Detailed information for compound 423229

Basic information

Technical information
  • TDR Targets ID: 423229
  • Name: (3-amino-6-methoxy-1-benzothiophen-2-yl)-(3,4 ,5-trimethoxyphenyl)methanone
  • MW: 373.423 | Formula: C19H19NO5S
  • H donors: 1 H acceptors: 1 LogP: 4.37 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc2c(c1)sc(c2N)C(=O)c1cc(OC)c(c(c1)OC)OC
  • InChi: 1S/C19H19NO5S/c1-22-11-5-6-12-15(9-11)26-19(16(12)20)17(21)10-7-13(23-2)18(25-4)14(8-10)24-3/h5-9H,20H2,1-4H3
  • InChiKey: ABIXMLNUHONAFT-UHFFFAOYSA-N  

Network

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Synonyms

  • (3-amino-6-methoxy-benzothiophen-2-yl)-(3,4,5-trimethoxyphenyl)methanone
  • (3-amino-6-methoxy-2-benzothiophenyl)-(3,4,5-trimethoxyphenyl)methanone
  • (3-azanyl-6-methoxy-1-benzothiophen-2-yl)-(3,4,5-trimethoxyphenyl)methanone

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
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
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0338 0.1122 0.1405
Echinococcus multilocularis nmda type glutamate receptor 0.1016 0.7984 1
Brugia malayi Glutamate receptor 2 precursor 0.0281 0.0547 0.5
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0338 0.1122 0.1405
Echinococcus granulosus nmda type glutamate receptor 0.1016 0.7984 1
Brugia malayi Glutamate receptor 1 precursor 0.0281 0.0547 0.5
Echinococcus multilocularis glutamate (NMDA) receptor subunit 0.041 0.1854 0.2322
Loa Loa (eye worm) glutamate receptor 2 0.0281 0.0547 0.5
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0338 0.1122 0.1405
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0338 0.1122 0.1405
Echinococcus multilocularis glutamate receptor, ionotrophic, AMPA 3 0.0338 0.1122 0.1405
Loa Loa (eye worm) glutamate receptor 1 0.0281 0.0547 0.5
Echinococcus granulosus glutamate receptor 2 0.0338 0.1122 0.1405
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0338 0.1122 0.1405
Echinococcus granulosus glutamate receptor ionotrophic AMPA 3 0.0338 0.1122 0.1405
Echinococcus multilocularis glutamate receptor 2 0.0281 0.0547 0.0685
Echinococcus multilocularis glutamate receptor NMDA 0.0877 0.658 0.8242
Echinococcus multilocularis glutamate receptor 2 0.0338 0.1122 0.1405
Echinococcus multilocularis nmda type glutamate receptor 0.0934 0.7156 0.8962
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0338 0.1122 0.1405
Echinococcus granulosus glutamate NMDA receptor subunit 0.041 0.1854 0.2322
Echinococcus granulosus nmda type glutamate receptor 0.0934 0.7156 0.8962
Echinococcus granulosus glutamate receptor NMDA 0.0877 0.658 0.8242
Schistosoma mansoni glutamate receptor NMDA 0.041 0.1854 0.1383

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) 0 Cell cycle arrest in human K562 cells assessed as decrease in S and G0/G1 phase accumulation at 25 nM after 24 hrs ChEMBL. 17419607
Activity (functional) 0 Cell cycle arrest in human K562 cells assessed as increase in G2/M phase accumulation at 25 nM after 24 hrs ChEMBL. 17419607
IC50 (functional) = 7.7 nM Antiproliferative effect against human CEM cells after 3 days ChEMBL. 17419607
IC50 (functional) = 7.7 nM Antiproliferative effect against human CEM cells after 3 days ChEMBL. 17419607
IC50 (ADMET) = 7.7 nM Antiproliferative activity against human CEM cells after 2 days ChEMBL. 18755591
IC50 (functional) = 7.7 nM Antiproliferative activity against human CEM cells after 2 days by coulter counting ChEMBL. 20579891
IC50 (functional) = 10 nM Antiproliferative effect against human Molt4/C8 cells after 3 days ChEMBL. 17419607
IC50 (functional) = 39 nM Antiproliferative effect against mouse L210 cells after 2 days ChEMBL. 17419607
IC50 (functional) = 39 nM Antiproliferative activity against mouse L1210 cells after 2 days ChEMBL. 18755591
IC50 (functional) = 39 nM Antiproliferative activity against mouse L1210 cells after 2 days by coulter counting ChEMBL. 20579891
IC50 (functional) = 46 nM Antiproliferative effect against mouse FM3A cells after 2 days ChEMBL. 17419607
IC50 (functional) = 46 nM Antiproliferative effect against mouse FM3A cells after 2 days ChEMBL. 17419607
IC50 (functional) = 46 nM Antiproliferative activity against mouse FM3A cells after 2 days ChEMBL. 18755591
IC50 (functional) = 46 nM Antiproliferative activity against mouse FM3A cells after 2 days by coulter counting ChEMBL. 20579891
IC50 (binding) = 1.3 uM Inhibition of bovine brain tubulin polymerization ChEMBL. 17419607
IC50 (binding) = 60 uM Displacement of [3H]colchicine from bovine brain tubulin at 1 uM ChEMBL. 17419607

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 17419607
Mus musculus ChEMBL23 17419607

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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