TDR Targets

Basic information

Technical information

TDR Targets ID: 101632
Name: 3-[(3R,4R)-3,4-dimethyl-1-[(Z)-3-phenylprop-2 -enyl]piperidin-4-yl]phenol
MW: 321.456 | Formula: C22H27NO
H donors: 1 H acceptors: 1 LogP: 5.26 Rotable bonds: 4
Rule of 5 violations (Lipinski): 1
SMILES: Oc1cccc(c1)[C@]1(C)CCN(C[C@@H]1C)C/C=C\c1ccccc1
InChi: 1S/C22H27NO/c1-18-17-23(14-7-10-19-8-4-3-5-9-19)15-13-22(18,2)20-11-6-12-21(24)16-20/h3-12,16,18,24H,13-15,17H2,1-2H3/b10-7-/t18-,22+/m0/s1
InChiKey: SUIRCGLIUIROIR-CTHQAFISSA-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)-1-[(Z)-cinnamyl]-3,4-dimethyl-4-piperidyl]phenol
3-[(3R,4R)-1-[(Z)-cinnamyl]-3,4-dimethyl-4-piperidinyl]phenol
3-[(3R,4R)-3,4-dimethyl-1-[(Z)-3-phenylprop-2-enyl]-4-piperidyl]phenol
3-[(3R,4R)-3,4-dimethyl-1-[(Z)-3-phenylprop-2-enyl]-4-piperidinyl]phenol

Targets

Known targets for this compound

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

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Echinococcus granulosus	tm gpcr rhodopsin	Get druggable targets OG5_139759	All targets in OG5_139759
Echinococcus multilocularis	tm gpcr rhodopsin gpcr rhodopsin superfamily	Get druggable targets OG5_139759	All targets in OG5_139759

