Detailed information for compound 240440

Basic information

Technical information
  • TDR Targets ID: 240440
  • Name: (E)-1-(2,4-dimethoxyphenyl)-3-quinolin-4-ylpr op-2-en-1-one
  • MW: 319.354 | Formula: C20H17NO3
  • H donors: 0 H acceptors: 2 LogP: 3.9 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cc(OC)ccc1C(=O)/C=C/c1ccnc2c1cccc2
  • InChi: 1S/C20H17NO3/c1-23-15-8-9-17(20(13-15)24-2)19(22)10-7-14-11-12-21-18-6-4-3-5-16(14)18/h3-13H,1-2H3/b10-7+
  • InChiKey: BJKPVPMQJRGBBL-JXMROGBWSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • (E)-1-(2,4-dimethoxyphenyl)-3-(4-quinolyl)prop-2-en-1-one
  • (E)-1-(2,4-dimethoxyphenyl)-3-(4-quinolyl)-2-propen-1-one
  • (E)-1-(2,4-dimethoxyphenyl)-3-quinolin-4-yl-prop-2-en-1-one

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
Trypanosoma cruzi inosine-5'-monophosphate dehydrogenase, putative 0.0164046 0.00865022 0.0113615
Brugia malayi Protein kinase domain containing protein 0.0249319 0.0136971 0.0136971
Echinococcus granulosus aryl hydrocarbon receptor 0.00265902 0.00051498 0.000330796
Mycobacterium ulcerans inosine 5-monophosphate dehydrogenase 0.0155792 0.00816175 0.942302
Trypanosoma cruzi hypothetical protein, conserved 0.00984663 0.00476893 0.00615272
Trypanosoma brucei DNA topoisomerase IB, large subunit 1.26112 0.745332 1
Brugia malayi DNA topoisomerase III beta-1 0.00215887 0.000218965 0.000218965
Trypanosoma brucei DNA topoisomerase IA, putative 0.00329503 0.000891397 0.000949009
Schistosoma mansoni serine/threonine protein kinase 0.0249319 0.0136971 0.0136971
Trypanosoma cruzi STE group serine/threonine-protein kinase, putative 0.00271095 0.000545713 0.000485096
Trypanosoma cruzi DNA topoisomerase IB, large subunit, putative 1.26112 0.745332 1
Brugia malayi inosine-5'-monophosphate dehydrogenase 0.00705276 0.00311539 0.00311539
Trypanosoma brucei membrane transporter protein, putative 0.00984663 0.00476893 0.00615272
Trypanosoma brucei inosine-5'-monophosphate dehydrogenase 0.0164046 0.00865022 0.0113615
Onchocerca volvulus 0.00757243 0.00342296 1
Plasmodium falciparum topoisomerase I 1.69142 1 1
Loa Loa (eye worm) hypoxia-induced factor 1 0.0316666 0.017683 0.017683
Echinococcus multilocularis multidrug and toxin extrusion protein 2 0.00984663 0.00476893 0.00458553
Brugia malayi PAS domain containing protein 0.0102315 0.00499669 0.00499669
Echinococcus granulosus DNA topoisomerase 3 alpha 0.00329503 0.000891397 0.000707283
Trypanosoma cruzi hypothetical protein, conserved 0.00984663 0.00476893 0.00615272
Echinococcus granulosus DNA topoisomerase 1 1.69142 1 1
Trypanosoma cruzi DNA topoisomerase type IB small subunit, putative 0.533932 0.314947 0.422416
Trypanosoma cruzi DNA topoisomerase III, putative 0.00329503 0.000891397 0.000949009
Mycobacterium leprae Probable inosine-5'-monophosphate dehydrogenase GuaB3 (IMP dehydrogenase 2) (inosinic acid dehydrogenase) (inosinate dehydrogena 0.00852647 0.0039876 0.426862
Schistosoma mansoni aryl hydrocarbon receptor 0.0102315 0.00499669 0.00499669
Trypanosoma cruzi DNA topoisomerase IA, putative 0.00329503 0.000891397 0.000949009
Mycobacterium ulcerans DNA topoisomerase I 0.00329503 0.000891397 0.0835288
Echinococcus multilocularis 0.0568409 0.0325823 0.032404
