Detailed information for compound 81495

Basic information

Technical information
  • TDR Targets ID: 81495
  • Name: 4-(dimethylaminomethyl)-2,6-di(propan-2-yl)ph enol
  • MW: 235.365 | Formula: C15H25NO
  • H donors: 1 H acceptors: 1 LogP: 3.66 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: CN(Cc1cc(C(C)C)c(c(c1)C(C)C)O)C
  • InChi: 1S/C15H25NO/c1-10(2)13-7-12(9-16(5)6)8-14(11(3)4)15(13)17/h7-8,10-11,17H,9H2,1-6H3
  • InChiKey: DEYFSRVIHDNQHT-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 4-(dimethylaminomethyl)-2,6-diisopropyl-phenol
  • 4-(dimethylaminomethyl)-2,6-diisopropylphenol
  • 4918-95-0
  • alpha-(Dimethylamino)-m-cresol hydrochloride
  • NSC68328
  • BIM-0016911.P001
  • p-CRESOL, alpha-(DIMETHYLAMINO)-2,6-DIISOPROPYL-
  • Oprea1_662916
  • CBMicro_016910
  • CA-0871
  • 3-Hydroxybenzyldimethylamine hydrochloride
  • 4-13-00-02008 (Beilstein Handbook Reference)
  • BRN 2939746
  • NSC 68328
  • alpha-(Dimethylamino)-2,6-diisopropyl-p-cresol

