Detailed information for compound 1653090

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 607.313 | Formula: C31H19Cl4N3O2
  • H donors: 1 H acceptors: 2 LogP: 9.82 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 2
  • SMILES: Clc1ccc(cc1)C(=O)/C(=C/c1ccc(cc1Cl)Cl)/Oc1ccc(cc1)/C=N/Nc1ccnc2c1ccc(c2)Cl
  • InChi: 1S/C31H19Cl4N3O2/c32-22-6-3-20(4-7-22)31(39)30(15-21-5-8-23(33)16-27(21)35)40-25-10-1-19(2-11-25)18-37-38-28-13-14-36-29-17-24(34)9-12-26(28)29/h1-18H,(H,36,38)/b30-15-,37-18+
  • InChiKey: PPIAFXQZKMVOBN-ANMAPYRRSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

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
Onchocerca volvulus DNA topoisomerase 2 homolog 0.0161 0.2089 1
Entamoeba histolytica acyl-CoA synthetase, putative 0.0023 0.0024 0.0113
Entamoeba histolytica acyl-coA synthetase, putative 0.0023 0.0024 0.0113
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0049 0.0407 0.1947
Schistosoma mansoni prokaryotic DNA topoisomerase 0.0049 0.0414 0.0989
Onchocerca volvulus 0.0048 0.0401 0.1827
Schistosoma mansoni loxhd1 0.0041 0.0283 0.0677
Mycobacterium ulcerans acyl-CoA synthetase 0.0023 0.0024 0.0024
Onchocerca volvulus 0.0041 0.0283 0.1258
Plasmodium falciparum LCCL domain-containing protein 0.0041 0.0283 0.0283
Entamoeba histolytica DNA topoisomerase III, putative 0.0049 0.0414 0.1983
Chlamydia trachomatis DNA topoisomerase I 0.0049 0.0414 0.0414
Trichomonas vaginalis importin beta-1, putative 0.0023 0.0019 0.009
Echinococcus multilocularis Niemann Pick C1 protein 0.0096 0.1119 0.1734
Schistosoma mansoni hypothetical protein 0.0033 0.0176 0.0419
Brugia malayi Probable DNA topoisomerase II 0.0161 0.2089 1
Trichomonas vaginalis Importin beta-1 subunit, putative 0.0023 0.0019 0.009
Brugia malayi hypothetical protein 0.0041 0.0283 0.1357
Loa Loa (eye worm) hypothetical protein 0.0041 0.0283 0.0677
Trypanosoma cruzi DNA topoisomerase II, putative 0.0112 0.1351 0.2393
Leishmania major mitochondrial DNA topoisomerase II 0.0398 0.5643 1
Echinococcus granulosus lipoxygenase domain containing protein 0.0041 0.0283 0.0439
Schistosoma mansoni niemann-pick C1 (NPC1) 0.0098 0.1141 0.2726
Mycobacterium ulcerans acyl-CoA synthetase 0.0023 0.0024 0.0024
Brugia malayi latrophilin 2 splice variant baaae 0.0033 0.0176 0.084
Brugia malayi GRF zinc finger family protein 0.0049 0.0414 0.1983
Echinococcus granulosus neuropeptide s receptor 0.0452 0.6453 1
Echinococcus granulosus tumor protein p63 0.033 0.4628 0.7172
Brugia malayi Calcitonin receptor-like protein seb-1 0.0049 0.0407 0.1947
Loa Loa (eye worm) hypothetical protein 0.0096 0.1119 0.2672
Echinococcus granulosus DNA topoisomerase 3 beta 1 0.0049 0.0414 0.0642
Leishmania major DNA topoisomerase ii 0.0112 0.1351 0.2393
Onchocerca volvulus 0.0041 0.0283 0.1258
Echinococcus multilocularis protein dispatched 1 0.0047 0.0383 0.0593
Brugia malayi Importin beta-1 subunit 0.0028 0.0099 0.0473
Onchocerca volvulus DNA topoisomerase 2 homolog 0.0161 0.2089 1
Trypanosoma cruzi DNA topoisomerase IA, putative 0.0049 0.0414 0.0734
Schistosoma mansoni hypothetical protein 0.004 0.0273 0.0652
Echinococcus multilocularis Niemann Pick C1 protein 0.0138 0.1738 0.2693
Treponema pallidum DNA topoisomerase I (topA) 0.0049 0.0414 0.0414
Mycobacterium tuberculosis Probable chain -fatty-acid-CoA ligase FadD13 (fatty-acyl-CoA synthetase) 0.0023 0.0024 0.0024
Schistosoma mansoni prokaryotic DNA topoisomerase 0.0049 0.0414 0.0989
Trypanosoma brucei importin beta-1 subunit, putative 0.0028 0.0099 0.0175
Trypanosoma cruzi DNA topoisomerase III, putative 0.0049 0.0414 0.0734
Loa Loa (eye worm) hypothetical protein 0.0048 0.0401 0.0957
