Detailed information for compound 49321

Basic information

Technical information
  • TDR Targets ID: 49321
  • Name: 9-N-[4-(dimethylaminomethyl)phenyl]acridine-3 ,6,9-triamine
  • MW: 357.452 | Formula: C22H23N5
  • H donors: 3 H acceptors: 1 LogP: 3.54 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: CN(Cc1ccc(cc1)Nc1c2ccc(cc2nc2c1ccc(c2)N)N)C
  • InChi: 1S/C22H23N5/c1-27(2)13-14-3-7-17(8-4-14)25-22-18-9-5-15(23)11-20(18)26-21-12-16(24)6-10-19(21)22/h3-12H,13,23-24H2,1-2H3,(H,25,26)
  • InChiKey: QXSMSFJTPKZXSV-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N9-[4-(dimethylaminomethyl)phenyl]acridine-3,6,9-triamine
  • [4-[(3,6-diaminoacridin-9-yl)amino]benzyl]-dimethyl-amine
  • (3,6-diaminoacridin-9-yl)-[4-(dimethylaminomethyl)phenyl]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
Trichomonas vaginalis adenosylhomocysteinase, putative 0.0118471 1 0.5
Toxoplasma gondii S-Adenosyl homocysteine hydrolase 0.0118471 1 0.5
Plasmodium vivax adenosylhomocysteinase(S-adenosyl-L-homocystein e hydrolase), putative 0.0118471 1 0.5
Mycobacterium ulcerans S-adenosyl-L-homocysteine hydrolase 0.0118471 1 0.5
Trypanosoma cruzi S-adenosylhomocysteine hydrolase, putative 0.0118471 1 0.5
Toxoplasma gondii adenosylhomocysteinase, putative 0.0118471 1 0.5
Entamoeba histolytica adenosylhomocysteinase, putative 0.0118471 1 0.5
Mycobacterium leprae putative S-adenosyl-L-homocysteine hydrolase SahH 0.0118471 1 0.5
Trichomonas vaginalis adenosylhomocysteinase, putative 0.0118471 1 0.5
Mycobacterium tuberculosis Probable adenosylhomocysteinase SahH (S-adenosyl-L-homocysteine hydrolase) (adohcyase) 0.0118471 1 0.5
Schistosoma mansoni adenosylhomocysteinase 0.0118471 1 1
Loa Loa (eye worm) adenosylhomocysteinase 0.0118471 1 0.5
Echinococcus multilocularis adenosylhomocysteinase 0.0118471 1 0.5
Trypanosoma brucei S-adenosylhomocysteine hydrolase, putative 0.0118471 1 0.5
Plasmodium falciparum adenosylhomocysteinase 0.0118471 1 0.5
Leishmania major S-adenosylhomocysteine hydrolase 0.0118471 1 0.5
Trypanosoma cruzi S-adenosylhomocysteine hydrolase, putative 0.0118471 1 0.5
Brugia malayi Adenosylhomocysteinase 0.0118471 1 0.5
Echinococcus granulosus adenosylhomocysteinase 0.0118471 1 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 40 nM Concentration of the compound required to inhibit 50% growth of P. falciparum K1 strain (Thailand) was determined using infected erythrocyte assay ChEMBL. 8182707
IC50 (functional) = 40 nM Concentration of the compound required to inhibit 50% growth of P. falciparum K1 strain (Thailand) was determined using infected erythrocyte assay ChEMBL. 8182707
IC50 (functional) = 40 nM Antimalarial activity against chloroquine and pyrimethamine-resistant Plasmodium falciparum K1 after 24 hrs by [3H]hypoxanthine uptake ChEMBL. 18395298
IC50 (functional) = 113 nM Concentration of the compound required to inhibit 50% growth of P. falciparum D6 strain(african) was determined using infected erythrocyte assay ChEMBL. 8182707
IC50 (functional) = 113 nM Concentration of the compound required to inhibit 50% growth of P. falciparum D6 strain(african) was determined using infected erythrocyte assay ChEMBL. 8182707
IC50 (functional) = 277 nM Concentration of the compound required to inhibit 50% growth of P. falciparum W2 strain(indochina) was determined using infected erythrocyte assay ChEMBL. 8182707
IC50 (functional) = 277 nM Concentration of the compound required to inhibit 50% growth of P. falciparum W2 strain(indochina) was determined using infected erythrocyte assay ChEMBL. 8182707
IC50 (functional) = 0 uM Antimicrobial activity against Plasmodium falciparum ChEMBL. 20185316
IC50 (functional) = 0.04 uM Concentration required to reduce incorporation of [3H]-hypoxanthine by P. falciparum strain K1 to 50% of controls, determined using a 24 hr continuous exposure ChEMBL. 8182707
IC50 (functional) = 0.04 uM Concentration required to reduce incorporation of [3H]-hypoxanthine by P. falciparum strain K1 to 50% of controls, determined using a 24 hr continuous exposure ChEMBL. 8182707
IC50 (functional) = 5 uM Concentration required to reduce incorporation of [3H]-TdR in drug-treated cultures of intracellular Leishmania major to 50% of controls ChEMBL. 9258370
IC50 (functional) = 5 uM Concentration required to reduce incorporation of [3H]-TdR in drug-treated cultures of intracellular Leishmania major to 50% of controls ChEMBL. 9258370
IC50 (functional) = 12 uM Concentration required to reduce the growth of human Jurkat cells to 50% of control cultures ChEMBL. 9258370
IC50 (functional) = 12 uM Concentration required to reduce the growth of human Jurkat cells to 50% of control cultures ChEMBL. 9258370
IC50 (functional) > 20 uM Concentration required to reduce growth of human jurkat leukemia cells to 50% of control cultures, determined using a 72 hr continuous exposure ChEMBL. 8182707
IC50 (functional) > 20 uM Concentration required to reduce growth of human jurkat leukemia cells to 50% of control cultures, determined using a 72 hr continuous exposure ChEMBL. 8182707
Index = -2.61 Lipophilicity index (substitution method) ChEMBL. 9258370
MIC (binding) = 20 uM Minimum inhibitory concentration of the compound required to completely inhibit topoisomerase II activity from jurkat human leukemia cells was determined using P4 DNA unknotting assay ChEMBL. 8182707
MIC (binding) = 20 uM Minimum inhibitory concentration of the compound required to completely inhibit topoisomerase II activity from jurkat human leukemia cells was determined using P4 DNA unknotting assay ChEMBL. 8182707
MIC (binding) = 50 uM Minimum inhibitory concentration of the compound required to completely inhibit topoisomerase II activity from P. falciparum was determined using P4 DNA decatenation assay ChEMBL. 8182707
MIC (binding) = 50 uM Minimum inhibitory concentration of the compound required to completely inhibit topoisomerase II activity from P. falciparum was determined using P4 DNA decatenation assay ChEMBL. 8182707
Therapeutic index (ADMET) = 2.4 In vitro therapeutic index calculated as the IC50 ratio of Jurkat cells to that of Leishmania major. ChEMBL. 9258370
Therapeutic index (ADMET) = 2.4 In vitro therapeutic index calculated as the IC50 ratio of Jurkat cells to that of Leishmania major. ChEMBL. 9258370
TI (ADMET) > 500 In vitro therapeutic index value is the ratio between IC50 values of [J] and [P] ChEMBL. 8182707

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum 18395298
Homo sapiens ChEMBL23 9258370
Leishmania major ChEMBL23 9258370

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.

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