TDR Targets

Basic information

Technical information

TDR Targets ID: 153129
Name: N-[4-(3-bromoanilino)quinazolin-6-yl]-4-(meth oxymethoxy)but-2-ynamide
MW: 441.278 | Formula: C20H17BrN4O3
H donors: 2 H acceptors: 3 LogP: 3.51 Rotable bonds: 7
Rule of 5 violations (Lipinski): 1
SMILES: COCOCC#CC(=O)Nc1ccc2c(c1)c(ncn2)Nc1cccc(c1)Br
InChi: 1S/C20H17BrN4O3/c1-27-13-28-9-3-6-19(26)24-16-7-8-18-17(11-16)20(23-12-22-18)25-15-5-2-4-14(21)10-15/h2,4-5,7-8,10-12H,9,13H2,1H3,(H,24,26)(H,22,23,25)
InChiKey: UCKKZOCKASQMFK-UHFFFAOYSA-N

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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Synonyms

N-[4-(3-bromoanilino)-6-quinazolinyl]-4-(methoxymethoxy)-2-butynamide
N-[4-[(3-bromophenyl)amino]quinazolin-6-yl]-4-(methoxymethoxy)but-2-ynamide
N-[4-[(3-bromophenyl)amino]-6-quinazolinyl]-4-(methoxymethoxy)but-2-ynamide
4-anilinoquinazoline deriv. 10n

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	erb-b2 receptor tyrosine kinase 2	Starlite/ChEMBL	References
Homo sapiens	epidermal growth factor receptor	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Schistosoma japonicum	Epidermal growth factor receptor 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
Echinococcus granulosus	epidermal growth factor receptor	Get druggable targets OG5_128597	All targets in OG5_128597
Schistosoma japonicum	IPR006212,Furin-like repeat;IPR009030,Growth factor, receptor,domain-containing	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
Echinococcus granulosus	melanoma receptor tyrosine protein kinase	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 multilocularis	epidermal growth factor receptor	Get druggable targets OG5_128597	All targets in OG5_128597
Schistosoma japonicum	Tyrosine-protein kinase transforming protein erbB, putative	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	expressed protein	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 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
Schistosoma mansoni	tyrosine kinase	Get druggable targets OG5_128597	All targets in OG5_128597
Schistosoma japonicum	Receptor tyrosine-protein kinase erbB-2 precursor, putative	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	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 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
Echinococcus granulosus	epidermal growth factor receptor	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 mansoni	tyrosine kinase	Get druggable targets OG5_128597	All targets in OG5_128597
Brugia malayi	Furin-like cysteine rich region family protein	Get druggable targets OG5_128597	All targets in OG5_128597
Schistosoma japonicum	hypothetical protein	Get druggable targets OG5_128597	All targets in OG5_128597

