Detailed information for compound 290292

Basic information

Technical information
  • TDR Targets ID: 290292
  • Name: [2,5-diacetyloxy-6-(acetyloxymethyl)-3-[(2-ch loroacetyl)amino]oxan-4-yl] acetate
  • MW: 423.8 | Formula: C16H22ClNO10
  • H donors: 1 H acceptors: 5 LogP: -0.22 Rotable bonds: 12
    Rule of 5 violations (Lipinski): 1
  • SMILES: ClCC(=O)NC1C(OC(=O)C)OC(C(C1OC(=O)C)OC(=O)C)COC(=O)C
  • InChi: 1S/C16H22ClNO10/c1-7(19)24-6-11-14(25-8(2)20)15(26-9(3)21)13(18-12(23)5-17)16(28-11)27-10(4)22/h11,13-16H,5-6H2,1-4H3,(H,18,23)
  • InChiKey: FRQAGJSNWYVMNG-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • [2,5-diacetoxy-6-(acetoxymethyl)-3-[(2-chloroacetyl)amino]tetrahydropyran-4-yl] acetate
  • acetic acid [2,5-diacetoxy-6-(acetoxymethyl)-3-[(2-chloro-1-oxoethyl)amino]-4-tetrahydropyranyl] ester
  • [2,5-diacetyloxy-6-(acetyloxymethyl)-3-(2-chloroethanoylamino)oxan-4-yl] ethanoate
  • acetic acid [2,5-diacetoxy-6-(acetoxymethyl)-3-[(2-chloroacetyl)amino]tetrahydropyran-4-yl] ester

