Detailed information for compound 337751

Basic information

Technical information
  • TDR Targets ID: 337751
  • Name: (Z)-3-(3-hydroxy-4-methoxyphenyl)-2-methoxy-1 -(3,4,5-trimethoxyphenyl)prop-2-en-1-one
  • MW: 374.384 | Formula: C20H22O7
  • H donors: 1 H acceptors: 2 LogP: 3.4 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: CO/C(=C\c1ccc(c(c1)O)OC)/C(=O)c1cc(OC)c(c(c1)OC)OC
  • InChi: 1S/C20H22O7/c1-23-15-7-6-12(8-14(15)21)9-16(24-2)19(22)13-10-17(25-3)20(27-5)18(11-13)26-4/h6-11,21H,1-5H3/b16-9-
  • InChiKey: FNILUMSXQRNRNV-SXGWCWSVSA-N  

Network

Hover on a compound node to display the structore

Synonyms

  • (Z)-3-(3-hydroxy-4-methoxy-phenyl)-2-methoxy-1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one
  • (Z)-3-(3-hydroxy-4-methoxyphenyl)-2-methoxy-1-(3,4,5-trimethoxyphenyl)-2-propen-1-one

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens tubulin, beta 1 class VI Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Babesia bovis tubulin beta chain Get druggable targets OG5_126611 All targets in OG5_126611
Schistosoma japonicum Tubulin beta-1 chain, putative Get druggable targets OG5_126611 All targets in OG5_126611
Schistosoma japonicum Tubulin beta chain, putative Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania major beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Schistosoma mansoni tubulin subunit beta Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania major beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Echinococcus multilocularis beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Echinococcus multilocularis tubulin beta 1 chain Get druggable targets OG5_126611 All targets in OG5_126611
Neospora caninum hypothetical protein Get druggable targets OG5_126611 All targets in OG5_126611
Plasmodium berghei tubulin beta chain, putative Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania braziliensis beta-tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Loa Loa (eye worm) BEN-1 protein Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania major beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Schistosoma mansoni tubulin subunit beta Get druggable targets OG5_126611 All targets in OG5_126611
Loa Loa (eye worm) beta-tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Brugia malayi Tubulin beta-1 chain Get druggable targets OG5_126611 All targets in OG5_126611
Schistosoma japonicum Tubulin beta-7 chain, putative Get druggable targets OG5_126611 All targets in OG5_126611
Echinococcus multilocularis Tubulin beta 2C chain Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania major beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Trypanosoma cruzi beta tubulin, putative Get druggable targets OG5_126611 All targets in OG5_126611
Trichomonas vaginalis tubulin beta chain, putative Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania major beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania major beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania mexicana beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Trichomonas vaginalis tubulin epsilon chain, putative Get druggable targets OG5_126611 All targets in OG5_126611
Schistosoma mansoni tubulin subunit beta Get druggable targets OG5_126611 All targets in OG5_126611
Loa Loa (eye worm) tubulin beta-4 chain Get druggable targets OG5_126611 All targets in OG5_126611
Schistosoma japonicum Tubulin beta chain, putative Get druggable targets OG5_126611 All targets in OG5_126611
Loa Loa (eye worm) tubulin beta-1 chain Get druggable targets OG5_126611 All targets in OG5_126611
Cryptosporidium parvum tubulin beta chain Get druggable targets OG5_126611 All targets in OG5_126611
Theileria parva tubulin beta chain, putative Get druggable targets OG5_126611 All targets in OG5_126611
Echinococcus granulosus beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Echinococcus multilocularis tubulin subunit beta Get druggable targets OG5_126611 All targets in OG5_126611
Echinococcus granulosus Tubulin beta 2C chain Get druggable targets OG5_126611 All targets in OG5_126611
Neospora caninum hypothetical protein Get druggable targets OG5_126611 All targets in OG5_126611
Trypanosoma brucei beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Echinococcus granulosus tubulin beta 4A class IVa Get druggable targets OG5_126611 All targets in OG5_126611
Trichomonas vaginalis tubulin epsilon chain, putative Get druggable targets OG5_126611 All targets in OG5_126611
Echinococcus multilocularis Tubulin beta 2C chain Get druggable targets OG5_126611 All targets in OG5_126611
Giardia lamblia Beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Schistosoma mansoni tubulin subunit beta Get druggable targets OG5_126611 All targets in OG5_126611
Echinococcus multilocularis tubulin, beta 4A class IVa Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania mexicana beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania major beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Echinococcus multilocularis Tubulin beta 2C chain Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania major beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Schistosoma japonicum Tubulin beta chain, putative Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania mexicana beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Echinococcus granulosus Tubulin beta 2C chain Get druggable targets OG5_126611 All targets in OG5_126611
