Detailed information for compound 1778092

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 433.331 | Formula: C21H22Cl2N4O2
  • H donors: 2 H acceptors: 2 LogP: 3.9 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: C[C@@H]1CC(C[C@H](N1C(=O)c1cc(Cl)c(c(c1)Cl)N)C)n1c(=O)[nH]c2c1cccc2
  • InChi: 1S/C21H22Cl2N4O2/c1-11-7-14(27-18-6-4-3-5-17(18)25-21(27)29)8-12(2)26(11)20(28)13-9-15(22)19(24)16(23)10-13/h3-6,9-12,14H,7-8,24H2,1-2H3,(H,25,29)/t11-,12-/m1/s1
  • InChiKey: AOWNYHBHZWHKOU-VXGBXAGGSA-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 hydroxysteroid (11-beta) dehydrogenase 1 Starlite/ChEMBL References
Rattus norvegicus 11-beta-hydroxysteroid 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
Echinococcus granulosus epidermal retinal dehydrogenase 2 11-beta-hydroxysteroid dehydrogenase 1   288 aa 268 aa 22.8 %
Plasmodium falciparum steroid dehydrogenase, putative hydroxysteroid (11-beta) dehydrogenase 1 292 aa 250 aa 24.8 %
Dictyostelium discoideum glucose/ribitol dehydrogenase family protein 11-beta-hydroxysteroid dehydrogenase 1   288 aa 256 aa 22.7 %
Brugia malayi Dehydrogenases, short chain protein 30 11-beta-hydroxysteroid dehydrogenase 1   288 aa 272 aa 30.5 %
Brugia malayi oxidoreductase, short chain dehydrogenase/reductase family protein 11-beta-hydroxysteroid dehydrogenase 1   288 aa 235 aa 24.7 %
Dictyostelium discoideum short-chain dehydrogenase/reductase family protein 11-beta-hydroxysteroid dehydrogenase 1   288 aa 253 aa 25.7 %
Dictyostelium discoideum short-chain dehydrogenase/reductase family protein 11-beta-hydroxysteroid dehydrogenase 1   288 aa 232 aa 34.0 %
Trypanosoma brucei short-chain dehydrogenase, putative 11-beta-hydroxysteroid dehydrogenase 1   288 aa 232 aa 22.8 %
Echinococcus multilocularis epidermal retinal dehydrogenase 2 11-beta-hydroxysteroid dehydrogenase 1   288 aa 302 aa 24.5 %
Leishmania mexicana hypothetical protein, conserved 11-beta-hydroxysteroid dehydrogenase 1   288 aa 286 aa 23.1 %
Trypanosoma brucei gambiense short-chain dehydrogenase, putative 11-beta-hydroxysteroid dehydrogenase 1   288 aa 232 aa 22.8 %
Schistosoma japonicum ko:K00072 sepiapterin reductase [EC1.1.1.153], putative 11-beta-hydroxysteroid dehydrogenase 1   288 aa 239 aa 22.2 %
Echinococcus multilocularis 3 ketodihydrosphingosine reductase 11-beta-hydroxysteroid dehydrogenase 1   288 aa 248 aa 25.4 %
Neospora caninum short-chain dehydrogenase/reductase family protein, putative 11-beta-hydroxysteroid dehydrogenase 1   288 aa 232 aa 23.7 %
Mycobacterium tuberculosis Possible multi-functional enzyme with acyl-CoA-reductase activity AcrA1 11-beta-hydroxysteroid dehydrogenase 1   288 aa 232 aa 28.4 %
Trypanosoma congolense short-chain dehydrogenase, putative 11-beta-hydroxysteroid dehydrogenase 1   288 aa 264 aa 25.8 %
Trypanosoma congolense short-chain dehydrogenase, putative 11-beta-hydroxysteroid dehydrogenase 1   288 aa 257 aa 27.2 %
Loa Loa (eye worm) dehydrogenase 11-beta-hydroxysteroid dehydrogenase 1   288 aa 241 aa 23.2 %
Schistosoma mansoni oxidoreductase short chain dehydrogenase/reductase family 11-beta-hydroxysteroid dehydrogenase 1   288 aa 248 aa 24.2 %
Schistosoma mansoni steroid dehydrogenase 11-beta-hydroxysteroid dehydrogenase 1   288 aa 241 aa 27.4 %
Plasmodium knowlesi putative oxidoreductase, short-chain dehydrogenase family, putative 11-beta-hydroxysteroid dehydrogenase 1   288 aa 250 aa 24.0 %
Echinococcus granulosus 3 ketodihydrosphingosine reductase 11-beta-hydroxysteroid dehydrogenase 1   288 aa 248 aa 25.0 %
Schistosoma japonicum ko:K00120 similar to Dehydrogenase/reductase (SDR family) member 1 [EC:1.1.-.-], putative 11-beta-hydroxysteroid dehydrogenase 1   288 aa 233 aa 24.9 %
