Detailed information for compound 228081

Basic information

Technical information
  • TDR Targets ID: 228081
  • Name: 1-[(5-methoxy-2-thiophen-2-ylquinazolin-4-yl) amino]-3-methylpyrrole-2,5-dione
  • MW: 366.394 | Formula: C18H14N4O3S
  • H donors: 1 H acceptors: 4 LogP: 3.03 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cccc2c1c(NN1C(=O)C=C(C1=O)C)nc(n2)c1cccs1
  • InChi: 1S/C18H14N4O3S/c1-10-9-14(23)22(18(10)24)21-17-15-11(5-3-6-12(15)25-2)19-16(20-17)13-7-4-8-26-13/h3-9H,1-2H3,(H,19,20,21)
  • InChiKey: GZGLPBNOIFLLRE-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 1-[[5-methoxy-2-(2-thienyl)quinazolin-4-yl]amino]-3-methyl-pyrrole-2,5-dione
  • 1-[[5-methoxy-2-(2-thienyl)-4-quinazolinyl]amino]-3-methylpyrrole-2,5-dione
  • 1-[(5-methoxy-2-thiophen-2-yl-quinazolin-4-yl)amino]-3-methyl-pyrrole-2,5-dione
  • 1-[[5-methoxy-2-(2-thienyl)quinazolin-4-yl]amino]-3-methyl-3-pyrroline-2,5-quinone
  • NCGC00161703-01

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens nuclear factor, erythroid 2-like 2 Starlite/ChEMBL No references
Homo sapiens nuclear factor of kappa light polypeptide gene enhancer in B-cells 1 Starlite/ChEMBL References
Homo sapiens inhibitor of kappa light polypeptide gene enhancer in B-cells, kinase beta Starlite/ChEMBL References
Homo sapiens conserved helix-loop-helix ubiquitous kinase Starlite/ChEMBL References
Mus musculus RAR-related orphan receptor gamma Starlite/ChEMBL No references
Homo sapiens v-rel avian reticuloendotheliosis viral oncogene homolog A Starlite/ChEMBL References
Homo sapiens jun proto-oncogene Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus granulosus Basic leucine zipper bZIP transcription factor Get druggable targets OG5_131442 All targets in OG5_131442
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131442 All targets in OG5_131442
Echinococcus multilocularis jun protein Get druggable targets OG5_131442 All targets in OG5_131442
Brugia malayi bZIP transcription factor family protein Get druggable targets OG5_131442 All targets in OG5_131442
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription factor Get druggable targets OG5_131442 All targets in OG5_131442
Echinococcus granulosus jun protein Get druggable targets OG5_131442 All targets in OG5_131442
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 hypothetical protein 0.0043 0.1227 0.5
Brugia malayi Immunoglobulin I-set domain containing protein 0.0017 0.0203 0.0578
Echinococcus multilocularis Ankyrin 0.0018 0.0208 0.0208
Loa Loa (eye worm) hypothetical protein 0.0099 0.3395 1
Echinococcus granulosus ankyrin repeat and death domain containing protein 0.0017 0.0203 0.0203
Entamoeba histolytica hypothetical protein 0.0043 0.1227 0.5
Schistosoma mansoni hypothetical protein 0.0017 0.0203 0.0734
Entamoeba histolytica hypothetical protein 0.0043 0.1227 0.5
Loa Loa (eye worm) immunoglobulin I-set domain-containing protein 0.0017 0.0203 0.0597
Echinococcus multilocularis netrin receptor unc 5 0.0017 0.0203 0.0203
Schistosoma mansoni hypothetical protein 0.0043 0.1227 0.445
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0043 0.1227 0.1227
Brugia malayi Death domain containing protein 0.0017 0.0203 0.0578
Brugia malayi hypothetical protein 0.008 0.2649 0.7559
Echinococcus granulosus death domain containing protein 0.0017 0.0203 0.0203
Schistosoma mansoni transcription factor LCR-F1 0.0043 0.1227 0.445
Onchocerca volvulus 0.008 0.2649 1
Brugia malayi Protein kinase domain containing protein 0.0018 0.0232 0.0661
Schistosoma mansoni ankyrin 23/unc44 0.0017 0.0203 0.0734
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription factor 0.0101 0.3504 0.3504
Echinococcus multilocularis ankyrin repeat and death domain containing protein 0.0017 0.0203 0.0203
Echinococcus granulosus Ankyrin 0.0018 0.0208 0.0208
Loa Loa (eye worm) hypothetical protein 0.0018 0.0208 0.0614
Echinococcus granulosus jun protein 0.0101 0.3504 0.3504
Onchocerca volvulus Netrin receptor homolog 0.0017 0.0203 0.0765
Schistosoma mansoni retinoblastoma-binding protein 4 (rbbp4) 0.0018 0.0208 0.0756
Schistosoma mansoni netrin receptor unc5 0.0017 0.0203 0.0734
Loa Loa (eye worm) hypothetical protein 0.0017 0.0203 0.0597
Echinococcus multilocularis nuclear factor of activated T cells 5 0.0267 1 1
Echinococcus granulosus netrin receptor unc 5 0.0017 0.0203 0.0203
Brugia malayi bZIP transcription factor family protein 0.0101 0.3504 1
Echinococcus multilocularis jun protein 0.0101 0.3504 0.3504
Schistosoma mansoni jun-related protein 0.0082 0.2758 1
Echinococcus granulosus Basic leucine zipper bZIP transcription factor 0.0101 0.3504 0.3504
Brugia malayi Uncoordinated protein 44 0.0017 0.0203 0.0578
Brugia malayi hypothetical protein 0.0043 0.1227 0.3502
Entamoeba histolytica hypothetical protein 0.0043 0.1227 0.5
Schistosoma mansoni hypothetical protein 0.0082 0.2758 1
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0043 0.1227 0.1227

