Detailed information for compound 259611

Basic information

Technical information
  • TDR Targets ID: 259611
  • Name: 5-N-(3-chloroacridin-9-yl)-1-N,1-N-diethylhex ane-1,5-diamine
  • MW: 383.957 | Formula: C23H30ClN3
  • H donors: 1 H acceptors: 1 LogP: 6.41 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCN(CCCCC(Nc1c2ccccc2nc2c1ccc(c2)Cl)C)CC
  • InChi: 1S/C23H30ClN3/c1-4-27(5-2)15-9-8-10-17(3)25-23-19-11-6-7-12-21(19)26-22-16-18(24)13-14-20(22)23/h6-7,11-14,16-17H,4-5,8-10,15H2,1-3H3,(H,25,26)
  • InChiKey: DVJVBCFTKCFSOM-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N5-(3-chloroacridin-9-yl)-N1,N1-diethyl-hexane-1,5-diamine
  • N5-(3-chloro-9-acridinyl)-N1,N1-diethylhexane-1,5-diamine
  • 5-[(3-chloroacridin-9-yl)amino]hexyl-diethyl-amine
  • N'-(3-chloroacridin-9-yl)-N,N-diethylhexane-1,5-diamine
  • N'-(3-chloroacridin-9-yl)-N,N-diethyl-hexane-1,5-diamine
  • N'-(3-chloro-9-acridinyl)-N,N-diethylhexane-1,5-diamine

