TDR Targets

Basic information

Technical information

TDR Targets ID: 166597
Name: 1-methyl-1-[4-(2-piperidin-1-ylethoxy)phenyl] -2-(4-propan-2-ylphenyl)-3,4-dihydroisoquinol in-6-ol
MW: 484.672 | Formula: C32H40N2O2
H donors: 1 H acceptors: 1 LogP: 7.08 Rotable bonds: 7
Rule of 5 violations (Lipinski): 1
SMILES: Oc1ccc2c(c1)CCN(C2(C)c1ccc(cc1)OCCN1CCCCC1)c1ccc(cc1)C(C)C
InChi: 1S/C32H40N2O2/c1-24(2)25-7-11-28(12-8-25)34-20-17-26-23-29(35)13-16-31(26)32(34,3)27-9-14-30(15-10-27)36-22-21-33-18-5-4-6-19-33/h7-16,23-24,35H,4-6,17-22H2,1-3H3
InChiKey: DKSQEJYZOQNOID-UHFFFAOYSA-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

2-(4-isopropylphenyl)-1-methyl-1-[4-[2-(1-piperidyl)ethoxy]phenyl]-3,4-dihydroisoquinolin-6-ol
1-methyl-2-p-cumenyl-1-[4-(2-piperidinoethoxy)phenyl]-3,4-dihydroisoquinolin-6-ol
2-(4-isopropylphenyl)-1-methyl-1-[4-(2-piperidinoethoxy)phenyl]-3,4-dihydroisoquinolin-6-ol

