Detailed information for compound 335340

Basic information

Technical information
  • TDR Targets ID: 335340
  • Name: 1,2-bis(4-methylphenyl)ethane-1,2-dione
  • MW: 238.281 | Formula: C16H14O2
  • H donors: 0 H acceptors: 2 LogP: 3.64 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(C(=O)c1ccc(cc1)C)c1ccc(cc1)C
  • InChi: 1S/C16H14O2/c1-11-3-7-13(8-4-11)15(17)16(18)14-9-5-12(2)6-10-14/h3-10H,1-2H3
  • InChiKey: BCWCEHMHCDCJAD-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1,2-bis(p-tolyl)ethane-1,2-dione
  • 4,4'-dimethylbenzil
  • 3457-48-5
  • 1,2-ethanedione, 1,2-bis(4-methylphenyl)-
  • InChI=1/C16H14O2/c1-11-3-7-13(8-4-11)15(17)16(18)14-9-5-12(2)6-10-14/h3-10H,1-2H
  • Di-p-tolylethanedione
  • EINECS 222-388-2
  • 146706_ALDRICH
  • 4,4′-Dimethylbenzil
  • ST5308479
  • ZINC01590056
  • Ethandione, bis(p-tolyl)-
  • NSC22505
  • p-Tolil

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens carboxylesterase 2 Starlite/ChEMBL References
Oryctolagus cuniculus Acyl coenzyme A:cholesterol acyltransferase Starlite/ChEMBL References
Homo sapiens carboxylesterase 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium tuberculosis Carboxylesterase LipT Get druggable targets OG5_127908 All targets in OG5_127908
Mycobacterium ulcerans carboxylesterase, LipT Get druggable targets OG5_127908 All targets in OG5_127908
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Onchocerca volvulus Carnitine O-palmitoyltransferase 2, mitochondrial homolog Acyl coenzyme A:cholesterol acyltransferase   565 aa 539 aa 27.6 %
Brugia malayi Carboxylesterase family protein carboxylesterase 1 567 aa 532 aa 24.1 %
Drosophila melanogaster alpha-Esterase-7 Acyl coenzyme A:cholesterol acyltransferase   565 aa 518 aa 31.9 %
Echinococcus granulosus acetylcholinesterase Acyl coenzyme A:cholesterol acyltransferase   565 aa 527 aa 30.6 %
Schistosoma mansoni gliotactin Acyl coenzyme A:cholesterol acyltransferase   565 aa 575 aa 26.3 %
Echinococcus multilocularis acetylcholinesterase Acyl coenzyme A:cholesterol acyltransferase   565 aa 518 aa 30.7 %
Onchocerca volvulus Acyl coenzyme A:cholesterol acyltransferase   565 aa 573 aa 27.4 %
Brugia malayi Carboxylesterase family protein Acyl coenzyme A:cholesterol acyltransferase   565 aa 523 aa 24.5 %
Onchocerca volvulus Putative nuclear protein Acyl coenzyme A:cholesterol acyltransferase   565 aa 549 aa 32.4 %
Onchocerca volvulus Acyl coenzyme A:cholesterol acyltransferase   565 aa 579 aa 26.3 %
Brugia malayi Carboxylesterase family protein Acyl coenzyme A:cholesterol acyltransferase   565 aa 531 aa 28.4 %
Echinococcus multilocularis BC026374 protein (S09 family) Acyl coenzyme A:cholesterol acyltransferase   565 aa 575 aa 28.2 %
Drosophila melanogaster CG10175 gene product from transcript CG10175-RE Acyl coenzyme A:cholesterol acyltransferase   565 aa 568 aa 28.4 %
Echinococcus multilocularis acetylcholinesterase Acyl coenzyme A:cholesterol acyltransferase   565 aa 589 aa 31.7 %
Brugia malayi Carboxylesterase family protein carboxylesterase 2 623 aa 524 aa 24.8 %
Onchocerca volvulus Molybdopterin synthase catalytic subunit homolog Acyl coenzyme A:cholesterol acyltransferase   565 aa 507 aa 29.6 %
Loa Loa (eye worm) acetylcholinesterase 1 Acyl coenzyme A:cholesterol acyltransferase   565 aa 516 aa 34.9 %
Onchocerca volvulus Acyl coenzyme A:cholesterol acyltransferase   565 aa 526 aa 21.9 %
Echinococcus granulosus BC026374 protein S09 family Acyl coenzyme A:cholesterol acyltransferase   565 aa 577 aa 28.1 %
Drosophila melanogaster alpha-Esterase-6 Acyl coenzyme A:cholesterol acyltransferase   565 aa 566 aa 29.5 %
Onchocerca volvulus Galectin homolog Acyl coenzyme A:cholesterol acyltransferase   565 aa 544 aa 30.5 %
Brugia malayi Carboxylesterase family protein Acyl coenzyme A:cholesterol acyltransferase   565 aa 537 aa 29.1 %
Echinococcus multilocularis neuroligin Acyl coenzyme A:cholesterol acyltransferase   565 aa 507 aa 25.6 %
Loa Loa (eye worm) hypothetical protein Acyl coenzyme A:cholesterol acyltransferase   565 aa 575 aa 25.4 %
Loa Loa (eye worm) hypothetical protein Acyl coenzyme A:cholesterol acyltransferase   565 aa 524 aa 25.6 %
Onchocerca volvulus Acyl coenzyme A:cholesterol acyltransferase   565 aa 549 aa 27.5 %
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) Acyl coenzyme A:cholesterol acyltransferase   565 aa 596 aa 31.5 %
Schistosoma japonicum ko:K01050 cholinesterase [EC3.1.1.8], putative Acyl coenzyme A:cholesterol acyltransferase   565 aa 574 aa 30.0 %
Echinococcus granulosus neuroligin Acyl coenzyme A:cholesterol acyltransferase   565 aa 569 aa 24.4 %
Brugia malayi Carboxylesterase family protein Acyl coenzyme A:cholesterol acyltransferase   565 aa 505 aa 28.5 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi Nuclear hormone receptor-like 1 0.1937 1 1
Echinococcus granulosus retinoic acid receptor rxr beta a 0.1937 1 1
Chlamydia trachomatis signal peptidase I 0.0551 0.0039 0.5
Brugia malayi nuclear receptor NHR-88 0.1937 1 1
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.1937 1 1
Loa Loa (eye worm) hypothetical protein 0.1937 1 1
Loa Loa (eye worm) hypothetical protein 0.1937 1 1
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.1937 1 1
Schistosoma mansoni RAR-like nuclear receptor 0.1937 1 1
