Detailed information for compound 204403

Basic information

Technical information
  • TDR Targets ID: 204403
  • Name: 4-[2-[4-(3-thiophen-3-ylpyrazolo[1,5-a]pyrimi din-6-yl)phenoxy]ethyl]morpholine
  • MW: 406.501 | Formula: C22H22N4O2S
  • H donors: 0 H acceptors: 2 LogP: 2.89 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: O1CCN(CC1)CCOc1ccc(cc1)c1cnc2n(c1)ncc2c1cscc1
  • InChi: 1S/C22H22N4O2S/c1-3-20(28-11-8-25-6-9-27-10-7-25)4-2-17(1)19-13-23-22-21(14-24-26(22)15-19)18-5-12-29-16-18/h1-5,12-16H,6-11H2
  • InChiKey: YUAOWJBCURIMGN-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 4-[2-[4-[3-(3-thienyl)pyrazolo[1,5-a]pyrimidin-6-yl]phenoxy]ethyl]morpholine
  • 4-[2-[4-[3-(3-thienyl)-6-pyrazolo[1,5-a]pyrimidinyl]phenoxy]ethyl]morpholine
  • 6-[4-(2-morpholin-4-ylethoxy)phenyl]-3-thiophen-3-ylpyrazolo[1,5-a]pyrimidine
  • 6-[4-(2-morpholinoethoxy)phenyl]-3-(3-thienyl)pyrazolo[1,5-a]pyrimidine
  • 6-[4-(2-morpholin-4-ylethoxy)phenyl]-3-thiophen-3-yl-pyrazolo[1,5-a]pyrimidine
  • pyrazolo[1,5-a]pyrimidine 4a

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens kinase insert domain receptor Starlite/ChEMBL References
Homo sapiens fms-related tyrosine kinase 4 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi Immunoglobulin I-set domain containing protein Get druggable targets OG5_130320 All targets in OG5_130320
Loa Loa (eye worm) TK/KIN16 protein kinase Get druggable targets OG5_130320 All targets in OG5_130320
Onchocerca volvulus Tyrosine kinase homolog Get druggable targets OG5_130320 All targets in OG5_130320
Onchocerca volvulus Get druggable targets OG5_130320 All targets in OG5_130320
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
Mycobacterium tuberculosis Probable cold-shock DeaD-box protein A homolog DeaD (ATP-dependent RNA helicase dead homolog) 0.0459 1 0.5
Loa Loa (eye worm) TK/KIN16 protein kinase 0.0397 0.8608 0.8608
Trichomonas vaginalis DEAD box ATP-dependent RNA helicase, putative 0.0459 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0019 0.0108 0.0108
Plasmodium vivax RNA helicase-1, putative 0.0459 1 0.5
Trypanosoma cruzi Eukaryotic initiation factor 4A-1 0.0459 1 0.5
Leishmania major eukaryotic initiation factor 4a, putative 0.0459 1 0.5
Leishmania major eukaryotic initiation factor 4a, putative 0.0459 1 0.5
Entamoeba histolytica DEAD/DEAH box helicase, putative 0.0459 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0026 0.0253 0.0253
Echinococcus granulosus roundabout 2 0.0026 0.0253 0.0253
Echinococcus granulosus twitchin 0.0018 0.0067 0.0067
Trypanosoma cruzi Eukaryotic initiation factor 4A-1 0.0459 1 0.5
Schistosoma mansoni tyrosine kinase 0.0017 0.0052 0.0052
Loa Loa (eye worm) hypothetical protein 0.0026 0.0253 0.0253
Treponema pallidum ATP-dependent RNA helicase 0.0459 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0459 1 1
Trypanosoma brucei Eukaryotic initiation factor 4A-1 0.0459 1 0.5
Echinococcus multilocularis eukaryotic initiation factor 4A III 0.0459 1 1
Echinococcus granulosus neuroglian 0.0018 0.0067 0.0067
Schistosoma mansoni DEAD box ATP-dependent RNA helicase 0.0459 1 1
Trichomonas vaginalis DEAD box ATP-dependent RNA helicase, putative 0.0459 1 0.5
Schistosoma mansoni DEAD box ATP-dependent RNA helicase 0.0459 1 1
Schistosoma mansoni nephrin 0.0018 0.0067 0.0067
Giardia lamblia Translation initiation factor eIF-4A, putative 0.0459 1 0.5
Echinococcus multilocularis eukaryotic initiation factor 4A 0.0459 1 1
Plasmodium falciparum eukaryotic initiation factor 4A 0.0459 1 0.5
Echinococcus multilocularis roundabout 2 0.0026 0.0253 0.0253
Toxoplasma gondii eukaryotic initiation factor-4A, putative 0.0459 1 0.5
Echinococcus granulosus eukaryotic initiation factor 4A 0.0459 1 1
Echinococcus granulosus neurotracting:lsamp:neurotrimin:obcam 0.0019 0.0108 0.0108
Onchocerca volvulus Eukaryotic initiation factor 4A homolog 0.0459 1 1
Trichomonas vaginalis DEAD box ATP-dependent RNA helicase, putative 0.0459 1 0.5
Onchocerca volvulus Tyrosine kinase homolog 0.0384 0.8315 0.8315
Echinococcus granulosus eukaryotic initiation factor 4A III 0.0459 1 1
Brugia malayi Immunoglobulin I-set domain containing protein 0.0397 0.8608 0.8608
Echinococcus multilocularis neuroglian 0.0018 0.0067 0.0067
Schistosoma mansoni cell adhesion molecule 0.0019 0.0108 0.0108
Onchocerca volvulus 0.0375 0.8117 0.8117

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 4 nM Inhibition of Vascular endothelial growth factor receptor 2 ChEMBL. 12443771
IC50 (binding) = 4 nM Inhibition of Vascular endothelial growth factor receptor 2 ChEMBL. 12443771
IC50 (functional) = 22 nM Inhibiton of VEGF-stimulated mitogenesis in endothelial cells ChEMBL. 12443771
IC50 (functional) = 22 nM Inhibiton of VEGF-stimulated mitogenesis in endothelial cells ChEMBL. 12443771

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.

If you have references for this compound, please enter them in a user comment (below) or Contact us.