Detailed information for compound 1464336

Basic information

Technical information
  • TDR Targets ID: 1464336
  • Name: 5-chloro-6-(1H-indol-7-yl)-2,2,4,4,8-pentamet hyl-1,3-dihydroquinolin-3-ol
  • MW: 368.9 | Formula: C22H25ClN2O
  • H donors: 3 H acceptors: 1 LogP: 5.56 Rotable bonds: 1
    Rule of 5 violations (Lipinski): 1
  • SMILES: OC1C(C)(C)Nc2c(C1(C)C)c(Cl)c(cc2C)c1cccc2c1[nH]cc2
  • InChi: 1S/C22H25ClN2O/c1-12-11-15(14-8-6-7-13-9-10-24-19(13)14)17(23)16-18(12)25-22(4,5)20(26)21(16,2)3/h6-11,20,24-26H,1-5H3
  • InChiKey: VWTXAIVZMCQYKU-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens nuclear receptor subfamily 3, group C, member 2 Starlite/ChEMBL References
Homo sapiens androgen receptor Starlite/ChEMBL References
Homo sapiens nuclear receptor subfamily 3, group C, member 1 (glucocorticoid receptor) Starlite/ChEMBL References
Homo sapiens progesterone 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
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Plasmodium falciparum UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.044 0 0.5
Leishmania major UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.044 0 0.5
Loa Loa (eye worm) hypothetical protein 0.044 0 0.5
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.044 0 0.5
Brugia malayi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.044 0 0.5
Trypanosoma cruzi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.044 0 0.5
Treponema pallidum phospho-N-acetylmuramoyl-pentapeptide-transferase (mraY) 0.3981 0.3529 0.5
Entamoeba histolytica UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.044 0 0.5
Mycobacterium tuberculosis Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX 1.0472 1 0.5
Plasmodium vivax N-acetylglucosamine-1-phosphate transferase, putative 0.044 0 0.5
Trichomonas vaginalis glucosaminephosphotransferase, putative 0.044 0 0.5
Echinococcus granulosus UDP N acetylglucosamine dolichyl phosphate 0.044 0 0.5
Wolbachia endosymbiont of Brugia malayi phospho-N-acetylmuramoyl-pentapeptide-transferase 1.0472 1 0.5
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.044 0 0.5
Onchocerca volvulus 0.044 0 0.5
Mycobacterium ulcerans phospho-N-acetylmuramoyl-pentapeptide-transferase 1.0472 1 1
Giardia lamblia UDP-N-acetylglucosamine-dolichyl-phosphateN-acetylglucosaminephosphotransferase 0.044 0 0.5
Chlamydia trachomatis phospho-N-acetylmuramoyl-pentapeptide-transferase 0.3981 0.3529 0.5
Trypanosoma cruzi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.044 0 0.5
Toxoplasma gondii glycosyl transferase, group 4 family protein 0.044 0 0.5
Echinococcus multilocularis UDP N acetylglucosamine dolichyl phosphate 0.044 0 0.5
Trypanosoma brucei UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.044 0 0.5

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 105 nM Agonist activity at glucocorticoid receptor in human HepG2 cells co-transfected with GRE assessed as transactivation activity by luciferase reporter gene assay ChEMBL. 21115247
Efficacy (binding) = 84 % Transrepression activity at glucocorticoid receptor in TNFalpha/IL1beta-stimulated human HepG2 cells assessed as inhibition of NFkappaB-dependent E-selectin transcription by luciferase reporter gene assay relative to Dexamethasone ChEMBL. 21115247
Efficacy (binding) = 95 % Transrepression activity at glucocorticoid receptor in IL-1beta-stimulated human HepG2 cells assessed as inhibition of AP1 response element-induced IL-6 production by ELISA relative to Dexamethasone ChEMBL. 21115247
Efficacy (functional) = 157 % Agonist activity at glucocorticoid receptor in human HepG2 cells co-transfected with GRE assessed as transactivation activity by luciferase reporter gene assay relative to Dexamethasone ChEMBL. 21115247
IC50 (binding) = 14 nM Transrepression activity at glucocorticoid receptor in TNFalpha/IL1beta-stimulated human HepG2 cells assessed as inhibition of NFkappaB-dependent E-selectin transcription by luciferase reporter gene assay ChEMBL. 21115247
IC50 (binding) = 37 nM Transrepression activity at glucocorticoid receptor in IL-1beta-stimulated human HepG2 cells assessed as inhibition of AP1 response element-induced IL-6 production by ELISA ChEMBL. 21115247
Ki (binding) = 16 nM Displacement of radiolabeled Dexamethasone from glucocorticoid receptor expressed in baculovirus ChEMBL. 21115247
Ki (binding) = 890 nM Binding affinity to mineralocorticoid receptor ChEMBL. 21115247
Ki (binding) = 915 nM Binding affinity to androgen receptor ChEMBL. 21115247
Ki (binding) = 1300 nM Binding affinity to progesterone receptor ChEMBL. 21115247

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

Bibliographic References

1 literature reference was collected for this gene.

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