Detailed information for compound 157713

Basic information

Technical information
  • TDR Targets ID: 157713
  • Name: 3-[(3R,4R)-3,4-dimethyl-1-[2-(2-methylphenyl) ethyl]piperidin-4-yl]phenol
  • MW: 323.472 | Formula: C22H29NO
  • H donors: 1 H acceptors: 1 LogP: 5.45 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: Oc1cccc(c1)[C@]1(C)CCN(C[C@@H]1C)CCc1ccccc1C
  • InChi: 1S/C22H29NO/c1-17-7-4-5-8-19(17)11-13-23-14-12-22(3,18(2)16-23)20-9-6-10-21(24)15-20/h4-10,15,18,24H,11-14,16H2,1-3H3/t18-,22+/m0/s1
  • InChiKey: XNAKHOOLFRTEOY-PGRDOPGGSA-N  

Network

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Synonyms

  • 3-[(3R,4R)-3,4-dimethyl-1-[2-(o-tolyl)ethyl]-4-piperidyl]phenol
  • 3-[(3R,4R)-3,4-dimethyl-1-[2-(o-tolyl)ethyl]-4-piperidinyl]phenol
  • 3-[(3R,4R)-3,4-dimethyl-1-[2-(2-methylphenyl)ethyl]-4-piperidyl]phenol
  • 3-[(3R,4R)-3,4-dimethyl-1-[2-(2-methylphenyl)ethyl]-4-piperidinyl]phenol