Plasmodium yoelii tubulin beta chain Get druggable targets OG5_126611 All targets in OG5_126611
Echinococcus multilocularis Tubulin beta 2C chain Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania major beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania infantum beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Schistosoma japonicum ko:K07375 tubulin beta, putative Get druggable targets OG5_126611 All targets in OG5_126611
Trypanosoma brucei beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Echinococcus granulosus Tubulin beta 2C chain Get druggable targets OG5_126611 All targets in OG5_126611
Trypanosoma congolense beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Trichomonas vaginalis tubulin alpha chain, putative Get druggable targets OG5_126611 All targets in OG5_126611
Plasmodium falciparum tubulin beta chain Get druggable targets OG5_126611 All targets in OG5_126611
Schistosoma mansoni tubulin subunit beta Get druggable targets OG5_126611 All targets in OG5_126611
Schistosoma japonicum Tubulin beta-1 chain, putative Get druggable targets OG5_126611 All targets in OG5_126611
Loa Loa (eye worm) tubulin beta-2A chain Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania braziliensis beta-tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania major beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania braziliensis beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania major beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Entamoeba histolytica tubulin family protein Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania infantum beta-tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Echinococcus granulosus beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Cryptosporidium hominis beta-catenin-like repeat protein Get druggable targets OG5_126611 All targets in OG5_126611
Entamoeba histolytica tubulin family protein Get druggable targets OG5_126611 All targets in OG5_126611
Toxoplasma gondii beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Trypanosoma brucei gambiense beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Echinococcus multilocularis beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Giardia lamblia Beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Toxoplasma gondii beta-1 tubulin, putative Get druggable targets OG5_126611 All targets in OG5_126611
Schistosoma japonicum ko:K07375 tubulin beta, putative Get druggable targets OG5_126611 All targets in OG5_126611
Schistosoma mansoni tubulin subunit beta Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania infantum beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania braziliensis beta-tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania mexicana Get druggable targets OG5_126611 All targets in OG5_126611
Echinococcus granulosus Tubulin beta 2C chain Get druggable targets OG5_126611 All targets in OG5_126611
Loa Loa (eye worm) tubulin beta chain Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania infantum beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania major beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania major beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Echinococcus granulosus tubulin subunit beta Get druggable targets OG5_126611 All targets in OG5_126611
Neospora caninum hypothetical protein Get druggable targets OG5_126611 All targets in OG5_126611
Trypanosoma brucei beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Brugia malayi beta-tubulin, identical Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania major beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Toxoplasma gondii beta-tubulin, putative Get druggable targets OG5_126611 All targets in OG5_126611
Plasmodium vivax tubulin beta chain, putative Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania mexicana beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Echinococcus granulosus tubulin beta 1 chain Get druggable targets OG5_126611 All targets in OG5_126611
Loa Loa (eye worm) BEN-1 protein Get druggable targets OG5_126611 All targets in OG5_126611
Echinococcus multilocularis Tubulin beta 2C chain Get druggable targets OG5_126611 All targets in OG5_126611
Trichomonas vaginalis tubulin, putative Get druggable targets OG5_126611 All targets in OG5_126611
Schistosoma japonicum Tubulin beta-4 chain, putative Get druggable targets OG5_126611 All targets in OG5_126611
Giardia lamblia Beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Echinococcus granulosus Tubulin beta 2C chain Get druggable targets OG5_126611 All targets in OG5_126611
Trypanosoma brucei beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania major beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania major beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Schistosoma japonicum Tubulin beta chain, putative Get druggable targets OG5_126611 All targets in OG5_126611
Trichomonas vaginalis tubulin gamma chain, putative Get druggable targets OG5_126611 All targets in OG5_126611
Trypanosoma brucei gambiense beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania major beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611
Leishmania major beta tubulin Get druggable targets OG5_126611 All targets in OG5_126611

