Detailed information for compound 1329153

Basic information

Technical information
  • TDR Targets ID: 1329153
  • Name: N-[2-[5-[(4-ethoxy-3-methoxyphenyl)methyliden e]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2,3- dihydro-1,4-benzodioxine-2-carboxamide
  • MW: 484.522 | Formula: C24H24N2O7S
  • H donors: 1 H acceptors: 3 LogP: 3.48 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCOc1ccc(cc1OC)/C=C/1\SC(=O)N(C1=O)CCNC(=O)C1COc2c(O1)cccc2
  • InChi: 1S/C24H24N2O7S/c1-3-31-17-9-8-15(12-19(17)30-2)13-21-23(28)26(24(29)34-21)11-10-25-22(27)20-14-32-16-6-4-5-7-18(16)33-20/h4-9,12-13,20H,3,10-11,14H2,1-2H3,(H,25,27)/b21-13-
  • InChiKey: QDOMMLYYJDFIGF-BKUYFWCQSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • N-[2-[(5Z)-5-[(4-ethoxy-3-methoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2,3-dihydro-1,4-benzodioxine-2-carboxamide
  • N-[2-[5-[(4-ethoxy-3-methoxy-phenyl)methylene]-2,4-dioxo-thiazolidin-3-yl]ethyl]-2,3-dihydro-1,4-benzodioxine-2-carboxamide
  • N-[2-[(5Z)-5-[(4-ethoxy-3-methoxy-phenyl)methylene]-2,4-dioxo-thiazolidin-3-yl]ethyl]-2,3-dihydro-1,4-benzodioxine-2-carboxamide
  • N-[2-[5-[(4-ethoxy-3-methoxyphenyl)methylene]-2,4-dioxo-3-thiazolidinyl]ethyl]-2,3-dihydro-1,4-benzodioxine-2-carboxamide
  • N-[2-[(5Z)-5-[(4-ethoxy-3-methoxyphenyl)methylene]-2,4-dioxo-3-thiazolidinyl]ethyl]-2,3-dihydro-1,4-benzodioxine-2-carboxamide
  • N-[2-[5-(4-ethoxy-3-methoxy-benzylidene)-2,4-diketo-thiazolidin-3-yl]ethyl]-2,3-dihydro-1,4-benzodioxine-2-carboxamide
  • N-[2-[(5Z)-5-(4-ethoxy-3-methoxy-benzylidene)-2,4-diketo-thiazolidin-3-yl]ethyl]-2,3-dihydro-1,4-benzodioxine-2-carboxamide
  • N-[2-[5-[(4-ethoxy-3-methoxy-phenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2,3-dihydro-1,4-benzodioxine-2-carboxamide
  • N-[2-[(5Z)-5-[(4-ethoxy-3-methoxy-phenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2,3-dihydro-1,4-benzodioxine-2-carboxamide
  • T5279644
  • MLS000335351
  • SMR000250109

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens euchromatic histone-lysine N-methyltransferase 2 Starlite/ChEMBL No references
Homo sapiens aldehyde dehydrogenase 1 family, member A1 Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) pre-SET domain-containing protein family protein Get druggable targets OG5_131470 All targets in OG5_131470
Schistosoma mansoni aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania mexicana aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum Aldehyde dehydrogenase X, mitochondrial precursor, putative Get druggable targets OG5_126638 All targets in OG5_126638
Candida albicans Mitochondrial aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma mansoni aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Candida albicans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Echinococcus granulosus aldehyde dehydrogenase mitochondrial Get druggable targets OG5_126638 All targets in OG5_126638
Onchocerca volvulus Get druggable targets OG5_131470 All targets in OG5_131470
Neospora caninum hypothetical protein Get druggable targets OG5_126638 All targets in OG5_126638
Candida albicans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Brugia malayi Pre-SET motif family protein Get druggable targets OG5_131470 All targets in OG5_131470
Leishmania braziliensis aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum Retinal dehydrogenase 1, putative Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania infantum aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Mycobacterium tuberculosis Probable aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Toxoplasma gondii aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum Aldehyde dehydrogenase, mitochondrial precursor, putative Get druggable targets OG5_126638 All targets in OG5_126638
Candida albicans Mitochondrial aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Trichomonas vaginalis set domain proteins, putative Get druggable targets OG5_131470 All targets in OG5_131470