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Mu opioid receptor Starlite/ChEMBL References
Cavia porcellus Kappa opioid receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi GnHR receptor homolog Kappa opioid receptor   380 aa 341 aa 20.2 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Mu opioid receptor   398 aa 334 aa 23.1 %
Echinococcus multilocularis growth hormone secretagogue receptor type 1 Kappa opioid receptor   380 aa 306 aa 21.2 %
Echinococcus granulosus allatostatin A receptor Mu opioid receptor   398 aa 346 aa 29.5 %
Brugia malayi hypothetical protein Kappa opioid receptor   380 aa 319 aa 21.6 %
Onchocerca volvulus Mu opioid receptor   398 aa 333 aa 26.4 %
Schistosoma mansoni neuropeptide F-like receptor Mu opioid receptor   398 aa 335 aa 20.6 %
Brugia malayi ORL1-like opioid receptor Kappa opioid receptor   380 aa 312 aa 25.3 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Mu opioid receptor   398 aa 334 aa 24.9 %
Echinococcus granulosus thyrotropin releasing hormone receptor Mu opioid receptor   398 aa 370 aa 27.3 %
Echinococcus granulosus somatostatin receptor Kappa opioid receptor   380 aa 342 aa 19.6 %
Onchocerca volvulus Mitogen-activated protein kinase kinase kinase 8 homolog Kappa opioid receptor   380 aa 395 aa 20.3 %
Schistosoma mansoni rhodopsin-like orphan GPCR Kappa opioid receptor   380 aa 379 aa 22.4 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Mu opioid receptor   398 aa 397 aa 22.7 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Kappa opioid receptor   380 aa 313 aa 26.2 %
Onchocerca volvulus Kappa opioid receptor   380 aa 310 aa 24.2 %
Onchocerca volvulus Mu opioid receptor   398 aa 356 aa 23.9 %
Onchocerca volvulus Phospholipase d-related homolog Kappa opioid receptor   380 aa 326 aa 20.9 %
Onchocerca volvulus Mu opioid receptor   398 aa 376 aa 26.3 %
Onchocerca volvulus Phosphoinositide 3-kinase adapter subunit homolog Kappa opioid receptor   380 aa 323 aa 22.6 %
Brugia malayi hypothetical protein Kappa opioid receptor   380 aa 320 aa 20.6 %
Echinococcus multilocularis allatostatin A receptor Mu opioid receptor   398 aa 341 aa 29.3 %
Schistosoma japonicum Rhodopsin, putative Mu opioid receptor   398 aa 328 aa 23.2 %
Echinococcus multilocularis thyrotropin releasing hormone receptor Mu opioid receptor   398 aa 371 aa 27.0 %
Onchocerca volvulus Programmed cell death protein 5 homolog Mu opioid receptor   398 aa 323 aa 24.1 %
Schistosoma japonicum ko:K04255 opsin 4 (melanopsin), putative Kappa opioid receptor   380 aa 352 aa 20.2 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Echinococcus multilocularis lamin dm0 0.0026 0.088 0.0376
Loa Loa (eye worm) proteasome A-type and B-type family protein 0.0021 0.0524 0.0524
Trypanosoma cruzi 20S proteasome subunit 0.0045 0.219 0.1758
Mycobacterium ulcerans proteasome PrcB 0.0153 1 1
Echinococcus multilocularis proteasome (prosome, macropain) 0.0153 1 1
Trichomonas vaginalis Family T1, proteasome beta subunit, threonine peptidase 0.0153 1 1
Schistosoma mansoni proteasome catalytic subunit 3 (T01 family) 0.0153 1 1
Loa Loa (eye worm) proteasome subunit alpha type 2 0.0021 0.0524 0.0524
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.0026 0.088 0.088
Onchocerca volvulus 0.0026 0.088 1
Mycobacterium tuberculosis Proteasome beta subunit PrcB; assembles with alpha subunit PrcA. 0.0153 1 1
Brugia malayi intermediate filament protein 0.0026 0.088 0.088
Toxoplasma gondii proteasome subunit beta type 2, putative 0.0045 0.219 0.1758
Loa Loa (eye worm) PAS-3 protein 0.0021 0.0524 0.0524
Loa Loa (eye worm) proteasome subunit alpha type 6 0.0021 0.0524 0.0524
Giardia lamblia Proteasome subunit beta type 2 0.0045 0.219 0.1758
Brugia malayi Proteasome A-type and B-type family protein 0.0021 0.0524 0.0524
Brugia malayi proteasome subunit alpha type 6 0.0021 0.0524 0.0524
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0059 0.3251 0.2878
Trypanosoma brucei proteasome subunit beta type-5, putative 0.0153 1 1
Loa Loa (eye worm) hypothetical protein 0.0026 0.088 0.088
Trypanosoma cruzi proteasome subunit beta type-5, putative 0.0153 1 1
Trypanosoma cruzi proteasome beta 6 subunit, putative 0.0069 0.3918 0.3582
Schistosoma mansoni proteasome subunit beta 1 (T01 family) 0.0069 0.3918 0.3582
Echinococcus multilocularis musashi 0.0026 0.088 0.0376
Brugia malayi proteasome subunit alpha type 3 0.0021 0.0524 0.0524
Echinococcus granulosus proteasome prosome macropain 0.0153 1 1
Loa Loa (eye worm) proteasome subunit beta type 1 0.0069 0.3918 0.3918
Giardia lamblia Proteasome subunit beta type 1 0.0069 0.3918 0.3582
Echinococcus granulosus proteasome prosome macropain subunit beta 0.0045 0.219 0.1758
Echinococcus granulosus proteasome prosome macropain subunit beta 0.0069 0.3918 0.3582
Plasmodium vivax proteasome subunit beta type-2, putative 0.0045 0.219 0.1758
Echinococcus granulosus intermediate filament protein 0.0026 0.088 0.0376