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Trypanosoma cruzi trypanothione reductase, putative Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Leishmania donovani trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium falciparum thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Neospora caninum Glutathione reductase, related Get druggable targets OG5_126785 All targets in OG5_126785
Candida albicans similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma cruzi trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Brugia malayi Thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium knowlesi glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma congolense trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium falciparum glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium berghei glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium vivax glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Theileria parva thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Babesia bovis thiodoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Echinococcus granulosus thioredoxin glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Brugia malayi glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Cryptosporidium hominis thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Candida albicans similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase Get druggable targets OG5_126785 All targets in OG5_126785
Loa Loa (eye worm) thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium yoelii glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania major trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Loa Loa (eye worm) glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Echinococcus multilocularis thioredoxin glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania mexicana trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium vivax thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Toxoplasma gondii thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium knowlesi thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Cryptosporidium parvum thioredoxin reductase 1 Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma brucei gambiense trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma brucei trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania infantum trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Schistosoma japonicum ko:K00384 thioredoxin reductase (NADPH) [EC1.8.1.9], putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium berghei thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Neospora caninum MGC84926 protein, related Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania braziliensis trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium yoelii thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast trypanothione reductase, putative 492 aa 548 aa 21.5 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Wolbachia endosymbiont of Brugia malayi ribonucleotide-diphosphate reductase subunit alpha 0.1957 0.9262 1
Trypanosoma brucei ribonucleoside-diphosphate reductase small chain 0.0297 0.1272 0.1085
Brugia malayi Glutamate receptor 2 precursor 0.0063 0.0148 0.0032
Trypanosoma cruzi ribonucleoside-diphosphate reductase small chain, putative 0.0297 0.1272 0.1085
Brugia malayi Thioredoxin reductase 0.0076 0.021 0.0094
Mycobacterium tuberculosis Ribonucleoside-diphosphate reductase (beta chain) NrdF1 (ribonucleotide reductase small subunit) (R2F protein) 0.0297 0.1272 0.1174
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.008 0.0229 0.0229
Echinococcus granulosus adam 0.0057 0.0117 0.0117
Schistosoma mansoni subfamily M12B unassigned peptidase (M12 family) 0.0043 0.0052 0.0052
Plasmodium falciparum ribonucleoside-diphosphate reductase large subunit, putative 0.211 1 1
Schistosoma mansoni glutamate receptor kainate 0.0063 0.0148 0.0148
Schistosoma mansoni glutamate receptor kainate 0.0063 0.0148 0.0148
Leishmania major ribonucleoside-diphosphate reductase small chain, putative 0.0297 0.1272 0.1085
Loa Loa (eye worm) glutamate receptor 2 0.0063 0.0148 0.0097
Mycobacterium tuberculosis Probable glutamine-binding lipoprotein GlnH (GLNBP) 0.0084 0.0245 0.0039
Echinococcus granulosus nmda type glutamate receptor 0.0171 0.0664 0.0664
Echinococcus multilocularis glutamate receptor 2 0.0063 0.0148 0.0148
Echinococcus multilocularis glutamate receptor NMDA 0.0154 0.0583 0.0583
Trypanosoma cruzi ribonucleoside-diphosphate reductase large chain, putative 0.06 0.2733 0.2577
Echinococcus multilocularis thioredoxin glutathione reductase 0.0076 0.021 0.021
Toxoplasma gondii ribonucleoside-diphosphate reductase small subunit 0.0297 0.1272 0.1085
Mycobacterium ulcerans transcriptional regulator NrdR 0.0153 0.0581 0.0372
Trypanosoma brucei ribonucleoside-diphosphate reductase large chain 0.211 1 1
Echinococcus granulosus glutamate receptor 2 0.008 0.0229 0.0229
Schistosoma mansoni glutamate receptor NMDA 0.0234 0.0969 0.0969
Schistosoma mansoni glutamate receptor kainate 0.0063 0.0148 0.0148
Plasmodium vivax ribonucleoside-diphosphate reductase small chain, putative 0.0297 0.1272 0.1085
Echinococcus granulosus ribonucleoside diphosphate reductase subunit 0.0297 0.1272 0.1272
Echinococcus multilocularis ribonucleoside diphosphate reductase subunit 0.0297 0.1272 0.1272
Plasmodium falciparum ribonucleoside-diphosphate reductase small chain, putative 0.0297 0.1272 0.1085
Trypanosoma brucei ribonucleoside-diphosphate reductase small chain 0.0101 0.0327 0.012
Brugia malayi glutathione reductase 0.0076 0.021 0.0094
Schistosoma mansoni glutamate receptor NMDA 0.0063 0.0148 0.0148