Leishmania major aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania donovani aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum ko:K00128 aldehyde dehydrogenase (NAD+) [EC1.2.1.3], putative Get druggable targets OG5_126638 All targets in OG5_126638
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial Get druggable targets OG5_126638 All targets in OG5_126638
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Mycobacterium tuberculosis Succinate-semialdehyde dehydrogenase [NADP+] dependent (SSDH) GabD1 aldehyde dehydrogenase 1 family, member A1 501 aa 456 aa 33.3 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi Calcitonin receptor-like protein seb-1 0.0708 1 1
Brugia malayi latrophilin 2 splice variant baaae 0.0484 0.6753 0.6753
Brugia malayi MH1 domain containing protein 0.0033 0.0211 0.0211
Loa Loa (eye worm) hypothetical protein 0.0708 1 1
Echinococcus multilocularis isocitrate dehydrogenase 0.0064 0.0664 0.1096
Schistosoma mansoni NADP-specific isocitrate dehydrogenase 0.0064 0.0664 0.0693
Brugia malayi MH1 domain containing protein 0.0033 0.0211 0.0211
Schistosoma mansoni tar DNA-binding protein 0.0318 0.4348 0.6323
Loa Loa (eye worm) transcription factor SMAD2 0.0477 0.6657 0.6657
Brugia malayi MH2 domain containing protein 0.0033 0.0211 0.0211
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0224 0.2986 0.6708
Schistosoma mansoni aldehyde dehydrogenase 0.0073 0.0802 0.0903
Loa Loa (eye worm) RNA binding protein 0.0318 0.4348 0.4348
Trypanosoma brucei isocitrate dehydrogenase, putative 0.0064 0.0664 1
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0224 0.2986 0.6708
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.0802 0.5
Brugia malayi MH2 domain containing protein 0.0033 0.0211 0.0211
Trypanosoma brucei isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0064 0.0664 1
Echinococcus granulosus histone lysine methyltransferase setb 0.0036 0.0262 0.0123
Loa Loa (eye worm) isocitrate dehydrogenase 0.0064 0.0664 0.0664
Brugia malayi RNA binding protein 0.0318 0.4348 0.4348
Brugia malayi RNA recognition motif domain containing protein 0.0318 0.4348 0.4348
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0224 0.2986 0.2986
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0251 0.338 0.338
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0224 0.2986 0.6708
Echinococcus multilocularis tar DNA binding protein 0.0318 0.4348 1
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0073 0.0802 1
Trypanosoma cruzi isocitrate dehydrogenase, putative 0.0064 0.0664 1
Brugia malayi TAR-binding protein 0.0318 0.4348 0.4348
Brugia malayi Smad1 0.0033 0.0211 0.0211
Echinococcus granulosus GPCR family 2 0.0224 0.2986 0.6708
Brugia malayi MH2 domain containing protein 0.0477 0.6657 0.6657
Loa Loa (eye worm) MH1 domain-containing protein 0.0033 0.0211 0.0211
Schistosoma mansoni hypothetical protein 0.0224 0.2986 0.4242
Brugia malayi isocitrate dehydrogenase 0.0064 0.0664 0.0664
Plasmodium vivax SET domain protein, putative 0.0036 0.0262 0.2829
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0708 1 1
Schistosoma mansoni hypothetical protein 0.0224 0.2986 0.4242
Brugia malayi hypothetical protein 0.0025 0.0103 0.0103
Echinococcus granulosus NADP dependent isocitrate dehydrogenase 0.0064 0.0664 0.1096
Brugia malayi Pre-SET motif family protein 0.0251 0.338 0.338
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0318 0.4348 0.4348
Loa Loa (eye worm) MH2 domain-containing protein 0.0477 0.6657 0.6657
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0036 0.0262 0.0123
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0064 0.0664 0.1096
Echinococcus granulosus tar DNA binding protein 0.0318 0.4348 1
Schistosoma mansoni hypothetical protein 0.0484 0.6753 1
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0036 0.0262 0.0123
