Detailed information for compound 418029

Basic information

Technical information
  • TDR Targets ID: 418029
  • Name: 3-[[3-fluoro-5-(4-methoxyoxan-4-yl)phenoxy]me thyl]-1-(4-methoxyphenyl)-5-phenylpyrazole
  • MW: 488.55 | Formula: C29H29FN2O4
  • H donors: 0 H acceptors: 1 LogP: 4.97 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc(cc1)n1nc(cc1c1ccccc1)COc1cc(F)cc(c1)C1(OC)CCOCC1
  • InChi: 1S/C29H29FN2O4/c1-33-26-10-8-25(9-11-26)32-28(21-6-4-3-5-7-21)19-24(31-32)20-36-27-17-22(16-23(30)18-27)29(34-2)12-14-35-15-13-29/h3-11,16-19H,12-15,20H2,1-2H3
  • InChiKey: QWTBQYLKKFHZCI-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 3-[[3-fluoro-5-(4-methoxytetrahydropyran-4-yl)phenoxy]methyl]-1-(4-methoxyphenyl)-5-phenyl-pyrazole
  • 3-[[3-fluoro-5-(4-methoxy-4-tetrahydropyranyl)phenoxy]methyl]-1-(4-methoxyphenyl)-5-phenylpyrazole
  • 3-[[3-fluoro-5-(4-methoxyoxan-4-yl)phenoxy]methyl]-1-(4-methoxyphenyl)-5-phenyl-pyrazole

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens prostaglandin-endoperoxide synthase 2 (prostaglandin G/H synthase and cyclooxygenase) Starlite/ChEMBL References
Homo sapiens arachidonate 5-lipoxygenase Starlite/ChEMBL References
Homo sapiens prostaglandin-endoperoxide synthase 1 (prostaglandin G/H synthase and cyclooxygenase) Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum ko:K00461 arachidonate 5-lipoxygenase [EC1.13.11.34], putative Get druggable targets OG5_127482 All targets in OG5_127482
Schistosoma japonicum IPR001024,Lipoxygenase, LH2;IPR013819,Lipoxygenase, C-terminal,domain-containing Get druggable targets OG5_127482 All targets in OG5_127482
Schistosoma mansoni lipoxygenase Get druggable targets OG5_127482 All targets in OG5_127482
Schistosoma mansoni lipoxygenase Get druggable targets OG5_127482 All targets in OG5_127482
Echinococcus multilocularis arachidonate 5 lipoxygenase Get druggable targets OG5_127482 All targets in OG5_127482
Echinococcus granulosus arachidonate 5 lipoxygenase Get druggable targets OG5_127482 All targets in OG5_127482
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
Entamoeba histolytica protein kinase domain containing protein 0.011 0.1962 1
Echinococcus granulosus epidermal growth factor receptor 0.0157 0.3016 0.3772
Loa Loa (eye worm) animal heme peroxidase 0.0063 0.09 0.1471
Echinococcus granulosus insulin receptor 0.0094 0.1587 0.1985
Brugia malayi hypothetical protein 0.0063 0.09 0.09
Leishmania major hypothetical protein, conserved 0.0114 0.2044 1
Loa Loa (eye worm) hypothetical protein 0.0063 0.09 0.1471
Loa Loa (eye worm) animal heme peroxidase 0.0063 0.09 0.1471
Loa Loa (eye worm) hypothetical protein 0.0088 0.1466 0.2396
Entamoeba histolytica serine/threonine- protein kinase 6, putative 0.011 0.1962 1
Loa Loa (eye worm) TK/EGFR protein kinase 0.0291 0.6051 0.9892
Echinococcus multilocularis aurora kinase A 0.011 0.1962 0.2454
Onchocerca volvulus Peroxidasin homolog 0.0063 0.09 1
Trichomonas vaginalis AGC family protein kinase 0.011 0.1962 1
Plasmodium vivax serine/threonine protein kinase 6, putative 0.011 0.1962 1
Echinococcus granulosus insulin growth factor 1 receptor beta 0.0094 0.1587 0.1985