Schistosoma mansoni retinoic acid receptor RXR 0.1937 1 1
Onchocerca volvulus Bile acid receptor homolog 0.1937 1 1
Loa Loa (eye worm) steroid hormone receptor 0.1937 1 1
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.1937 1 1
Brugia malayi Nuclear hormone receptor family member nhr-40 0.1937 1 1
Treponema pallidum signal peptidase I 0.0551 0.0039 0.5
Brugia malayi hypothetical protein 0.1023 0.343 0.1071
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.1937 1 1
Brugia malayi Nuclear hormone receptor family member nhr-49 0.1937 1 1
Brugia malayi Nuclear hormone receptor family member nhr-14 0.1937 1 1
Loa Loa (eye worm) hypothetical protein 0.1937 1 1
Brugia malayi Nuclear hormone receptor-like 1 0.1023 0.343 0.1071
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.1937 1 1
Schistosoma mansoni thyroid hormone receptor 0.1937 1 1
Echinococcus granulosus ecdysone induced protein 78C 0.1937 1 1
Brugia malayi nuclear receptor RXR 0.1023 0.343 0.1071
Schistosoma mansoni ecdysone-induced protein 78c (dr-78) 0.1023 0.343 0.1071
Brugia malayi Nuclear hormone receptor family member nhr-25 0.1937 1 1
Loa Loa (eye worm) hypothetical protein 0.1937 1 1
Brugia malayi nuclear hormone receptor 0.1937 1 1
Schistosoma mansoni thyroid hormone receptor 0.1937 1 1
Echinococcus multilocularis nuclear receptor subfamily 1 group D 0.1023 0.343 0.1071
Treponema pallidum signal peptidase I (sip) 0.0551 0.0039 0.5
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.1937 1 1
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.1937 1 1
Brugia malayi Nuclear hormone receptor family member nhr-3 0.1937 1 1
Echinococcus multilocularis thyroid hormone receptor alpha 0.1937 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.1937 1 1
Brugia malayi Nuclear hormone receptor family member nhr-19 0.1937 1 1
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.1937 1 1
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.1937 1 1
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.1937 1 1
Loa Loa (eye worm) hypothetical protein 0.1023 0.343 0.1071
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.1937 1 1
Echinococcus multilocularis ecdysone induced protein 78C 0.1937 1 1
Loa Loa (eye worm) nuclear hormone receptor-like 1 0.1023 0.343 0.1071
Brugia malayi photoreceptor-specific nuclear receptor 0.1937 1 1
Brugia malayi Nuclear hormone receptor family member nhr-1 0.1937 1 1
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.1937 1 1
Brugia malayi Nuclear hormone receptor family member nhr-41 0.1937 1 1
Brugia malayi hypothetical protein 0.1023 0.343 0.1071
Loa Loa (eye worm) hypothetical protein 0.1937 1 1
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.1937 1 1
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.1937 1 1
Loa Loa (eye worm) hypothetical protein 0.1937 1 1
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.1937 1 1
Loa Loa (eye worm) hypothetical protein 0.1023 0.343 0.1071
Loa Loa (eye worm) hypothetical protein 0.1937 1 1
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.1937 1 1
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.1937 1 1
Schistosoma mansoni Tr4/Tr2 (homologue) 0.1937 1 1
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.1937 1 1
Schistosoma mansoni retinoid-x-receptor (RXR) 0.1023 0.343 0.1071
Loa Loa (eye worm) hypothetical protein 0.1937 1 1
Schistosoma mansoni nuclear hormone receptor 0.1937 1 1
Brugia malayi Steroid receptor seven-up type 2 0.1937 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.1937 1 1
Schistosoma mansoni retinoid-x-receptor (RXR) 0.1937 1 1
Onchocerca volvulus Protein ultraspiracle homolog 0.1937 1 1
Echinococcus multilocularis FTZ F1 alpha 0.1937 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.1937 1 1
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.1937 1 1
Schistosoma mansoni coup transcription factor 0.1937 1 1
Brugia malayi steroid hormone receptor 0.1937 1 1
Echinococcus granulosus nuclear receptor 2DBD gamma 0.1937 1 1
Brugia malayi Nuclear hormone receptor-like 1 0.1023 0.343 0.1071
Brugia malayi Nuclear hormone receptor family member nhr-31 0.1937 1 1
Echinococcus granulosus FTZ F1 alpha 0.1937 1 1
Echinococcus granulosus nuclear receptor subfamily 1 group D 0.1023 0.343 0.1071
Echinococcus granulosus nuclear receptor 2DBD gamma 0.1937 1 1
Mycobacterium ulcerans signal peptidase I LepB 0.0766 0.158 1
Mycobacterium tuberculosis Probable signal peptidase I LepB (SPASE I) (leader peptidase I). 0.0766 0.158 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.1937 1 1
Brugia malayi Nuclear hormone receptor family member nhr-19 0.1937 1 1
Wolbachia endosymbiont of Brugia malayi Signal peptidase I 0.0766 0.158 0.5
Loa Loa (eye worm) hypothetical protein 0.1023 0.343 0.1071
Loa Loa (eye worm) hypothetical protein 0.1023 0.343 0.1071
Brugia malayi Nuclear hormone receptor family member nhr-25 0.1937 1 1
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.1937 1 1
Schistosoma mansoni steroid hormone receptor ad4bp 0.1937 1 1
Loa Loa (eye worm) hypothetical protein 0.1023 0.343 0.1071
Onchocerca volvulus 0.1937 1 1
Mycobacterium leprae PROBABLE SIGNAL PEPTIDASE I LEPB (SPASE I) (LEADER PEPTIDASE I). 0.0766 0.158 0.5