Brugia malayi Pre-SET motif family protein 0.0036 0.0262 0.0262
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0036 0.0262 0.0078
Loa Loa (eye worm) hypothetical protein 0.0224 0.2986 0.2986
Onchocerca volvulus 0.0286 0.3884 1
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0036 0.0262 0.0078
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0036 0.0262 0.0078
Echinococcus multilocularis GPCR, family 2 0.0224 0.2986 0.6708
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0036 0.0262 0.0078
Toxoplasma gondii isocitrate dehydrogenase 0.0064 0.0664 0.8029
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0073 0.0802 0.1429
Plasmodium vivax isocitrate dehydrogenase [NADP], mitochondrial, putative 0.0064 0.0664 1
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0064 0.0664 0.1096
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0224 0.2986 0.6708
Brugia malayi Latrophilin receptor protein 2 0.0224 0.2986 0.2986
Schistosoma mansoni tar DNA-binding protein 0.0318 0.4348 0.6323
Brugia malayi Isocitrate dehydrogenase 0.0064 0.0664 0.0664
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0036 0.0262 0.2272
Toxoplasma gondii isocitrate dehydrogenase 0.0064 0.0664 0.8029
Toxoplasma gondii aldehyde dehydrogenase 0.0073 0.0802 1
Schistosoma mansoni tar DNA-binding protein 0.0318 0.4348 0.6323
Loa Loa (eye worm) TAR-binding protein 0.0318 0.4348 0.4348
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0073 0.0802 0.1429
Loa Loa (eye worm) hypothetical protein 0.0025 0.0103 0.0103
Schistosoma mansoni hypothetical protein 0.0224 0.2986 0.4242
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0035 0.0242 0.0077
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0064 0.0664 0.1096
Schistosoma mansoni aldehyde dehydrogenase 0.0073 0.0802 0.0903
Loa Loa (eye worm) Smad1 0.0033 0.0211 0.0211
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.0802 0.5
Loa Loa (eye worm) hypothetical protein 0.0484 0.6753 0.6753
Leishmania major isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0064 0.0664 0.8029
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0073 0.0802 1
Plasmodium falciparum isocitrate dehydrogenase [NADP], mitochondrial 0.0064 0.0664 1
Schistosoma mansoni tar DNA-binding protein 0.0318 0.4348 0.6323
Trichomonas vaginalis set domain proteins, putative 0.0286 0.3884 0.5
Echinococcus multilocularis isocitrate dehydrogenase 2 (NADP+) 0.0064 0.0664 0.1096
Loa Loa (eye worm) MH2 domain-containing protein 0.0033 0.0211 0.0211
Loa Loa (eye worm) latrophilin receptor protein 2 0.0224 0.2986 0.2986
Trypanosoma cruzi isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0064 0.0664 1
Loa Loa (eye worm) hypothetical protein 0.0036 0.0262 0.0262
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.0802 0.5
Schistosoma mansoni hypothetical protein 0.0224 0.2986 0.4242
Schistosoma mansoni tar DNA-binding protein 0.0318 0.4348 0.6323

Activities

Activity type Activity value Assay description Source Reference
AC50 (functional) = 26.371 uM PUBCHEM_BIOASSAY: HSF-1 induced GFP reporter and Doxycycline induced RFP reporter Measured in Cell-Based System Using Plate Reader - 2038-03_Inhibitor_DoseNoFile_CherryPick_Internal-Standard_Set3. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID2118] ChEMBL. No reference
EC50 (functional) > 195 um PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Confirmation HTS to Identify Inhibitors of Heat Shock Factor 1 (HSF1). (Class of assay: confirmatory) [Related pubchem assays: 2118 (Project Summary), 2098 (Primary HTS)] ChEMBL. No reference
Potency (functional) 0.3696 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 48 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) 2.9362 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 96 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488745, AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) 7.0795 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Histone Lysine Methyltransferase G9a. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504404] ChEMBL. No reference
