Detailed information for compound 1085255

Basic information

Technical information
  • TDR Targets ID: 1085255
  • Name: 3-(trifluoromethyl)-5,6,7,8,9,10-hexahydrocyc lohepta[b]quinolin-11-one
  • MW: 281.273 | Formula: C15H14F3NO
  • H donors: 1 H acceptors: 1 LogP: 4.2 Rotable bonds: 1
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=c1c2CCCCCc2[nH]c2c1ccc(c2)C(F)(F)F
  • InChi: 1S/C15H14F3NO/c16-15(17,18)9-6-7-11-13(8-9)19-12-5-3-1-2-4-10(12)14(11)20/h6-8H,1-5H2,(H,19,20)
  • InChiKey: WTAYGPWOLMJSHX-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 18819-25-5
  • 11H-CYCLOHEPTA(b)QUINOLIN-11-ONE, 5,6,7,8,9,10-HEXAHYDRO-3-(TRIFLUOROMETHYL)-
  • 5,6,7,8,9,10-Hexahydro-3-(trifluoromethyl)-11H-cyclohepta(b)quinolin-11-one
  • 5-21-08-00535 (Beilstein Handbook Reference)
  • BRN 1481624

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
Mycobacterium ulcerans bifunctional N-acetylglucosamine-1-phosphate uridyltransferase/glucosamine-1-phosphate acetyltransferase 0.039068 0.673188 1
Brugia malayi DNA topoisomerase II, alpha isozyme 0.0132189 0.198739 0.175496
Loa Loa (eye worm) hypothetical protein 0.0137659 0.20878 0.201177
Trichomonas vaginalis conserved hypothetical protein 0.0111617 0.16098 0.76119
Toxoplasma gondii ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein 0.00431376 0.0352902 0.0352902
Onchocerca volvulus DNA topoisomerase 2 homolog 0.00961442 0.132581 1
Giardia lamblia DNA topoisomerase II 0.0126397 0.18811 0.567559
Echinococcus multilocularis histone deacetylase 3 0.0137659 0.20878 0.185828
Plasmodium falciparum DNA gyrase subunit B 0.00431376 0.0352902 0.0352902
Trypanosoma cruzi DNA topoisomerase type IB small subunit, putative 0.0142906 0.218411 0.268101
Toxoplasma gondii histone deacetylase HDAC1 0.00392695 0.0281906 0.0281906
Brugia malayi Histone deacetylase 1 0.0137659 0.20878 0.185828
Trypanosoma brucei DNA topoisomerase ii 0.0103093 0.145335 0.165105
Trichomonas vaginalis conserved hypothetical protein 0.0111617 0.16098 0.76119
Brugia malayi histone deacetylase 3 (HD3) 0.0137659 0.20878 0.185828
Trichomonas vaginalis conserved hypothetical protein 0.0111617 0.16098 0.76119
Trichomonas vaginalis conserved hypothetical protein 0.00830082 0.108471 0.498848
Trichomonas vaginalis conserved hypothetical protein 0.0111617 0.16098 0.76119
Trichomonas vaginalis conserved hypothetical protein 0.0111617 0.16098 0.76119
Trichomonas vaginalis histone deacetylase, putative 0.0137659 0.20878 1
Treponema pallidum DNA gyrase, subunit B (gyrB) 0.00431376 0.0352902 0.339153
Trichomonas vaginalis DNA topoisomerase II, putative 0.0132189 0.198739 0.949835
Brugia malayi DNA topoisomerase I 0.0568735 1 1
Plasmodium vivax histone deacetylase 1, putative 0.0137659 0.20878 0.20878
Chlamydia trachomatis DNA gyrase subunit B 0.00722336 0.0886946 1
Trichomonas vaginalis NAD(P)H dehydrogenase, putative 0.0111617 0.16098 0.76119
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative 0.0137659 0.20878 1
Entamoeba histolytica DNA topoisomerase II, putative 0.0132189 0.198739 0.949835
Loa Loa (eye worm) histone deacetylase 11 0.00392695 0.0281906 0.0188524
Plasmodium vivax DNA topoisomerase II, putative 0.0132189 0.198739 0.198739
Giardia lamblia Histone deacetylase 0.0137659 0.20878 1
Loa Loa (eye worm) histone deacetylase 1 0.0137659 0.20878 0.201177
Toxoplasma gondii histone deacetylase HDAC4 0.00392695 0.0281906 0.0281906
Wolbachia endosymbiont of Brugia malayi N-acetylglucosamine-1-phosphate uridyltransferase 0.039068 0.673188 1
Trichomonas vaginalis histone deacetylase, putative 0.0137659 0.20878 1
Plasmodium falciparum topoisomerase I 0.0568735 1 1
Echinococcus multilocularis DNA topoisomerase 1 0.0568735 1 1
Echinococcus multilocularis DNA topoisomerase 2 alpha 0.0132189 0.198739 0.175496
Trichomonas vaginalis NAD(P)H dehydrogenase, putative 0.0111617 0.16098 0.76119
Toxoplasma gondii DNA topoisomerase I, putative 0.0568735 1 1
