Detailed information for compound 18420

Basic information

Technical information
  • TDR Targets ID: 18420
  • Name: (E)-1-(3,4-dimethoxyphenyl)-3-(4-dimethylamin ophenyl)prop-2-en-1-one
  • MW: 311.375 | Formula: C19H21NO3
  • H donors: 0 H acceptors: 1 LogP: 3.76 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc(cc1OC)C(=O)/C=C/c1ccc(cc1)N(C)C
  • InChi: 1S/C19H21NO3/c1-20(2)16-9-5-14(6-10-16)7-11-17(21)15-8-12-18(22-3)19(13-15)23-4/h5-13H,1-4H3/b11-7+
  • InChiKey: HBBZSYPAQDRELN-YRNVUSSQSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • (E)-1-(3,4-dimethoxyphenyl)-3-(4-dimethylaminophenyl)-2-propen-1-one
  • 4-dimethylamino-3',4'-dimethoxychalcone
  • 1-(3,4-dimethoxyphenyl)-3-(4-dimethylaminophenyl)prop-2-en-1-one
  • 2-Propen-1-one, 1-(3,4-dimethoxyphenyl)-3-[4-(dimethylamino)phenyl]-, (2E)-
  • AIDS-115360
  • AIDS115360
  • STK297824
  • ZINC05797705

