Detailed information for compound 303735

Basic information

Technical information
  • TDR Targets ID: 303735
  • Name: 4-(morpholin-4-ylmethyl)-2,6-di(propan-2-yl)p henol
  • MW: 277.402 | Formula: C17H27NO2
  • H donors: 1 H acceptors: 1 LogP: 3.28 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: CC(c1cc(CN2CCOCC2)cc(c1O)C(C)C)C
  • InChi: 1S/C17H27NO2/c1-12(2)15-9-14(10-16(13(3)4)17(15)19)11-18-5-7-20-8-6-18/h9-10,12-13,19H,5-8,11H2,1-4H3
  • InChiKey: NNRAQSNXAOYDHG-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2,6-diisopropyl-4-(morpholinomethyl)phenol
  • MLS000693439
  • SMR000299980
  • A3383/0143549
  • Phenol, 2,6-diisopropyl-4-(morpholin-4-yl)methyl-
  • 2,6-diisopropyl-4-(4-morpholinylmethyl)phenol

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Schistosoma mansoni Thioredoxin glutathione reductase Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi glutathione 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
Cryptosporidium hominis thioredoxin reductase 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
Echinococcus multilocularis thioredoxin glutathione 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
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 yoelii thioredoxin reductase 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
Trypanosoma cruzi trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania donovani trypanothione 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
Neospora caninum MGC84926 protein, related 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
Theileria parva thioredoxin reductase, putative 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
Plasmodium knowlesi glutathione reductase, putative 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 vivax thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium falciparum thioredoxin reductase 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
Plasmodium berghei thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Schistosoma japonicum ko:K00384 thioredoxin reductase (NADPH) [EC1.8.1.9], 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 yoelii glutathione reductase 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
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr Get druggable targets OG5_126785 All targets in OG5_126785
Toxoplasma gondii thioredoxin 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 knowlesi thioredoxin reductase, putative 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
Leishmania mexicana trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma brucei trypanothione 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
Trypanosoma brucei gambiense trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Neospora caninum glutathione reductase, putative Thioredoxin glutathione reductase   598 aa 532 aa 34.6 %
Onchocerca volvulus Thioredoxin glutathione reductase   598 aa 533 aa 50.8 %
Plasmodium knowlesi dihydrolipoyl dehydrogenase, apicoplast, putative Thioredoxin glutathione reductase   598 aa 518 aa 22.0 %
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative Thioredoxin glutathione reductase   598 aa 521 aa 21.5 %
Neospora caninum Dihydrolipoyl dehydrogenase (EC 1.8.1.4), related Thioredoxin glutathione reductase   598 aa 512 aa 28.3 %
Toxoplasma gondii NADPH-glutathione reductase Thioredoxin glutathione reductase   598 aa 555 aa 33.5 %
Plasmodium yoelii dihydrolipoamide dehydrogenase Thioredoxin glutathione reductase   598 aa 537 aa 24.2 %
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast Thioredoxin glutathione reductase   598 aa 513 aa 25.0 %
Neospora caninum hypothetical protein Thioredoxin glutathione reductase   598 aa 485 aa 30.5 %
Plasmodium berghei dihydrolipoyl dehydrogenase, apicoplast, putative Thioredoxin glutathione reductase   598 aa 538 aa 25.3 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) lethal protein 721 0.0085 0.0115 1
Mycobacterium tuberculosis UDP-galactopyranose mutase Glf (UDP-GALP mutase) (NAD+-flavin adenine dinucleotide-requiring enzyme) 0.0085 0.0115 0.5574
Mycobacterium tuberculosis Probable dehydrogenase 0.0085 0.0115 0.5574
Echinococcus granulosus prenylcysteine oxidase 0.0085 0.0115 1
Mycobacterium leprae PROBABLE NADH DEHYDROGENASE NDH 0.0104 0.0172 0.6255
Toxoplasma gondii prenylcysteine oxidase 0.0085 0.0115 1
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0104 0.0172 0.8342
Trypanosoma cruzi squalene monooxygenase, putative 0.3458 1 1
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0104 0.0172 0.8342
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0116 0.0206 1
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0116 0.0206 1
Onchocerca volvulus 0.0085 0.0115 0.5
Toxoplasma gondii electron transfer flavoprotein-ubiquinone oxidoreductase 0.0085 0.0115 1
Trypanosoma cruzi UDP-galactopyranose mutase 0.0085 0.0115 0.0115
Mycobacterium tuberculosis Unknown protein 0.0085 0.0115 0.5574
Trypanosoma brucei squalene monooxygenase, putative 0.3458 1 1
Mycobacterium ulcerans monooxygenase EthA 0.0085 0.0115 0.5
Onchocerca volvulus 0.0085 0.0115 0.5
Brugia malayi all-trans-13,14-dihydroretinol saturase 0.0085 0.0115 1
Mycobacterium ulcerans dehydrogenase 0.0085 0.0115 0.5
Mycobacterium tuberculosis Monooxygenase EthA 0.0085 0.0115 0.5574
Mycobacterium tuberculosis Probable monooxygenase (hydroxylase) 0.0085 0.0115 0.5574
Trypanosoma cruzi squalene monooxygenase, putative 0.3458 1 1
Mycobacterium tuberculosis Probable oxidoreductase 0.0085 0.0115 0.5574
Plasmodium vivax protoporphyrinogen oxidase, putative 0.0085 0.0115 1
Mycobacterium ulcerans oxidoreductase 0.0085 0.0115 0.5
Mycobacterium tuberculosis Probable reductase 0.0104 0.0172 0.8342
Loa Loa (eye worm) hypothetical protein 0.0085 0.0115 1
Mycobacterium tuberculosis Possible oxidoreductase 0.0085 0.0115 0.5574
Plasmodium vivax unspecified product 0.0085 0.0115 1
Plasmodium vivax unspecified product 0.0085 0.0115 1
Mycobacterium tuberculosis Probable oxidoreductase 0.0116 0.0206 1
Leishmania major electron transfer flavoprotein-ubiquinone oxidoreductase, putative 0.0085 0.0115 0.0115
Echinococcus granulosus protoporphyrinogen oxidase 0.0085 0.0115 1
Trypanosoma cruzi electron transfer flavoprotein-ubiquinone oxidoreductase, putative 0.0085 0.0115 0.0115
Mycobacterium tuberculosis Probable dehydrogenase 0.0085 0.0115 0.5574
Mycobacterium tuberculosis Probable dehydrogenase 0.0104 0.0172 0.8342
Mycobacterium tuberculosis Possible alanine rich dehydrogenase 0.0085 0.0115 0.5574
Plasmodium vivax lysine-specific histone demethylase 1, putative 0.0085 0.0115 1
Mycobacterium ulcerans dehydrogenase 0.0085 0.0115 0.5
Plasmodium falciparum lysine-specific histone demethylase 1, putative 0.0085 0.0115 1
Plasmodium vivax adrenodoxin reductase, putative 0.0085 0.0115 1
Trypanosoma cruzi electron transfer flavoprotein-ubiquinone oxidoreductase, putative 0.0085 0.0115 0.0115
Mycobacterium tuberculosis Cholesterol oxidase ChoD (cholesterol-O2 oxidoreductase) 0.0085 0.0115 0.5574
Plasmodium vivax unspecified product 0.0085 0.0115 1
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0104 0.0172 0.8342
Echinococcus multilocularis prenylcysteine oxidase 0.0085 0.0115 1
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0104 0.0172 0.8342
Toxoplasma gondii hypothetical protein 0.0085 0.0115 1
Toxoplasma gondii histone lysine-specific demethylase 0.0085 0.0115 1
Loa Loa (eye worm) hypothetical protein 0.0085 0.0115 1
Toxoplasma gondii histone lysine-specific demethylase LSD1/BHC110/KDMA1A 0.0085 0.0115 1
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0116 0.0206 1
Mycobacterium ulcerans UDP-galactopyranose mutase Glf 0.0085 0.0115 0.5