Trichomonas vaginalis conserved hypothetical protein 0.0111617 0.16098 0.76119
Plasmodium vivax topoisomerase I, putative 0.0568735 1 1
Schistosoma mansoni DNA topoisomerase type I 0.0568735 1 1
Loa Loa (eye worm) DNA topoisomerase I 0.0568735 1 1
Echinococcus granulosus DNA topoisomerase 1 0.0568735 1 1
Mycobacterium ulcerans molybdopterin-guanine dinucleotide biosynthesis protein A 0.00806017 0.104054 0.154569
Schistosoma mansoni DNA topoisomerase type I 0.0425829 0.737702 0.730093
Loa Loa (eye worm) hypothetical protein 0.00590371 0.064473 0.0554834
Trypanosoma brucei DNA topoisomerase type IB small subunit 0.0142906 0.218411 0.268101
Mycobacterium tuberculosis Conserved hypothetical protein 0.00806017 0.104054 0.154569
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative 0.0137659 0.20878 1
Echinococcus multilocularis histone deacetylase 1 0.0137659 0.20878 0.185828
Loa Loa (eye worm) hypothetical protein 0.0089051 0.119562 0.111102
Toxoplasma gondii histone deacetylase HDAC2 0.0137659 0.20878 0.20878
Schistosoma mansoni DNA topoisomerase II 0.0132189 0.198739 0.175496
Plasmodium vivax histone deacetylase, putative 0.00392695 0.0281906 0.0281906
Trypanosoma cruzi histone deacetylase 1, putative 0.0137659 0.20878 0.254526
Toxoplasma gondii histone deacetylase HDAC5 0.00392695 0.0281906 0.0281906
Leishmania major DNA topoisomerase type IB small subunit 0.0142906 0.218411 0.268101
Trypanosoma cruzi histone deacetylase 1, putative 0.0137659 0.20878 0.254526
Wolbachia endosymbiont of Brugia malayi DNA gyrase, topoisomerase II, B subunit, GyrB 0.00431376 0.0352902 0.0524225
Trypanosoma brucei histone deacetylase 1 0.0137659 0.20878 0.254526
Leishmania major mitochondrial DNA topoisomerase II 0.0103093 0.145335 0.165105
Leishmania major DNA topoisomerase IB, large subunit 0.0425829 0.737702 1
Toxoplasma gondii histone deacetylase HDAC3 0.0137659 0.20878 0.20878
Chlamydia trachomatis DNA gyrase subunit B 0.00431376 0.0352902 0.397884
Plasmodium falciparum histone deacetylase, putative 0.00392695 0.0281906 0.0281906
Onchocerca volvulus DNA topoisomerase 2 homolog 0.00961442 0.132581 1
Mycobacterium tuberculosis Probable UDP-N-acetylglucosamine pyrophosphorylase GlmU 0.039068 0.673188 1
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative 0.0137659 0.20878 1
Loa Loa (eye worm) TOPoisomerase family member 0.0132189 0.198739 0.19104
Loa Loa (eye worm) hypothetical protein 0.00590371 0.064473 0.0554834
Trypanosoma cruzi DNA topoisomerase IB, large subunit, putative 0.0425829 0.737702 1
Trypanosoma cruzi DNA topoisomerase II, putative 0.0118992 0.174517 0.206236
Schistosoma mansoni histone deacetylase 0.0137659 0.20878 0.185828
Trypanosoma brucei DNA topoisomerase II alpha, putative 0.0118992 0.174517 0.206236
Echinococcus granulosus histone deacetylase 1 0.0137659 0.20878 0.185828
Brugia malayi DNA gyrase/topoisomerase IV, A subunit family protein 0.0132189 0.198739 0.175496
Mycobacterium leprae Probable UDP-N-acetylglucosamine pyrophosphorylase GlmU 0.039068 0.673188 0.5
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.0103093 0.145335 0.165105
Trichomonas vaginalis histone deacetylase, putative 0.0137659 0.20878 1
Entamoeba histolytica histone deacetylase, putative 0.0137659 0.20878 1
Treponema pallidum licC protein (licC) 0.00806017 0.104054 1
Loa Loa (eye worm) histone deacetylase 7A 0.00392695 0.0281906 0.0188524
Leishmania major DNA topoisomerase ii 0.0118992 0.174517 0.206236
Trichomonas vaginalis conserved hypothetical protein 0.0111617 0.16098 0.76119
Trichomonas vaginalis conserved hypothetical protein 0.0111617 0.16098 0.76119
Leishmania major histone deacetylase, putative 0.0137659 0.20878 0.254526
Plasmodium vivax DNA gyrase subunit B, putative 0.00431376 0.0352902 0.0352902
Loa Loa (eye worm) hypothetical protein 0.0089051 0.119562 0.111102
Brugia malayi Probable DNA topoisomerase II 0.0132189 0.198739 0.175496