Leishmania major proteasome beta 2 subunit, putative 0.0045 0.219 0.1758
Onchocerca volvulus 0.0026 0.088 1
Trichomonas vaginalis Family T1, proteasome beta subunit, threonine peptidase 0.0045 0.219 0.1758
Brugia malayi Proteasome subunit alpha type 1 0.0021 0.0524 0.0524
Toxoplasma gondii proteasome subunit beta type 1, putative 0.0069 0.3918 0.3582
Schistosoma mansoni proteasome subunit beta 2 (T01 family) 0.0045 0.219 0.1758
Toxoplasma gondii proteasome subunit beta type, putative 0.0153 1 1
Trichomonas vaginalis Family T1, proteasome beta subunit, threonine peptidase 0.0069 0.3918 0.3582
Echinococcus granulosus lamin dm0 0.0026 0.088 0.0376
Loa Loa (eye worm) proteasome A-type and B-type family protein 0.0021 0.0524 0.0524
Loa Loa (eye worm) proteasome subunit beta type 3 0.0021 0.0524 0.0524
Brugia malayi Proteasome subunit alpha type 7-1 0.0021 0.0524 0.0524
Brugia malayi Proteasome A-type and B-type family protein 0.0021 0.0524 0.0524
Schistosoma mansoni aldehyde dehydrogenase 0.0059 0.3251 0.2878
Trypanosoma cruzi proteasome beta 6 subunit, putative 0.0069 0.3918 0.3582
Schistosoma mansoni intermediate filament proteins 0.0026 0.088 0.0376
Mycobacterium ulcerans aldehyde dehydrogenase 0.0059 0.3251 0.2878
Schistosoma mansoni lamin 0.0026 0.088 0.0376
Plasmodium falciparum proteasome subunit beta type-2, putative 0.0045 0.219 0.1758
Trypanosoma brucei proteasome beta 6 subunit 0.0069 0.3918 0.3582
Brugia malayi proteasome subunit alpha type 2 0.0021 0.0524 0.0524
Mycobacterium leprae proteasome (beta subunit) PrcB 0.0153 1 1
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0059 0.3251 0.2878
Leishmania major proteasome beta 5 subunit, putative 0.0153 1 1
Brugia malayi Proteasome A-type and B-type family protein 0.0021 0.0524 0.0524
Schistosoma mansoni aldehyde dehydrogenase 0.0059 0.3251 0.2878
Entamoeba histolytica probable proteasome subunit beta type 2, putative 0.0045 0.219 0.1758
Plasmodium falciparum proteasome subunit beta type-5 0.0153 1 1
Schistosoma mansoni lamin 0.0026 0.088 0.0376
Mycobacterium ulcerans aldehyde dehydrogenase 0.0059 0.3251 0.2878
Brugia malayi proteasome subunit beta type 3 0.0021 0.0524 0.0524
Loa Loa (eye worm) hypothetical protein 0.0026 0.0845 0.0845
Leishmania major proteasome beta 6 subunit, putative,20S proteasome beta 6 subunit, putative 0.0069 0.3918 0.3582
Plasmodium vivax proteasome subunit beta type-5, putative 0.0153 1 1
Loa Loa (eye worm) proteasome A-type and B-type family protein 0.0153 1 1
Trypanosoma cruzi proteasome subunit beta type-5, putative 0.0153 1 1
Entamoeba histolytica proteasome subunit beta type 1, putative 0.0069 0.3918 0.3582
Trypanosoma cruzi proteasome subunit beta type-2, putative 0.0045 0.219 0.1758
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0059 0.3251 0.2878
Giardia lamblia Proteasome subunit beta type 5 precursor 0.0153 1 1
Echinococcus multilocularis lamin 0.0026 0.088 0.0376
Trichomonas vaginalis Family T1, proteasome beta subunit, threonine peptidase 0.0045 0.219 0.1758
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0059 0.3251 0.2878
Brugia malayi Intermediate filament tail domain containing protein 0.0026 0.088 0.088
Echinococcus granulosus lamin 0.0026 0.088 0.0376
Brugia malayi 20S proteasome alpha5 subunit 0.0021 0.0524 0.0524
Loa Loa (eye worm) proteasome A-type and B-type family protein 0.0021 0.0524 0.0524
Trypanosoma brucei proteasome subunit beta type-2, putative 0.0045 0.219 0.1758
Schistosoma mansoni proteasome subunit beta 2 (T01 family) 0.0045 0.219 0.1758
Brugia malayi proteasome subunit beta type 1 0.0069 0.3918 0.3918
Plasmodium falciparum proteasome subunit beta type-1, putative 0.0069 0.3918 0.3582
Loa Loa (eye worm) 20S proteasome alpha5 subunit 0.0021 0.0524 0.0524
Echinococcus multilocularis proteasome (prosome, macropain) subunit, beta 0.0069 0.3918 0.3582
Toxoplasma gondii aldehyde dehydrogenase 0.0059 0.3251 0.2878
Loa Loa (eye worm) proteasome subunit alpha type 1 0.0021 0.0524 0.0524
Echinococcus multilocularis proteasome (prosome, macropain) subunit, beta 0.0045 0.219 0.1758
Wolbachia endosymbiont of Brugia malayi ATP-dependent protease peptidase subunit 0.0021 0.0524 0.5
Loa Loa (eye worm) intermediate filament protein 0.0026 0.088 0.088
Loa Loa (eye worm) proteasome subunit beta type 2 0.0045 0.219 0.219
Brugia malayi proteasome subunit beta type 2 0.0045 0.219 0.219
Plasmodium vivax proteasome subunit beta type-1, putative 0.0069 0.3918 0.3582
Brugia malayi proteasome subunit alpha type 1 0.0021 0.0524 0.0524
Loa Loa (eye worm) proteasome subunit alpha type 3 0.0021 0.0524 0.0524
Loa Loa (eye worm) proteasome subunit alpha type 7-1 0.0021 0.0524 0.0524
Brugia malayi proteasome subunit alpha type 4 0.0021 0.0524 0.0524
Mycobacterium ulcerans aldehyde dehydrogenase 0.0059 0.3251 0.2878
Entamoeba histolytica proteasome subunit beta type 5 precursor, putative 0.0153 1 1