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	estrogen receptor 2 (ER beta)	Starlite/ChEMBL	References
Homo sapiens	estrogen receptor 1	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
Loa Loa (eye worm)	hypothetical protein	estrogen receptor 2 (ER beta)	495 aa	418 aa	25.8 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Loa Loa (eye worm)	GTP-binding regulatory protein Gs alpha-S chain	0.0046	0.9122	0.9122
Plasmodium falciparum	ataxin-2 like protein, putative	0.0025	0.2768	1
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.0026	0.3307	0.3307
Loa Loa (eye worm)	hypothetical protein	0.0025	0.2768	0.2768
Schistosoma mansoni	retinoic acid receptor RXR	0.0026	0.3307	0.3626
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.0026	0.3307	0.3307
Mycobacterium tuberculosis	Probable isocitrate dehydrogenase [NADP] Icd1 (oxalosuccinate decarboxylase) (IDH) (NADP+-specific ICDH) (IDP)	0.0015	0.0008	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-40	0.0026	0.3307	0.3307
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.0026	0.3307	0.3307
Loa Loa (eye worm)	hypothetical protein	0.0026	0.3307	0.3307
Loa Loa (eye worm)	hypothetical protein	0.0026	0.3307	0.3307
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-40	0.0026	0.3307	0.3307
Brugia malayi	Calcitonin receptor-like protein seb-1	0.0048	1	1
Schistosoma mansoni	photoreceptor-specific nuclear receptor related	0.0026	0.3307	0.3626
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.0026	0.3307	0.3307
Trypanosoma brucei	PAB1-binding protein , putative	0.0025	0.2768	1
Onchocerca volvulus	Protein ultraspiracle homolog	0.0026	0.3307	0.5
Brugia malayi	nuclear hormone receptor	0.0026	0.3307	0.3307
Echinococcus granulosus	Nuclear hormone receptor family member nhr 41	0.0026	0.3307	0.3626
Brugia malayi	Nuclear hormone receptor family member nhr-3	0.0026	0.3307	0.3307
Brugia malayi	Steroid receptor seven-up type 2	0.0026	0.3307	0.3307
Loa Loa (eye worm)	steroid hormone receptor	0.0026	0.3307	0.3307
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.0048	1	1
Brugia malayi	hypothetical protein	0.0025	0.2768	0.2768
Schistosoma mansoni	thyroid hormone receptor	0.0026	0.3307	0.3626
Onchocerca volvulus	Bile acid receptor homolog	0.0026	0.3307	0.5
Schistosoma mansoni	RAR-like nuclear receptor	0.0026	0.3307	0.3626
Brugia malayi	Nuclear hormone receptor family member nhr-49	0.0026	0.3307	0.3307
Echinococcus granulosus	retinoic acid receptor rxr beta a	0.0026	0.3307	0.3626
Schistosoma mansoni	FTZ-F1 nuclear receptor-like protein	0.0026	0.3307	0.3626
Brugia malayi	ecdysteroid receptor	0.0026	0.3307	0.3307
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0046	0.9122	1
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-49	0.0026	0.3307	0.3307
Echinococcus granulosus	FTZ F1 nuclear receptor protein	0.0026	0.3307	0.3626
Loa Loa (eye worm)	nuclear Hormone Receptor family member	0.0026	0.3307	0.3307
Brugia malayi	Nuclear hormone receptor family member nhr-1	0.0026	0.3307	0.3307
Loa Loa (eye worm)	hypothetical protein	0.0026	0.3307	0.3307
Echinococcus granulosus	hepatocyte nuclear factor 4 alpha	0.0026	0.3307	0.3626
Schistosoma mansoni	Tr4/Tr2 (homologue)	0.0026	0.3307	0.3626
Loa Loa (eye worm)	hypothetical protein	0.0026	0.3307	0.3307
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0046	0.9122	1
Echinococcus multilocularis	NADP dependent isocitrate dehydrogenase	0.0015	0.0008	0.0008
Echinococcus multilocularis	isocitrate dehydrogenase	0.0015	0.0008	0.0008
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-41	0.0026	0.3307	0.3307
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0046	0.9122	1
Brugia malayi	photoreceptor-specific nuclear receptor	0.0026	0.3307	0.3307
Trypanosoma cruzi	PAB1-binding protein , putative	0.0025	0.2768	1
Brugia malayi	latrophilin 2 splice variant baaae	0.0033	0.5371	0.5371
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0046	0.9122	1
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.0026	0.3307	0.3307
Loa Loa (eye worm)	isocitrate dehydrogenase	0.0015	0.0008	0.0008
Brugia malayi	Nuclear hormone receptor family member nhr-31	0.0026	0.3307	0.3307
Echinococcus multilocularis	FTZ F1 alpha	0.0026	0.3307	0.3626
Schistosoma mansoni	coup transcription factor	0.0026	0.3307	0.3626
Echinococcus multilocularis	hepatocyte nuclear factor 4 alpha	0.0026	0.3307	0.3626
Loa Loa (eye worm)	hypothetical protein	0.0026	0.3307	0.3307
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.0026	0.3307	0.3626
Trypanosoma cruzi	PAB1-binding protein , putative	0.0025	0.2768	1
Plasmodium falciparum	ataxin-2 like protein, putative	0.0025	0.2768	1
Schistosoma mansoni	retinoid-x-receptor (RXR)	0.0026	0.3307	0.3626
Echinococcus multilocularis	FTZ F1 nuclear receptor protein	0.0026	0.3307	0.3626
Echinococcus multilocularis	Nuclear hormone receptor family member nhr 41	0.0026	0.3307	0.3626
Brugia malayi	steroid hormone receptor	0.0026	0.3307	0.3307
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0046	0.9122	1
Toxoplasma gondii	LsmAD domain-containing protein	0.0025	0.2768	1
Echinococcus multilocularis	NADP dependent isocitrate dehydrogenase	0.0015	0.0008	0.0008
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-31	0.0026	0.3307	0.3307
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.0026	0.3307	0.3626
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.0026	0.3307	0.3626
Schistosoma mansoni	hypothetical protein	0.0033	0.5371	0.5888
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.0046	0.9122	0.9122
Echinococcus multilocularis	thyroid hormone receptor alpha	0.0026	0.3307	0.3626
Echinococcus granulosus	FTZ F1 alpha	0.0026	0.3307	0.3626
Brugia malayi	Nuclear hormone receptor family member nhr-41	0.0026	0.3307	0.3307
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.0026	0.3307	0.3626
Schistosoma mansoni	steroid hormone receptor ad4bp	0.0026	0.3307	0.3626
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-14	0.0026	0.3307	0.3307
Schistosoma mansoni	nuclear receptor 2DBD-gamma	0.0026	0.3307	0.3626
Echinococcus multilocularis	COUP TF:Svp nuclear hormone receptor	0.0026	0.3307	0.3626
Echinococcus multilocularis	isocitrate dehydrogenase 2 (NADP+)	0.0015	0.0008	0.0008
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0046	0.9122	1
Schistosoma mansoni	NADP-specific isocitrate dehydrogenase	0.0015	0.0008	0.0008
Echinococcus granulosus	NADP dependent isocitrate dehydrogenase	0.0015	0.0008	0.0008
Leishmania major	hypothetical protein, conserved	0.0025	0.2768	1
Schistosoma mansoni	nuclear hormone receptor nor-1/nor-2	0.0026	0.3307	0.3626
Schistosoma mansoni	thyroid hormone receptor	0.0026	0.3307	0.3626
Echinococcus granulosus	ecdysone induced protein 78C	0.0026	0.3307	0.3626
Echinococcus multilocularis	ecdysone induced protein 78C	0.0026	0.3307	0.3626
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-1	0.0026	0.3307	0.3307
Onchocerca volvulus		0.0026	0.3307	0.5
Onchocerca volvulus	Steroid hormone receptor family member cnr14 homolog	0.0026	0.3307	0.5
Brugia malayi	Nuclear hormone receptor-like 1	0.0026	0.3307	0.3307
Brugia malayi	Isocitrate dehydrogenase	0.0015	0.0008	0.0008
Brugia malayi	isocitrate dehydrogenase	0.0015	0.0008	0.0008
Loa Loa (eye worm)	hypothetical protein	0.0026	0.3307	0.3307
Schistosoma mansoni	nuclear hormone receptor	0.0026	0.3307	0.3626
Echinococcus granulosus	COUP TF:Svp nuclear hormone receptor	0.0026	0.3307	0.3626
Echinococcus multilocularis	NADP dependent isocitrate dehydrogenase	0.0015	0.0008	0.0008
Loa Loa (eye worm)	hypothetical protein	0.0033	0.5371	0.5371
Brugia malayi	hypothetical protein	0.0016	0.0147	0.0147
Brugia malayi	Nuclear hormone receptor family member nhr-14	0.0026	0.3307	0.3307
Loa Loa (eye worm)	hypothetical protein	0.0026	0.3307	0.3307
Plasmodium vivax	ataxin-2 like protein, putative	0.0025	0.2768	1
Loa Loa (eye worm)	hypothetical protein	0.0048	1	1
Loa Loa (eye worm)	hypothetical protein	0.0026	0.3307	0.3307
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.0026	0.3307	0.3307
Brugia malayi	nuclear receptor NHR-88	0.0026	0.3307	0.3307
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0046	0.9122	1

