Detailed information for compound 523417

Basic information

Technical information
  • TDR Targets ID: 523417
  • Name: 2-N,6-N-bis(4,5-dihydro-1H-imidazol-2-yl)-9,1 0-dihydroanthracene-2,6-diamine
  • MW: 346.429 | Formula: C20H22N6
  • H donors: 4 H acceptors: 0 LogP: 1.22 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: C1CN=C(N1)Nc1ccc2c(c1)Cc1c(C2)cc(cc1)NC1=NCCN1
  • InChi: 1S/C20H22N6/c1-3-17(25-19-21-5-6-22-19)11-15-10-14-2-4-18(12-16(14)9-13(1)15)26-20-23-7-8-24-20/h1-4,11-12H,5-10H2,(H2,21,22,25)(H2,23,24,26)
  • InChiKey: FSGXKJNXWKVPBU-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N2,N6-bis(4,5-dihydro-1H-imidazol-2-yl)-9,10-dihydroanthracene-2,6-diamine
  • 2-imidazolin-2-yl-[6-(2-imidazolin-2-ylamino)-9,10-dihydroanthracen-2-yl]amine
  • N,N'-bis(4,5-dihydro-1H-imidazol-2-yl)-9,10-dihydroanthracene-2,6-diamine
  • 4,5-dihydro-1H-imidazol-2-yl-[6-(4,5-dihydro-1H-imidazol-2-ylamino)-9,10-dihydroanthracen-2-yl]amine

Targets

Known targets for this compound

No curated genes were found associated with this compound

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
Schistosoma mansoni calcium-activated potassium channel 0.00959709 1 1
Schistosoma mansoni hypothetical protein 0.00959709 1 1
Echinococcus granulosus small conductance calcium activated potassium 0.00959709 1 0.5
Echinococcus multilocularis small conductance calcium activated potassium 0.00959709 1 0.5
Loa Loa (eye worm) hypothetical protein 0.00959709 1 1

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) Antitrypanosomal activity against Trypanosoma brucei rhodesiense STIB900 infected NMRI mouse assessed as number of cured animals at 20 mg/kg, ip after 4 days ChEMBL. 18247550
Activity (functional) 0 Antitrypanosomal activity against Trypanosoma brucei rhodesiense STIB900 infected NMRI mouse assessed as number of cured animals at 20 mg/kg, ip after 4 days ChEMBL. 18247550
deltaTm (binding) = 33.2 degrees C Binding affinity for DNA assessed as thermal melting temperature ChEMBL. 18247550
IC50 (functional) = 0.0186 uM Antiplasmodial activity against Plasmodium falciparum K1 by [3H]hypoxanthine incorporation assay ChEMBL. 18247550
IC50 (functional) = 0.0186 uM Antiplasmodial activity against Plasmodium falciparum K1 by [3H]hypoxanthine incorporation assay ChEMBL. 18247550
IC50 (functional) = 0.06 uM Antitrypanosomal activity against Trypanosoma brucei rhodesiense STIB900 ChEMBL. 18247550
IC50 (functional) = 0.06 uM Antitrypanosomal activity against Trypanosoma brucei rhodesiense STIB900 ChEMBL. 18247550
IC50 (ADMET) = 37.2 uM Cytotoxicity against rat L6 cells ChEMBL. 18247550
IC50 (functional) = 161 uM Inhibition of ferriprotoporphyrin 9 biomineralization ChEMBL. 18247550
Ratio IC50 (functional) = 620 Selectivity index, ratio of IC50 for rat L6 cells to IC50 for Trypanosoma brucei rhodesiense STIB900 ChEMBL. 18247550
Ratio IC50 (functional) = 2000 Selectivity index, ratio of IC50 for rat L6 cells to IC50 for Plasmodium falciparum K1 ChEMBL. 18247550
Survival (functional) > 60 day Antitrypanosomal activity against Trypanosoma brucei rhodesiense STIB900 infected NMRI mouse assessed as survival of animals administered at 20 mg/kg, ip after 4 days ChEMBL. 18247550
Survival (functional) > 60 day Antitrypanosomal activity against Trypanosoma brucei rhodesiense STIB900 infected NMRI mouse assessed as survival of animals administered at 20 mg/kg, ip after 4 days ChEMBL. 18247550

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23 18247550
Trypanosoma brucei gambiense 18247550

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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