Activities

Activity type Activity value Assay description Source Reference
BSR (functional) = 51 uM kg-1 Burst suppression ratio (BSR) profile of the compound in male Wistar rats ChEMBL. 11294393
HD50 (functional) = 32 uM kg-1 In vivo anaesthetic activity of the compound after intravenous administration in MF-1 mice was determined by loss of righting reflex using probit analysis ChEMBL. 11294393
HD50 (functional) = 32 uM kg-1 In vivo anaesthetic activity of the compound after intravenous administration in MF-1 mice was determined by loss of righting reflex using probit analysis ChEMBL. 11294393
IC50 (binding) > 100 uM Inhibition of [35S]-TBPS binding to Gamma-aminobutyric-acid A receptor of rat brain membranes ChEMBL. 11294393
IC50 (binding) > 100 uM Inhibition of [35S]-TBPS binding to Gamma-aminobutyric-acid A receptor of rat brain membranes ChEMBL. 11294393
Max BSR (functional) = 54.9 % Maximum BSR reached in male Wistar rats ChEMBL. 11294393
Offset time (functional) = 1.7 min Time taken for 50% decrease in the BSR in male Wistar rats ChEMBL. 11294393
Onset time (functional) = 16.2 s Time to the first 0.25 s burst suppression epoch(onset of anaesthesa) in male Wistar rats ChEMBL. 11294393
Potency (functional) = 3.9811 um PUBCHEM_BIOASSAY: qHTS Assay for the Inhibitors of Schistosoma Mansoni Peroxiredoxins. (Class of assay: confirmatory) [Related pubchem assays: 1011 (Confirmation Concentration-Response Assay for Inhibitors of the Schistosoma mansoni Redox Cascade ), 448 (Schistosoma Mansoni Peroxiredoxins (Prx2) and thioredoxin glutathione reductase (TGR) coupled assay)] ChEMBL. No reference
Potency (functional) 9.285 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 48 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) 10.4179 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 96 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488745, AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (binding) = 39.8107 um PUBCHEM_BIOASSAY: qHTS for Inhibitors of Tau Fibril Formation, Thioflavin T Binding. (Class of assay: confirmatory) [Related pubchem assays: 596 ] ChEMBL. No reference
Potency (functional) 39.8107 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Histone Lysine Methyltransferase G9a. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504404] ChEMBL. No reference
Potency (functional) 39.8107 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Mammalian Selenoprotein Thioredoxin Reductase 1 (TrxR1): qHTS. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488771] ChEMBL. No reference
Potency (functional) 112.2018 uM PUBCHEM_BIOASSAY: HTS for Inhibitors of HP1-beta Chromodomain Interactions with Methylated Histone Tails. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488962] ChEMBL. No reference
Recovery time (functional) = 3.8 min Time required to gain the righting reflex in male Wistar rats ChEMBL. 11294393
Time to max. BSR (functional) = 40 s Time taken to reach the maximum BSR in male Wistar rats ChEMBL. 11294393

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23

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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