Loa Loa (eye worm) ribonucleoside-diphosphate reductase large subunit 0.211 1 1
Brugia malayi ribonucleotide reductase 2 0.0297 0.1272 0.1169
Echinococcus multilocularis glutamate receptor 2 0.008 0.0229 0.0229
Schistosoma mansoni glutamate receptor AMPA 0.0063 0.0148 0.0148
Trypanosoma cruzi ribonucleoside-diphosphate reductase large chain, putative 0.211 1 1
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.008 0.0229 0.0229
Echinococcus multilocularis nmda type glutamate receptor 0.027 0.1142 0.1142
Schistosoma mansoni subfamily M12B unassigned peptidase (M12 family) 0.0043 0.0052 0.0052
Echinococcus granulosus glutamate receptor ionotrophic AMPA 3 0.008 0.0229 0.0229
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.008 0.0229 0.0229
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.008 0.0229 0.0229
Mycobacterium leprae RIBONUCLEOSIDE-DIPHOSPHATE REDUCTASE (ALPHA CHAIN) NRDE (RIBONUCLEOTIDE REDUCTASE SMALL SUBUNIT) (R1F PROTEIN) 0.1957 0.9262 1
Plasmodium falciparum ribonucleoside-diphosphate reductase small chain, putative 0.0101 0.0327 0.012
Echinococcus multilocularis subfamily M12B unassigned peptidase 0.0043 0.0052 0.0052
Schistosoma mansoni ribonucleoside-diphosphate reductase small chain 0.0297 0.1272 0.1272
Plasmodium vivax ribonucleoside-diphosphate reductase large chain, putative 0.211 1 1
Mycobacterium ulcerans ribonucleotide-diphosphate reductase subunit alpha 0.1957 0.9262 1
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 3 0.0116 0.0402 0.0402
Plasmodium vivax ribonucleotide reductase small subunit, putative 0.0101 0.0327 0.012
Loa Loa (eye worm) glutathione reductase 0.0076 0.021 0.0158
Mycobacterium tuberculosis Probable transcriptional regulatory protein NrdR 0.0153 0.0581 0.041
Trypanosoma brucei ribonucleoside-diphosphate reductase small chain 0.0297 0.1272 0.1085
Brugia malayi Glutamate receptor 1 precursor 0.0063 0.0148 0.0032
Schistosoma mansoni ATP-binding cassette transporter 0.0063 0.0148 0.0148
Mycobacterium leprae conserved hypothetical protein 0.0153 0.0581 0.0284
Echinococcus granulosus nmda type glutamate receptor 0.027 0.1142 0.1142
Echinococcus multilocularis glutamate (NMDA) receptor subunit 0.0063 0.0148 0.0148
Echinococcus multilocularis glutamate receptor 2 0.0048 0.0072 0.0072
Loa Loa (eye worm) ribonucleotide reductase M2 B 0.0297 0.1272 0.1226
Echinococcus granulosus subfamily M12B unassigned peptidase 0.0043 0.0052 0.0052
Schistosoma mansoni glutamate receptor AMPA 0.0063 0.0148 0.0148
Mycobacterium tuberculosis Probable ribonucleoside-diphosphate reductase (large subunit) NrdZ (ribonucleotide reductase) 0.0704 0.323 0.3336
Treponema pallidum ribonucleotide-diphosphate reductase subunit beta 0.0297 0.1272 0.1053
Treponema pallidum ribonucleotide-diphosphate reductase subunit alpha 0.211 1 1
Trypanosoma brucei ribonucleoside-diphosphate reductase small chain, putative 0.0297 0.1272 0.1085
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.008 0.0229 0.0229
Schistosoma mansoni adam (A disintegrin and metalloprotease 0.0057 0.0117 0.0117
Schistosoma mansoni ribonucleoside-diphosphate reductase alpha subunit 0.211 1 1
Echinococcus granulosus glutamate receptor 2 0.0048 0.0072 0.0072
Leishmania major ribonucleoside-diphosphate reductase small chain, putative 0.0297 0.1272 0.1085
Echinococcus granulosus glutamate receptor NMDA 0.0154 0.0583 0.0583
Echinococcus multilocularis nmda type glutamate receptor 0.0171 0.0664 0.0664
Loa Loa (eye worm) glutamate receptor 1 0.0063 0.0148 0.0097
Echinococcus granulosus ribonucleoside diphosphate reductase large 0.211 1 1
Mycobacterium tuberculosis Ribonucleoside-diphosphate reductase (beta chain) NrdB (ribonucleotide reductase small chain) 0.0297 0.1272 0.1174
Echinococcus multilocularis adam 0.0057 0.0117 0.0117
Chlamydia trachomatis ribonucleoside-diphosphate reductase subunit beta 0.0297 0.1272 0.1053
Trypanosoma brucei ribonucleoside-diphosphate reductase small chain 0.0297 0.1272 0.1085
Echinococcus granulosus glutamate NMDA receptor subunit 0.0063 0.0148 0.0148
Loa Loa (eye worm) thioredoxin reductase 0.0076 0.021 0.0158
Echinococcus multilocularis glutamate receptor, ionotrophic, AMPA 3 0.008 0.0229 0.0229
Echinococcus granulosus thioredoxin glutathione reductase 0.0076 0.021 0.021
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.008 0.0229 0.0229
Leishmania major ribonucleoside-diphosphate reductase large chain, putative 0.211 1 1
Toxoplasma gondii ribonucleoside-diphosphate reductase large chain 0.211 1 1
Mycobacterium ulcerans ribonucleotide-diphosphate reductase subunit beta 0.0101 0.0327 0.0091
Chlamydia trachomatis ribonucleoside-diphosphate reductase subunit alpha 0.211 1 1
Trypanosoma cruzi ribonucleoside-diphosphate reductase small chain, putative 0.0297 0.1272 0.1085
Trichomonas vaginalis ribonucleoside-diphosphate reductase alpha chain, putative 0.1957 0.9262 0.5
Chlamydia trachomatis transcriptional repressor NrdR 0.0153 0.0581 0.0344
Mycobacterium tuberculosis Ribonucleoside-diphosphate reductase (alpha chain) NrdE (ribonucleotide reductase small subunit) (R1F protein) 0.1957 0.9262 1
Echinococcus multilocularis ribonucleoside diphosphate reductase large 0.211 1 1

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 11 uM The competitive inhibitory activity of the compound against trypanothione reductase was evaluated from Lineweaver Burk plots ChEMBL. 10639286
Ki app (binding) = 11 uM The competitive inhibitory activity of the compound against trypanothione reductase was evaluated from Lineweaver Burk plots ChEMBL. 10639286

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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