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
Trichomonas vaginalis histone deacetylase, putative 0.0248 0.826 0.648
Echinococcus multilocularis serine:threonine protein kinase MARK2 0.0094 0.0037 0.0045
Trypanosoma brucei histone deacetylase 1 0.0248 0.826 1
Loa Loa (eye worm) hypothetical protein 0.0248 0.826 0.826
Brugia malayi Histone deacetylase family protein 0.0223 0.6945 0.6945
Echinococcus multilocularis calcium activated potassium channel 0.0094 0.0037 0.0045
Echinococcus multilocularis histone deacetylase 7 0.0223 0.6945 0.8409
Loa Loa (eye worm) histone deacetylase 11 0.0107 0.0732 0.0732
Trichomonas vaginalis histone deacetylase, putative 0.0248 0.826 0.648
Schistosoma mansoni histone deacetylase 4 5 0.0223 0.6945 0.6945
Onchocerca volvulus Histone deacetylase 10 homolog 0.0107 0.0732 0.5
Toxoplasma gondii histone deacetylase HDAC1 0.0223 0.6945 0.8254
Echinococcus multilocularis histone deacetylase 3 0.0248 0.826 1
Trypanosoma brucei histone deacetylase 3 0.0223 0.6945 0.8254
Leishmania major histone deacetylase, putative 0.0248 0.826 1
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative 0.0248 0.826 0.648
Brugia malayi Histone deacetylase family protein 0.0223 0.6945 0.6945
Trichomonas vaginalis histone deacetylase, putative 0.0248 0.826 0.648
Brugia malayi Histone deacetylase 1 0.0248 0.826 0.826
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative 0.0248 0.826 0.648
Schistosoma mansoni histone deacetylase 4 5 0.0223 0.6945 0.6945
Echinococcus granulosus histone deacetylase 1 0.0248 0.826 1
Loa Loa (eye worm) histone deacetylase 3 0.0248 0.826 0.826
Brugia malayi histone deacetylase 11 0.0107 0.0732 0.0732
Echinococcus granulosus maternal embryonic leucine zipper kinase 0.0188 0.5056 0.6104
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative 0.0248 0.826 0.648
Entamoeba histolytica histone deacetylase, putative 0.0248 0.826 0.5
Echinococcus granulosus histone deacetylase 6 0.0223 0.6945 0.8401
Loa Loa (eye worm) CAMK/CAMKL/MELK protein kinase 0.0281 1 1
Trypanosoma brucei histone deacetylase, putative 0.0223 0.6945 0.8254
Echinococcus multilocularis serine:threonine protein kinase MARK2 0.0094 0.0037 0.0045
Trichomonas vaginalis CAMK family protein kinase 0.0281 1 1
Trypanosoma cruzi histone deacetylase 1, putative 0.0248 0.826 1
Echinococcus multilocularis histone deacetylase 1 0.0248 0.826 1
Toxoplasma gondii histone deacetylase HDAC2 0.0248 0.826 1
Trypanosoma cruzi histone deacetylase, putative 0.0223 0.6945 0.8254
Echinococcus multilocularis histone deacetylase 8 0.0107 0.0732 0.0886
Echinococcus multilocularis maternal embryonic leucine zipper kinase 0.0188 0.5056 0.6121
Echinococcus multilocularis histone deacetylase 6 0.023 0.7286 0.8821
Schistosoma mansoni histone deacetylase 0.0248 0.826 0.826
Schistosoma mansoni histone deacetylase hda2 0.023 0.7286 0.7286
Loa Loa (eye worm) histone deacetylase 0.0223 0.6945 0.6945
Echinococcus granulosus histone deacetylase 7 0.0223 0.6945 0.8401
Schistosoma mansoni serine/threonine protein kinase 0.0094 0.0037 0.0037
Schistosoma mansoni serine/threonine protein kinase 0.0094 0.0037 0.0037
Loa Loa (eye worm) histone deacetylase 7A 0.0223 0.6945 0.6945
Toxoplasma gondii histone deacetylase HDAC3 0.0248 0.826 1
Brugia malayi histone deacetylase 1 (HD1) 0.0248 0.826 0.826
Echinococcus granulosus histone deacetylase 0.0223 0.6945 0.8401
Trichomonas vaginalis histone deacetylase, putative 0.0248 0.826 0.648
Schistosoma mansoni serine/threonine protein kinase 0.0094 0.0037 0.0037
Echinococcus granulosus histone deacetylase 3 0.0248 0.826 1
Brugia malayi histone deacetylase 3 (HD3) 0.0248 0.826 0.826
Schistosoma mansoni histone deacetylase hda2 0.0107 0.0732 0.0732
Loa Loa (eye worm) histone deacetylase 1 0.0248 0.826 0.826
Schistosoma mansoni serine/threonine protein kinase 0.0094 0.0037 0.0037
Echinococcus granulosus histone deacetylase 6 0.0223 0.6945 0.8401
Echinococcus multilocularis histone deacetylase 6 0.0223 0.6945 0.8409
Trypanosoma cruzi histone deacetylase, putative 0.0223 0.6945 0.8254
Loa Loa (eye worm) hypothetical protein 0.0123 0.161 0.161
Giardia lamblia Histone deacetylase 0.0248 0.826 0.5
Loa Loa (eye worm) hypothetical protein 0.0107 0.0732 0.0732
Trichomonas vaginalis histone deacetylase, putative 0.0248 0.826 0.648
Plasmodium vivax histone deacetylase 1, putative 0.0248 0.826 1
Echinococcus multilocularis histone deacetylase 6 0.0223 0.6945 0.8409
Plasmodium falciparum histone deacetylase 1 0.0248 0.826 1
Schistosoma mansoni serine/threonine protein kinase 0.0094 0.0037 0.0037
Leishmania major histone deacetylase, putative 0.0248 0.826 1
Echinococcus multilocularis histone deacetylase 0.0223 0.6945 0.8409
Echinococcus granulosus histone deacetylase 8 0.0107 0.0732 0.0844
Trypanosoma cruzi histone deacetylase, putative 0.0223 0.6945 0.8254
Schistosoma mansoni serine/threonine kinase 0.0281 1 1
Echinococcus granulosus histone deacetylase 6 0.023 0.7286 0.8815
Trypanosoma brucei histone deacetylase 4 0.0223 0.6945 0.8254
Plasmodium vivax histone deacetylase, putative 0.0223 0.6945 0.8254
Trichomonas vaginalis histone deacetylase, putative 0.0248 0.826 0.648
Schistosoma mansoni histone deacetylase 0.0248 0.826 0.826
Plasmodium vivax histone deacetylase 2, putative 0.0223 0.6945 0.8254
Trypanosoma cruzi histone deacetylase 1, putative 0.0248 0.826 1
Schistosoma mansoni histone deacetylase 1 2 3 0.0107 0.0732 0.0732
Loa Loa (eye worm) hypothetical protein 0.0117 0.127 0.127