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium falciparum tubulin gamma chain tubulin, beta 1 class VI 451 aa 438 aa 32.2 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Loa Loa (eye worm) thymidylate synthase 0.0219 0.4587 0.4616
Mycobacterium tuberculosis Hypothetical protein 0.0104 0.1803 0.0705
Schistosoma mansoni glutathione synthetase 0.0079 0.1187 0.1194
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0219 0.4587 0.4616
Echinococcus multilocularis dihydrofolate reductase 0.044 0.9937 1
Leishmania major farnesyl pyrophosphate synthase 0.0312 0.6844 0.6844
Loa Loa (eye worm) polyprenyl synthetase 0.0079 0.1187 0.1194
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0442 1 1
Loa Loa (eye worm) dihydrofolate reductase 0.044 0.9937 1
Plasmodium vivax octaprenyl pyrophosphate synthase, putative 0.0079 0.1187 0.1187
Toxoplasma gondii polyprenyl synthetase superfamily protein 0.0079 0.1187 0.1187
Schistosoma mansoni farnesyl pyrophosphate synthase 0.0312 0.6844 0.6888
Schistosoma mansoni geranylgeranyl pyrophosphate synthase 0.0079 0.1187 0.1194
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0219 0.4587 0.3886
Leishmania major polyprenyl synthase, putative 0.0079 0.1187 0.1187
Echinococcus multilocularis geranylgeranyl pyrophosphate synthase 0.0079 0.1187 0.1194
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0219 0.4587 0.3886
Schistosoma mansoni dihydrofolate reductase 0.044 0.9937 1
Echinococcus granulosus prenyl decaprenyl diphosphate synthase 0.0079 0.1187 0.1194
Giardia lamblia Farnesyl diphosphate synthase 0.0312 0.6844 1
Trypanosoma cruzi farnesyl pyrophosphate synthase 0.0312 0.6844 0.6844
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.044 0.9937 1
Onchocerca volvulus 0.0219 0.4587 0.5
Trypanosoma cruzi solanesyl-diphosphate synthase, putative 0.0079 0.1187 0.1187
Plasmodium falciparum geranylgeranyl pyrophosphate synthase, putative 0.0312 0.6844 0.6844
Brugia malayi Polyprenyl synthetase family protein 0.0312 0.6844 0.6888
Schistosoma mansoni trans-prenyltransferase 0.0079 0.1187 0.1194
Trichomonas vaginalis conserved hypothetical protein 0.0104 0.1803 0.2635
Mycobacterium ulcerans geranylgeranyl pyrophosphate synthase 0.0312 0.6844 0.6466
Trypanosoma cruzi farnesyl pyrophosphate synthase, putative 0.0312 0.6844 0.6844
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0104 0.1803 0.1803
Mycobacterium ulcerans geranylgeranyl pyrophosphate synthase 0.0312 0.6844 0.6466
Brugia malayi thymidylate synthase 0.0219 0.4587 0.4616
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.044 0.9937 1
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0442 1 1
Trypanosoma cruzi solanesyl-diphosphate synthase, putative 0.0079 0.1187 0.1187
Echinococcus granulosus thymidylate synthase 0.0219 0.4587 0.4616
Trichomonas vaginalis geranylgeranyl diphosphate synthase, putative 0.0312 0.6844 1
Chlamydia trachomatis dihydrofolate reductase 0.044 0.9937 1
Echinococcus multilocularis thymidylate synthase 0.0219 0.4587 0.4616
Entamoeba histolytica geranylgeranyl pyrophosphate synthetase, putative 0.0079 0.1187 1
Brugia malayi hypothetical protein 0.0104 0.1803 0.1815
Loa Loa (eye worm) polyprenyl synthetase 0.0312 0.6844 0.6888
Brugia malayi Polyprenyl synthetase family protein 0.0079 0.1187 0.1194
Brugia malayi dihydrofolate reductase family protein 0.044 0.9937 1
Mycobacterium tuberculosis Probable geranylgeranyl pyrophosphate synthetase IdsA2 (ggppsase) (GGPP synthetase) (geranylgeranyl diphosphate synthase) 0.0312 0.6844 0.6466
