Detailed information for compound 509662

Basic information

Technical information
  • TDR Targets ID: 509662
  • Name: 3-(1-adamantyl)-5,6,7,8,9,10-hexahydro-[1,2,4 ]triazolo[4,3-a]azocine
  • MW: 285.427 | Formula: C18H27N3
  • H donors: 0 H acceptors: 2 LogP: 3.93 Rotable bonds: 1
    Rule of 5 violations (Lipinski): 1
  • SMILES: C1CCCn2c(CC1)nnc2C12CC3CC(C2)CC(C1)C3
  • InChi: 1S/C18H27N3/c1-2-4-6-21-16(5-3-1)19-20-17(21)18-10-13-7-14(11-18)9-15(8-13)12-18/h13-15H,1-12H2
  • InChiKey: KTYRDCHIMJKQQH-UHFFFAOYSA-N  

Network

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Synonyms

  • 3-(1-adamantyl)-5,6,7,8,9,10-hexahydro-[1,2,4]triazolo[4,5-a]azocine

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Mus musculus hydroxysteroid 11-beta dehydrogenase 2 Starlite/ChEMBL References
Homo sapiens hydroxysteroid (11-beta) dehydrogenase 1 Starlite/ChEMBL References
Homo sapiens hydroxysteroid (11-beta) dehydrogenase 2 Starlite/ChEMBL References
Mus musculus hydroxysteroid 11-beta dehydrogenase 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium tuberculosis Probable oxidoreductase Get druggable targets OG5_132866 All targets in OG5_132866
Mycobacterium ulcerans short chain dehydrogenase Get druggable targets OG5_132866 All targets in OG5_132866

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium falciparum steroid dehydrogenase, putative hydroxysteroid 11-beta dehydrogenase 1 292 aa 246 aa 25.2 %
Plasmodium falciparum steroid dehydrogenase, putative hydroxysteroid (11-beta) dehydrogenase 1 292 aa 250 aa 24.8 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0126 0 0.5
Echinococcus multilocularis dihydropyrimidine dehydrogenase (NADP+) 0.0126 0 0.5
Trypanosoma brucei dihydroorotate dehydrogenase (fumarate) 0.0324 0.3528 0.5
Trypanosoma cruzi dihydroorotate dehydrogenase, putative 0.0324 0.3528 1
Trichomonas vaginalis dihydropyrimidine dehydrogenase, putative 0.0126 0 0.5
Brugia malayi Dihydroorotate dehydrogenase, mitochondrial precursor, putative 0.0324 0.3528 1
Entamoeba histolytica dihydropyrimidine dehydrogenase, putative 0.0126 0 0.5
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0126 0 0.5
Wolbachia endosymbiont of Brugia malayi dihydroorotate dehydrogenase 2 0.0324 0.3528 0.5
Trypanosoma cruzi dihydroorotate dehydrogenase, putative 0.0324 0.3528 1
Plasmodium falciparum dihydroorotate dehydrogenase 0.0324 0.3528 0.5
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0126 0 0.5
Echinococcus multilocularis dihydropyrimidine dehydrogenase (NADP+) 0.0126 0 0.5
Echinococcus granulosus dihydropyrimidine dehydrogenase NADP 0.0126 0 0.5
Schistosoma mansoni dihydroorotate dehydrogenase 0.0324 0.3528 0.5
Trypanosoma cruzi dihydroorotate dehydrogenase (fumarate), putative 0.0324 0.3528 1
Echinococcus granulosus dihydropyrimidine dehydrogenase NADP 0.0126 0 0.5
Leishmania major dihydroorotate dehydrogenase 0.0324 0.3528 0.5
Brugia malayi Dihydroorotate dehydrogenase, mitochondrial precursor, putative 0.0324 0.3528 1
Mycobacterium ulcerans short chain dehydrogenase 0.0685 1 1
Plasmodium vivax dihydroorotate dehydrogenase, mitochondrial precursor, putative 0.0324 0.3528 0.5
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0126 0 0.5
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0126 0 0.5
Mycobacterium leprae Probable dihydroorotate dehydrogenase PyrD 0.0324 0.3528 0.5
Toxoplasma gondii dihydroorotate dehydrogenase reveal, putative 0.0324 0.3528 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 7.8 nM Inhibition of human 11beta-HSD1 expressed in CHO-K1 cells assessed as conversion of [3H]cortisone to [3H]cortisol by scintillation counting ChEMBL. 21334894
IC50 (binding) = 98 nM Inhibition of mouse 11beta-HSD1 expressed in CHO-K1 cells assessed as conversion of [3H]cortisone to [3H]cortisol by scintillation counting ChEMBL. 21334894
IC50 (binding) > 4000 nM Inhibition of human 11beta-HSD2 ChEMBL. 21334894
IC50 (binding) > 4000 nM Inhibition of mouse 11beta-HSD2 ChEMBL. 21334894
Inhibition (functional) = 21 % Inhibition of 11beta-HSD1 in ICR mouse assessed as conversion of [3H]cortisone to [3H]cortisol at 10 mg/kg, po after 4 hrs by scintillation counting ChEMBL. 21334894
Inhibition (functional) = 24 % Inhibition of 11betaHSD1 in mouse phamacodynamic model assessed as inhibition of [3H]cortisone to [3H]cortisol at 10 mg/kg, po after 4 hrs ChEMBL. 18440812
Inhibition (functional) = 24 % Inhibition of 11betaHSD1 in mouse phamacodynamic model assessed as inhibition of [3H]cortisone to [3H]cortisol at 10 mg/kg, po after 4 hrs ChEMBL. 18440812
Inhibition (functional) = 31 % Inhibition of 11beta-HSD1 in ICR mouse assessed as conversion of [3H]cortisone to [3H]cortisol at 10 mg/kg, po after 1 hr by scintillation counting ChEMBL. 21334894

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

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.