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Trypanosoma brucei fructose-bisphosphate aldolase, glycosomal, putative Curated by TDR Targets References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi fructose-bisphosphate aldolase 1 Get druggable targets OG5_127143 All targets in OG5_127143
Plasmodium falciparum fructose-bisphosphate aldolase Get druggable targets OG5_127143 All targets in OG5_127143
Toxoplasma gondii fructose-1,6-bisphosphate aldolase Get druggable targets OG5_127143 All targets in OG5_127143
Trypanosoma cruzi fructose-bisphosphate aldolase, glycosomal, putative Get druggable targets OG5_127143 All targets in OG5_127143
Babesia bovis fructose-1,6-bisphosphate aldolase Get druggable targets OG5_127143 All targets in OG5_127143
Echinococcus granulosus fructose 16 bisphosphate aldolase Get druggable targets OG5_127143 All targets in OG5_127143
Echinococcus granulosus fructose bisphosphate aldolase class I Get druggable targets OG5_127143 All targets in OG5_127143
Leishmania mexicana fructose-1,6-bisphosphate aldolase Get druggable targets OG5_127143 All targets in OG5_127143
Cryptosporidium hominis fructose-1,6-bisphosphate aldolase Get druggable targets OG5_127143 All targets in OG5_127143
Leishmania major fructose-1,6-bisphosphate aldolase Get druggable targets OG5_127143 All targets in OG5_127143
Loa Loa (eye worm) fructose-bisphosphate aldolase 2 Get druggable targets OG5_127143 All targets in OG5_127143
Trypanosoma cruzi fructose-bisphosphate aldolase, glycosomal, putative Get druggable targets OG5_127143 All targets in OG5_127143
Echinococcus multilocularis fructose bisphosphate aldolase class I Get druggable targets OG5_127143 All targets in OG5_127143
Trypanosoma cruzi fructose-bisphosphate aldolase, glycosomal, putative Get druggable targets OG5_127143 All targets in OG5_127143
Trypanosoma congolense fructose-bisphosphate aldolase, glycosomal, putative Get druggable targets OG5_127143 All targets in OG5_127143
Echinococcus multilocularis fructose 1,6 bisphosphate aldolase Get druggable targets OG5_127143 All targets in OG5_127143
Toxoplasma gondii fructose-bisphosphate aldolase, putative Get druggable targets OG5_127143 All targets in OG5_127143
Echinococcus granulosus fructose 16 bisphosphate aldolase Get druggable targets OG5_127143 All targets in OG5_127143
Leishmania donovani fructose-1,6-bisphosphate aldolase Get druggable targets OG5_127143 All targets in OG5_127143
Trypanosoma brucei fructose-bisphosphate aldolase, glycosomal, putative Get druggable targets OG5_127143 All targets in OG5_127143
Schistosoma mansoni fructose 16-bisphosphate aldolase Get druggable targets OG5_127143 All targets in OG5_127143
Plasmodium vivax fructose 1,6-bisphosphate aldolase, putative Get druggable targets OG5_127143 All targets in OG5_127143
Leishmania infantum fructose-1,6-bisphosphate aldolase Get druggable targets OG5_127143 All targets in OG5_127143
Plasmodium knowlesi fructose-bisphosphate aldolase, putative Get druggable targets OG5_127143 All targets in OG5_127143
Echinococcus multilocularis fructose 1,6 bisphosphate aldolase Get druggable targets OG5_127143 All targets in OG5_127143
Echinococcus multilocularis fructose 1,6 bisphosphate aldolase Get druggable targets OG5_127143 All targets in OG5_127143
Schistosoma mansoni fructose 16-bisphosphate aldolase Get druggable targets OG5_127143 All targets in OG5_127143
Cryptosporidium parvum fructose-1,6-bisphosphate aldolase Get druggable targets OG5_127143 All targets in OG5_127143
Loa Loa (eye worm) fructose-bisphosphate aldolase 1 Get druggable targets OG5_127143 All targets in OG5_127143
Neospora caninum Fructose-bisphosphate aldolase (EC 4.1.2.13), related Get druggable targets OG5_127143 All targets in OG5_127143
Toxoplasma gondii fructose-1,6-bisphosphate aldolase Get druggable targets OG5_127143 All targets in OG5_127143
Plasmodium yoelii Fructose-bisphosphate aldolase class-I Get druggable targets OG5_127143 All targets in OG5_127143