Activities

Activity type Activity value Assay description Source Reference
AD50 (functional) = 0.19 mg kg-1 Antagonism of opioid analgesia using a mouse writhing model to block morphine (2.5 mg/kg) induced mu-opioid receptor (subcutaneously dosed) ChEMBL. 8410998
AD50 (functional) = 0.19 mg kg-1 Antagonism of opioid analgesia using a mouse writhing model to block morphine (2.5 mg/kg) induced mu-opioid receptor (subcutaneously dosed) ChEMBL. 8410998
AD50 (functional) = 0.33 mg kg-1 Antagonism of opioid analgesia using a mouse writhing model to block U-50,488 (2.5 mg/kg) induced kappa-opioid receptor subcutaneously ChEMBL. 8410998
AD50 (functional) = 0.33 mg kg-1 Antagonism of opioid analgesia using a mouse writhing model to block U-50,488 (2.5 mg/kg) induced kappa-opioid receptor subcutaneously ChEMBL. 8410998
AD50 (functional) = 0.5 mg kg-1 Tested for the antagonism of kappa opioid receptor diuresis at a dose of 0.08 mg/kg subcutaneously ChEMBL. 8410998
AD50 (functional) = 0.5 mg kg-1 Tested for the antagonism of kappa opioid receptor diuresis at a dose of 0.08 mg/kg subcutaneously ChEMBL. 8410998
Ki (binding) = 7.5 nM Binding affinity towards kappa-opioid receptor by displacement of [3H]-EKC from guinea pig cortical tissue ChEMBL. 8410998
Ki (binding) = 7.5 nM Binding affinity towards kappa-opioid receptor by displacement of [3H]-EKC from guinea pig cortical tissue ChEMBL. 8410998
Ki (binding) = 90 nM Binding affinity towards mu-opioid receptor by displacement of [3H]-NAL at 10 nM from rat brain homogenates ChEMBL. 8410998
Ki (binding) = 90 nM Binding affinity towards mu-opioid receptor by displacement of [3H]-NAL at 10 nM from rat brain homogenates ChEMBL. 8410998
Ki (binding) = 100 nM Binding affinity towards mu-opioid receptor by displacement of [3H]-NAL at 100 nM from rat brain homogenates ChEMBL. 8410998
Ki (binding) = 100 nM Binding affinity towards mu-opioid receptor by displacement of [3H]-NAL at 100 nM from rat brain homogenates ChEMBL. 8410998

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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