Mycobacterium ulcerans thymidylate synthase 0.0219 0.4587 0.3886
Echinococcus granulosus farnesyl pyrophosphate synthase 0.0312 0.6844 0.6888
Trypanosoma cruzi solanesyl-diphosphate synthase 0.0079 0.1187 0.1187
Echinococcus granulosus dihydrofolate reductase 0.044 0.9937 1
Echinococcus multilocularis farnesyl pyrophosphate synthase 0.0312 0.6844 0.6888
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.044 0.9937 1
Toxoplasma gondii polyprenyl synthetase superfamily protein 0.0312 0.6844 0.6844
Treponema pallidum octaprenyl-diphosphate synthase 0.0079 0.1187 0.5
Brugia malayi Dihydrofolate reductase 0.044 0.9937 1
Wolbachia endosymbiont of Brugia malayi geranylgeranyl pyrophosphate synthase 0.0079 0.1187 0.5
Trypanosoma cruzi polyprenyl synthase, putative 0.0079 0.1187 0.1187
Wolbachia endosymbiont of Brugia malayi geranylgeranyl pyrophosphate synthase 0.0079 0.1187 0.5
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0442 1 1
Trypanosoma brucei solanesyl-diphosphate synthase, putative 0.0079 0.1187 0.1187
Plasmodium vivax geranylgeranyl pyrophosphate synthase 0.0312 0.6844 0.6844
Echinococcus multilocularis decaprenyl diphosphate synthase subunit 1 0.0079 0.1187 0.1194
Echinococcus granulosus geranylgeranyl pyrophosphate synthase 0.0079 0.1187 0.1194
Loa Loa (eye worm) geranylgeranyl pyrophosphate synthetase 0.0079 0.1187 0.1194
Echinococcus multilocularis prenyl (decaprenyl) diphosphate synthase 0.0079 0.1187 0.1194
Trypanosoma cruzi polyprenyl synthase, putative 0.0079 0.1187 0.1187
Echinococcus granulosus decaprenyl diphosphate synthase subunit 1 0.0079 0.1187 0.1194
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0442 1 1
Leishmania major solanesyl-diphosphate synthase, putative 0.0079 0.1187 0.1187
Brugia malayi geranylgeranyl pyrophosphate synthetase 0.0079 0.1187 0.1194
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0442 1 1
Trichomonas vaginalis geranylgeranyl pyrophosphate synthase, putative 0.0312 0.6844 1
Plasmodium falciparum octaprenyl pyrophosphate synthase 0.0079 0.1187 0.1187
Entamoeba histolytica bifunctional short chain isoprenyl diphosphate synthase, putative 0.0079 0.1187 1
Entamoeba histolytica geranylgeranyl pyrophosphate synthase, putative 0.0079 0.1187 1
Trichomonas vaginalis geranylgeranyl pyrophosphate synthase, putative 0.0312 0.6844 1
Trypanosoma brucei farnesyl pyrophosphate synthase 0.0312 0.6844 0.6844

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 4 % Cell cycle arrest in human K562 cells assessed as accumulation at G0/G1 phase at 20 nM after 24 hrs by propidium iodide staining-based flow cytometry ChEMBL. 19837593
Activity (functional) = 12 % Cell cycle arrest in human K562 cells assessed as accumulation at S phase at 20 nM after 24 hrs by propidium iodide staining-based flow cytometry ChEMBL. 19837593
Activity (functional) = 84 % Cell cycle arrest in human K562 cells assessed as accumulation at G2/M phase at 20 nM after 24 hrs by propidium iodide staining-based flow cytometry ChEMBL. 19837593
IC50 (functional) = 0.0015 uM Antiproliferative activity against human K562 cells after 5 days by MTT assay ChEMBL. 19837593
IC50 (binding) = 0.51 uM Concentration required for 50% inhibition of tubulin polymerization ChEMBL. 15658859
IC50 (binding) = 0.51 uM Concentration required for 50% inhibition of tubulin polymerization ChEMBL. 15658859

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 19837593

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.