Detailed information for compound 90316

Basic information

Technical information
  • TDR Targets ID: 90316
  • Name: (6-oxocyclohexen-1-yl)methyl (E)-but-2-enoate
  • MW: 194.227 | Formula: C11H14O3
  • H donors: 0 H acceptors: 2 LogP: 1.42 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: C/C=C/C(=O)OCC1=CCCCC1=O
  • InChi: 1S/C11H14O3/c1-2-5-11(13)14-8-9-6-3-4-7-10(9)12/h2,5-6H,3-4,7-8H2,1H3/b5-2+
  • InChiKey: IQAJMALOOLNRLN-GORDUTHDSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (E)-2-butenoic acid (6-oxo-1-cyclohexenyl)methyl ester
  • (E)-but-2-enoic acid (6-ketocyclohexen-1-yl)methyl ester
  • 2-crotonyloxymethyl-2-cyclohexenone
  • (6-oxo-1-cyclohexenyl)methyl (E)-but-2-enoate
  • (E)-but-2-enoic acid (6-oxo-1-cyclohexenyl)methyl ester
  • (E)-but-2-enoic acid (6-keto-1-cyclohexenyl)methyl ester
  • 106281-45-2
  • 2-Comc
  • 2-Crotonyloxymethyl-cyclohex-2-enone
  • 2-Butenoic acid, (6-oxo-1-cyclohexen-1-yl)methyl ester

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens glutathione S-transferase pi 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_138481 All targets in OG5_138481
Brugia malayi glutathione transferase Get druggable targets OG5_138481 All targets in OG5_138481
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium falciparum glutathione S-transferase glutathione S-transferase pi 1 210 aa 200 aa 26.5 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium ulcerans geranylgeranyl pyrophosphate synthase 0.0228 0.1476 1
Entamoeba histolytica geranylgeranyl pyrophosphate synthetase, putative 0.0164 0 0.5
Leishmania major polyprenyl synthase, putative 0.06 1 1
Brugia malayi Polyprenyl synthetase family protein 0.0228 0.1476 0.1476
Mycobacterium tuberculosis Probable geranylgeranyl pyrophosphate synthetase IdsA2 (ggppsase) (GGPP synthetase) (geranylgeranyl diphosphate synthase) 0.0228 0.1476 1
Trichomonas vaginalis geranylgeranyl diphosphate synthase, putative 0.0228 0.1476 0.5
Mycobacterium leprae PROBABLE POLYPRENYL-DIPHOSPHATE SYNTHASE GRCC1 (POLYPRENYL PYROPHOSPHATE SYNTHETASE) 0.0164 0 0.5
Trichomonas vaginalis geranylgeranyl pyrophosphate synthase, putative 0.0228 0.1476 0.5
Wolbachia endosymbiont of Brugia malayi geranylgeranyl pyrophosphate synthase 0.0164 0 0.5
Echinococcus granulosus farnesyl pyrophosphate synthase 0.0228 0.1476 0.1476
Entamoeba histolytica geranylgeranyl pyrophosphate synthase, putative 0.0164 0 0.5
Toxoplasma gondii polyprenyl synthetase superfamily protein 0.0228 0.1476 1
Brugia malayi glutathione transferase 0.0232 0.1565 0.1565
Loa Loa (eye worm) polyprenyl synthetase 0.0228 0.1476 0.1476
Chlamydia trachomatis geranylgeranyl pyrophosphate synthase 0.0164 0 0.5
Trypanosoma cruzi polyprenyl synthase, putative 0.06 1 1
Giardia lamblia Farnesyl diphosphate synthase 0.0228 0.1476 0.5
Trypanosoma cruzi farnesyl pyrophosphate synthase 0.0228 0.1476 0.1476
Plasmodium falciparum geranylgeranyl pyrophosphate synthase, putative 0.0228 0.1476 1
Echinococcus granulosus geranylgeranyl pyrophosphate synthase 0.06 1 1
Entamoeba histolytica bifunctional short chain isoprenyl diphosphate synthase, putative 0.0164 0 0.5
Trypanosoma cruzi farnesyl pyrophosphate synthase, putative 0.0228 0.1476 0.1476
Wolbachia endosymbiont of Brugia malayi geranylgeranyl pyrophosphate synthase 0.0164 0 0.5
Treponema pallidum octaprenyl-diphosphate synthase 0.06 1 0.5
Leishmania major farnesyl pyrophosphate synthase 0.0228 0.1476 0.1476
Schistosoma mansoni farnesyl pyrophosphate synthase 0.0228 0.1476 0.1476
Trypanosoma brucei farnesyl pyrophosphate synthase 0.0228 0.1476 1
Schistosoma mansoni geranylgeranyl pyrophosphate synthase 0.06 1 1
Echinococcus multilocularis geranylgeranyl pyrophosphate synthase 0.06 1 1
Trypanosoma cruzi polyprenyl synthase, putative 0.06 1 1
Loa Loa (eye worm) geranylgeranyl pyrophosphate synthetase 0.06 1 1
Loa Loa (eye worm) hypothetical protein 0.0232 0.1565 0.1565
Mycobacterium ulcerans geranylgeranyl pyrophosphate synthase 0.0228 0.1476 1
Trichomonas vaginalis geranylgeranyl pyrophosphate synthase, putative 0.0228 0.1476 0.5
Echinococcus multilocularis farnesyl pyrophosphate synthase 0.0228 0.1476 0.1476
Plasmodium vivax geranylgeranyl pyrophosphate synthase 0.0228 0.1476 1