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 6.27 Inhibition of human carboxylesterase 1 ChEMBL. 19062296
Ki (binding) = 49.6 nM Inhibition constant against rabbit liver carboxylesterase (rCE) using nitrophenyl acetate (o-NPA) as substrate ChEMBL. 15828829
Ki (binding) = 49.6 nM Inhibition constant against rabbit liver carboxylesterase (rCE) using nitrophenyl acetate (o-NPA) as substrate ChEMBL. 15828829
Ki (binding) = 60.4 nM Inhibition constant against human intestinal carboxylesterase 2 (hiCE) using nitrophenyl acetate (o-NPA) as substrate ChEMBL. 15828829
Ki (binding) = 60.4 nM Inhibition constant against human intestinal carboxylesterase 2 (hiCE) using nitrophenyl acetate (o-NPA) as substrate ChEMBL. 15828829
Ki (binding) = 532 nM Inhibition constant against human liver carboxylesterase 1 (hCE1) using nitrophenyl acetate (o-NPA) as substrate ChEMBL. 15828829
Ki (binding) = 532 nM Inhibition constant against human liver carboxylesterase 1 (hCE1) using nitrophenyl acetate (o-NPA) as substrate ChEMBL. 15828829
Ki (binding) > 100000 nM Inhibition constant against human Acetylcholinesterase (hAcChE) using acetylthiocholine (AcTCh) as substrate ChEMBL. 15828829
Ki (binding) > 100000 nM Inhibition constant against human Butyrylcholinesterase (hBuChE) using butyrylthiocholine (BuTCh) as substrate ChEMBL. 15828829
Ki (binding) > 100000 nM Inhibition constant against human Acetylcholinesterase (hAcChE) using acetylthiocholine (AcTCh) as substrate ChEMBL. 15828829
Ki (binding) > 100000 nM Inhibition constant against human Butyrylcholinesterase (hBuChE) using butyrylthiocholine (BuTCh) as substrate ChEMBL. 15828829

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

2 literature references were collected for this gene.

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