Leishmania braziliensis fructose-1,6-bisphosphate aldolase Get druggable targets OG5_127143 All targets in OG5_127143
Trypanosoma brucei gambiense fructose-bisphosphate aldolase, glycosomal putative Get druggable targets OG5_127143 All targets in OG5_127143
Plasmodium berghei fructose-bisphosphate aldolase 2 Get druggable targets OG5_127143 All targets in OG5_127143
Echinococcus granulosus fructose 16 bisphosphate aldolase Get druggable targets OG5_127143 All targets in OG5_127143
Trypanosoma cruzi fructose-bisphosphate aldolase, glycosomal, putative Get druggable targets OG5_127143 All targets in OG5_127143
Brugia malayi fructose-bisphosphate aldolase 2 Get druggable targets OG5_127143 All targets in OG5_127143
Schistosoma japonicum ko:K01623 fructose-bisphosphate aldolase, class I [EC4.1.2.13A], putative Get druggable targets OG5_127143 All targets in OG5_127143
Theileria parva fructose-bisphosphate aldolase, putative Get druggable targets OG5_127143 All targets in OG5_127143
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
Entamoeba histolytica geranylgeranyl pyrophosphate synthetase, putative 0.0189 0.139 1
Loa Loa (eye worm) hexokinase 0.0082 0.0271 0.0423
Schistosoma mansoni glutathione synthetase 0.0189 0.139 0.1822
Brugia malayi Polyprenyl synthetase family protein 0.0671 0.6411 1
Trypanosoma cruzi Vacuolar proton pyrophosphatase 1, putative 0.1016 1 1
Onchocerca volvulus 0.0082 0.0271 0.5
Loa Loa (eye worm) fructose-bisphosphate aldolase 2 0.011 0.0561 0.0875
Echinococcus multilocularis prenyl (decaprenyl) diphosphate synthase 0.0189 0.139 0.1822
Loa Loa (eye worm) polyprenyl synthetase 0.0189 0.139 0.2168
Toxoplasma gondii polyprenyl synthetase superfamily protein 0.0189 0.139 0.115
Echinococcus multilocularis farnesyl pyrophosphate synthase 0.0671 0.6411 1
Trypanosoma cruzi vacuolar-type proton translocating pyrophosphatase 1 0.1016 1 1
Plasmodium vivax V-type H(+)-translocating pyrophosphatase, putative 0.1016 1 1
Trypanosoma brucei solanesyl-diphosphate synthase, putative 0.0189 0.139 0.115
Onchocerca volvulus 0.0082 0.0271 0.5
Trypanosoma brucei Pyrophosphate-energized vacuolar membrane proton pump 1 0.1016 1 1
Loa Loa (eye worm) polyprenyl synthetase 0.0671 0.6411 1
Onchocerca volvulus 0.0082 0.0271 0.5
Loa Loa (eye worm) fructose-bisphosphate aldolase 1 0.011 0.0561 0.0875
Trypanosoma cruzi fructose-bisphosphate aldolase, glycosomal, putative 0.011 0.0561 0.0298
Trypanosoma brucei Pyrophosphate-energized vacuolar membrane proton pump 2, putative 0.1016 1 1
Echinococcus multilocularis geranylgeranyl pyrophosphate synthase 0.0271 0.2243 0.3211
Toxoplasma gondii fructose-bisphosphate aldolase, putative 0.011 0.0561 0.0298
Schistosoma mansoni trans-prenyltransferase 0.0189 0.139 0.1822
Plasmodium falciparum V-type H(+)-translocating pyrophosphatase, putative 0.1016 1 1
Loa Loa (eye worm) hexokinase 0.0082 0.0271 0.0423
Leishmania major farnesyl pyrophosphate synthase 0.0671 0.6411 0.6311
Trypanosoma cruzi solanesyl-diphosphate synthase 0.0189 0.139 0.115
Trichomonas vaginalis geranylgeranyl pyrophosphate synthase, putative 0.0671 0.6411 0.5
Plasmodium falciparum geranylgeranyl pyrophosphate synthase, putative 0.0671 0.6411 0.6311
Trypanosoma brucei fructose-bisphosphate aldolase, glycosomal, putative 0.011 0.0561 0.0298
Trypanosoma cruzi solanesyl-diphosphate synthase, putative 0.0189 0.139 0.115
Trichomonas vaginalis geranylgeranyl diphosphate synthase, putative 0.0671 0.6411 0.5
Brugia malayi fructose-bisphosphate aldolase 1 0.011 0.0561 0.0472
Brugia malayi Polyprenyl synthetase family protein 0.0189 0.139 0.1822
Trypanosoma cruzi fructose-bisphosphate aldolase, glycosomal, putative 0.011 0.0561 0.0298
Echinococcus granulosus decaprenyl diphosphate synthase subunit 1 0.0189 0.139 0.1822
Echinococcus granulosus farnesyl pyrophosphate synthase 0.0671 0.6411 1
Mycobacterium tuberculosis Probable geranylgeranyl pyrophosphate synthetase IdsA2 (ggppsase) (GGPP synthetase) (geranylgeranyl diphosphate synthase) 0.0671 0.6411 1
Trypanosoma cruzi polyprenyl synthase, putative 0.0271 0.2243 0.2026
