TDR Targets

Basic information

Technical information

TDR Targets ID: 227249
Name: 5',8'-dimethoxyspiro[1,4-dihydroimidazole-5,3 '-2,4-dihydro-1H-naphthalene]
MW: 246.305 | Formula: C14H18N2O2
H donors: 1 H acceptors: 0 LogP: 2 Rotable bonds: 2
Rule of 5 violations (Lipinski): 1
SMILES: COc1ccc(c2c1CC1(CN=CN1)CC2)OC
InChi: 1S/C14H18N2O2/c1-17-12-3-4-13(18-2)11-7-14(6-5-10(11)12)8-15-9-16-14/h3-4,9H,5-8H2,1-2H3,(H,15,16)
InChiKey: FCBYVPZNSPJDJQ-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

5',8'-dimethoxyspiro[1,4-dihydroimidazole-5,2'-tetralin]
5',8'-dimethoxyspiro[2-imidazoline-4,2'-tetralin]
5,8-dimethoxyspiro[2,4-dihydro-1H-naphthalene-3,4'-3,5-dihydroimidazole]
5',8'-dimethoxyspiro[3,5-dihydroimidazole-4,2'-tetralin]

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Rattus norvegicus	Adrenergic receptor alpha-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

No druggable targets predicted by sequence similarity

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Schistosoma mansoni	nuclear hormone receptor nor-1/nor-2	0.1215	0.0925	0.1389
Loa Loa (eye worm)	hypothetical protein	0.1215	0.0925	0.0854
Loa Loa (eye worm)	hypothetical protein	1.0491	0.8949	0.9468
Loa Loa (eye worm)	hypothetical protein	0.0573	0.037	0.0258
Schistosoma mansoni	FTZ-F1 nuclear receptor-like protein	0.1215	0.0925	0.1389
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.1215	0.0925	0.0854
Brugia malayi	steroid hormone receptor	0.1215	0.0925	0.0854
Loa Loa (eye worm)	DR-78	0.0573	0.037	0.0258
Brugia malayi	Nuclear hormone receptor E75	0.0573	0.037	0.0258
Loa Loa (eye worm)	hypothetical protein	0.0642	0.0429	0.0322
Schistosoma mansoni	hepatocyte nuclear factor 4-alpha (hnf-4-alpha)	0.0573	0.037	0.042
Loa Loa (eye worm)	steroid hormone receptor	0.1215	0.0925	0.0854
Loa Loa (eye worm)	hypothetical protein	0.0573	0.037	0.0258
Loa Loa (eye worm)	hypothetical protein	0.1215	0.0925	0.0854
Echinococcus multilocularis	thyroid hormone receptor alpha	0.1215	0.0925	0.1538
Schistosoma mansoni	retinoic acid receptor RXR	0.6916	0.5857	1
Echinococcus multilocularis	Nuclear hormone receptor family member nhr 41	0.1215	0.0925	0.1538
Schistosoma mansoni	thyroid hormone receptor	0.1215	0.0925	0.1389
Brugia malayi	Nuclear hormone receptor E75	0.0573	0.037	0.0258
Echinococcus granulosus	nuclear receptor nhr 48	0.0573	0.037	0.042
Loa Loa (eye worm)	hypothetical protein	0.0573	0.037	0.0258
Echinococcus multilocularis	ecdysone induced protein 78C	0.1215	0.0925	0.1538
Loa Loa (eye worm)	hypothetical protein	0.0642	0.0429	0.0322
Brugia malayi	Nuclear hormone receptor-like 1	0.1215	0.0925	0.0854
Brugia malayi	hypothetical protein	0.0642	0.0429	0.0322
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.1215	0.0925	0.0854
Loa Loa (eye worm)	nuclear hormone receptor	0.0573	0.037	0.0258
Schistosoma mansoni	nuclear receptor nhr-48	0.0573	0.037	0.042
Echinococcus multilocularis	nuclear receptor subfamily 4 group A	0.0573	0.037	0.0465
Brugia malayi	tailless protein	0.0573	0.037	0.0258
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.1215	0.0925	0.1538
Loa Loa (eye worm)	hypothetical protein	0.1215	0.0925	0.0854
Loa Loa (eye worm)	hypothetical protein	0.1215	0.0925	0.0854
Brugia malayi	Nuclear hormone receptor family member nhr-14	0.1215	0.0925	0.0854
Brugia malayi	nuclear hormone receptor family member odr-7	0.0573	0.037	0.0258
Echinococcus granulosus	hepatocyte nuclear factor 4 alpha	0.1215	0.0925	0.1389
Schistosoma mansoni	coup transcription factor	0.1215	0.0925	0.1389
Brugia malayi	nuclear receptor NHR-88	0.1215	0.0925	0.0854
