Detailed information for compound 104177

Basic information

Technical information
  • TDR Targets ID: 104177
  • Name: N-(3-ethynylphenyl)-6,7-dimethoxyquinazolin-4 -amine
  • MW: 305.331 | Formula: C18H15N3O2
  • H donors: 1 H acceptors: 2 LogP: 3.6 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cc2c(ncnc2cc1OC)Nc1cccc(c1)C#C
  • InChi: 1S/C18H15N3O2/c1-4-12-6-5-7-13(8-12)21-18-14-9-16(22-2)17(23-3)10-15(14)19-11-20-18/h1,5-11H,2-3H3,(H,19,20,21)
  • InChiKey: XOTGKYTUNDYTBS-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-(3-ethynylphenyl)-6,7-dimethoxy-quinazolin-4-amine
  • N-(3-ethynylphenyl)-6,7-dimethoxy-4-quinazolinamine
  • (6,7-dimethoxyquinazolin-4-yl)-(3-ethynylphenyl)amine
  • NCGC00163394-01
  • BiomolKI_000079
  • BiomolKI2_000083

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens epidermal growth factor receptor Starlite/ChEMBL References
Rattus norvegicus Fructose-1,6-bisphosphatase Starlite/ChEMBL References
Homo sapiens fructose-1,6-bisphosphatase 1 Starlite/ChEMBL References
Sus scrofa Fructose-1,6-bisphosphatase Starlite/ChEMBL References
Homo sapiens erb-b2 receptor tyrosine kinase 4 References
Homo sapiens microtubule-associated protein tau Starlite/ChEMBL No references
Homo sapiens erb-b2 receptor tyrosine kinase 3 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Trypanosoma congolense fructose-1,6-bisphosphate, cytosolic, putative Get druggable targets OG5_127400 All targets in OG5_127400
Neospora caninum Fructose-1 6-biphosphatase, related Get druggable targets OG5_127400 All targets in OG5_127400
Schistosoma japonicum IPR006212,Furin-like repeat;IPR009030,Growth factor, receptor,domain-containing Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Leishmania major Get druggable targets OG5_127400 All targets in OG5_127400
Schistosoma japonicum Tyrosine-protein kinase transforming protein erbB, putative Get druggable targets OG5_128597 All targets in OG5_128597
Loa Loa (eye worm) TK/EGFR protein kinase Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Echinococcus granulosus epidermal growth factor receptor Get druggable targets OG5_128597 All targets in OG5_128597
Leishmania donovani fructose-1,6-bisphosphatase, cytosolic, putative Get druggable targets OG5_127400 All targets in OG5_127400
Echinococcus granulosus melanoma receptor tyrosine protein kinase Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum ko:K04380 microtubule-associated protein tau, putative Get druggable targets OG5_133504 All targets in OG5_133504
Trypanosoma cruzi fructose-1,6-bisphosphatase, cytosolic, putative Get druggable targets OG5_127400 All targets in OG5_127400
Echinococcus granulosus fructose 16 bisphosphatase 1 Get druggable targets OG5_127400 All targets in OG5_127400
Schistosoma mansoni fructose-16-bisphosphatase-related Get druggable targets OG5_127400 All targets in OG5_127400
Schistosoma japonicum expressed protein Get druggable targets OG5_128597 All targets in OG5_128597
Candida albicans similar to S. cerevisiae FBP1 (YLR377C) Fructose-1,6-bisphosphatase Get druggable targets OG5_127400 All targets in OG5_127400
Schistosoma japonicum Receptor tyrosine-protein kinase erbB-4 precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Epidermal growth factor receptor precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Epidermal growth factor receptor precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Loa Loa (eye worm) fructose-1,6-bisphosphatase Get druggable targets OG5_127400 All targets in OG5_127400
Echinococcus multilocularis epidermal growth factor receptor Get druggable targets OG5_128597 All targets in OG5_128597
Echinococcus multilocularis fructose 1,6 bisphosphatase 1 Get druggable targets OG5_127400 All targets in OG5_127400
Brugia malayi Furin-like cysteine rich region family protein Get druggable targets OG5_128597 All targets in OG5_128597
Toxoplasma gondii fructose-bisphospatase II Get druggable targets OG5_127400 All targets in OG5_127400
Trypanosoma brucei fructose-1,6-bisphosphatase Get druggable targets OG5_127400 All targets in OG5_127400
Schistosoma japonicum Epidermal growth factor receptor precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Trypanosoma brucei gambiense fructose-1,6-bisphosphate, cytosolic, putative Get druggable targets OG5_127400 All targets in OG5_127400
Leishmania infantum fructose-1,6-bisphosphatase, cytosolic, putative Get druggable targets OG5_127400 All targets in OG5_127400
Trypanosoma cruzi fructose-1,6-bisphosphatase, cytosolic, putative Get druggable targets OG5_127400 All targets in OG5_127400
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Echinococcus multilocularis Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Epidermal growth factor receptor precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Echinococcus granulosus microtubule associated protein 2 Get druggable targets OG5_133504 All targets in OG5_133504
Schistosoma mansoni microtubule-associated protein tau Get druggable targets OG5_133504 All targets in OG5_133504
Schistosoma japonicum Receptor tyrosine-protein kinase erbB-2 precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Echinococcus multilocularis epidermal growth factor receptor Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum IPR000494,EGF receptor, L domain,domain-containing Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Epidermal growth factor receptor precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum ko:K03841 fructose-1,6-bisphosphatase I, putative Get druggable targets OG5_127400 All targets in OG5_127400
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum ko:K05085 receptor tyrosine-protein kinase erbB-4, putative Get druggable targets OG5_128597 All targets in OG5_128597
Brugia malayi fructose-1,6-bisphosphatase Get druggable targets OG5_127400 All targets in OG5_127400
Echinococcus granulosus epidermal growth factor receptor Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum hypothetical protein Get druggable targets OG5_128597 All targets in OG5_128597
Echinococcus multilocularis microtubule associated protein 2 Get druggable targets OG5_133504 All targets in OG5_133504
Leishmania braziliensis fructose-1,6-bisphosphatase, cytosolic, putative Get druggable targets OG5_127400 All targets in OG5_127400
Leishmania mexicana fructose-1,6-bisphosphatase, cytosolic, putative Get druggable targets OG5_127400 All targets in OG5_127400
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Trypanosoma congolense sedoheptulose-1,7-bisphosphatase, putative Fructose-1,6-bisphosphatase   338 aa 329 aa 27.7 %
Toxoplasma gondii fructose-bisphospatase I Fructose-1,6-bisphosphatase   338 aa 322 aa 31.1 %
Neospora caninum fructose-1,6-bisphosphatase, putative Fructose-1,6-bisphosphatase   338 aa 302 aa 32.1 %
Toxoplasma gondii fructose-bisphospatase I fructose-1,6-bisphosphatase 1 338 aa 326 aa 31.0 %
Onchocerca volvulus CES-1 homolog Fructose-1,6-bisphosphatase   338 aa 324 aa 58.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trypanosoma cruzi fructose-1,6-bisphosphatase, cytosolic, putative 0.0567 0.5721 1
Schistosoma mansoni tyrosine kinase 0.0333 0.1961 0.0041
Schistosoma mansoni tyrosine kinase 0.05 0.4638 0.3357
Echinococcus multilocularis epidermal growth factor receptor 0.0333 0.1961 0.1408
Trypanosoma cruzi fructose-1,6-bisphosphatase, cytosolic, putative 0.0567 0.5721 1
Echinococcus multilocularis fructose 1,6 bisphosphatase 1 0.0567 0.5721 0.5427
Schistosoma mansoni microtubule-associated protein tau 0.0833 1 1
Schistosoma mansoni fructose-16-bisphosphatase-related 0.0567 0.5721 0.4699
Echinococcus granulosus fructose 16 bisphosphatase 1 0.0567 0.5721 0.4678
Echinococcus multilocularis microtubule associated protein 2 0.0833 1 1
Trypanosoma brucei fructose-1,6-bisphosphatase 0.0567 0.5721 1
Leishmania major 0.0567 0.5721 0.5
Echinococcus multilocularis epidermal growth factor receptor 0.05 0.4638 0.427
Loa Loa (eye worm) fructose-1,6-bisphosphatase 0.0567 0.5721 1
Brugia malayi fructose-1,6-bisphosphatase 0.0567 0.5721 1
Toxoplasma gondii fructose-bisphospatase II 0.0567 0.5721 1
Echinococcus granulosus epidermal growth factor receptor 0.05 0.4638 0.333
Schistosoma mansoni tyrosine kinase 0.0333 0.1961 0.0041