Schistosoma mansoni geranylgeranyl pyrophosphate synthase 0.0271 0.2243 0.3211
Plasmodium vivax geranylgeranyl pyrophosphate synthase 0.0671 0.6411 0.6311
Echinococcus multilocularis fructose bisphosphate aldolase class I 0.011 0.0561 0.0472
Trypanosoma cruzi farnesyl pyrophosphate synthase 0.0671 0.6411 0.6311
Leishmania major polyprenyl synthase, putative 0.0271 0.2243 0.2026
Treponema pallidum octaprenyl-diphosphate synthase 0.0271 0.2243 1
Leishmania major fructose-1,6-bisphosphate aldolase 0.011 0.0561 0.0298
Chlamydia trachomatis geranylgeranyl pyrophosphate synthase 0.0189 0.139 0.5
Entamoeba histolytica geranylgeranyl pyrophosphate synthase, putative 0.0189 0.139 1
Schistosoma mansoni fructose 16-bisphosphate aldolase 0.011 0.0561 0.0472
Trypanosoma cruzi solanesyl-diphosphate synthase, putative 0.0189 0.139 0.115
Trichomonas vaginalis geranylgeranyl pyrophosphate synthase, putative 0.0671 0.6411 0.5
Toxoplasma gondii polyprenyl synthetase superfamily protein 0.0671 0.6411 0.6311
Entamoeba histolytica bifunctional short chain isoprenyl diphosphate synthase, putative 0.0189 0.139 1
Echinococcus multilocularis fructose 1,6 bisphosphate aldolase 0.011 0.0561 0.0472
Echinococcus multilocularis fructose 1,6 bisphosphate aldolase 0.011 0.0561 0.0472
Echinococcus granulosus fructose bisphosphate aldolase class I 0.011 0.0561 0.0472
Toxoplasma gondii fructose-1,6-bisphosphate aldolase 0.011 0.0561 0.0298
Schistosoma mansoni farnesyl pyrophosphate synthase 0.0671 0.6411 1
Toxoplasma gondii V-type H(+)-translocating pyrophosphatase VP1 0.1016 1 1
Plasmodium vivax octaprenyl pyrophosphate synthase, putative 0.0189 0.139 0.115
Echinococcus granulosus fructose 16 bisphosphate aldolase 0.011 0.0561 0.0472
Plasmodium vivax vacuolar-type H+ pumping pyrophosphatase, putative 0.1016 1 1
Schistosoma mansoni fructose 16-bisphosphate aldolase 0.011 0.0561 0.0472
Trypanosoma cruzi polyprenyl synthase, putative 0.0271 0.2243 0.2026
Plasmodium vivax fructose 1,6-bisphosphate aldolase, putative 0.011 0.0561 0.0298
Brugia malayi fructose-bisphosphate aldolase 2 0.011 0.0561 0.0472
Mycobacterium ulcerans geranylgeranyl pyrophosphate synthase 0.0671 0.6411 1
Brugia malayi geranylgeranyl pyrophosphate synthetase 0.0271 0.2243 0.3211
Echinococcus granulosus fructose 16 bisphosphate aldolase 0.011 0.0561 0.0472
Leishmania major solanesyl-diphosphate synthase, putative 0.0189 0.139 0.115
Echinococcus granulosus fructose 16 bisphosphate aldolase 0.011 0.0561 0.0472
Plasmodium falciparum octaprenyl pyrophosphate synthase 0.0189 0.139 0.115
Loa Loa (eye worm) geranylgeranyl pyrophosphate synthetase 0.0271 0.2243 0.3498
Giardia lamblia Farnesyl diphosphate synthase 0.0671 0.6411 0.5
Echinococcus granulosus geranylgeranyl pyrophosphate synthase 0.0271 0.2243 0.3211
Plasmodium falciparum V-type K+-independent H+-translocating inorganic pyrophosphatase 0.1016 1 1
Trypanosoma cruzi fructose-bisphosphate aldolase, glycosomal, putative 0.011 0.0561 0.0298
Echinococcus multilocularis decaprenyl diphosphate synthase subunit 1 0.0189 0.139 0.1822
Mycobacterium leprae PROBABLE POLYPRENYL-DIPHOSPHATE SYNTHASE GRCC1 (POLYPRENYL PYROPHOSPHATE SYNTHETASE) 0.0189 0.139 0.5
Trypanosoma cruzi fructose-bisphosphate aldolase, glycosomal, putative 0.011 0.0561 0.0298
Echinococcus multilocularis fructose 1,6 bisphosphate aldolase 0.011 0.0561 0.0472
Mycobacterium ulcerans geranylgeranyl pyrophosphate synthase 0.0671 0.6411 1
Loa Loa (eye worm) hexokinase type II 0.0082 0.0271 0.0423
Wolbachia endosymbiont of Brugia malayi geranylgeranyl pyrophosphate synthase 0.0189 0.139 0.5
Toxoplasma gondii fructose-1,6-bisphosphate aldolase 0.011 0.0561 0.0298
Trypanosoma cruzi farnesyl pyrophosphate synthase, putative 0.0671 0.6411 0.6311
Trypanosoma brucei farnesyl pyrophosphate synthase 0.0671 0.6411 0.6311
Plasmodium falciparum fructose-bisphosphate aldolase 0.011 0.0561 0.0298
Wolbachia endosymbiont of Brugia malayi geranylgeranyl pyrophosphate synthase 0.0189 0.139 0.5
Echinococcus granulosus prenyl decaprenyl diphosphate synthase 0.0189 0.139 0.1822

