Detailed information for compound 145802

Basic information

Technical information
  • TDR Targets ID: 145802
  • Name: N,N'-bis(6-chloro-2-methoxyacridin-9-yl)octan e-1,8-diamine
  • MW: 627.603 | Formula: C36H36Cl2N4O2
  • H donors: 2 H acceptors: 2 LogP: 10.51 Rotable bonds: 13 Rule of 5 violations (Lipinski): 2
  • SMILES: COc1ccc2c(c1)c(NCCCCCCCCNc1c3cc(OC)ccc3nc3c1ccc(c3)Cl)c1c(n2)cc(cc1)Cl
  • InChi: 1S/C36H36Cl2N4O2/c1-43-25-11-15-31-29(21-25)35(27-13-9-23(37)19-33(27)41-31)39-17-7-5-3-4-6-8-18-40-36-28-14-10-24(38)20-34(28)42-32-16-12-26(44-2)22-30(32)36/h9-16,19-22H,3-8,17-18H2,1-2H3,(H,39,41)(H,40,42)
  • InChiKey: PJKQWFZYJDFYFP-UHFFFAOYSA-N  

Network

Hover on a compound node to display the structore

Synonyms

  • N,N'-bis(6-chloro-2-methoxy-acridin-9-yl)octane-1,8-diamine
  • N,N'-bis(6-chloro-2-methoxy-9-acridinyl)octane-1,8-diamine
  • (6-chloro-2-methoxy-acridin-9-yl)-[8-[(6-chloro-2-methoxy-acridin-9-yl)amino]octyl]amine
  • 67047-12-5
  • NSC276377