Schistosoma mansoni peroxidasin 0.0063 0.09 0.09
Echinococcus multilocularis insulin growth factor 1 receptor beta 0.0094 0.1587 0.1985
Schistosoma mansoni peroxidasin 0.0063 0.09 0.09
Entamoeba histolytica protein kinase, putative 0.011 0.1962 1
Trichomonas vaginalis AGC family protein kinase 0.011 0.1962 1
Brugia malayi Animal haem peroxidase family protein 0.0063 0.09 0.09
Brugia malayi serine/threonine kinase 12 0.011 0.1962 0.1962
Loa Loa (eye worm) hypothetical protein 0.0063 0.09 0.1471
Onchocerca volvulus Dual oxidase homolog 0.0063 0.09 1
Brugia malayi serine/threonine-protein kinase 6 0.011 0.1962 0.1962
Echinococcus multilocularis epidermal growth factor receptor 0.0291 0.6051 0.7569
Echinococcus granulosus melanoma receptor tyrosine protein kinase 0.0157 0.3016 0.3772
Loa Loa (eye worm) hypothetical protein 0.0063 0.09 0.1471
Schistosoma mansoni inositol 145-trisphosphate receptor 0.0057 0.0744 0.0744
Schistosoma mansoni tyrosine kinase 0.0094 0.1587 0.1587
Brugia malayi Protein kinase domain containing protein 0.0094 0.1587 0.1587
Loa Loa (eye worm) ryanodine receptor 0.0174 0.3397 0.5554
Loa Loa (eye worm) hypothetical protein 0.0063 0.09 0.1471
Schistosoma mansoni tyrosine kinase 0.0154 0.2947 0.2947
Schistosoma mansoni tyrosine kinase 0.0094 0.1587 0.1587
Echinococcus multilocularis ryanodine receptor 44f 0.0376 0.7994 1
Trichomonas vaginalis AGC family protein kinase 0.011 0.1962 1
Loa Loa (eye worm) hypothetical protein 0.0063 0.09 0.1471
Plasmodium falciparum serine/threonine protein kinase, putative 0.011 0.1962 1
Schistosoma mansoni lipoxygenase 0.0142 0.2689 0.2689
Loa Loa (eye worm) hypothetical protein 0.0085 0.1383 0.2261
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0142 0.2689 0.3364
Echinococcus multilocularis serine:threonine protein kinase 12 B 0.011 0.1962 0.2454
Brugia malayi Animal haem peroxidase family protein 0.0063 0.09 0.09
Entamoeba histolytica protein kinase , putative 0.011 0.1962 1
Echinococcus granulosus stromal cell derived factor 2 0.0031 0.0166 0.0208
Echinococcus granulosus peroxidasin 0.0063 0.09 0.1125
Echinococcus multilocularis ryanodine receptor 44f 0.0294 0.6117 0.7652
Schistosoma mansoni tyrosine kinase 0.0157 0.3016 0.3016
Onchocerca volvulus 0.0063 0.09 1
Loa Loa (eye worm) MIR domain-containing protein 0.0031 0.0166 0.0272
Entamoeba histolytica serine/threonine protein kinase 6, putative 0.011 0.1962 1
Onchocerca volvulus Peroxidase homolog 0.0063 0.09 1
Loa Loa (eye worm) animal heme peroxidase 0.0063 0.09 0.1471
Entamoeba histolytica protein kinase, putative 0.011 0.1962 1
Schistosoma mansoni hypothetical protein 0.0115 0.206 0.206
Loa Loa (eye worm) hypothetical protein 0.0063 0.09 0.1471
Onchocerca volvulus 0.0063 0.09 1
Loa Loa (eye worm) TK/INSR protein kinase 0.0094 0.1587 0.2595
Trichomonas vaginalis AGC family protein kinase 0.011 0.1962 1
Echinococcus granulosus epidermal growth factor receptor 0.0291 0.6051 0.7569
Echinococcus multilocularis stromal cell derived factor 2 0.0031 0.0166 0.0208
Echinococcus multilocularis peroxidasin 0.0063 0.09 0.1125