Activities

Activity type Activity value Assay description Source Reference
ED (functional) = 3.1 ug ml-1 In vitro antimitotic activity against HeLa cells after 6 hours exposure ChEMBL. 2362275
ED (functional) = 3.1 ug ml-1 In vitro antimitotic activity against HeLa cells after 6 hours exposure ChEMBL. 2362275
IC50 (functional) = 0.1 uM Inhibitory concentration required for scavenging of superoxide anion generated by stimulated human neutrophils ChEMBL. 9871729
IC50 (functional) = 0.1 uM Superoxide radical scavenging activity in stimulated human neutrophils ChEMBL. 17112640
IC50 (functional) = 0.1 uM Inhibitory concentration required for scavenging of superoxide anion generated by stimulated human neutrophils ChEMBL. 9871729
IC50 (functional) = 0.3 uM Inhibitory concentration required for scavenging of superoxide anion generated by hypoxanthine/xanthine oxidase system ChEMBL. 9871729
IC50 (functional) = 0.3 uM Superoxide radical scavenging activity by hypoxantine/xanthine oxidase system ChEMBL. 17112640
IC50 (functional) = 49.83 uM Cytotoxicity against Homo sapiens (human) HT-29 cells after 72 hr by MTT assay ChEMBL. No reference
Inhibition (functional) = 0 % Percent inhibition of the compound required for elastase release in stimulated human neutrophils ChEMBL. 9871729
Inhibition (functional) = 0 % Inhibitory concentration required for LTB4 synthesis in stimulated human neutrophils ChEMBL. 9871729
Inhibition (binding) = 0 % Inhibition of COX-2 activity in intact human monocytes ChEMBL. 9871729
Inhibition (binding) = 0 % Inhibition of COX-2 activity in intact human monocytes ChEMBL. 9871729
Inhibition (functional) = 0 % Percent inhibition of the compound required for elastase release in stimulated human neutrophils ChEMBL. 9871729
Inhibition (functional) = 0 % Inhibitory concentration required for LTB4 synthesis in stimulated human neutrophils ChEMBL. 9871729
Inhibition (functional) = 20.6 % In vivo inhibition of compound required for migration of neutrophils into the mouse pouch at the dose of 100 nmol/pouch ChEMBL. 9871729
Inhibition (functional) = 20.6 % In vivo inhibition of compound required for migration of neutrophils into the mouse pouch at the dose of 100 nmol/pouch ChEMBL. 9871729
Inhibition (binding) = 37.9 % Inhibitory concentration required against 5-lipoxygenase activity in cytosolic fractions of human neutrophils ChEMBL. 9871729
Inhibition (binding) = 37.9 % Inhibitory concentration required against 5-lipoxygenase activity in cytosolic fractions of human neutrophils ChEMBL. 9871729
Inhibition (functional) = 41.1 % In vivo inhibition of compound required to inhibit LTB4 levels in zymogen treated mouse air pouch at a dose of 100 nmol/pouch ChEMBL. 9871729
Inhibition (functional) = 41.1 % In vivo inhibition of compound required to inhibit LTB4 levels in zymogen treated mouse air pouch at a dose of 100 nmol/pouch ChEMBL. 9871729
Inhibition (functional) = 64.2 % In vivo inhibition of compound required to inhibit TNF-alpha levels in zymogen treated mouse air pouch at a dose of 100 nmol/pouch ChEMBL. 9871729
Inhibition (functional) = 64.2 % In vivo inhibition of compound required to inhibit TNF-alpha levels in zymogen treated mouse air pouch at a dose of 100 nmol/pouch ChEMBL. 9871729
Inhibition (functional) = 75.8 % In vivo inhibition of compound required to inhibit PGE-2 levels in zymogen treated mouse air pouch at a dose of 100 nmol/pouch ChEMBL. 9871729
Inhibition (functional) = 75.8 % In vivo inhibition of compound required to inhibit PGE-2 levels in zymogen treated mouse air pouch at a dose of 100 nmol/pouch ChEMBL. 9871729

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 9871729

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

3 literature references were collected for this gene.

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