Potency (functional) = 14.1254 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Aldehyde Dehydrogenase 1 (ALDH1A1). (Class of assay: confirmatory) [Related pubchem assays: 1030 (qHTS Validation Assay for Inhibitors of aldehyde dehydrogenase 1 (ALDH1A1))] ChEMBL. No reference
Potency (functional) 20.5962 uM PUBCHEM_BIOASSAY: Nrf2 qHTS screen for inhibitors. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID493153, AID493163, AID504648] ChEMBL. No reference
Potency (functional) 20.5962 uM PUBCHEM_BIOASSAY: qHTS screen for small molecules that inhibit ELG1-dependent DNA repair in human embryonic kidney (HEK293T) cells expressing luciferase-tagged ELG1. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID493107, AID493125] ChEMBL. No reference
Potency (functional) 23.1093 uM PubChem BioAssay. A quantitative high throughput screen for small molecules that induce DNA re-replication in MCF 10a normal breast cells. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 28.1838 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of HPGD (15-Hydroxyprostaglandin Dehydrogenase). (Class of assay: confirmatory) [Related pubchem assays: 2429 (Confirmation qHTS Assay for Inhibitors of HPGD (15-Hydroxyprostaglandin Dehydrogenase)), 2407 (Probe Development Summary for Inhibitors of HPGD (15-Hydroxyprostaglandin Dehydrogenase)), 2427 (Thermal Shift Assay for Inhibitors of HPGD (15-Hydroxyprostaglandin Dehydrogenase))] ChEMBL. No reference
Potency (functional) = 28.1838 um PUBCHEM_BIOASSAY: qHTS for inhibitors of ROR gamma transcriptional activity. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 28.1838 uM PubChem BioAssay. qHTS for Antagonists of gsp, the Etiologic Mutation Responsible for Fibrous Dysplasia/McCune-Albright Syndrome: qHTS. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 31.6228 uM PubChem BioAssay. qHTS for Inhibitors of ATXN expression. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 35.4813 um PUBCHEM_BIOASSAY: qHTS Assay for Modulators of Lamin A Splicing. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 35.4813 um PUBCHEM_BIOASSAY: qHTS Assay for the Inhibitors of Schistosoma Mansoni Peroxiredoxins. (Class of assay: confirmatory) [Related pubchem assays: 1011 (Confirmation Concentration-Response Assay for Inhibitors of the Schistosoma mansoni Redox Cascade ), 448 (Schistosoma Mansoni Peroxiredoxins (Prx2) and thioredoxin glutathione reductase (TGR) coupled assay)] ChEMBL. No reference
Potency (functional) 35.4813 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of TGF-b. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588856, AID588860] ChEMBL. No reference
Potency (functional) 35.4813 uM PubChem BioAssay. qHTS of PTHR Inhibitors: Primary Screen. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 35.4813 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of binding or entry into cells for Lassa Virus. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID463114, AID540249] ChEMBL. No reference
Potency (functional) 56.2341 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Mammalian Selenoprotein Thioredoxin Reductase 1 (TrxR1): qHTS. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488771] ChEMBL. No reference
Potency (functional) 95.2834 uM PubChem BioAssay. qHTS Assay to Find Inhibitors of Pin1. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 100 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Rango (Ran-regulated importin-beta cargo) - Importin beta complex formation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID540273] ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23

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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