Detailed information for compound 420839

Basic information

Technical information
  • TDR Targets ID: 420839
  • Name: 3-methoxy-4-[[2-[[2-methoxy-4-[(E)-(4-oxo-2-s ulfanylidene-1,3-thiazolidin-5-ylidene)methyl ]phenoxy]methyl]phenyl]methoxy]benzaldehyde
  • MW: 521.605 | Formula: C27H23NO6S2
  • H donors: 1 H acceptors: 2 LogP: 5.13 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 2
  • SMILES: O=Cc1ccc(c(c1)OC)OCc1ccccc1COc1ccc(cc1OC)/C=C\1/SC(=S)NC1=O
  • InChi: 1S/C27H23NO6S2/c1-31-23-11-17(13-25-26(30)28-27(35)36-25)7-9-21(23)33-15-19-5-3-4-6-20(19)16-34-22-10-8-18(14-29)12-24(22)32-2/h3-14H,15-16H2,1-2H3,(H,28,30,35)/b25-13+
  • InChiKey: DNEZZJCGSKXMTP-DHRITJCHSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 3-methoxy-4-[[2-[[2-methoxy-4-[(E)-(4-oxo-2-thioxo-thiazolidin-5-ylidene)methyl]phenoxy]methyl]phenyl]methoxy]benzaldehyde
  • 3-methoxy-4-[[2-[[2-methoxy-4-[(E)-(4-oxo-2-thioxo-5-thiazolidinylidene)methyl]phenoxy]methyl]phenyl]methoxy]benzaldehyde
  • 4-[2-[[4-[(E)-(4-keto-2-thioxo-thiazolidin-5-ylidene)methyl]-2-methoxy-phenoxy]methyl]benzyl]oxy-3-methoxy-benzaldehyde
  • 3-methoxy-4-[[2-[[2-methoxy-4-[(4-oxo-2-sulfanylidene-1,3-thiazolidin-5-ylidene)methyl]phenoxy]methyl]phenyl]methoxy]benzaldehyde
  • 3-methoxy-4-[[2-[[2-methoxy-4-[(4-oxo-2-thioxo-thiazolidin-5-ylidene)methyl]phenoxy]methyl]phenyl]methoxy]benzaldehyde
  • 3-methoxy-4-[[2-[[2-methoxy-4-[(4-oxo-2-thioxo-5-thiazolidinylidene)methyl]phenoxy]methyl]phenyl]methoxy]benzaldehyde
  • 4-[2-[[4-[(4-keto-2-thioxo-thiazolidin-5-ylidene)methyl]-2-methoxy-phenoxy]methyl]benzyl]oxy-3-methoxy-benzaldehyde
  • BIM-0023396.P001
  • CBMicro_023643

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori) Shikimate kinase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium tuberculosis Shikimate kinase AroK (SK) Get druggable targets OG5_130547 All targets in OG5_130547
Mycobacterium leprae Shikimate kinase AroK (SK) Get druggable targets OG5_130547 All targets in OG5_130547
Chlamydia trachomatis shikimate kinase Get druggable targets OG5_130547 All targets in OG5_130547
Mycobacterium ulcerans shikimate kinase Get druggable targets OG5_130547 All targets in OG5_130547
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Schistosoma mansoni signal recognition particle 54 kD protein Shikimate kinase   162 aa 145 aa 21.4 %
Candida albicans similar to S. cerevisiae ARO1 pentafunctional aromatic amino acid family biosynthesis protein Shikimate kinase   162 aa 150 aa 25.3 %
Treponema pallidum bifunctional methionine sulfoxide reductase B/A protein Shikimate kinase   162 aa 135 aa 23.7 %
Leishmania braziliensis nucleotide binding protein-like protein Shikimate kinase   162 aa 132 aa 28.0 %
Candida albicans similar to S. cerevisiae ARO1 pentafunctional aromatic amino acid family biosynthesis protein Shikimate kinase   162 aa 150 aa 25.3 %
Plasmodium falciparum adenylate kinase-like protein 1 Shikimate kinase   162 aa 136 aa 24.3 %
Schistosoma mansoni hypothetical protein Shikimate kinase   162 aa 150 aa 23.3 %
Onchocerca volvulus Shikimate kinase   162 aa 152 aa 25.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni shikimate-kinase 0.0027 0 0.5
Echinococcus granulosus carbohydrate kinase thermoresistant glucokinase 0.0027 0 0.5
Echinococcus granulosus thermoresistant glucokinase family carbohydrate 0.0027 0 0.5
Mycobacterium leprae Shikimate kinase AroK (SK) 0.0208 1 0.5
Mycobacterium ulcerans shikimate kinase 0.0208 1 1
Mycobacterium tuberculosis Shikimate kinase AroK (SK) 0.0208 1 0.5
Trypanosoma cruzi hypothetical protein, conserved 0.0027 0 0.5
Echinococcus multilocularis carbohydrate kinase, thermoresistant glucokinase 0.0027 0 0.5
Trypanosoma cruzi carbohydrate kinase, thermoresistant glucokinase, putative 0.0027 0 0.5
Toxoplasma gondii shikimate dehydrogenase substrate binding domain-containing protein 0.0027 0 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 5.5 uM Inhibition of Helicobacter pylori SS1 recombinant shikimate kinase expressed in BL21 (DE3) cells by double coupled assay ChEMBL. 17098431
IC50 (binding) = 5.5 uM Inhibition of Helicobacter pylori SS1 recombinant shikimate kinase expressed in BL21 (DE3) cells by double coupled assay ChEMBL. 17098431
Kd (binding) = 4.39 uM Binding affinity to Helicobacter pylori SS1 recombinant shikimate kinase expressed in BL21 (DE3) cells by SPR assay ChEMBL. 17098431
Kd (binding) = 4.39 uM Binding affinity to Helicobacter pylori SS1 recombinant shikimate kinase expressed in BL21 (DE3) cells by SPR assay ChEMBL. 17098431
Ki (binding) = 7.18 uM Inhibition of Helicobacter pylori SS1 recombinant shikimate kinase expressed in BL21 (DE3) cells in presence of varying MgATP levels by double coupled assay ChEMBL. 17098431
Ki (binding) = 7.18 uM Inhibition of Helicobacter pylori SS1 recombinant shikimate kinase expressed in BL21 (DE3) cells in presence of varying MgATP levels by double coupled assay ChEMBL. 17098431
Ki (binding) = 9.48 uM Inhibition of Helicobacter pylori SS1 recombinant shikimate kinase expressed in BL21 (DE3) cells by double coupled assay ChEMBL. 17098431
Ki (binding) = 9.48 uM Inhibition of Helicobacter pylori SS1 recombinant shikimate kinase expressed in BL21 (DE3) cells by double coupled assay ChEMBL. 17098431
Ki (binding) = 10.67 uM Inhibition of Helicobacter pylori SS1 recombinant shikimate kinase expressed in BL21 (DE3) cells in presesnce of varying shikimate levels by double coupled assay ChEMBL. 17098431
Ki (binding) = 10.67 uM Inhibition of Helicobacter pylori SS1 recombinant shikimate kinase expressed in BL21 (DE3) cells in presesnce of varying shikimate levels by double coupled assay ChEMBL. 17098431

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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