Loa Loa (eye worm) histone deacetylase 3 0.0137659 0.20878 0.201177
Plasmodium falciparum DNA topoisomerase 2 0.0132189 0.198739 0.198739
Plasmodium vivax histone deacetylase 2, putative 0.00392695 0.0281906 0.0281906
Trichomonas vaginalis histone deacetylase, putative 0.0137659 0.20878 1
Trypanosoma brucei DNA topoisomerase II beta, putative 0.0118992 0.174517 0.206236
Loa Loa (eye worm) histone deacetylase 0.00392695 0.0281906 0.0188524
Plasmodium falciparum histone deacetylase 1 0.0137659 0.20878 0.20878
Echinococcus granulosus histone deacetylase 3 0.0137659 0.20878 0.185828
Trichomonas vaginalis histone deacetylase, putative 0.0137659 0.20878 1
Trichomonas vaginalis conserved hypothetical protein 0.0111617 0.16098 0.76119
Plasmodium falciparum histone deacetylase 2 0.00392695 0.0281906 0.0281906
Loa Loa (eye worm) hypothetical protein 0.00392695 0.0281906 0.0188524
Mycobacterium tuberculosis Conserved hypothetical protein 0.00806017 0.104054 0.154569
Schistosoma mansoni histone deacetylase 0.0137659 0.20878 0.185828
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.0103093 0.145335 0.165105
Schistosoma mansoni DNA topoisomerase type I 0.0425829 0.737702 0.730093
Trichomonas vaginalis NAD(P)H dehydrogenase, putative 0.0111617 0.16098 0.76119
Mycobacterium ulcerans hypothetical protein 0.00806017 0.104054 0.154569
Mycobacterium ulcerans hypothetical protein 0.00806017 0.104054 0.154569
Leishmania major histone deacetylase, putative 0.0137659 0.20878 0.254526
Trichomonas vaginalis conserved hypothetical protein 0.0111617 0.16098 0.76119
Trypanosoma cruzi DNA topoisomerase II, putative 0.0118992 0.174517 0.206236
Toxoplasma gondii DNA topoisomerase 2, putative 0.0132189 0.198739 0.198739
Toxoplasma gondii eukaryotic initiation factor-2B, gamma subunit, putative 0.00806017 0.104054 0.104054
Trichomonas vaginalis conserved hypothetical protein 0.0111617 0.16098 0.76119
Mycobacterium tuberculosis DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) 0.00431376 0.0352902 0.0524225
Plasmodium vivax histone deacetylase, putative 0.00392695 0.0281906 0.0281906
Onchocerca volvulus Putative DNA topoisomerase 2, mitochondrial 0.00961442 0.132581 1
Trichomonas vaginalis conserved hypothetical protein 0.0111617 0.16098 0.76119
Trichomonas vaginalis conserved hypothetical protein 0.0111617 0.16098 0.76119
Mycobacterium ulcerans DNA gyrase subunit B 0.00431376 0.0352902 0.0524225
Brugia malayi histone deacetylase 1 (HD1) 0.0137659 0.20878 0.185828
Trypanosoma brucei DNA topoisomerase IB, large subunit 0.0425829 0.737702 1
Trichomonas vaginalis histone deacetylase, putative 0.0137659 0.20878 1
Echinococcus granulosus DNA topoisomerase 2 alpha 0.0132189 0.198739 0.175496

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) > 4340 nM Antimalarial activity against chloroquine, mefloquine, pyrimethamine and atovaquone-resistant Plasmodium falciparum TM90-C2B infected in human A positive erythrocytes after 72 hrs by SYBR Green I assay ChEMBL. 21630666
EC50 (functional) = 4890 nM Antimalarial activity against chloroquine and pyrimethamine-resistant Plasmodium falciparum W2 infected in human A positive erythrocytes after 72 hrs by SYBR Green I assay ChEMBL. 21630666
EC50 (ADMET) > 10 uM Cytotoxicity against mouse J774 cells after 72 hrs by Cell titer 96 aqueous one solution cell proliferation assay ChEMBL. 21630666
Ratio EC50 (functional) > 0.88 Resistance index, ratio of EC50 for chloroquine, mefloquine, pyrimethamine and atovaquone-resistant Plasmodium falciparum TM90-C2B to EC50 for chloroquine and pyrimethamine-resistant Plasmodium falciparum W2 ChEMBL. 21630666

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23 21630666
Mus musculus ChEMBL23 21630666

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

No literature references available for this target.

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