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) < 1 nM Inhibition of EGFR Leu858Arg mutant by HTRF assay ChEMBL. 20222733
IC50 (binding) < 1 nM Inhibition of wild type EGFR by HTRF assay ChEMBL. 20222733
IC50 (binding) = 28.8 nM Inhibition of EGFR ChEMBL. 17889528
IC50 (binding) = 28.8 nM Inhibition of EGFR ChEMBL. 17889528
IC50 (binding) = 140 nM Inhibition of EGFR Leu858Arg and Thr790Met mutant by HTRF assay ChEMBL. 20222733
IC50 (binding) = 0.9 uM Concentration required to inhibit the human liver recombinant fructose-1,6-bisphosphatase. ChEMBL. 11140724
IC50 (binding) = 0.9 uM Concentration required to inhibit the human liver recombinant fructose-1,6-bisphosphatase. ChEMBL. 11140724
IC50 (binding) = 1.6 uM Compound was evaluated for its concentration required to inhibit the porcine kidney F16BPase ChEMBL. 11140724
IC50 (binding) = 1.6 uM Compound was evaluated for its concentration required to inhibit the porcine kidney F16BPase ChEMBL. 11140724
IC50 (functional) > 10 uM Compound was evaluated for its concentration required to inhibit the rabbit liver F16BPase ChEMBL. 11140724
IC50 (binding) > 10 uM Compound was evaluated for its concentration required to inhibit the rat liver F16BPase ChEMBL. 11140724
IC50 (binding) > 10 uM Compound was evaluated for its concentration required to inhibit the rat liver F16BPase ChEMBL. 11140724
Potency (functional) = 12.5893 um PUBCHEM_BIOASSAY: qHTS for Inhibitors of Tau Fibril Formation, Fluorescence Polarization. (Class of assay: confirmatory) [Related pubchem assays: 596 ] ChEMBL. No reference
Potency (functional) 37.6858 uM PUBCHEM_BIOASSAY: Inhibitors of Regulator of G Protein Signaling (RGS) 4: qHTS. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504856] ChEMBL. No reference
Potency (binding) = 39.8107 um PUBCHEM_BIOASSAY: qHTS for Inhibitors of Tau Fibril Formation, Thioflavin T Binding. (Class of assay: confirmatory) [Related pubchem assays: 596 ] ChEMBL. No reference
Potency (functional) = 39.8107 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

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

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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