Trypanosoma congolense short chain dehydrogenase, putative 11-beta-hydroxysteroid dehydrogenase 1   288 aa 238 aa 26.9 %
Trypanosoma cruzi short-chain dehydrogenase, putative 11-beta-hydroxysteroid dehydrogenase 1   288 aa 241 aa 29.5 %
Loa Loa (eye worm) oxidoreductase 11-beta-hydroxysteroid dehydrogenase 1   288 aa 235 aa 26.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus nicotinic acetylcholine receptor subunit type 0.0019 0.002 1
Echinococcus granulosus nicotinic acetylcholine receptor subunit alpha 8 0.0019 0.002 1
Loa Loa (eye worm) ligand-Gated ion Channel family member 0.0019 0.002 1
Loa Loa (eye worm) ACC-1 protein 0.0019 0.002 1
Loa Loa (eye worm) hypothetical protein 0.0019 0.002 1
Echinococcus granulosus glycine receptor subunit alpha 1 0.0019 0.002 1
Echinococcus multilocularis glycine receptor subunit beta 0.0019 0.002 1
Echinococcus granulosus Cys loop ligand gated ion channel subunit 0.0019 0.002 1
Echinococcus multilocularis nicotinic acetylcholine receptor alpha subunit 0.0019 0.002 1
Loa Loa (eye worm) hypothetical protein 0.0019 0.002 1
Echinococcus multilocularis nicotinic acetylcholine receptor a11 subunit 0.0019 0.002 1
Brugia malayi Cation transporter family protein 0.0019 0.002 1
Echinococcus granulosus glycine receptor subunit beta 0.0019 0.002 1
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0019 0.002 1
Echinococcus multilocularis nicotinic acetylcholine receptor beta 1 subunit 0.0019 0.002 1
Echinococcus granulosus nAChR subunit 0.0019 0.002 1
Echinococcus granulosus nicotinic acetylcholine receptor alpha subunit 0.0019 0.002 1
Loa Loa (eye worm) hypothetical protein 0.0019 0.002 1
Schistosoma mansoni nAChR subunit 0.0019 0.002 1
Echinococcus multilocularis acetylcholine receptor subunit beta 1 0.0019 0.002 1
Echinococcus multilocularis nAChR subunit 0.0019 0.002 1
Echinococcus multilocularis glycine receptor subunit alpha 1 0.0019 0.002 1
Loa Loa (eye worm) hypothetical protein 0.0019 0.002 1
Loa Loa (eye worm) nicotinic acetylcholine receptor non-alpha subunit 0.0019 0.002 1
Echinococcus multilocularis glycine receptor subunit alpha 1 0.0019 0.002 1
Brugia malayi Hypothetical glycine receptor like protein T20B12.9 in chromosome III 0.0019 0.002 1
Mycobacterium tuberculosis Pantoate--beta-alanine ligase PanC (pantothenate synthetase) (pantoate activating enzyme) 0.4358 1 1
Brugia malayi acetylcholine receptor alpha subunit precursor, putative 0.0019 0.002 1
Brugia malayi Cation transporter family protein 0.0019 0.002 1
Schistosoma mansoni nAChR subunit 0.0019 0.002 1
Onchocerca volvulus 0.0019 0.002 1
Schistosoma mansoni nAChR subunit 0.0019 0.002 1
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0019 0.002 1
Brugia malayi excitatory GABA receptor EXP-1A 0.0019 0.002 1
Loa Loa (eye worm) LGC-31 protein 0.0019 0.002 1
Mycobacterium ulcerans pantoate--beta-alanine ligase 0.4358 1 1
Echinococcus granulosus neuronal acetylcholine receptor subunit alpha 4 0.0019 0.002 1
Echinococcus granulosus glycine receptor subunit alpha 1 0.0019 0.002 1
Entamoeba histolytica hypothetical protein 0.001 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0019 0.002 1
Loa Loa (eye worm) hypothetical protein 0.0019 0.002 1
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0019 0.002 1
Echinococcus granulosus nicotinic acetylcholine receptor beta 1 subunit 0.0019 0.002 1
Brugia malayi acetylcholine receptor protein, alpha-like chain, putative 0.0019 0.002 1
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0019 0.002 1
Loa Loa (eye worm) nicotinic acetylcholine receptor alpha subunit 0.0019 0.002 1