Schistosoma mansoni prokaryotic DNA topoisomerase 0.00329503 0.000891397 0.000891397
Brugia malayi inosine-5'-monophosphate dehydrogenase 0.00705276 0.00311539 0.00311539
Toxoplasma gondii DNA topoisomerase domain-containing protein 0.00215887 0.000218965 0.0000347262
Trypanosoma cruzi STE/STE11 serine/threonine-protein kinase, putative 0.00271095 0.000545713 0.000485096
Trypanosoma brucei MATE efflux family protein, putative 0.00984663 0.00476893 0.00615272
Entamoeba histolytica DNA topoisomerase III, putative 0.00329503 0.000891397 1
Loa Loa (eye worm) aryl Hydrocarbon receptor Associated protein family member 0.00265902 0.00051498 0.00051498
Mycobacterium leprae Probable DNA topoisomerase I TopA (omega-protein) (relaxing enzyme) (untwisting enzyme) (swivelase) (type I DNA topoisomerase) ( 0.00329503 0.000891397 0.04627
Trypanosoma cruzi GMP reductase 0.0164046 0.00865022 0.0113615
Mycobacterium tuberculosis Probable inosine-5'-monophosphate dehydrogenase GuaB2 (imp dehydrogenase) (inosinic acid dehydrogenase) (inosinate dehydrogenase 0.0164046 0.00865022 1
Trypanosoma brucei DNA topoisomerase III, putative 0.00215887 0.000218965 0.0000465945
Loa Loa (eye worm) GMP reductase 0.00705276 0.00311539 0.00311539
Trypanosoma cruzi hypothetical protein, conserved 0.00984663 0.00476893 0.00615272
Trypanosoma cruzi hypothetical protein, conserved 0.00984663 0.00476893 0.00615272
Leishmania major DNA topoisomerase 1A 0.00329503 0.000891397 0.000949009
Loa Loa (eye worm) DNA topoisomerase III 0.00329503 0.000891397 0.000891397
Toxoplasma gondii DNA topoisomerase family protein 0.00329503 0.000891397 0.000707283
Echinococcus multilocularis Multi antimicrobial extrusion protein MatE 0.00888517 0.0041999 0.00401639
Leishmania major inosine-5-monophosphate dehydrogenase 0.0164046 0.00865022 0.0113615
Onchocerca volvulus Putative GMP reductase 0.00705276 0.00311539 0.904005
Giardia lamblia DNA topoisomerase III 0.00329503 0.000891397 1
Plasmodium vivax DNA topoisomerase 3, putative 0.00329503 0.000891397 0.000707283
Plasmodium falciparum inosine-5'-monophosphate dehydrogenase 0.0155792 0.00816175 0.00797897
Mycobacterium ulcerans inosine 5-monophosphate dehydrogenase 0.0078781 0.00360387 0.403925
Plasmodium vivax inosine-5'-monophosphate dehydrogenase, putative 0.0155792 0.00816175 0.00797897
Toxoplasma gondii DNA topoisomerase I, putative 1.69142 1 1
Schistosoma mansoni DNA topoisomerase type I 1.26112 0.745332 0.745332
Trichomonas vaginalis prokaryotic DNA topoisomerase, putative 0.00329503 0.000891397 1
Trypanosoma brucei membrane transporter protein, putative 0.00984663 0.00476893 0.00615272
Loa Loa (eye worm) DNA topoisomerase I 1.69142 1 1
Brugia malayi DNA topoisomerase III 0.00329503 0.000891397 0.000891397
Mycobacterium leprae Probable inosine-5'-monophosphate dehydrogenase GuaB2 (IMP dehydrogenase) (IMPDH) (IMPD) 0.0164046 0.00865022 1
Schistosoma mansoni prokaryotic DNA topoisomerase 0.00215887 0.000218965 0.000218965
Trichomonas vaginalis prokaryotic DNA topoisomerase, putative 0.00329503 0.000891397 1
Schistosoma mansoni inosine-5-monophosphate dehydrogenase 0.0164046 0.00865022 0.00865022
Schistosoma mansoni DNA topoisomerase type I 1.26112 0.745332 0.745332
