TDR Targets

Basic information

Technical information

TDR Targets ID: 165639
Name: 2-(3-fluorophenyl)-1-methyl-1-[4-(2-pyrrolidi n-1-ylethoxy)phenyl]-3,4-dihydroisoquinolin-6 -ol
MW: 446.556 | Formula: C28H31FN2O2
H donors: 1 H acceptors: 1 LogP: 5.7 Rotable bonds: 6
Rule of 5 violations (Lipinski): 1
SMILES: Oc1ccc2c(c1)CCN(C2(C)c1ccc(cc1)OCCN1CCCC1)c1cccc(c1)F
InChi: 1S/C28H31FN2O2/c1-28(22-7-10-26(11-8-22)33-18-17-30-14-2-3-15-30)27-12-9-25(32)19-21(27)13-16-31(28)24-6-4-5-23(29)20-24/h4-12,19-20,32H,2-3,13-18H2,1H3
InChiKey: HNSLZGRIZCCKHZ-UHFFFAOYSA-N

Network

Hover on a compound node to display the structore

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

This is a work in progress. Come back soon to try this features!

Clustering layers

This is a work in progress. Come back soon to try this features!

Synonyms

2-(3-fluorophenyl)-1-methyl-1-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]-3,4-dihydroisoquinolin-6-ol
2-(3-fluorophenyl)-1-methyl-1-[4-(2-pyrrolidinoethoxy)phenyl]-3,4-dihydroisoquinolin-6-ol
2-(3-fluorophenyl)-1-methyl-1-[4-(2-1-pyrrolidinylethoxy)phenyl]-3,4-dihydroisoquinolin-6-ol

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	estrogen receptor 1	Starlite/ChEMBL	References
Homo sapiens	estrogen receptor 2 (ER beta)	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
Schistosoma mansoni	coup transcription factor	0.0016	0.5	0.5
Echinococcus multilocularis	hepatocyte nuclear factor 4 alpha	0.0016	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.0016	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.0016	0.5	0.5
Echinococcus multilocularis	ecdysone induced protein 78C	0.0016	0.5	0.5
Schistosoma mansoni	retinoid-x-receptor (RXR)	0.0016	0.5	0.5
Schistosoma mansoni	RAR-like nuclear receptor	0.0016	0.5	0.5
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.0016	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.0016	0.5	0.5
Schistosoma mansoni	retinoic acid receptor RXR	0.0016	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.0016	0.5	0.5
Echinococcus granulosus	FTZ F1 alpha	0.0016	0.5	0.5
Brugia malayi	nuclear receptor NHR-88	0.0016	0.5	0.5
Brugia malayi	steroid hormone receptor	0.0016	0.5	0.5
Schistosoma mansoni	nuclear receptor 2DBD-gamma	0.0016	0.5	0.5
Loa Loa (eye worm)	steroid hormone receptor	0.0016	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.0016	0.5	0.5
Echinococcus multilocularis	FTZ F1 nuclear receptor protein	0.0016	0.5	0.5
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.0016	0.5	0.5
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-31	0.0016	0.5	0.5
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-14	0.0016	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.0016	0.5	0.5
Echinococcus multilocularis	thyroid hormone receptor alpha	0.0016	0.5	0.5
Schistosoma mansoni	nuclear hormone receptor	0.0016	0.5	0.5
Brugia malayi	photoreceptor-specific nuclear receptor	0.0016	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-49	0.0016	0.5	0.5
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-1	0.0016	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.0016	0.5	0.5
Schistosoma mansoni	FTZ-F1 nuclear receptor-like protein	0.0016	0.5	0.5
Echinococcus granulosus	COUP TF:Svp nuclear hormone receptor	0.0016	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.0016	0.5	0.5
Echinococcus granulosus	Nuclear hormone receptor family member nhr 41	0.0016	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-41	0.0016	0.5	0.5
Brugia malayi	Nuclear hormone receptor-like 1	0.0016	0.5	0.5
Echinococcus granulosus	hepatocyte nuclear factor 4 alpha	0.0016	0.5	0.5
Onchocerca volvulus		0.0016	0.5	0.5
Onchocerca volvulus	Bile acid receptor homolog	0.0016	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.0016	0.5	0.5
Brugia malayi	Steroid receptor seven-up type 2	0.0016	0.5	0.5
Schistosoma mansoni	Tr4/Tr2 (homologue)	0.0016	0.5	0.5
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-40	0.0016	0.5	0.5
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.0016	0.5	0.5
Schistosoma mansoni	nuclear hormone receptor nor-1/nor-2	0.0016	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-40	0.0016	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-14	0.0016	0.5	0.5
Echinococcus granulosus	retinoic acid receptor rxr beta a	0.0016	0.5	0.5
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.0016	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-31	0.0016	0.5	0.5
Echinococcus granulosus	FTZ F1 nuclear receptor protein	0.0016	0.5	0.5
Brugia malayi	nuclear hormone receptor	0.0016	0.5	0.5
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-41	0.0016	0.5	0.5
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.0016	0.5	0.5
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.0016	0.5	0.5
Schistosoma mansoni	thyroid hormone receptor	0.0016	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-3	0.0016	0.5	0.5
Echinococcus multilocularis	COUP TF:Svp nuclear hormone receptor	0.0016	0.5	0.5
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-49	0.0016	0.5	0.5
Echinococcus multilocularis	Nuclear hormone receptor family member nhr 41	0.0016	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.0016	0.5	0.5
Loa Loa (eye worm)	nuclear Hormone Receptor family member	0.0016	0.5	0.5
Echinococcus granulosus	ecdysone induced protein 78C	0.0016	0.5	0.5
Schistosoma mansoni	photoreceptor-specific nuclear receptor related	0.0016	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-1	0.0016	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.0016	0.5	0.5
Schistosoma mansoni	steroid hormone receptor ad4bp	0.0016	0.5	0.5
Onchocerca volvulus	Steroid hormone receptor family member cnr14 homolog	0.0016	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.0016	0.5	0.5
Schistosoma mansoni	thyroid hormone receptor	0.0016	0.5	0.5
Echinococcus multilocularis	FTZ F1 alpha	0.0016	0.5	0.5
Onchocerca volvulus	Protein ultraspiracle homolog	0.0016	0.5	0.5