Brugia malayi Peroxidasin 0.0063 0.09 0.09
Echinococcus multilocularis 0.009 0.1491 0.1864
Loa Loa (eye worm) AUR protein kinase 0.011 0.1962 0.3207
Loa Loa (eye worm) hypothetical protein 0.0057 0.0744 0.1216
Loa Loa (eye worm) hypothetical protein 0.0063 0.09 0.1471
Schistosoma mansoni tyrosine kinase 0.0154 0.2947 0.2947
Brugia malayi Animal haem peroxidase family protein 0.0063 0.09 0.09
Trypanosoma cruzi inositol 1,4,5-trisphosphate receptor, putative 0.0168 0.326 1
Schistosoma mansoni inositol 145-trisphosphate receptor 0.0142 0.2683 0.2683
Loa Loa (eye worm) animal heme peroxidase 0.0063 0.09 0.1471
Toxoplasma gondii aurora kinase 0.011 0.1962 0.5
Echinococcus granulosus aurora kinase A 0.011 0.1962 0.2454
Echinococcus multilocularis insulin receptor 0.0094 0.1587 0.1985
Onchocerca volvulus 0.0031 0.0166 0.1848
Echinococcus multilocularis epidermal growth factor receptor 0.0157 0.3016 0.3772
Loa Loa (eye worm) hypothetical protein 0.0063 0.09 0.1471
Schistosoma mansoni tyrosine kinase 0.0157 0.3016 0.3016
Loa Loa (eye worm) hypothetical protein 0.0063 0.09 0.1471
Onchocerca volvulus 0.0063 0.09 1
Schistosoma mansoni lipoxygenase 0.01 0.1717 0.1717
Trypanosoma brucei inositol 1,4,5-trisphosphate receptor 0.0168 0.326 1
Brugia malayi MIR domain containing protein 0.0031 0.0166 0.0166
Schistosoma mansoni protein kinase 0.011 0.1962 0.1962
Loa Loa (eye worm) hypothetical protein 0.0063 0.09 0.1471
Loa Loa (eye worm) AUR protein kinase 0.011 0.1962 0.3207
Schistosoma mansoni ryanodine receptor 1 skeletal muscle 0.0054 0.0677 0.0677
Loa Loa (eye worm) hypothetical protein 0.0063 0.09 0.1471
Onchocerca volvulus Peroxidase homolog 0.0063 0.09 1
Giardia lamblia Aurora kinase 0.011 0.1962 0.5
Brugia malayi Furin-like cysteine rich region family protein 0.0291 0.6051 0.6051
Onchocerca volvulus Chorion peroxidase homolog 0.0063 0.09 1
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0142 0.2689 0.3364
Entamoeba histolytica serine/threonine- protein kinase 6 , putative 0.011 0.1962 1
Schistosoma mansoni serine/threonine protein kinase 0.011 0.1962 0.1962
Schistosoma mansoni tyrosine kinase 0.0154 0.2947 0.2947
Onchocerca volvulus Peroxidasin homolog 0.0063 0.09 1
Echinococcus granulosus ryanodine receptor 44f 0.0376 0.7994 1
Echinococcus granulosus ryanodine receptor 44f 0.0294 0.6117 0.7652
Loa Loa (eye worm) blistered cuticle protein 3 0.0063 0.09 0.1471
Loa Loa (eye worm) hypothetical protein 0.0063 0.09 0.1471
Loa Loa (eye worm) hypothetical protein 0.0063 0.09 0.1471
Echinococcus granulosus serine:threonine protein kinase 12 B 0.011 0.1962 0.2454
Loa Loa (eye worm) hypothetical protein 0.0294 0.6117 1
Schistosoma mansoni stromal cell-derived factor 2 precursor-like protein 0.0031 0.0166 0.0166
Loa Loa (eye worm) ryanodine receptor 0.011 0.1948 0.3184
Brugia malayi Animal haem peroxidase family protein 0.0063 0.09 0.09
Brugia malayi Animal haem peroxidase family protein 0.0063 0.09 0.09
Schistosoma mansoni ryanodine receptor related 0.0465 1 1
Brugia malayi Blistered cuticle protein 3 0.0063 0.09 0.09
Loa Loa (eye worm) hypothetical protein 0.0063 0.09 0.1471
