0496
Echinococcus multilocularis insulin growth factor 1 receptor beta 0.0064 0.048 0.0131
Echinococcus granulosus neuroglian 0.0058 0.042 0.0069
Schistosoma mansoni tyrosine kinase 0.0096 0.0817 0.0802
Schistosoma mansoni Neurotrimin precursor (hNT) 0.0052 0.0354 0.0335
Echinococcus granulosus phosphatase and tensin 0.0096 0.0816 0.0478
Schistosoma mansoni tyrosine kinase 0.0096 0.0817 0.0802
Echinococcus multilocularis roundabout 2 0.0065 0.0492 0.0144
Loa Loa (eye worm) hypothetical protein 0.0861 0.8864 0.8934
Echinococcus granulosus melanoma receptor tyrosine protein kinase 0.0103 0.0892 0.0558
Loa Loa (eye worm) hypothetical protein 0.0059 0.0426 0.0429
Schistosoma mansoni cell adhesion molecule 0.0059 0.0426 0.0407
Loa Loa (eye worm) hypothetical protein 0.006 0.0438 0.0442
Brugia malayi Protein kinase domain containing protein 0.0064 0.048 0.0131
Loa Loa (eye worm) hypothetical protein 0.0065 0.0492 0.0496

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 5.6 uM Inhibition of EGFR after 50 mins by HTRF assay ChEMBL. 22595177
IC50 (functional) = 18.9 uM Antiproliferative activity against human A431 cells overexpressing EGFR after 72 hrs by MTT assay ChEMBL. 22595177
IC50 (ADMET) = 23.1 uM Antiproliferative activity against mouse NIH/3T3 cells after 72 hrs by MTT assay ChEMBL. 22595177
Inhibition (binding) = 16 % Inhibition of SYK (unknown origin) at 20 uM by radioactive ATP method ChEMBL. 23993776
Inhibition (binding) = 22 % Inhibition of JAK2 (unknown origin) at 20 uM by radioactive ATP method ChEMBL. 23993776
Inhibition (binding) = 46 % Inhibition of full-length ZAP70 (unknown origin) at 20 uM by radioactive ATP method ChEMBL. 23993776
Inhibition (binding) = 64.7 % Inhibition of EGFR at 10 uM after 50 mins by HTRF assay ChEMBL. 22595177
Inhibition (binding) = 76.3 % Inhibition of EGFR at 100 uM after 50 mins by HTRF assay ChEMBL. 22595177

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 22595177

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

2 literature references were collected for this gene.

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