TDR Targets

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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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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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
Cavia porcellus	Kappa opioid receptor	Starlite/ChEMBL	References
Rattus norvegicus	Mu 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
Echinococcus multilocularis	allatostatin A receptor	Mu opioid receptor	398 aa	341 aa	29.3 %
Onchocerca volvulus		Mu opioid receptor	398 aa	356 aa	23.9 %
Onchocerca volvulus		Kappa opioid receptor	380 aa	310 aa	24.2 %
Brugia malayi	GnHR receptor homolog	Kappa opioid receptor	380 aa	341 aa	20.2 %
Echinococcus granulosus	somatostatin receptor	Kappa opioid receptor	380 aa	342 aa	19.6 %
Schistosoma japonicum	ko:K04134 cholinergic receptor, invertebrate, putative	Mu opioid receptor	398 aa	334 aa	24.9 %
Brugia malayi	hypothetical protein	Kappa opioid receptor	380 aa	320 aa	20.6 %
Onchocerca volvulus		Mu opioid receptor	398 aa	376 aa	26.3 %
Schistosoma mansoni	rhodopsin-like orphan GPCR	Kappa opioid receptor	380 aa	379 aa	22.4 %
Schistosoma japonicum	Rhodopsin, putative	Mu opioid receptor	398 aa	328 aa	23.2 %
Schistosoma japonicum	ko:K04255 opsin 4 (melanopsin), putative	Kappa opioid receptor	380 aa	352 aa	20.2 %
Onchocerca volvulus	Phosphoinositide 3-kinase adapter subunit homolog	Kappa opioid receptor	380 aa	323 aa	22.6 %
Echinococcus multilocularis	thyrotropin releasing hormone receptor	Mu opioid receptor	398 aa	371 aa	27.0 %
Onchocerca volvulus		Mu opioid receptor	398 aa	333 aa	26.4 %
Echinococcus multilocularis	growth hormone secretagogue receptor type 1	Kappa opioid receptor	380 aa	306 aa	21.2 %
Onchocerca volvulus	Programmed cell death protein 5 homolog	Mu opioid receptor	398 aa	323 aa	24.1 %
Echinococcus granulosus	thyrotropin releasing hormone receptor	Mu opioid receptor	398 aa	370 aa	27.3 %
Echinococcus granulosus	allatostatin A receptor	Mu opioid receptor	398 aa	346 aa	29.5 %
Brugia malayi	ORL1-like opioid receptor	Kappa opioid receptor	380 aa	312 aa	25.3 %
Brugia malayi	hypothetical protein	Kappa opioid receptor	380 aa	319 aa	21.6 %
Schistosoma japonicum	ko:K04135 adrenergic receptor, alpha 1a, putative	Mu opioid receptor	398 aa	397 aa	22.7 %
Onchocerca volvulus	Mitochondrial inner membrane protein homolog	Mu opioid receptor	398 aa	334 aa	23.1 %
Onchocerca volvulus	Mitogen-activated protein kinase kinase kinase 8 homolog	Kappa opioid receptor	380 aa	395 aa	20.3 %
Schistosoma japonicum	ko:K04209 neuropeptide Y receptor, invertebrate, putative	Kappa opioid receptor	380 aa	313 aa	26.2 %
Onchocerca volvulus	Phospholipase d-related homolog	Kappa opioid receptor	380 aa	326 aa	20.9 %
Schistosoma mansoni	neuropeptide F-like receptor	Mu opioid receptor	398 aa	335 aa	20.6 %

Ranking Plot

Putative Targets List

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

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

ChEMBL: CHEMBL95050
PubChem: 10087577

Bibliographic References

1 literature reference was collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.

Detailed information for compound 157713