Echinococcus granulosus DNA topoisomerase 3 beta 1 0.00215887 0.000218965 0.0000347262
Leishmania major guanosine monophosphate reductase 0.0164046 0.00865022 0.0113615
Brugia malayi hypothetical protein 0.0343256 0.0192567 0.0192567
Trypanosoma cruzi GMP reductase 0.0164046 0.00865022 0.0113615
Brugia malayi DNA topoisomerase I 1.69142 1 1
Onchocerca volvulus 0.00265902 0.00051498 0.0923893
Brugia malayi inosine-5'-monophosphate dehydrogenase family protein 0.0164046 0.00865022 0.00865022
Leishmania major DNA topoisomerase III, putative 0.00215887 0.000218965 0.0000465945
Loa Loa (eye worm) DNA topoisomerase III beta-1 0.00215887 0.000218965 0.000218965
Giardia lamblia DNA topoisomerase III 0.00215887 0.000218965 0.05392
Entamoeba histolytica DNA topoisomerase III, putative 0.00215887 0.000218965 0.0490981
Leishmania major hypothetical protein, conserved 0.00984663 0.00476893 0.00615272
Trypanosoma brucei DNA topoisomerase III, putative 0.00329503 0.000891397 0.000949009
Echinococcus multilocularis rho GTPase activating protein 20 0.00329503 0.000891397 0.000707283
Schistosoma mansoni multidrug resistance protein 0.00984663 0.00476893 0.00476893
Leishmania major DNA topoisomerase type IB small subunit 0.533932 0.314947 0.422416
Trypanosoma brucei GMP reductase 0.0164046 0.00865022 0.0113615
Mycobacterium leprae PROBABLE INOSINE-5'-MONOPHOSPHATE DEHYDROGENASE GUAB1(IMP DEHYDROGENASE) (IMPDH) (IMPD) 0.0078781 0.00360387 0.379692
Plasmodium vivax topoisomerase I, putative 1.69142 1 1
Schistosoma mansoni ATP-binding cassette sub-family g2 (white protein) (abcg2) 0.0021002 0.000184245 0.000184245
Echinococcus multilocularis transfer RNA-Lys 0.00757243 0.00342296 0.00323931
Echinococcus granulosus multidrug and toxin extrusion protein 2 0.00984663 0.00476893 0.00458553
Leishmania major protein kinase, putative 0.00271095 0.000545713 0.000485096
Leishmania major DNA topoisomerase III, putative 0.00329503 0.000891397 0.000949009
Brugia malayi GMP reductase 0.00705276 0.00311539 0.00311539
Trypanosoma cruzi STE/STE11 serine/threonine-protein kinase, putative 0.00271095 0.000545713 0.000485096
Leishmania major DNA topoisomerase IB, large subunit 1.26112 0.745332 1
Mycobacterium ulcerans inosine 5'-monophosphate dehydrogenase 0.0164046 0.00865022 1
Loa Loa (eye worm) CAMK/CAMKL/CHK1 protein kinase 0.0249319 0.0136971 0.0136971
Wolbachia endosymbiont of Brugia malayi IMP dehydrogenase 0.0164046 0.00865022 1
Treponema pallidum DNA topoisomerase I (topA) 0.00329503 0.000891397 0.5
Mycobacterium ulcerans putative regulatory protein 0.00757243 0.00342296 0.382557
Echinococcus multilocularis DNA topoisomerase 1 1.69142 1 1
Leishmania major hypothetical protein, conserved 0.00984663 0.00476893 0.00615272
Trypanosoma brucei membrane transporter protein, putative 0.00984663 0.00476893 0.00615272
Trypanosoma brucei DNA topoisomerase type IB small subunit 0.533932 0.314947 0.422416
Echinococcus multilocularis Aryl hydrocarbon receptor nuclear 0.00265902 0.00051498 0.000330796
Plasmodium falciparum DNA topoisomerase 3, putative 0.00329503 0.000891397 0.000707283
Trypanosoma cruzi DNA topoisomerase III, putative 0.00329503 0.000891397 0.000949009
Loa Loa (eye worm) IMP dehydrogenase 1 0.0164046 0.00865022 0.00865022