Echinococcus multilocularis Polycystic kidney disease protein 0.0041 0.0283 0.0439
Plasmodium vivax importin-beta 2, putative 0.0028 0.0099 0.0099
Chlamydia trachomatis DNA gyrase subunit B 0.0452 0.6446 0.6446
Schistosoma mansoni lipoxygenase 0.0041 0.0283 0.0677
Schistosoma mansoni cellular tumor antigen P53 0.0048 0.0401 0.0957
Mycobacterium ulcerans fatty-acid-CoA ligase 0.0023 0.0024 0.0024
Schistosoma mansoni rab6-interacting 0.0041 0.0283 0.0677
Loa Loa (eye worm) hypothetical protein 0.0033 0.0176 0.0419
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD2 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0023 0.0024 0.0024
Trypanosoma cruzi DNA topoisomerase III, putative 0.0049 0.0414 0.0734
Brugia malayi DNA topoisomerase II, alpha isozyme 0.0161 0.2089 1
Echinococcus granulosus Niemann Pick C1 protein 0.0096 0.1119 0.1734
Leishmania major DNA topoisomerase III, putative 0.0049 0.0414 0.0734
Echinococcus multilocularis protein patched 0.0041 0.0295 0.0458
Onchocerca volvulus Putative DNA topoisomerase 2, mitochondrial 0.0161 0.2089 1
Loa Loa (eye worm) abnormal chemotaxis protein 14 0.0041 0.0295 0.0705
Schistosoma mansoni hypothetical protein 0.004 0.0273 0.0652
Schistosoma mansoni importin beta-1 0.0028 0.0099 0.0236
Leishmania major DNA topoisomerase 1A 0.0049 0.0414 0.0734
Loa Loa (eye worm) hypothetical protein 0.0041 0.0283 0.0677
Echinococcus granulosus Niemann Pick C1 protein 0.0138 0.1738 0.2693
Toxoplasma gondii DNA topoisomerase family protein 0.0049 0.0414 0.0734
Mycobacterium leprae PROBABLE FATTY-ACID-CoA LIGASE FADD7 (FATTY-ACID-CoA SYNTHETASE) (FATTY-ACID-CoA SYNTHASE) 0.0023 0.0024 0.0073
Echinococcus granulosus sterol regulatory element binding protein 0.0041 0.0295 0.0458
Trypanosoma brucei DNA topoisomerase ii 0.0398 0.5643 1
Mycobacterium leprae PROBABLE FATTY-ACID-CoA LIGASE FADD2 (FATTY-ACID-CoA SYNTHETASE) (FATTY-ACID-CoA SYNTHASE) 0.0023 0.0024 0.0073
Trypanosoma brucei DNA topoisomerase III, putative 0.0049 0.0414 0.0734
Schistosoma mansoni polycystin 1-related 0.0041 0.0283 0.0677
Mycobacterium leprae Probable DNA topoisomerase I TopA (omega-protein) (relaxing enzyme) (untwisting enzyme) (swivelase) (type I DNA topoisomerase) ( 0.0049 0.0414 0.1282
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.0398 0.5643 1
Brugia malayi DNA gyrase/topoisomerase IV, A subunit family protein 0.0161 0.2089 1
Loa Loa (eye worm) TOPoisomerase family member 0.0161 0.2089 0.4988
Schistosoma mansoni patched 1 0.0041 0.0295 0.0705
Brugia malayi RNA, U transporter 1 0.008 0.0878 0.4203
Trypanosoma brucei DNA topoisomerase III, putative 0.0049 0.0414 0.0734
Toxoplasma gondii ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein 0.0398 0.5643 1
Plasmodium vivax DNA topoisomerase 3, putative 0.0049 0.0414 0.0414
Loa Loa (eye worm) hypothetical protein 0.0023 0.0024 0.0056
Trypanosoma cruzi DNA topoisomerase IA, putative 0.0049 0.0414 0.0734
Mycobacterium ulcerans hypothetical protein 0.0023 0.0024 0.0024
Plasmodium vivax multidomain scavenger receptor, putative 0.0041 0.0283 0.0283
Schistosoma mansoni hypothetical protein 0.004 0.0273 0.0652
Brugia malayi Niemann-Pick C1 protein precursor 0.0096 0.1119 0.5357
Mycobacterium ulcerans long-chain-fatty-acid--CoA ligase 0.0023 0.0024 0.0024
Brugia malayi AMP-binding enzyme family protein 0.0023 0.0024 0.0113
Plasmodium falciparum importin beta, putative 0.0028 0.0099 0.0099
Giardia lamblia DNA topoisomerase III 0.0049 0.0414 0.2347
Echinococcus multilocularis rho GTPase activating protein 20 0.0049 0.0414 0.0642
Entamoeba histolytica DNA topoisomerase III, putative 0.0049 0.0414 0.1983