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

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) Antimicrobial activity against Trypanosoma cruzi amastigotes assessed as increase in survival time of J774 cells at 5 uM ChEMBL. 17371810
Activity (functional) Antileishmanial activity against Leishmania major MHOM/IL/81/FE/BNI amastigotes after 48 hrs at 1 uM ChEMBL. 17371810
Activity (functional) Antimicrobial activity against Schistosoma mansoni assessed as worm vitality at 6 uM after 4 hrs ChEMBL. 17371810
Activity (functional) Antimicrobial activity against Schistosoma mansoni assessed as worm vitality at 1 uM after 4 hrs ChEMBL. 17371810
Activity (functional) Antimicrobial activity against Schistosoma mansoni assessed as worm vitality at 3 uM after 4 hrs ChEMBL. 17371810
Activity (functional) 0 Antimicrobial activity against Trypanosoma cruzi amastigotes assessed as increase in survival time of J774 cells at 5 uM ChEMBL. 17371810
Activity (functional) 0 Antimicrobial activity against Schistosoma mansoni assessed as worm vitality at 1 uM after 4 hrs ChEMBL. 17371810
Activity (functional) 0 Antimicrobial activity against Schistosoma mansoni assessed as worm vitality at 3 uM after 4 hrs ChEMBL. 17371810
Activity (functional) 0 Antimicrobial activity against Schistosoma mansoni assessed as worm vitality at 6 uM after 4 hrs ChEMBL. 17371810
Activity (functional) 0 Antileishmanial activity against Leishmania major MHOM/IL/81/FE/BNI amastigotes after 48 hrs at 1 uM ChEMBL. 17371810
Activity (ADMET) 0 Cytotoxicity against BALB/c mouse peritoneal macrophages at 10 uM after 48 hrs hrs ChEMBL. 17371810
Activity (ADMET) = 20 % Toxicity against human MRC5 cells at 3.13 uM ChEMBL. 17371810
Activity (ADMET) = 20 % Toxicity against human MRC5 cells at 3.13 uM ChEMBL. 17371810
Activity (functional) = 99 % Antileishmanial activity against Leishmania donovani MHOM/SD/00/1S-2D promastigotes assessed as parasite death at 10 uM after 72 hrs ChEMBL. 17371810
Activity (functional) = 99 % Antileishmanial activity against Leishmania donovani MHOM/SD/00/1S-2D promastigotes assessed as parasite death at 10 uM after 72 hrs ChEMBL. 17371810
Activity (functional) = 100 % Antimicrobial activity against Trypanosoma brucei brucei clone 427-221a at 1.56 uM ChEMBL. 17371810
Activity (functional) = 100 % Antimicrobial activity against Trichomonas vaginalis G3 assessed as parasite death at 10 uM after 24 hrs ChEMBL. 17371810
Activity (functional) = 100 % Antimicrobial activity against Trichomonas vaginalis G3 assessed as parasite death at 10 uM after 24 hrs ChEMBL. 17371810
Activity (functional) = 100 % Antimicrobial activity against Trypanosoma brucei brucei clone 427-221a at 1.56 uM ChEMBL. 17371810
Cytotoxicity (functional) T 0 % Percentage of activity against T. cruzi at 12.5 microM; Toxic upon mouse primary peritoneal macrophages ChEMBL. 10893302
Cytotoxicity (functional) T 0 % Percentage of activity against L. infantum at 12.5 microM Concentration; Toxic upon mouse primary peritoneal macrophages ChEMBL. 10893302
Cytotoxicity (functional) = 20 % Cytotoxicity on MRC-5 cells at 3.13 microM ChEMBL. 10893302
Cytotoxicity (functional) = 20 % Cytotoxicity on MRC-5 cells at 3.13 microM ChEMBL. 10893302
Cytotoxicity (functional) = 70 % Percentage of activity against T. cruzi at 1.56 microM ChEMBL. 10893302
Cytotoxicity (functional) = 70 % Percentage of activity against L. infantum at 1.56 microM ChEMBL. 10893302
Cytotoxicity (functional) = 70 % Percentage of activity against T. cruzi at 1.56 microM ChEMBL. 10893302
Cytotoxicity (functional) = 70 % Percentage of activity against L. infantum at 1.56 microM ChEMBL. 10893302
Cytotoxicity (functional) = 90 % Percentage of activity against T. cruzi at 3.13 microM ChEMBL. 10893302
Cytotoxicity (functional) = 90 % Percentage of activity against L. infantum at 3.13 microM ChEMBL. 10893302
Cytotoxicity (functional) = 90 % Percentage of activity against T. cruzi at 3.13 microM ChEMBL. 10893302
Cytotoxicity (functional) = 90 % Percentage of activity against L. infantum at 3.13 microM ChEMBL. 10893302
Cytotoxicity (functional) = 95 % Percentage of activity against L. infantum 6.25 microM ChEMBL. 10893302
Cytotoxicity (functional) = 95 % Percentage of activity against L. infantum 6.25 microM ChEMBL. 10893302
Cytotoxicity (functional) = 98 % Percentage of activity against T. cruzi at 6.25 microM Concentration ChEMBL. 10893302