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Trypanosoma brucei gambiense trypanothione reductase, putative References
Trypanosoma brucei trypanothione reductase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum ko:K00384 thioredoxin reductase (NADPH) [EC1.8.1.9], putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium vivax thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Brugia malayi glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Cryptosporidium parvum thioredoxin reductase 1 Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium falciparum thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma congolense trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania mexicana trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium vivax glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Theileria parva thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium berghei glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Neospora caninum Glutathione reductase, related Get druggable targets OG5_126785 All targets in OG5_126785
Candida albicans similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium yoelii glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania infantum trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium knowlesi glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania major trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Loa Loa (eye worm) glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium knowlesi thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium yoelii thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma brucei gambiense trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma brucei trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Loa Loa (eye worm) thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Echinococcus multilocularis thioredoxin glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania donovani trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma cruzi trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania braziliensis trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium berghei thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr Get druggable targets OG5_126785 All targets in OG5_126785
Neospora caninum MGC84926 protein, related Get druggable targets OG5_126785 All targets in OG5_126785
Candida albicans similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase Get druggable targets OG5_126785 All targets in OG5_126785
Cryptosporidium hominis thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Echinococcus granulosus thioredoxin glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Babesia bovis thiodoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Toxoplasma gondii thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Brugia malayi Thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium falciparum glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
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
Echinococcus multilocularis musashi 0.0033 0.0235 0.0498
Trichomonas vaginalis CAMK family protein kinase 0.0114 0.2307 0.3234
Mycobacterium tuberculosis Probable soluble pyridine nucleotide transhydrogenase SthA (STH) (NAD(P)(+) transhydrogenase [B-specific]) (nicotinamide nucleot 0.0073 0.1252 0.2647
Brugia malayi Glycosyl hydrolases family 31 protein 0.0197 0.4408 0.6765
Trypanosoma brucei dihydrolipoyl dehydrogenase 0.0073 0.1252 0.2647
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0304 0.7133 1
Trypanosoma cruzi trypanothione reductase, putative 0.0209 0.4729 1
Trichomonas vaginalis maltase-glucoamylase, putative 0.0044 0.0517 0.0725
Plasmodium falciparum thioredoxin reductase 0.0209 0.4729 1
Echinococcus granulosus lamin 0.0033 0.0235 0.0498
Trichomonas vaginalis CAMK family protein kinase 0.0114 0.2307 0.3234
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0304 0.7133 1
Leishmania major dihydrolipoamide dehydrogenase, putative 0.0073 0.1252 0.2647
Trichomonas vaginalis sucrase-isomaltase, putative 0.0044 0.0517 0.0725
Giardia lamblia Fructose-bisphosphate aldolase 0.0304 0.7133 1
Trichomonas vaginalis alpha-glucosidase, putative 0.0044 0.0517 0.0725
Loa Loa (eye worm) PLK/PLK1 protein kinase 0.0114 0.2307 0.354
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.0073 0.1252 0.2647
Leishmania major alpha glucosidase II subunit, putative 0.0044 0.0517 0.1094
Echinococcus granulosus intermediate filament protein 0.0033 0.0235 0.0498
Leishmania major dihydrolipoamide dehydrogenase, putative 0.0073 0.1252 0.2647
Plasmodium vivax thioredoxin reductase, putative 0.0209 0.4729 1
Echinococcus multilocularis serine:threonine protein kinase PLK1 0.0114 0.2307 0.4878
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0304 0.7133 1
Brugia malayi Pyridine nucleotide-disulphide oxidoreductase, dimerisation domain containing protein 0.0053 0.0762 0.117
Trypanosoma brucei dihydrolipoamide dehydrogenase, point mutation 0.0073 0.1252 0.2647
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.0073 0.1252 0.3935
Loa Loa (eye worm) intermediate filament protein 0.0033 0.0235 0.0361
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0209 0.4729 1
Loa Loa (eye worm) hypothetical protein 0.0032 0.022 0.0338
Schistosoma mansoni kinase 0.0058 0.0881 0.0881
Trichomonas vaginalis CAMK family protein kinase 0.0114 0.2307 0.3234
Toxoplasma gondii thioredoxin reductase 0.0209 0.4729 1
Loa Loa (eye worm) glutathione reductase 0.0209 0.4729 0.7257
Mycobacterium ulcerans fructose-bisphosphate aldolase 0.0148 0.3181 1
Brugia malayi alpha keto acid dehydrogenase complex, E3 component, lipoamide dehydrogenase 0.0053 0.0762 0.117
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0304 0.7133 1
Loa Loa (eye worm) glycosyl hydrolase family 31 protein 0.0044 0.0517 0.0794
Brugia malayi serine/threonine-protein kinase plk-2 0.0114 0.2307 0.354
Mycobacterium tuberculosis Probable reductase 0.0144 0.3074 0.6501
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.0073 0.1252 0.3935
Schistosoma mansoni alpha glucosidase 0.0044 0.0517 0.0517
Trypanosoma cruzi polo-like protein kinase, putative 0.0114 0.2307 0.4878
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0198 0.4429 0.9365
Loa Loa (eye worm) thioredoxin reductase 0.0209 0.4729 0.7257
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0073 0.1252 0.2647
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0304 0.7133 1
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.0033 0.0235 0.0361
Trichomonas vaginalis CAMK family protein kinase 0.0114 0.2307 0.3234
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.0073 0.1252 0.2647
Echinococcus multilocularis thioredoxin glutathione reductase 0.0209 0.4729 1
Trichomonas vaginalis mercuric reductase, putative 0.0073 0.1252 0.1755
Trichomonas vaginalis neutral alpha-glucosidase ab precursor, putative 0.0044 0.0517 0.0725
Trichomonas vaginalis neutral alpha-glucosidase ab precursor, putative 0.0044 0.0517 0.0725
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0073 0.1252 0.5
Loa Loa (eye worm) hypothetical protein 0.0033 0.0235 0.0361