Entamoeba histolytica acyl-CoA synthetase, putative 0.0023 0.0024 0.0113
Onchocerca volvulus 0.0049 0.0414 0.1891
Plasmodium falciparum DNA gyrase subunit B 0.0689 1 1
Plasmodium falciparum DNA topoisomerase 2 0.0161 0.2089 0.2089
Loa Loa (eye worm) hypothetical protein 0.0112 0.1351 0.3225
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0113 0.1377 0.2133
Mycobacterium ulcerans DNA gyrase subunit B 0.0689 1 1
Trichomonas vaginalis DNA topoisomerase II, putative 0.0161 0.2089 1
Echinococcus multilocularis DNA topoisomerase 3 beta 1 0.0049 0.0414 0.0642
Plasmodium vivax DNA topoisomerase II, putative 0.0161 0.2089 0.2089
Echinococcus granulosus DNA topoisomerase 2 alpha 0.0161 0.2089 0.3237
Loa Loa (eye worm) hypothetical protein 0.0023 0.0024 0.0056
Trypanosoma brucei DNA topoisomerase IA, putative 0.0049 0.0414 0.0734
Echinococcus granulosus expressed conserved protein 0.009 0.1032 0.1598
Trypanosoma cruzi importin beta-1 subunit, putative 0.0023 0.0019 0.0033
Trypanosoma brucei importin beta-1 subunit, putative 0.0028 0.0099 0.0175
Loa Loa (eye worm) hypothetical protein 0.0041 0.0295 0.0705
Brugia malayi AMP-binding enzyme family protein 0.0023 0.0024 0.0113
Wolbachia endosymbiont of Brugia malayi DNA gyrase, topoisomerase II, B subunit, GyrB 0.0689 1 1
Loa Loa (eye worm) DNA topoisomerase III 0.0049 0.0414 0.0989
Echinococcus multilocularis neuropeptide receptor A26 0.0452 0.6453 1
Treponema pallidum DNA gyrase, subunit B (gyrB) 0.0689 1 1
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.0398 0.5643 1
Leishmania major 4-coumarate:coa ligase-like protein 0.0023 0.0024 0.0042
Brugia malayi DNA topoisomerase III 0.0049 0.0414 0.1983
Echinococcus granulosus neuropeptide receptor A26 0.0452 0.6453 1
Echinococcus granulosus RUN 0.0041 0.0283 0.0439
Brugia malayi hypothetical protein 0.0041 0.0283 0.1357
Toxoplasma gondii DNA topoisomerase domain-containing protein 0.0049 0.0414 0.0734
Echinococcus multilocularis DNA topoisomerase 2 alpha 0.0161 0.2089 0.3237
Trypanosoma cruzi DNA topoisomerase II, putative 0.0112 0.1351 0.2393
Leishmania major 4-coumarate:coa ligase-like protein 0.0023 0.0024 0.0042
Leishmania major importin beta-1 subunit, putative 0.0023 0.0019 0.0033
Mycobacterium ulcerans acyl-CoA synthetase 0.0023 0.0024 0.0024
Trichomonas vaginalis Importin beta-1 subunit, putative 0.0023 0.0019 0.009
Echinococcus multilocularis sterol regulatory element binding protein 0.0041 0.0295 0.0458
Echinococcus multilocularis lipoxygenase domain containing protein 0.0041 0.0283 0.0439
Trypanosoma cruzi DNA topoisomerase III, putative 0.0049 0.0414 0.0734
Trypanosoma brucei DNA topoisomerase II beta, putative 0.0112 0.1351 0.2393
Trichomonas vaginalis conserved hypothetical protein 0.0041 0.0295 0.1414
Brugia malayi DNA topoisomerase III beta-1 0.0049 0.0414 0.1983
Echinococcus granulosus importin subunit beta 1 0.0028 0.0099 0.0153
Loa Loa (eye worm) nucleolar RNA-associated protein alpha 0.0301 0.4188 1
Brugia malayi AMP-binding enzyme family protein 0.0023 0.0024 0.0113
Echinococcus multilocularis tumor protein p63 0.033 0.4628 0.7172
Echinococcus multilocularis neuropeptide s receptor 0.0452 0.6453 1
Entamoeba histolytica DNA topoisomerase II, putative 0.0161 0.2089 1
Schistosoma mansoni rab6-interacting 0.0041 0.0283 0.0677
Loa Loa (eye worm) hypothetical protein 0.0112 0.1351 0.3225
Loa Loa (eye worm) hypothetical protein 0.0023 0.0024 0.0056
Echinococcus multilocularis snurportin 1 0.0301 0.4188 0.6489
Loa Loa (eye worm) hypothetical protein 0.0028 0.0099 0.0236
Trypanosoma brucei DNA topoisomerase II alpha, putative 0.0112 0.1351 0.2393