Cytotoxicity (functional) = 98 % Percentage of activity against T. cruzi at 6.25 microM Concentration ChEMBL. 10893302
Cytotoxicity (functional) = 100 % Cytotoxicity on MRC-5 cells at 25 microM ChEMBL. 10893302
Cytotoxicity (functional) = 100 % Cytotoxicity on MRC-5 cells at 12.5 microM ChEMBL. 10893302
Cytotoxicity (functional) = 100 % Cytotoxicity on MRC-5 cells at 6.25 microM ChEMBL. 10893302
Cytotoxicity (functional) = 100 % Percentage of activity against T. brucei at 12.5 microM ChEMBL. 10893302
Cytotoxicity (functional) = 100 % Percentage of activity against T. brucei at 6.25 microM ChEMBL. 10893302
Cytotoxicity (functional) = 100 % Percentage of activity against T. brucei at 3.13 microM ChEMBL. 10893302
Cytotoxicity (functional) = 100 % Percentage of activity against T. brucei at 1.56 microM ChEMBL. 10893302
Cytotoxicity (functional) = 100 % Cytotoxicity on MRC-5 cells at 25 microM ChEMBL. 10893302
Cytotoxicity (functional) = 100 % Cytotoxicity on MRC-5 cells at 12.5 microM ChEMBL. 10893302
Cytotoxicity (functional) = 100 % Cytotoxicity on MRC-5 cells at 6.25 microM ChEMBL. 10893302
Cytotoxicity (functional) = 100 % Percentage of activity against T. brucei at 12.5 microM ChEMBL. 10893302
Cytotoxicity (functional) = 100 % Percentage of activity against T. brucei at 6.25 microM ChEMBL. 10893302
Cytotoxicity (functional) = 100 % Percentage of activity against T. brucei at 3.13 microM ChEMBL. 10893302
Cytotoxicity (functional) = 100 % Percentage of activity against T. brucei at 1.56 microM ChEMBL. 10893302
EC50 (functional) = 8.6 nM Antimicrobial activity against Trypanosoma brucei brucei clone 427-221a after 48 hrs ChEMBL. 17371810
EC50 (functional) = 8.6 nM Antimicrobial activity against Trypanosoma brucei brucei clone 427-221a after 48 hrs ChEMBL. 17371810
EC50 (functional) = 19 nM Antimalarial activity against chloroquine-resistant Plasmodium falciparum FcB1R after 72 hrs ChEMBL. 17371810
EC50 (functional) = 19 nM Antimalarial activity against chloroquine-resistant Plasmodium falciparum FcB1R after 72 hrs ChEMBL. 17371810
EC50 (functional) = 115 nM Antimicrobial activity against chloroquine-sensitive Plasmodium falciparum 3D7 after 72 hrs ChEMBL. 17371810
EC50 (functional) = 115 nM Antimicrobial activity against chloroquine-sensitive Plasmodium falciparum 3D7 after 72 hrs ChEMBL. 17371810
EC50 (functional) = 124 nM Antimicrobial activity against chloroquine-resistant Plasmodium falciparum W2 after 72 hrs ChEMBL. 17371810
EC50 (functional) = 124 nM Antimicrobial activity against chloroquine-resistant Plasmodium falciparum W2 after 72 hrs ChEMBL. 17371810
EC50 (ADMET) = 1650 nM Cytotoxicity against human HL60 cells ChEMBL. 17371810
EC50 (ADMET) = 1650 nM Cytotoxicity against human HL60 cells ChEMBL. 17371810
EC50 (functional) = 0.5 uM Antimicrobial activity against Entamoeba histolytica HM1 IMSS tropozoits after 48 hrs ChEMBL. 17371810
EC50 (functional) = 0.5 uM Antimicrobial activity against Entamoeba histolytica HM1 IMSS tropozoits after 48 hrs ChEMBL. 17371810
IC50 (functional) = 19 nM In vitro sensitivity of Plasmodium falciparum FcB1R Strain ChEMBL. 10893302
IC50 (functional) = 19 nM In vitro sensitivity of Plasmodium falciparum FcB1R Strain ChEMBL. 10893302
ILS (functional) = 9 % Antitumor activity against mouse P388 cells allografted in BDF/1 mouse assessed as increase in life span at optimal dose consecutively administered on day 1 to day 9 post challenge relative to control ChEMBL. 722754
MIC (functional) = 1000 nM Antimicrobial activity against Trypanosoma brucei brucei clone 427-221a after 48 hrs ChEMBL. 17371810
MIC (functional) = 1000 nM Antimicrobial activity against Trypanosoma brucei brucei clone 427-221a after 48 hrs ChEMBL. 17371810
MIC (ADMET) = 10000 nM Cytotoxicity against human HL60 cells ChEMBL. 17371810
MIC (ADMET) = 10000 nM Cytotoxicity against human HL60 cells ChEMBL. 17371810
Ratio (functional) = 10 Selectivity index, ratio of MIC for HL60 cells to MIC for Trypanosoma brucei brucei clone 427-221a ChEMBL. 17371810
Ratio EC50 (functional) = 191 Selectivity index, ratio of EC50 for HL60 cells to EC50 for Trypanosoma brucei brucei clone 427-221a ChEMBL. 17371810

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 17371810
Entamoeba histolytica ChEMBL23 17371810
Plasmodium falciparum ChEMBL23 10893302
Trypanosoma brucei gambiense 17371810

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.