Activities

Activity type	Activity value	Assay description	Source	Reference
Agonism (functional)	= 14 %	Percent agonistic activity in MCF-7 breast tumor cells using MCF-7 assay	ChEMBL.	12825935
Agonism (functional)	= 14 %	Percent agonistic activity in MCF-7 breast tumor cells using MCF-7 assay	ChEMBL.	12825935
EC50 (functional)	< 0.1 nM	Effective concentration against MCF-7 breast tumor cells using MCF-7 assay.	ChEMBL.	12825935
EC50 (functional)	< 0.1 nM	Effective concentration against MCF-7 breast tumor cells using MCF-7 assay.	ChEMBL.	12825935
IC50 (binding)	= -0.6789999999999999	Inhibition of transcriptional activation by human estrogen receptor beta	ChEMBL.	15686893
IC50 (binding)	= -0.5670000000000001	Inhibition of binding to human estrogen receptor beta	ChEMBL.	15686893
IC50 (binding)	= 1.149	Inhibition of binding to human estrogen receptor alpha	ChEMBL.	15686893
IC50 (binding)	= 2.284	Inhibition of transcriptional activation by human estrogen receptor alpha	ChEMBL.	15686893
IC50 (functional)	= 3.4 nM	Inhibitory concentration against MCF-7 breast tumor cells using MCF-7 assay.	ChEMBL.	12825935
IC50 (functional)	= 3.4 nM	Inhibitory concentration against MCF-7 breast tumor cells using MCF-7 assay.	ChEMBL.	12825935
IC50 (binding)	= 5.2 nM	Inhibitory concentration against estrogen receptor alpha using estrogen response element (ERE) assay.	ChEMBL.	12825935
IC50 (binding)	= 5.2 nM	Inhibitory concentration against estrogen receptor alpha using estrogen response element (ERE) assay.	ChEMBL.	12825935
IC50 (binding)	= 71 nM	Inhibitory concentration against estrogen receptor alpha using radioligand binding assay.	ChEMBL.	12825935
IC50 (binding)	= 71 nM	Inhibitory concentration against estrogen receptor alpha using radioligand binding assay.	ChEMBL.	12825935
IC50 (binding)	= 3687 nM	Inhibitory concentration against estrogen receptor 2 using radioligand binding assay.	ChEMBL.	12825935
IC50 (binding)	= 3687 nM	Inhibitory concentration against estrogen receptor 2 using radioligand binding assay.	ChEMBL.	12825935
IC50 (binding)	= 4776 nM	Inhibitory concentration against estrogen receptor 2 using estrogen response element (ERE) assay.	ChEMBL.	12825935
IC50 (binding)	= 4776 nM	Inhibitory concentration against estrogen receptor 2 using estrogen response element (ERE) assay.	ChEMBL.	12825935
Log IC50 (binding)	= -0.679 uM	Inhibition of transcriptional activation by human estrogen receptor beta	ChEMBL.	15686893
Log IC50 (binding)	= -0.567 uM	Inhibition of binding to human estrogen receptor beta	ChEMBL.	15686893
Log IC50 (binding)	= 1.149 uM	Inhibition of binding to human estrogen receptor alpha	ChEMBL.	15686893
Log IC50 (binding)	= 2.284 uM	Inhibition of transcriptional activation by human estrogen receptor alpha	ChEMBL.	15686893
Selectivity (binding)	= 1.715	Selectivity for human estrogen receptor alpha over beta binding	ChEMBL.	15686893
Selectivity (binding)	= 2.963	Selectivity for human estrogen receptor alpha over beta in transcriptional activation assay	ChEMBL.	15686893
Selectivity (binding)	= 1.715	Selectivity for human estrogen receptor alpha over beta binding	ChEMBL.	15686893
Selectivity (binding)	= 2.963	Selectivity for human estrogen receptor alpha over beta in transcriptional activation assay	ChEMBL.	15686893

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Homo sapiens	ChEMBL23	12825935

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: CHEMBL100231
PubChem: 11730602

Bibliographic References

2 literature references were 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 166597