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 1 (prostaglandin G/H synthase and cyclooxygenase) Starlite/ChEMBL References
Homo sapiens prostaglandin-endoperoxide synthase 2 (prostaglandin G/H synthase and cyclooxygenase) Starlite/ChEMBL References
Homo sapiens arachidonate 5-lipoxygenase Starlite/ChEMBL References

Predicted pathogen targets for this compound

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

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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