Activities

Activity type Activity value Assay description Source Reference
Activity (binding) Induction of human IkappaBalpha stabilization in OCI-Ly3 cells by green light emiting IkappaBalpha-fused luciferase reporter gene assay ChEMBL. 18024113
Activity (binding) Induction of human IkappaBalpha stabilization in OCI-Ly3 cells assessed as ratio of green light emiting IkappaBalpha-fused luciferase expression to red light emiting native luciferase expression ChEMBL. 18024113
Activity (binding) 0 Induction of human IkappaBalpha stabilization in OCI-Ly3 cells by green light emiting IkappaBalpha-fused luciferase reporter gene assay ChEMBL. 18024113
Activity (binding) 0 Induction of human IkappaBalpha stabilization in OCI-Ly3 cells assessed as ratio of green light emiting IkappaBalpha-fused luciferase expression to red light emiting native luciferase expression ChEMBL. 18024113
Activity (functional) 0 Cytotoxicity against NFkappaB overexpressing human OCI-Ly3 cells after 4 hrs ChEMBL. 18024113
Activity (binding) 0 Inhibition of TNFalpha-stimulated human NFkappaB p65 RelA subunit nuclear translocation in HUVEC ChEMBL. 18024113
EC50 (binding) = 0.38 uM Potentiation of TNF-alpha-induced NF-kappaB p65 nuclear translocation in HUVEC cells by immunostaining ChEMBL. 19136257
EC50 (binding) = 1.6 uM Induction of NF-kappaB p65 nuclear translocation in HUVEC cells by immunostaining ChEMBL. 19136257
Efficacy (binding) > 90 % Inhibition of TNFalpha-stimulated human NFkappaB p65 RelA subunit nuclear translocation in HUVEC relative to control ChEMBL. 18024113
Efficacy (binding) > 90 % Inhibition of TNFalpha-stimulated human NFkappaB p65 RelA subunit nuclear translocation in HUVEC relative to control ChEMBL. 18024113
IC50 (binding) Inhibition of IKKbeta kinase (unknown origin) by Radioisotope system ChEMBL. 24813730
IC50 (binding) = 8 nM Inhibition of IKK-beta by TR-FRET assay ChEMBL. 19285872
IC50 (binding) = 62 nM Inhibition of IKK2 (unknown origin) ChEMBL. 18501602
IC50 (binding) = 62 nM Inhibition of IKK2 (unknown origin) ChEMBL. 18501602
IC50 (binding) = 67 nM Inhibition of IKK-beta by tome resolved fluorescence assay ChEMBL. 20044255
IC50 (binding) = 1300 nM Inhibition of IKK1 (unknown origin) ChEMBL. 18501602
IC50 (binding) = 1300 nM Inhibition of IKK1 (unknown origin) ChEMBL. 18501602
IC50 (functional) = 0.008 uM Inhibition of AP-1 and NF-kB mediated transcriptional activation in Jurkat T-cells ChEMBL. 14592511
IC50 (binding) = 0.008 uM Inhibition of NF-kappaB-mediated transcriptional activation in human Jurkat cells by luciferase reporter gene assay ChEMBL. 24831826
IC50 (binding) = 0.008 uM Inhibition of AP-1-mediated transcriptional activation in human Jurkat cells by luciferase reporter gene assay ChEMBL. 24831826
IC50 (binding) = 0.062 uM Inhibition of IKKbeta kinase (unknown origin) by Lance ULight system ChEMBL. 24813730
IC50 (binding) = 2 uM Inhibition of TNFalpha stimulated human NFkappaB-mediated beta lactamase gene expression in HUVEC ChEMBL. 18024113
IC50 (functional) = 4.41 uM Antiinflammatory activity against mouse RAW264.7 cells assessed as reduction of LPS-induced NO production ChEMBL. 24813730
Pc (functional) = 0.0000141 cm s-1 Caco-2 permeability coefficient value of the compound was determined ChEMBL. 14592511
Pc (functional) = 0.0000141 cm s-1 Caco-2 permeability coefficient value of the compound was determined ChEMBL. 14592511
Potency (functional) 0.6513 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) = 5.0119 um PUBCHEM_BIOASSAY: VP16 counterscreen qHTS for inhibitors of ROR gamma transcriptional activity. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 6.3096 um PUBCHEM_BIOASSAY: qHTS for inhibitors of ROR gamma transcriptional activity. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 31.6228 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors and Activators of N370S glucocerebrosidase as a Potential Chaperone Treatment of Gaucher Disease. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID1473, AID2293, AID2577, AID2578, AID2587, AID2588, AID2589, AID2590, AID2592, AID2593, AID2595, AID2596, AID2597, AID2613, AID2671, AID488845] ChEMBL. No reference
Potency (functional) = 63.0957 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Bacillus subtilis Sfp phosphopantetheinyl transferase (PPTase). (Class of assay: confirmatory) ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Mus musculus ChEMBL23 24813730

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

8 literature references were collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.