Brugia malayi cation channel family protein 0.0199 0.3966 0.3966
Loa Loa (eye worm) AUR protein kinase 0.011 0.1962 0.3207
Brugia malayi serine/threonine protein kinase 6 0.011 0.1962 0.1962
Schistosoma mansoni tyrosine kinase 0.0291 0.6051 0.6051

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 2.8 % Cell cycle arrest in human LNCaP cells by accumulation at subG1 phase at 10 uM after 72 hrs by FACS flow cytometry ChEMBL. 15566290
Activity (functional) = 2.8 % Cell cycle arrest in human LNCaP cells by accumulation at subG1 phase at 10 uM after 72 hrs by FACS flow cytometry ChEMBL. 15566290
Activity (functional) = 11.4 % Cell cycle arrest in human LNCaP cells by accumulation at S phase at 10 uM after 72 hrs by FACS flow cytometry ChEMBL. 15566290
Activity (functional) = 11.4 % Cell cycle arrest in human LNCaP cells by accumulation at S phase at 10 uM after 72 hrs by FACS flow cytometry ChEMBL. 15566290
Activity (functional) = 17 % Cell cycle arrest in human LNCaP cells by accumulation at G2M phase at 10 uM after 72 hrs by FACS flow cytometry ChEMBL. 15566290
Activity (functional) = 17 % Cell cycle arrest in human LNCaP cells by accumulation at G2M phase at 10 uM after 72 hrs by FACS flow cytometry ChEMBL. 15566290
Activity (functional) = 69 % Cell cycle arrest in human LNCaP cells by accumulation at G1 phase at 10 uM after 72 hrs by FACS flow cytometry ChEMBL. 15566290
Activity (functional) = 69 % Cell cycle arrest in human LNCaP cells by accumulation at G1 phase at 10 uM after 72 hrs by FACS flow cytometry ChEMBL. 15566290
IC50 (functional) 0 Antiproliferative activity against androgen-sensitive human LNCaP cells after 72 hrs by MTT test ChEMBL. 15566290
IC50 (functional) 0 Antiproliferative activity against androgen-independent human PC3 cells after 72 hrs by MTT test ChEMBL. 15566290
IC50 (functional) = 0.036 uM Inhibition of COX1 expressed in CHO cells assessed as inhibition of arachidonic acid-stimulated PGE2 production by enzyme immunoassay ChEMBL. 15566290
IC50 (functional) = 0.036 uM Inhibition of COX1 expressed in CHO cells assessed as inhibition of arachidonic acid-stimulated PGE2 production by enzyme immunoassay ChEMBL. 15566290
IC50 (functional) = 0.3 uM Inhibition of COX2 expressed in CHO cells assessed as inhibition of arachidonic acid-stimulated PGE2 production by enzyme immunoassay ChEMBL. 15566290
IC50 (functional) = 0.3 uM Inhibition of COX2 expressed in CHO cells assessed as inhibition of arachidonic acid-stimulated PGE2 production by enzyme immunoassay ChEMBL. 15566290
IC50 (functional) = 0.77 uM Inhibition of 5LOX in human whole blood assessed as inhibition of calcium ionophore A 23187-stimulated 5HETE production by HPLC analysis ChEMBL. 15566290
IC50 (functional) = 0.77 uM Inhibition of 5LOX in human whole blood assessed as inhibition of calcium ionophore A 23187-stimulated 5HETE production by HPLC analysis ChEMBL. 15566290
Selectivity ratio (binding) < 1 Selectivity for COX2 over COX1 ChEMBL. 15566290

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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