Brugia malayi nicotinic acetylcholine receptor beta-1 chain precursor 0.0019 0.002 1
Brugia malayi acetylcholine receptor, alpha-type subunit unc-38 precursor 0.0019 0.002 1
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0019 0.002 1
Echinococcus multilocularis glycine receptor subunit beta 0.0019 0.002 1
Echinococcus multilocularis glycine receptor subunit alpha 1 0.0019 0.002 1
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0019 0.002 1
Onchocerca volvulus 0.0019 0.002 1
Onchocerca volvulus 0.0019 0.002 1
Echinococcus multilocularis nicotinic acetylcholine receptor subunit alpha 8 0.0019 0.002 1
Echinococcus granulosus nicotinic acetylcholine receptor a11 subunit 0.0019 0.002 1
Brugia malayi gamma-aminobutyric-acid receptor beta subunit precursor 0.0019 0.002 1
Onchocerca volvulus 0.0019 0.002 1
Schistosoma mansoni nAChR subunit 0.0019 0.002 1
Loa Loa (eye worm) hypothetical protein 0.0019 0.002 1
Onchocerca volvulus 0.0019 0.002 1
Loa Loa (eye worm) hypothetical protein 0.0019 0.002 1
Schistosoma mansoni nAChR subunit 0.0019 0.002 1
Echinococcus granulosus glycine receptor subunit beta 0.0019 0.002 1
Schistosoma mansoni nAChR subunit 0.0019 0.002 1
Brugia malayi nicotinic acetylcholine receptor alpha subunit, putative 0.0019 0.002 1
Loa Loa (eye worm) hypothetical protein 0.0019 0.002 1
Schistosoma mansoni nAChR subunit (ShAR1-beta2-like) 0.0019 0.002 1
Toxoplasma gondii pantoate-beta-alanine ligase 0.4358 1 0.5
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0019 0.002 1
Loa Loa (eye worm) hypothetical protein 0.0019 0.002 1
Loa Loa (eye worm) acetylcholine receptor alpha subunit 0.0019 0.002 1
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0019 0.002 1
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0019 0.002 1
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0019 0.002 1
Loa Loa (eye worm) hypothetical protein 0.0019 0.002 1
Loa Loa (eye worm) glutamate-gated chloride channel alpha3A subunit 0.0019 0.002 1
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0019 0.002 1
Loa Loa (eye worm) hypothetical protein 0.0019 0.002 1
Loa Loa (eye worm) excitatory GABA receptor EXP-1A 0.0019 0.002 1
Echinococcus multilocularis neuronal acetylcholine receptor subunit alpha 4 0.0019 0.002 1
Loa Loa (eye worm) hypothetical protein 0.0019 0.002 1
Loa Loa (eye worm) hypothetical protein 0.0019 0.002 1
Brugia malayi Cation transporter family protein 0.0019 0.002 1
Loa Loa (eye worm) hypothetical protein 0.0019 0.002 1
Schistosoma mansoni nAChR subunit 0.0019 0.002 1
Loa Loa (eye worm) hypothetical protein 0.0019 0.002 1
Loa Loa (eye worm) hypothetical protein 0.0019 0.002 1
Loa Loa (eye worm) hypothetical protein 0.0019 0.002 1
Echinococcus granulosus glycine receptor subunit alpha 1 0.0019 0.002 1
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0019 0.002 1
Loa Loa (eye worm) ACC-1 protein 0.0019 0.002 1
Schistosoma mansoni nAChR subunit (ShAR1-beta-like) 0.0019 0.002 1
Echinococcus multilocularis Cys loop ligand gated ion channel subunit 0.0019 0.002 1
Schistosoma mansoni nAChR subunit (ShAR1-alpha-like) 0.0019 0.002 1
Loa Loa (eye worm) hypothetical protein 0.0019 0.002 1
Echinococcus granulosus acetylcholine receptor subunit beta 1 0.0019 0.002 1
Onchocerca volvulus Putative nachr subunit 0.0019 0.002 1
Onchocerca volvulus 0.0019 0.002 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 22 nM Inhibition of human 11beta-HSD1 ChEMBL. 23747808
IC50 (binding) = 39 nM Inhibition of rat 11beta-HSD1 ChEMBL. 23747808

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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