Activities

Activity type Activity value Assay description Source Reference
Activity (ADMET) Substrates for human cytosolic glutathione transferase GSTP1 ChEMBL. No reference
Activity (ADMET) Substrates for human cytosolic glutathione transferase GSTA4 ChEMBL. No reference
Activity (ADMET) Substrates for human cytosolic glutathione transferase GSTM2 ChEMBL. No reference
IC50 (functional) = 0.046 uM Tested in vitro growth inhibition against B16 melanotic melanoma cells ChEMBL. 12502374
IC50 (functional) = 0.046 uM Tested in vitro growth inhibition against B16 melanotic melanoma cells ChEMBL. 12502374
IC50 (functional) = 0.8 uM Tested for cytotoxicity against HT-29 (wt)cells ChEMBL. 12502374
IC50 (functional) = 0.8 uM Tested for cytotoxicity against HT-29 (wt)cells ChEMBL. 12502374
IC50 (functional) = 1.8 uM Tested for cytotoxicity against HT-29 (MDR)cells ChEMBL. 12502374
IC50 (functional) = 1.8 uM Tested for cytotoxicity against HT-29 (MDR)cells ChEMBL. 12502374
IC50 (binding) = 13.2 uM Inhibitory concentration against GSTP1-1 overexpressed in MCF-7piGST cells ChEMBL. 16220971
IC50 (binding) = 13.2 uM Inhibitory concentration against GSTP1-1 overexpressed in MCF-7piGST cells ChEMBL. 16220971
IC50 (binding) = 29.6 uM Inhibitory concentration against GSTP1-1 overexpressed in MCF7wt cells ChEMBL. 16220971
IC50 (binding) = 29.6 uM Inhibitory concentration against GSTP1-1 overexpressed in MCF7wt cells ChEMBL. 16220971
IC50 (functional) = 40 uM Cytotoxicity against human H460 cells by MTT assay ChEMBL. 17174551
IC50 (ADMET) = 40 uM Cytotoxicity against human H460 cells assessed as surviving cells after 4 days by MTT assay ChEMBL. 17870533
IC50 (functional) = 40 uM Cytotoxicity against human H460 cells by MTT assay ChEMBL. 17174551
IC50 (ADMET) = 40 uM Cytotoxicity against human H460 cells assessed as surviving cells after 4 days by MTT assay ChEMBL. 17870533
IC50 (functional) = 55 uM Cytotoxicity against human A549 cells by MTT assay ChEMBL. 17174551
IC50 (ADMET) = 55 uM Cytotoxicity against human A549 cells assessed as surviving cells after 4 days by MTT assay ChEMBL. 17870533
IC50 (functional) = 55 uM Cytotoxicity against human A549 cells by MTT assay ChEMBL. 17174551
IC50 (ADMET) = 55 uM Cytotoxicity against human A549 cells assessed as surviving cells after 4 days by MTT assay ChEMBL. 17870533
Ratio (binding) = 2.2 Ratio between MCF7wt to MCF-7piGST cells overexpressing in GSTP1-1 ChEMBL. 16220971

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 12502374
Mus musculus ChEMBL23 12502374

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

4 literature references were collected for this gene.

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