Detailed information for compound 215903

Basic information

Technical information
  • TDR Targets ID: 215903
  • Name: (2Z)-2-[(3-fluoro-4-methoxyphenyl)methylidene ]-5,6,7-trimethoxy-1-benzofuran-3-one
  • MW: 360.333 | Formula: C19H17FO6
  • H donors: 0 H acceptors: 1 LogP: 3.58 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc(cc1F)/C=C/1\Oc2c(C1=O)cc(c(c2OC)OC)OC
  • InChi: 1S/C19H17FO6/c1-22-13-6-5-10(7-12(13)20)8-14-16(21)11-9-15(23-2)18(24-3)19(25-4)17(11)26-14/h5-9H,1-4H3/b14-8-
  • InChiKey: DYUXFZOEYWGGGZ-ZSOIEALJSA-N  

Network

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Synonyms

  • (2Z)-2-[(3-fluoro-4-methoxy-phenyl)methylene]-5,6,7-trimethoxy-benzofuran-3-one
  • (2Z)-2-[(3-fluoro-4-methoxyphenyl)methylene]-5,6,7-trimethoxy-3-benzofuranone
  • (2Z)-2-[(3-fluoro-4-methoxy-phenyl)methylidene]-5,6,7-trimethoxy-1-benzofuran-3-one
  • (2Z)-2-(3-fluoro-4-methoxy-benzylidene)-5,6,7-trimethoxy-coumaran-3-one
  • (2Z)-2-(3-fluoro-4-methoxy-benzylidene)-5,6,7-trimethoxy-benzofuran-3-one

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
Mycobacterium leprae Probable transmembrane transport protein 0.0238 0.0899 0.1219
Trypanosoma cruzi carbonic anhydrase-like protein, putative 0.1927 0.9831 0.5
Mycobacterium ulcerans carbonic anhydrase 0.1531 0.7736 1
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) 0.1927 0.9831 1
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.1927 0.9831 1
Mycobacterium tuberculosis Beta-carbonic anhydrase 0.0983 0.4838 1
Wolbachia endosymbiont of Brugia malayi 2,3,4,5-tetrahydropyridine-2,6-carboxylate N-succinyltransferase 0.0071 0.0014 0.5
Echinococcus granulosus carbonic anhydrase 0.0763 0.3677 0.3731
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase 0.1927 0.9831 0.9733
Trypanosoma cruzi carbonic anhydrase-like protein, putative 0.1927 0.9831 0.5
Echinococcus granulosus carbonic anhydrase II 0.1927 0.9831 1
Leishmania major carbonic anhydrase-like protein 0.1927 0.9831 1
Echinococcus granulosus carbonic anhydrase 0.0763 0.3677 0.3731
Mycobacterium leprae CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE) 0.1463 0.7377 1
Echinococcus granulosus carbonic anhydrase 0.0763 0.3677 0.3731
Onchocerca volvulus Putative sulfate transporter 0.0206 0.073 1
Echinococcus multilocularis carbonic anhydrase II 0.1927 0.9831 1
Wolbachia endosymbiont of Brugia malayi N-acetylglucosamine-1-phosphate uridyltransferase 0.0071 0.0014 0.5
Mycobacterium ulcerans carbonic anhydrase 0.1463 0.7377 0.9536
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) 0.1927 0.9831 1
Trichomonas vaginalis conserved hypothetical protein 0.1531 0.7736 1
Toxoplasma gondii hypothetical protein 0.0763 0.3677 0.5
Trypanosoma brucei carbonic anhydrase-like protein 0.1927 0.9831 0.5
Mycobacterium tuberculosis Probable conserved transmembrane protein 0.0238 0.0899 0.1835
Plasmodium falciparum carbonic anhydrase 0.0763 0.3677 0.5
Onchocerca volvulus 0.0206 0.073 1
Trichomonas vaginalis conserved hypothetical protein 0.1531 0.7736 1
Mycobacterium tuberculosis Probable transmembrane carbonic anhydrase (carbonate dehydratase) (carbonic dehydratase) 0.0786 0.3797 0.7843
Loa Loa (eye worm) carbonic anhydrase 3 0.1927 0.9831 0.9733
Mycobacterium tuberculosis Beta-carbonic anhydrase CanB 0.0915 0.4479 0.9256
Entamoeba histolytica carbonic anhydrase, putative 0.1463 0.7377 1
Brugia malayi Putative carbonic anhydrase 5 precursor 0.1927 0.9831 1
Schistosoma mansoni carbonic anhydrase 0.1463 0.7377 0.6013

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 11 Effect on S phase of the cell cycle by flow cytometry ChEMBL. 14552774
Activity (functional) = 12 Effect on G0-G1 phase of the cell cycle by flow cytometry ChEMBL. 14552774
Activity (functional) = 77 Effect on G2/M phase of the cell cycle by flow cytometry ChEMBL. 14552774
IC50 (functional) = 0.11 uM Inhibitory activity against K562 human chronic myelogenous leukaemia cell line using MTT assay after 5 days incubation of the compound ChEMBL. 14552774
IC50 (functional) = 0.11 uM Inhibitory activity against K562 human chronic myelogenous leukaemia cell line using MTT assay after 5 days incubation of the compound ChEMBL. 14552774
IC50 (binding) > 50 uM Concentration that cause a 50% inhibition in tubulin assembly as measured by an increase inturbidity using microtubule assembly assay ChEMBL. 14552774
IC50 (binding) > 50 uM Concentration that cause a 50% inhibition in tubulin assembly as measured by an increase inturbidity using microtubule assembly assay ChEMBL. 14552774

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 14552774

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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