Trypanosoma cruzi trypanothione reductase, putative 0.0073 0.1252 0.2647
Echinococcus multilocularis lysosomal alpha glucosidase 0.0197 0.4408 0.9322
Trichomonas vaginalis CAMK family protein kinase 0.0114 0.2307 0.3234
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.0073 0.1252 0.1921
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0198 0.4429 0.9365
Entamoeba histolytica glycosyl hydrolase, family 31 protein 0.0044 0.0517 0.0725
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0304 0.7133 1
Mycobacterium tuberculosis Probable dehydrogenase 0.0144 0.3074 0.6501
Trichomonas vaginalis alpha-glucosidase, putative 0.0044 0.0517 0.0725
Echinococcus multilocularis neutral alpha glucosidase AB 0.0044 0.0517 0.1094
Brugia malayi follicle stimulating hormone receptor 0.028 0.6517 1
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0073 0.1252 0.2647
Entamoeba histolytica serine/threonine protein kinase, putative 0.0114 0.2307 0.3234
Trichomonas vaginalis alpha-glucosidase, putative 0.0044 0.0517 0.0725
Schistosoma mansoni lamin 0.0033 0.0235 0.0235
Trypanosoma brucei glucosidase, putative 0.0044 0.0517 0.1094
Mycobacterium leprae Probable fructose bisphosphate aldolase Fba 0.0148 0.3181 0.079
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.0073 0.1252 0.2647
Brugia malayi Intermediate filament tail domain containing protein 0.0033 0.0235 0.0361
Leishmania major 2-oxoglutarate dehydrogenase, e3 component, lipoamidedehydrogenase-like protein 0.0073 0.1252 0.2647
Schistosoma mansoni alpha-glucosidase 0.0169 0.3712 0.3712
Trypanosoma cruzi hypothetical protein, conserved 0.0044 0.0517 0.1094
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0144 0.3074 0.6501
Schistosoma mansoni lamin 0.0033 0.0235 0.0235
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0304 0.7133 1
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.0073 0.1252 0.1252
Echinococcus granulosus serine:threonine protein kinase PLK1 0.0114 0.2307 0.4878
Schistosoma mansoni alpha-glucosidase 0.0169 0.3712 0.3712
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0304 0.7133 1
Trypanosoma brucei dihydrolipoamide dehydrogenase 0.0073 0.1252 0.2647
Echinococcus multilocularis lamin 0.0033 0.0235 0.0498
Trichomonas vaginalis alpha-glucosidase, putative 0.0044 0.0517 0.0725
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.0073 0.1252 0.2647
Trypanosoma brucei trypanothione reductase 0.0209 0.4729 1
Mycobacterium tuberculosis Probable oxidoreductase 0.0198 0.4429 0.9365
Giardia lamblia Kinase, PLK 0.0114 0.2307 0.3234
Trichomonas vaginalis CAMK family protein kinase 0.0056 0.0843 0.1182
Brugia malayi Thioredoxin reductase 0.0209 0.4729 0.7257
Trichomonas vaginalis CAMK family protein kinase 0.0114 0.2307 0.3234
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0073 0.1252 0.5
Brugia malayi intermediate filament protein 0.0033 0.0235 0.0361
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0073 0.1252 0.2647
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0073 0.1252 0.2647
Plasmodium falciparum glutathione reductase 0.0209 0.4729 1
Echinococcus multilocularis lysosomal alpha glucosidase 0.0197 0.4408 0.9322
Trypanosoma cruzi hypothetical protein, conserved 0.0044 0.0517 0.1094
Leishmania major trypanothione reductase 0.0209 0.4729 1
Leishmania major protein kinase, putative,polo-like protein kinase, putative 0.0114 0.2307 0.4878
Trypanosoma brucei polo-like protein kinase 0.0114 0.2307 0.4878
Echinococcus granulosus lysosomal alpha glucosidase 0.0197 0.4408 0.9322
Treponema pallidum fructose-bisphosphate aldolase 0.0304 0.7133 1
Echinococcus multilocularis lamin dm0 0.0033 0.0235 0.0498
Leishmania major acetoin dehydrogenase e3 component-like protein 0.0073 0.1252 0.2647
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0144 0.3074 0.6501
Schistosoma mansoni serine/threonine protein kinase 0.0114 0.2307 0.2307
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0144 0.3074 0.6501
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0304 0.7133 1
Giardia lamblia NADH oxidase lateral transfer candidate 0.0073 0.1252 0.1755
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0073 0.1252 0.2647
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0304 0.7133 1
Plasmodium vivax glutathione reductase, putative 0.0209 0.4729 1
Echinococcus granulosus neutral alpha glucosidase AB 0.0044 0.0517 0.1094
Trichomonas vaginalis glutathione reductase, putative 0.0073 0.1252 0.1755
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0198 0.4429 1
Toxoplasma gondii pyruvate dehydrogenase complex subunit PDH-E3II 0.0073 0.1252 0.1744
Loa Loa (eye worm) glycosyl hydrolase family 31 protein 0.0197 0.4408 0.6765
Schistosoma mansoni intermediate filament proteins 0.0033 0.0235 0.0235
Entamoeba histolytica glycosyl hydrolase, family 31 protein 0.0044 0.0517 0.0725
Trichomonas vaginalis CAMK family protein kinase 0.0114 0.2307 0.3234
Loa Loa (eye worm) follicle stimulating hormone receptor 0.028 0.6517 1
Brugia malayi Glycosyl hydrolases family 31 protein 0.0044 0.0517 0.0794
Trichomonas vaginalis CAMK family protein kinase 0.0056 0.0843 0.1182
Brugia malayi glutathione reductase 0.0209 0.4729 0.7257
Trypanosoma cruzi polo-like protein kinase, putative 0.0114 0.2307 0.4878
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0073 0.1252 0.5
Trypanosoma brucei dihydrolipoamide dehydrogenase 0.0073 0.1252 0.2647
Echinococcus granulosus lamin dm0 0.0033 0.0235 0.0498
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0073 0.1252 0.2647
Trichomonas vaginalis alpha-glucosidase, putative 0.0044 0.0517 0.0725
Mycobacterium tuberculosis Probable fructose-bisphosphate aldolase Fba 0.0148 0.3181 0.6727
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0144 0.3074 0.6501
Onchocerca volvulus Serine\/threonine kinase homolog 0.0114 0.2307 1
Onchocerca volvulus 0.0114 0.23 0.9966
Mycobacterium ulcerans flavoprotein disulfide reductase 0.0073 0.1252 0.3935
Echinococcus granulosus thioredoxin glutathione reductase 0.0209 0.4729 1
Toxoplasma gondii NADPH-glutathione reductase 0.0073 0.1252 0.1744

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) > 50 uM Antiproliferative activity against Trypanosoma brucei ChEMBL. 17197182
EC50 (functional) > 50 uM Antiproliferative activity against Trypanosoma brucei ChEMBL. 17197182
IC50 (binding) = 11.8 uM Inhibition of TR by DTNB-coupled assay ChEMBL. 17197182
IC50 (binding) = 11.8 uM Inhibition of TR by DTNB-coupled assay ChEMBL. 17197182
IC50 (binding) = 79.3 uM Inhibition of human GR ChEMBL. 17197182
IC50 (binding) = 79.3 uM Inhibition of human GR ChEMBL. 17197182
IC50 (binding) = 739 uM Inhibition of [35S]-TBPS binding to GABA-A receptor in rat cerebral cortex. ChEMBL. 9599235
IC50 (binding) = 739 uM Inhibition of [35S]-TBPS binding to GABA-A receptor in rat cerebral cortex. ChEMBL. 9599235
logP (ADMET) = 2.5 Partition coefficient (logP) ChEMBL. 9599235
Ratio IC50 (binding) = 6.7 Selectivity for TR over human GR ChEMBL. 17197182

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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