Schistosoma mansoni	RAR-like nuclear receptor	0.1215	0.0925	0.1389
Mycobacterium tuberculosis	Carboxylesterase LipT	0.0146	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0642	0.0429	0.0322
Echinococcus multilocularis	retinoic acid receptor rxr beta a retinoic acid receptor rxr alpha a retinoic acid receptor rxr alpha	0.6274	0.5301	1
Schistosoma mansoni	steroid hormone receptor ad4bp	0.1215	0.0925	0.1389
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.1215	0.0925	0.1389
Brugia malayi	nuclear receptor NHR-67	0.0573	0.037	0.0258
Mycobacterium ulcerans	carboxylesterase, LipT	0.0146	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0573	0.037	0.0258
Brugia malayi	nuclear receptor subfamily 1, group D, member 1, putative	0.0573	0.037	0.0258
Loa Loa (eye worm)	hypothetical protein	0.1215	0.0925	0.0854
Echinococcus multilocularis	Nuclear hormone receptor HR96	0.0573	0.037	0.0465
Onchocerca volvulus		0.1215	0.0925	0.0577
Schistosoma mansoni	Tr4/Tr2 (homologue)	0.1215	0.0925	0.1389
Loa Loa (eye worm)	nuclear receptor nhr-7B	1.1064	0.9445	1
Loa Loa (eye worm)	hypothetical protein	0.0573	0.037	0.0258
Loa Loa (eye worm)	hypothetical protein	0.0573	0.037	0.0258
Schistosoma mansoni	nuclear receptor 2DBD-gamma	0.1215	0.0925	0.1389
Loa Loa (eye worm)	hypothetical protein	0.1215	0.0925	0.0854
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.0573	0.037	0.042
Echinococcus multilocularis	FTZ F1 nuclear receptor protein	0.1215	0.0925	0.1538
Brugia malayi	nuclear receptor NHR-88	0.0573	0.037	0.0258
Brugia malayi	nuclear receptor RXR	0.0573	0.037	0.0258
Loa Loa (eye worm)	hypothetical protein	0.0573	0.037	0.0258
Loa Loa (eye worm)	hypothetical protein	0.0573	0.037	0.0258
Brugia malayi	Nuclear hormone receptor family member nhr-3	0.1215	0.0925	0.0854
Brugia malayi	Nuclear hormone receptor family member nhr-40	0.1215	0.0925	0.0854
Brugia malayi	photoreceptor-specific nuclear receptor	0.1215	0.0925	0.0854
Echinococcus granulosus	thyroid hormone receptor alpha	0.0573	0.037	0.042
Echinococcus granulosus	nuclear receptor subfamily 4 group A	0.0573	0.037	0.042
Loa Loa (eye worm)	hypothetical protein	0.0573	0.037	0.0258
Loa Loa (eye worm)	hypothetical protein	0.1215	0.0925	0.0854
Schistosoma mansoni	zinc finger protein	0.0573	0.037	0.042
Echinococcus granulosus	nuclear receptor subfamily 1 group D	0.0642	0.0429	0.0523
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.1215	0.0925	0.0854
Echinococcus multilocularis	COUP TF:Svp nuclear hormone receptor	0.1215	0.0925	0.1538
Brugia malayi	orphan nuclear receptor NR2E1	0.0573	0.037	0.0258
Loa Loa (eye worm)	hypothetical protein	0.0573	0.037	0.0258
Echinococcus granulosus	Nuclear hormone receptor family member nhr 41	0.1215	0.0925	0.1389
Schistosoma mansoni	nuclear hormone receptor	0.0573	0.037	0.042
Loa Loa (eye worm)	hypothetical protein	0.0642	0.0429	0.0322
Brugia malayi	nuclear hormone receptor family member nhr-6	0.0573	0.037	0.0258
Schistosoma mansoni	photoreceptor-specific nuclear receptor related	0.1215	0.0925	0.1389
Echinococcus granulosus	FTZ F1 nuclear receptor protein	0.1215	0.0925	0.1389
Schistosoma mansoni	nuclear hormone receptor	0.1215	0.0925	0.1389
Schistosoma mansoni	retinoid-x-receptor (RXR)	0.1215	0.0925	0.1389
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.1215	0.0925	0.0854
Echinococcus multilocularis	hepatocyte nuclear factor 4 alpha	0.1215	0.0925	0.1538
Echinococcus granulosus	COUP TF:Svp nuclear hormone receptor	0.1215	0.0925	0.1389
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.1215	0.0925	0.1389