Trichomonas vaginalis prokaryotic DNA topoisomerase, putative 0.0049 0.0414 0.1983
Mycobacterium leprae Probable DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (Type II DNA topoisomerase) 0.0237 0.323 1
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0049 0.0407 0.0971
Echinococcus granulosus snurportin 1 0.0301 0.4188 0.6489
Schistosoma mansoni lipoxygenase 0.0113 0.1377 0.3287
Schistosoma mansoni hypothetical protein 0.0301 0.4188 1
Schistosoma mansoni hypothetical protein 0.004 0.0273 0.0652
Giardia lamblia DNA topoisomerase II 0.0139 0.1765 1
Giardia lamblia DNA topoisomerase III 0.0049 0.0414 0.2347
Toxoplasma gondii HEAT repeat-containing protein 0.0028 0.0099 0.0175
Mycobacterium tuberculosis DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) 0.0689 1 1
Echinococcus multilocularis expressed conserved protein 0.009 0.1032 0.1598
Mycobacterium ulcerans long-chain-fatty-acid-CoA ligase 0.0023 0.0024 0.0024
Schistosoma mansoni hypothetical protein 0.0041 0.0283 0.0677
Echinococcus multilocularis importin subunit beta 1 0.0028 0.0099 0.0153
Plasmodium vivax DNA gyrase subunit B, putative 0.0689 1 1
Echinococcus granulosus lipoxygenase domain containing protein 0.0041 0.0283 0.0439
Echinococcus granulosus Protein patched homolog 1 0.0041 0.0295 0.0458
Entamoeba histolytica Niemann-Pick C1 protein, putative 0.0096 0.1119 0.5357
Echinococcus granulosus DNA topoisomerase 3 alpha 0.0049 0.0414 0.0642
Loa Loa (eye worm) hypothetical protein 0.0051 0.0435 0.1038
Loa Loa (eye worm) DNA topoisomerase III beta-1 0.0049 0.0414 0.0989
Echinococcus multilocularis lipoxygenase domain containing protein 0.0041 0.0283 0.0439
Echinococcus granulosus Polycystic kidney disease protein 0.0041 0.0283 0.0439
Brugia malayi Doublecortin family protein 0.0041 0.0283 0.1357
Leishmania major 4-coumarate:coa ligase-like protein 0.0023 0.0024 0.0042
Wolbachia endosymbiont of Brugia malayi topoisomerase IA, TopA 0.0049 0.0414 0.0414
Trichomonas vaginalis prokaryotic DNA topoisomerase, putative 0.0049 0.0414 0.1983
Toxoplasma gondii DNA topoisomerase 2, putative 0.0161 0.2089 0.3701
Brugia malayi CHE-14 protein 0.0041 0.0295 0.1414
Plasmodium falciparum DNA topoisomerase 3, putative 0.0049 0.0414 0.0414
Leishmania major DNA topoisomerase III, putative 0.0049 0.0414 0.0734
Loa Loa (eye worm) doublecortin family protein 0.0041 0.0283 0.0677
Schistosoma mansoni DNA topoisomerase II 0.0161 0.2089 0.4988
Entamoeba histolytica hypothetical protein 0.0023 0.0019 0.009
Echinococcus multilocularis RUN 0.0041 0.0283 0.0439
Loa Loa (eye worm) hypothetical protein 0.0049 0.0407 0.0971
Mycobacterium ulcerans long-chain fatty-acid CoA ligase 0.0023 0.0024 0.0024
Mycobacterium ulcerans DNA topoisomerase I 0.0049 0.0414 0.0414
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0113 0.1377 0.2133

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) Antimalarial activity against chloroquine-resistant Plasmodium falciparum K1 after 72 hrs by SYBR Green-I based fluorescence assay ChEMBL. 22850213
IC50 (functional) = 295.42 nM Antimalarial activity against chloroquine-susceptible Plasmodium falciparum 3D7 after 72 hrs by SYBR Green-I based fluorescence assay ChEMBL. 22850213
IC50 (functional) = 5.91 ug ml-1 Inhibition of beta hematin formation in Plasmodium yoelii infected swiss mouse RBC after 16 hrs ChEMBL. 22850213

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium yoelii ChEMBL23 22850213
Plasmodium falciparum ChEMBL23 22850213

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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