Brugia malayi hypoxia-induced factor 1 0.0316666 0.017683 0.017683
Leishmania major protein kinase, putative 0.00271095 0.000545713 0.000485096
Trypanosoma cruzi DNA topoisomerase III, putative 0.00215887 0.000218965 0.0000465945
Trypanosoma cruzi inosine-5'-monophosphate dehydrogenase, putative 0.0164046 0.00865022 0.0113615
Toxoplasma gondii IMP dehydrogenas 0.0164046 0.00865022 0.00846754
Loa Loa (eye worm) hypothetical protein 0.00265902 0.00051498 0.00051498
Trypanosoma cruzi STE group serine/threonine-protein kinase, putative 0.00271095 0.000545713 0.000485096
Schistosoma mansoni single-minded 0.0102315 0.00499669 0.00499669
Trypanosoma cruzi PAS-domain containing phosphoglycerate kinase, putative 0.00265902 0.00051498 0.000443851
Loa Loa (eye worm) hypothetical protein 0.0343256 0.0192567 0.0192567
Trypanosoma cruzi inosine-5'-monophosphate dehydrogenase, putative 0.0164046 0.00865022 0.0113615
Echinococcus granulosus Aryl hydrocarbon receptor nuclear 0.00265902 0.00051498 0.000330796
Echinococcus multilocularis DNA topoisomerase 3 beta 1 0.00215887 0.000218965 0.0000347262
Schistosoma mansoni DNA topoisomerase type I 1.69142 1 1
Trypanosoma cruzi DNA topoisomerase IA, putative 0.00329503 0.000891397 0.000949009
Echinococcus multilocularis inosine 5' monophosphate dehydrogenase 2 0.0164046 0.00865022 0.00846754
Chlamydia trachomatis DNA topoisomerase I 0.00329503 0.000891397 1
Echinococcus granulosus single minded 2 0.00757243 0.00342296 0.00323931
Echinococcus granulosus inosine 5' monophosphate dehydrogenase 2 0.0164046 0.00865022 0.00846754
Trypanosoma cruzi PAS-domain containing phosphoglycerate kinase, putative 0.00265902 0.00051498 0.000443851
Leishmania major PAS-domain containing phosphoglycerate kinase, putative 0.00265902 0.00051498 0.000443851
Echinococcus multilocularis aryl hydrocarbon receptor 0.00265902 0.00051498 0.000330796
Trypanosoma cruzi hypothetical protein, conserved 0.00984663 0.00476893 0.00615272
Brugia malayi bHLH-PAS transcription factor 0.00757243 0.00342296 0.00342296
Trypanosoma cruzi membrane transporter protein, putative 0.00984663 0.00476893 0.00615272

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 2 uM Antimalarial activity against Plasmodium falciparum W2 ChEMBL. 16908136
IC50 (functional) = 2 uM Antimalarial activity against Plasmodium falciparum W2 ChEMBL. 16908136
IC50 (functional) = 3 uM Antimalarial activity against Plasmodium falciparum D6 ChEMBL. 16908136
IC50 (functional) = 3 uM Antimalarial activity against Plasmodium falciparum D6 ChEMBL. 16908136
IC50 (functional) = 27 uM Inhibition of [3H]-hypoxanthine uptake into Plasmodium falciparum (K1) ChEMBL. 11728189
IC50 (functional) = 27 uM Inhibition of [3H]-hypoxanthine uptake into Plasmodium falciparum (K1) ChEMBL. 11728189
Ratio IC50 (ADMET) = 0.67 Resistance index, IC50 of Plasmodium falciparum W2/IC50 Plasmodium falciparum D6 ChEMBL. 16908136
Ratio IC50 (ADMET) = 0.67 Resistance index, IC50 of Plasmodium falciparum W2/IC50 Plasmodium falciparum D6 ChEMBL. 16908136

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23 16908136

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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