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-1	0.1215	0.0925	0.0854
Brugia malayi	conserved hypotetical protein	0.0573	0.037	0.0258
Brugia malayi	Steroid receptor seven-up type 2	0.1215	0.0925	0.0854
Echinococcus granulosus	Nuclear hormone receptor HR96	0.0573	0.037	0.042
Loa Loa (eye worm)	nuclear Hormone Receptor family member	0.1215	0.0925	0.0854
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.0573	0.037	0.0465
Brugia malayi	Nuclear hormone receptor family member nhr-41	0.1215	0.0925	0.0854
Onchocerca volvulus	Bile acid receptor homolog	0.1215	0.0925	0.0577
Brugia malayi	nuclear receptor RXR	0.0642	0.0429	0.0322
Schistosoma mansoni	nuclear hormone receptor	0.0573	0.037	0.042
Echinococcus granulosus	FTZ F1 alpha	0.1215	0.0925	0.1389
Schistosoma mansoni	nuclear hormone receptor superfamily protein-related	0.2284	0.185	0.3004
Schistosoma mansoni	thyroid hormone receptor	0.1215	0.0925	0.1389
Brugia malayi	Nuclear hormone receptor family member nhr-31	0.1215	0.0925	0.0854
Schistosoma mansoni	ecdysone-induced protein 78c (dr-78)	0.0642	0.0429	0.0523
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-40	0.1215	0.0925	0.0854
Brugia malayi	nuclear hormone receptor	1.1064	0.9445	1
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.1215	0.0925	0.0854
Echinococcus multilocularis	FTZ F1 alpha	0.1215	0.0925	0.1538
Echinococcus multilocularis	nuclear receptor nhr 48	0.0573	0.037	0.0465
Loa Loa (eye worm)	hypothetical protein	0.0642	0.0429	0.0322
Loa Loa (eye worm)	hypothetical protein	0.1215	0.0925	0.0854
Brugia malayi	hypothetical protein	0.0573	0.037	0.0258
Brugia malayi	Nuclear hormone receptor family member nhr-49	0.1215	0.0925	0.0854
Brugia malayi	nuclear hormone receptor	0.1215	0.0925	0.0854
Brugia malayi	hypothetical protein	0.0642	0.0429	0.0322
Schistosoma mansoni	nuclear receptor	0.0573	0.037	0.042
Echinococcus multilocularis	Nuclear hormone receptor HR96	0.0573	0.037	0.0465
Loa Loa (eye worm)	nuclear hormone receptor-like 1	0.0642	0.0429	0.0322
Loa Loa (eye worm)	nuclear receptor NHR-67	0.0573	0.037	0.0258
Schistosoma mansoni	nuclear receptor	0.0573	0.037	0.042
Loa Loa (eye worm)	hypothetical protein	0.0573	0.037	0.0258
Brugia malayi	Nuclear hormone receptor-like 1	0.0642	0.0429	0.0322
Brugia malayi	Nuclear hormone receptor family member nhr-1	0.1215	0.0925	0.0854
Loa Loa (eye worm)	hypothetical protein	0.0573	0.037	0.0258
Onchocerca volvulus	Protein ultraspiracle homolog	0.1215	0.0925	0.0577
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.1215	0.0925	0.1538
Echinococcus granulosus	Nuclear hormone receptor HR96	0.0573	0.037	0.042
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-41	0.1215	0.0925	0.0854
Brugia malayi	hypothetical protein	0.0573	0.037	0.0258
Brugia malayi	ecdysteroid receptor	0.1215	0.0925	0.0854
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-14	0.1215	0.0925	0.0854
Loa Loa (eye worm)	hypothetical protein	0.0573	0.037	0.0258
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.1215	0.0925	0.0854
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-49	0.1215	0.0925	0.0854
Echinococcus multilocularis	nuclear receptor subfamily 1 group D	0.0642	0.0429	0.058
Brugia malayi	Nuclear hormone receptor-like 1	0.0642	0.0429	0.0322
Brugia malayi	ecdysone receptor	0.0573	0.037	0.0258
Schistosoma mansoni	retinoid-x-receptor (RXR)	0.0642	0.0429	0.0523
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-31	0.1215	0.0925	0.0854
Echinococcus granulosus	retinoic acid receptor rxr beta a	0.6916	0.5857	1
Echinococcus granulosus	ecdysone induced protein 78C	0.1215	0.0925	0.1389