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Schistosoma mansoni	neuropeptide F-like receptor	Mu opioid receptor	398 aa	335 aa	20.6 %
Onchocerca volvulus	Phospholipase d-related homolog	Kappa opioid receptor	380 aa	326 aa	20.9 %
Brugia malayi	hypothetical protein	Kappa opioid receptor	380 aa	320 aa	20.6 %
Schistosoma mansoni	peptide (FMRFamide/somatostatin)-like receptor	Delta opioid receptor	372 aa	366 aa	22.7 %
Echinococcus granulosus	allatostatin A receptor	Delta opioid receptor	372 aa	302 aa	27.8 %
Schistosoma japonicum	ko:K04135 adrenergic receptor, alpha 1a, putative	Mu opioid receptor	398 aa	397 aa	22.7 %
Onchocerca volvulus		Delta opioid receptor	372 aa	386 aa	22.8 %
Onchocerca volvulus	Phosphoinositide 3-kinase adapter subunit homolog	Kappa opioid receptor	380 aa	323 aa	22.6 %
Onchocerca volvulus		Kappa opioid receptor	380 aa	310 aa	24.2 %
Schistosoma mansoni	peptide (allatostatin)-like receptor	Delta opioid receptor	372 aa	353 aa	29.2 %
Brugia malayi	hypothetical protein	Kappa opioid receptor	380 aa	319 aa	21.6 %
Onchocerca volvulus		Delta opioid receptor	372 aa	344 aa	22.1 %
Schistosoma japonicum	ko:K04209 neuropeptide Y receptor, invertebrate, putative	Delta opioid receptor	372 aa	315 aa	28.6 %
Onchocerca volvulus		Delta opioid receptor	372 aa	353 aa	21.0 %
Schistosoma japonicum	ko:K04134 cholinergic receptor, invertebrate, putative	Delta opioid receptor	372 aa	320 aa	25.6 %
Onchocerca volvulus		Delta opioid receptor	372 aa	316 aa	26.9 %
Schistosoma japonicum	ko:K04255 opsin 4 (melanopsin), putative	Kappa opioid receptor	380 aa	352 aa	20.2 %
Onchocerca volvulus		Delta opioid receptor	372 aa	349 aa	22.1 %
Schistosoma japonicum	Rhodopsin, putative	Mu opioid receptor	398 aa	328 aa	23.2 %
Echinococcus granulosus	somatostatin receptor	Kappa opioid receptor	380 aa	342 aa	19.6 %
Schistosoma mansoni	rhodopsin-like orphan GPCR	Kappa opioid receptor	380 aa	379 aa	22.4 %
Loa Loa (eye worm)	neuropeptide F receptor	Delta opioid receptor	372 aa	317 aa	23.3 %
Onchocerca volvulus	Programmed cell death protein 5 homolog	Mu opioid receptor	398 aa	323 aa	24.1 %
Echinococcus granulosus	thyrotropin releasing hormone receptor	Delta opioid receptor	372 aa	330 aa	24.5 %
Echinococcus multilocularis	growth hormone secretagogue receptor type 1	Kappa opioid receptor	380 aa	306 aa	21.2 %
Brugia malayi	GnHR receptor homolog	Delta opioid receptor	372 aa	313 aa	18.5 %
Brugia malayi	ORL1-like opioid receptor	Delta opioid receptor	372 aa	300 aa	24.7 %
Echinococcus multilocularis	thyrotropin releasing hormone receptor	Delta opioid receptor	372 aa	330 aa	24.2 %
Onchocerca volvulus	Mitogen-activated protein kinase kinase kinase 8 homolog	Kappa opioid receptor	380 aa	395 aa	20.3 %
Onchocerca volvulus	Mitochondrial inner membrane protein homolog	Mu opioid receptor	398 aa	334 aa	23.1 %
Echinococcus multilocularis	allatostatin A receptor	Delta opioid receptor	372 aa	302 aa	28.5 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.1687	0.5	0.5
Onchocerca volvulus		0.1687	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-1	0.1687	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.1687	0.5	0.5
Echinococcus multilocularis	ecdysone induced protein 78C	0.1687	0.5	0.5
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-31	0.1687	0.5	0.5
Schistosoma mansoni	retinoic acid receptor RXR	0.1687	0.5	0.5
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.1687	0.5	0.5
Schistosoma mansoni	nuclear hormone receptor nor-1/nor-2	0.1687	0.5	0.5
Echinococcus multilocularis	thyroid hormone receptor alpha	0.1687	0.5	0.5
Onchocerca volvulus	Steroid hormone receptor family member cnr14 homolog	0.1687	0.5	0.5
Brugia malayi	Steroid receptor seven-up type 2	0.1687	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.1687	0.5	0.5
Echinococcus granulosus	COUP TF:Svp nuclear hormone receptor	0.1687	0.5	0.5
Echinococcus granulosus	FTZ F1 nuclear receptor protein	0.1687	0.5	0.5
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-40	0.1687	0.5	0.5
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.1687	0.5	0.5
Echinococcus multilocularis	COUP TF:Svp nuclear hormone receptor	0.1687	0.5	0.5
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.1687	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-14	0.1687	0.5	0.5
Schistosoma mansoni	Tr4/Tr2 (homologue)	0.1687	0.5	0.5
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-41	0.1687	0.5	0.5
Echinococcus granulosus	ecdysone induced protein 78C	0.1687	0.5	0.5
Brugia malayi	Nuclear hormone receptor-like 1	0.1687	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.1687	0.5	0.5
Onchocerca volvulus	Protein ultraspiracle homolog	0.1687	0.5	0.5
Schistosoma mansoni	photoreceptor-specific nuclear receptor related	0.1687	0.5	0.5
Brugia malayi	steroid hormone receptor	0.1687	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.1687	0.5	0.5
Onchocerca volvulus	Bile acid receptor homolog	0.1687	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.1687	0.5	0.5
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-49	0.1687	0.5	0.5
Echinococcus granulosus	hepatocyte nuclear factor 4 alpha	0.1687	0.5	0.5
Echinococcus granulosus	FTZ F1 alpha	0.1687	0.5	0.5
Schistosoma mansoni	nuclear receptor 2DBD-gamma	0.1687	0.5	0.5
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.1687	0.5	0.5
Echinococcus multilocularis	hepatocyte nuclear factor 4 alpha	0.1687	0.5	0.5
Echinococcus granulosus	Nuclear hormone receptor family member nhr 41	0.1687	0.5	0.5
Echinococcus multilocularis	FTZ F1 nuclear receptor protein	0.1687	0.5	0.5
Schistosoma mansoni	FTZ-F1 nuclear receptor-like protein	0.1687	0.5	0.5
Brugia malayi	photoreceptor-specific nuclear receptor	0.1687	0.5	0.5
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.1687	0.5	0.5
Loa Loa (eye worm)	steroid hormone receptor	0.1687	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-49	0.1687	0.5	0.5
Brugia malayi	nuclear receptor NHR-88	0.1687	0.5	0.5
Schistosoma mansoni	thyroid hormone receptor	0.1687	0.5	0.5
Echinococcus granulosus	retinoic acid receptor rxr beta a	0.1687	0.5	0.5
Echinococcus multilocularis	FTZ F1 alpha	0.1687	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-40	0.1687	0.5	0.5
Schistosoma mansoni	retinoid-x-receptor (RXR)	0.1687	0.5	0.5
Brugia malayi	nuclear hormone receptor	0.1687	0.5	0.5
Schistosoma mansoni	RAR-like nuclear receptor	0.1687	0.5	0.5
Schistosoma mansoni	coup transcription factor	0.1687	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.1687	0.5	0.5
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.1687	0.5	0.5
Loa Loa (eye worm)	nuclear Hormone Receptor family member	0.1687	0.5	0.5
Schistosoma mansoni	nuclear hormone receptor	0.1687	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-41	0.1687	0.5	0.5
Schistosoma mansoni	steroid hormone receptor ad4bp	0.1687	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-31	0.1687	0.5	0.5
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-1	0.1687	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.1687	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-3	0.1687	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.1687	0.5	0.5
Schistosoma mansoni	thyroid hormone receptor	0.1687	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.1687	0.5	0.5
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-14	0.1687	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.1687	0.5	0.5
Echinococcus multilocularis	Nuclear hormone receptor family member nhr 41	0.1687	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.1687	0.5	0.5

Activities

Activity type	Activity value	Assay description	Source	Reference
Ki (binding)	= 11.4 nM	Inhibition of [3H]-DAMGO binding to Opioid receptor mu 1 of rat brain membranes	ChEMBL.	9599247
Ki (binding)	= 11.4 nM	Inhibition of [3H]-DAMGO binding to Opioid receptor mu 1 of rat brain membranes	ChEMBL.	9599247
Ki (binding)	= 298 nM	Inhibition of [3H]U69,593 binding to Opioid receptor kappa 1 of guinea pig membranes	ChEMBL.	9599247
Ki (binding)	= 298 nM	Inhibition of [3H]U69,593 binding to Opioid receptor kappa 1 of guinea pig membranes	ChEMBL.	9599247
Ki (binding)	= 931 nM	Inhibition of [3H]-DADLE binding to Opioid receptor delta 1 of rat brain membranes	ChEMBL.	9599247
Ki (binding)	= 931 nM	Inhibition of [3H]-DADLE binding to Opioid receptor delta 1 of rat brain membranes	ChEMBL.	9599247

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: CHEMBL64019
PubChem: 10805741

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 101632