Activities

Activity type	Activity value	Assay description	Source	Reference
Agonism (functional)	= 5 %	Percent agonistic activity in MCF-7 breast tumor cells using MCF-7 assay	ChEMBL.	12825935
Agonism (functional)	= 5 %	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)	= 0.7030000000000001	Inhibition of transcriptional activation by human estrogen receptor beta	ChEMBL.	15686893
IC50 (binding)	= 0.9100000000000001	Inhibition of binding to human estrogen receptor beta	ChEMBL.	15686893
IC50 (binding)	= 1.409	Inhibition of binding to human estrogen receptor alpha	ChEMBL.	15686893
IC50 (binding)	= 2.523	Inhibition of transcriptional activation by human estrogen receptor alpha	ChEMBL.	15686893
IC50 (binding)	= 3 nM	Inhibitory concentration against estrogen receptor alpha using estrogen response element (ERE) assay.	ChEMBL.	12825935
IC50 (binding)	= 3 nM	Inhibitory concentration against estrogen receptor alpha using estrogen response element (ERE) assay.	ChEMBL.	12825935
IC50 (functional)	= 3.8 nM	Inhibitory concentration against MCF-7 breast tumor cells using MCF-7 assay.	ChEMBL.	12825935
IC50 (functional)	= 3.8 nM	Inhibitory concentration against MCF-7 breast tumor cells using MCF-7 assay.	ChEMBL.	12825935
IC50 (binding)	= 39 nM	Inhibitory concentration against estrogen receptor alpha using radioligand binding assay.	ChEMBL.	12825935
IC50 (binding)	= 39 nM	Inhibitory concentration against estrogen receptor alpha using radioligand binding assay.	ChEMBL.	12825935
IC50 (binding)	= 123 nM	Inhibitory concentration against estrogen receptor 2 using radioligand binding assay.	ChEMBL.	12825935
IC50 (binding)	= 123 nM	Inhibitory concentration against estrogen receptor 2 using radioligand binding assay.	ChEMBL.	12825935
IC50 (binding)	= 198 nM	Inhibitory concentration against estrogen receptor 2 using estrogen response element (ERE) assay.	ChEMBL.	12825935
IC50 (binding)	= 198 nM	Inhibitory concentration against estrogen receptor 2 using estrogen response element (ERE) assay.	ChEMBL.	12825935
Log IC50 (binding)	= 0.703 uM	Inhibition of transcriptional activation by human estrogen receptor beta	ChEMBL.	15686893
Log IC50 (binding)	= 0.91 uM	Inhibition of binding to human estrogen receptor beta	ChEMBL.	15686893
Log IC50 (binding)	= 1.409 uM	Inhibition of binding to human estrogen receptor alpha	ChEMBL.	15686893
Log IC50 (binding)	= 2.523 uM	Inhibition of transcriptional activation by human estrogen receptor alpha	ChEMBL.	15686893
Selectivity (binding)	= 0.499	Selectivity for human estrogen receptor alpha over beta binding	ChEMBL.	15686893
Selectivity (binding)	= 1.82	Selectivity for human estrogen receptor alpha over beta in transcriptional activation assay	ChEMBL.	15686893
Selectivity (binding)	= 0.499	Selectivity for human estrogen receptor alpha over beta binding	ChEMBL.	15686893
Selectivity (binding)	= 1.82	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: CHEMBL319211
PubChem: 11015765

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 165639