Activities

Activity type	Activity value	Assay description	Source	Reference
C20 (functional)	= 0.05 ug kg-1	Alpha adrenergic activity was evaluated as concentration (iv) which increases the arterial pressure by 20 mmHg in the pithed rat	ChEMBL.	7562941
C20 (functional)	= 0.05 ug kg-1	Alpha adrenergic activity was evaluated as concentration (iv) which increases the arterial pressure by 20 mmHg in the pithed rat	ChEMBL.	7562941
EC50 (functional)	= 0.12 uM	Effective concentration for the agonist in the isolated blood vessel using in vitro femoral artery	ChEMBL.	7562941
EC50 (functional)	= 0.3 uM	Effective concentration for the agonist in the isolated blood vessel using in vitro saphenous vein	ChEMBL.	7562941
Emax (functional)	= 77	Maximal contractile response obtained with the agonist (expressed as a percentage of the maximal contraction to phenylephrine in the dog femoral artery)	ChEMBL.	7562941
Emax (functional)	= 106	Maximal contractile response obtained with the agonist (expressed as a percentage of the maximal contraction to phenylephrine in the dog saphenous vein)	ChEMBL.	7562941
Ki (binding)	= 2 uM	Displacement of [3H]-prazosin from rat cortex Alpha-1 adrenergic receptor	ChEMBL.	7562941
Ki (binding)	= 2 uM	Displacement of [3H]-prazosin from rat cortex Alpha-1 adrenergic receptor	ChEMBL.	7562941
Max (functional)	= 128 mmHg	Alpha adrenergic activity was evaluated as maximal pressure response caused by agonist, expressed in mmHg (the maximum obtained with phenylephrine is 150 mmHg).	ChEMBL.	7562941
Max (functional)	= 128 mmHg	Alpha adrenergic activity was evaluated as maximal pressure response caused by agonist, expressed in mmHg (the maximum obtained with phenylephrine is 150 mmHg).	ChEMBL.	7562941
Ratio (functional)	= 2	Ratio of C20 obtained in the absence or presence of [C20 (1 mg of yohimbine.) / C20 (control)]	ChEMBL.	7562941
Ratio (functional)	= 21	Ratio of C20 obtained in the absence or presence of [C20 ( 0.1 mg of prazosin ) / C20 (control)]	ChEMBL.	7562941

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: CHEMBL336331
PubChem: 10220523

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 227249