Activities

Activity type Activity value Assay description Source Reference
Days (functional) = 1 In vivo chemotherapy of ehrlich tumor in B6D2F1 mice at a dose of 0.71 (mmol/kg)/day expressed as number days after tumor challenge ChEMBL. 7277392
Days (functional) = 3 In vivo chemotherapy of ehrlich tumor in B6D2F1 mice at a dose of 0.35 (mmol/kg)/day expressed as number days after tumor challenge ChEMBL. 7277392
Days (functional) = 5 In vivo chemotherapy of ehrlich tumor in B6D2F1 mice at a dose of 0.71 (mmol/kg)/day expressed as number days after tumor challenge ChEMBL. 7277392
IC50 (functional) = 143 uM Compound was tested for concentration that inhibited thymidine incorporation in vitro by 50% ChEMBL. 7277392
IC50 (functional) = 143 uM Compound was tested for concentration that inhibited thymidine incorporation in vitro by 50% ChEMBL. 7277392
IC50 (functional) = 220 uM Compound was tested for concentration that inhibited thymidine incorporation in vitro by 50% ChEMBL. 7277392
IC50 (functional) = 220 uM Compound was tested for concentration that inhibited thymidine incorporation in vitro by 50% ChEMBL. 7277392
IC50 (functional) = 425 uM Compound was tested for concentration that inhibited thymidine incorporation in vitro by 50% ChEMBL. 7277392
IC50 (functional) = 425 uM Compound was tested for concentration that inhibited thymidine incorporation in vitro by 50% ChEMBL. 7277392
LD50 (ADMET) = 0.83 mM kg-1 Compound was tested for lethal dose administered in single dose intraperitoneally that killed 50% of the animals ChEMBL. 7277392
LD50 (ADMET) = 0.8300000000000004 mM kg-1 Compound was tested for lethal dose administered in single dose intraperitoneally that killed 50% of the animals ChEMBL. 7277392
LD50 (ADMET) = 1.12 mM kg-1 Compound was tested for lethal dose administered in single dose intraperitoneally that killed 50% of the animals ChEMBL. 7277392
LD50 (ADMET) = 1.12 mM kg-1 Compound was tested for lethal dose administered in single dose intraperitoneally that killed 50% of the animals ChEMBL. 7277392
LD50 (ADMET) = 1.6 mM kg-1 Compound was tested for lethal dose administered in single dose intraperitoneally that killed 50% of the animals ChEMBL. 7277392
LD50 (ADMET) = 1.6 mM kg-1 Compound was tested for lethal dose administered in single dose intraperitoneally that killed 50% of the animals ChEMBL. 7277392
Survivors (functional) 0 In vivo chemotherapy of ehrlich tumor in B6D2F1 mice at a dose of 0.35 (mmol/kg)/day was expressed as number of survivors on 60-day/number of treated; No data ChEMBL. 7277392
Survivors (functional) = 1 In vivo chemotherapy of ehrlich tumor in B6D2F1 mice at a dose of 0.71 (mmol/kg)/day was expressed as number of survivors on 60-day/number of treated; 1/8 ChEMBL. 7277392
Survivors (functional) = 4 In vivo chemotherapy of ehrlich tumor in B6D2F1 mice at a dose of 0.71 (mmol/kg)/day was expressed as number of survivors on 60-day/number of treated; 4/8 ChEMBL. 7277392
Survivors (functional) = 8 In vivo chemotherapy of ehrlich tumor in B6D2F1 mice at a dose of 0.71 (mmol/kg)/day was expressed as number of survivors on 60-day/number of treated; 8/8 ChEMBL. 7277392

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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