Detailed information for compound 305537

Basic information

Technical information
  • TDR Targets ID: 305537
  • Name: 5-methyl-11-propan-2-yl-10H-indolo[3,2-b]quin olin-5-ium; trifluoromethanesulfonate
  • MW: 424.437 | Formula: C20H19F3N2O3S
  • H donors: 1 H acceptors: 3 LogP: 5.24 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: FC(S(=O)(=O)[O-])(F)F.CC(c1c2ccccc2[n+](c2c1[nH]c1c2cccc1)C)C
  • InChi: 1S/C19H18N2.CHF3O3S/c1-12(2)17-14-9-5-7-11-16(14)21(3)19-13-8-4-6-10-15(13)20-18(17)19;2-1(3,4)8(5,6)7/h4-12H,1-3H3;(H,5,6,7)
  • InChiKey: VTYPVFRWGRYYDK-UHFFFAOYSA-N  

Network

Hover on a compound node to display the structore

Synonyms

  • 11-isopropyl-5-methyl-10H-indolo[3,2-b]quinolin-5-ium; trifluoromethanesulfonate
  • 11-isopropyl-5-methyl-10H-indolo[3,2-b]quinolin-5-ium triflate

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 mercuric reductase, putative 0.0073349 0 0.5
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.0073349 0 0.5
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0211667 1 1
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0073349 0 0.5
Brugia malayi glutathione reductase 0.0211667 1 1
Trichomonas vaginalis glutathione reductase, putative 0.0073349 0 0.5
Plasmodium vivax glutathione reductase, putative 0.0211667 1 1
Giardia lamblia NADH oxidase lateral transfer candidate 0.0073349 0 0.5
Trypanosoma brucei trypanothione reductase 0.0211667 1 1
Brugia malayi Thioredoxin reductase 0.0211667 1 1
Plasmodium falciparum thioredoxin reductase 0.0211667 1 1
Echinococcus multilocularis thioredoxin glutathione reductase 0.0211667 1 1
Mycobacterium ulcerans flavoprotein disulfide reductase 0.0073349 0 0.5
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0073349 0 0.5
Treponema pallidum NADH oxidase 0.0073349 0 0.5
Loa Loa (eye worm) thioredoxin reductase 0.0211667 1 0.5
Trypanosoma cruzi trypanothione reductase, putative 0.0211667 1 1
Leishmania major trypanothione reductase 0.0211667 1 1
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0073349 0 0.5
Toxoplasma gondii thioredoxin reductase 0.0211667 1 1
Plasmodium falciparum glutathione reductase 0.0211667 1 1
Loa Loa (eye worm) glutathione reductase 0.0211667 1 0.5
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.0073349 0 0.5
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0073349 0 0.5
Plasmodium vivax thioredoxin reductase, putative 0.0211667 1 1
Echinococcus granulosus thioredoxin glutathione reductase 0.0211667 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 0.73 uM Antitrypanosomial activity against Trypanosoma cruzi epimastigotes ChEMBL. 11300877
IC50 (functional) = 0.73 uM Antitrypanosomial activity against Trypanosoma cruzi epimastigotes ChEMBL. 11300877
IC50 (functional) = 1.3 uM Antiplasmodial activity against chloroquine-resistant K1 strain of Plasmodium falciparum ChEMBL. 11300877
IC50 (functional) = 1.3 uM Antiplasmodial activity against chloroquine-resistant K1 strain of Plasmodium falciparum ChEMBL. 11300877
IC50 (functional) = 3.3 uM Antitrypanosomial activity against Trypanosoma cruzi amastigotes ChEMBL. 11300877
IC50 (functional) = 3.3 uM Antitrypanosomial activity against Trypanosoma cruzi amastigotes ChEMBL. 11300877
IC50 (functional) = 6.4 uM In vitro cell survival assay on cancer KB cell lines ChEMBL. 11300877
IC50 (functional) = 12.5 uM Antitrypanosomial activity against (T. cruzi) trypomastigotes (concentration of compound tested on trypomastigote motility) ChEMBL. 11300877
IC50 (functional) = 12.5 uM Antitrypanosomial activity against (T. cruzi) trypomastigotes (concentration of compound tested on trypomastigote motility) ChEMBL. 11300877
IC50 (functional) = 15.1 uM In vitro cytotoxicity against L6 cells ChEMBL. 11300877
IS (functional) = 4.6 Index of selectivity was determined in T. cruzi ChEMBL. 11300877
IS (functional) = 12.6 Index of selectivity was determined in P. falciparum ChEMBL. 11300877
IS (functional) = 4.6 Index of selectivity was determined in T. cruzi ChEMBL. 11300877
IS (functional) = 12.6 Index of selectivity was determined in P. falciparum ChEMBL. 11300877

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23 11300877
Trypanosoma cruzi ChEMBL23 11300877

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.

If you have references for this compound, please enter them in a user comment (below) or Contact us.