By sequence similarity to non orthologous known druggable targets

No druggable targets predicted by sequence similarity

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Toxoplasma gondii	isoprenylcysteine carboxyl methyltransferase (icmt) family protein	0.1908	1	0.5
Loa Loa (eye worm)	TK/EGFR protein kinase	0.036	0.168	0.168
Onchocerca volvulus		0.0048	0	0.5
Echinococcus multilocularis		0.1908	1	1
Echinococcus multilocularis	snurportin 1	0.0316	0.1443	0.1443
Echinococcus granulosus	insulin receptor	0.0115	0.0363	0.0363
Mycobacterium ulcerans	hypothetical protein	0.0833	0.4222	0.5
Onchocerca volvulus		0.0048	0	0.5
Onchocerca volvulus		0.0048	0	0.5
Onchocerca volvulus		0.0048	0	0.5
Schistosoma mansoni	tyrosine kinase	0.0115	0.0363	0.0363
Onchocerca volvulus		0.0048	0	0.5
Onchocerca volvulus		0.0048	0	0.5
Schistosoma mansoni	tyrosine kinase	0.0191	0.0773	0.0773
Onchocerca volvulus		0.0048	0	0.5
Leishmania major	prenyl protein specific carboxyl methyltransferase, putative	0.1908	1	0.5
Schistosoma mansoni	tyrosine kinase	0.0194	0.0784	0.0784
Schistosoma mansoni	tyrosine kinase	0.0191	0.0773	0.0773
Entamoeba histolytica	prenyl cysteine carboxyl methyltransferase, putative	0.1908	1	0.5
Schistosoma mansoni	tyrosine kinase	0.0194	0.0784	0.0784
Echinococcus granulosus	melanoma receptor tyrosine protein kinase	0.0194	0.0784	0.0784
Trypanosoma cruzi	prenyl protein specific carboxyl methyltransferase, putative	0.1908	1	0.5
Echinococcus granulosus	epidermal growth factor receptor	0.036	0.168	0.168
Echinococcus granulosus	epidermal growth factor receptor	0.0194	0.0784	0.0784
Onchocerca volvulus		0.0048	0	0.5
Loa Loa (eye worm)	nucleolar RNA-associated protein alpha	0.0316	0.1443	0.1443
Echinococcus multilocularis	insulin growth factor 1 receptor beta	0.0115	0.0363	0.0363
Trypanosoma brucei	prenyl protein specific carboxyl methyltransferase	0.1908	1	0.5
Brugia malayi	Protein kinase domain containing protein	0.0115	0.0363	0.0363
Onchocerca volvulus		0.0048	0	0.5
Onchocerca volvulus		0.0048	0	0.5
Loa Loa (eye worm)	TK/INSR protein kinase	0.0115	0.0363	0.0363
Onchocerca volvulus		0.0048	0	0.5
Mycobacterium tuberculosis	Conserved hypothetical membrane protein	0.0833	0.4222	0.5
Onchocerca volvulus		0.0048	0	0.5
Onchocerca volvulus	Neuropeptide F receptor homolog	0.0048	0	0.5
Brugia malayi	RNA, U transporter 1	0.0084	0.0197	0.0197
Trypanosoma cruzi	prenyl protein specific carboxyl methyltransferase, putative	0.1908	1	0.5
Onchocerca volvulus		0.0048	0	0.5
Schistosoma mansoni	tyrosine kinase	0.0115	0.0363	0.0363
Schistosoma mansoni	hypothetical protein	0.0316	0.1443	0.1443
Onchocerca volvulus		0.0048	0	0.5
Trichomonas vaginalis	protein-S isoprenylcysteine O-methyltransferase, putative	0.1908	1	0.5
Echinococcus granulosus	insulin growth factor 1 receptor beta	0.0115	0.0363	0.0363
Echinococcus multilocularis	epidermal growth factor receptor	0.0194	0.0784	0.0784
Onchocerca volvulus	Dopamine\/Ecdysteroid receptor homolog	0.0048	0	0.5
Onchocerca volvulus		0.0048	0	0.5
Plasmodium falciparum	protein-S-isoprenylcysteine O-methyltransferase, putative	0.1908	1	0.5
Trichomonas vaginalis	protein-S isoprenylcysteine O-methyltransferase, putative	0.1908	1	0.5
Brugia malayi	Furin-like cysteine rich region family protein	0.036	0.168	0.168
Giardia lamblia	Isoprenylcysteine carboxyl methyltransferase	0.1908	1	0.5
Plasmodium vivax	protein-S-isoprenylcysteine O-methyltransferase, putative	0.1908	1	0.5
Onchocerca volvulus		0.0048	0	0.5
Schistosoma mansoni	tyrosine kinase	0.0191	0.0773	0.0773
Schistosoma mansoni	tyrosine kinase	0.036	0.168	0.168
Echinococcus multilocularis	insulin receptor	0.0115	0.0363	0.0363
Echinococcus granulosus	snurportin 1	0.0316	0.1443	0.1443
Echinococcus multilocularis		0.0111	0.0343	0.0343
Onchocerca volvulus		0.0048	0	0.5
Entamoeba histolytica	prenyl cysteine carboxyl methyltransferase, putative	0.1908	1	0.5
Echinococcus multilocularis	epidermal growth factor receptor	0.036	0.168	0.168
Schistosoma mansoni	protein-s-isoprenylcysteine o-methyltransferase	0.1908	1	1
Echinococcus granulosus	protein S isoprenylcysteine O methyltransferase	0.1908	1	1
Loa Loa (eye worm)	protein-S isoprenylcysteine O-methyltransferase	0.1908	1	1
Trichomonas vaginalis	protein-S isoprenylcysteine O-methyltransferase, putative	0.1908	1	0.5

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 9 nM	Inhibition of HER2	ChEMBL.	18500794
IC50 (binding)	= 0.059 uM	Inhibition of epidermal growth factor receptor using enzyme assay	ChEMBL.	11495584
IC50 (binding)	= 0.059 uM	Inhibition of epidermal growth factor receptor using enzyme assay	ChEMBL.	11495584
IC50 (functional)	= 0.092 uM	Inhibition of cell growth of SKBr3 cell lines using cell-based assay	ChEMBL.	11495584
IC50 (functional)	= 0.092 uM	Inhibition of cell growth of SKBr3 cell lines using cell-based assay	ChEMBL.	11495584
IC50 (binding)	= 0.122 uM	Inhibition of human epidermal growth factor receptor (HER-2) using enzyme assay	ChEMBL.	11495584
IC50 (binding)	= 0.122 uM	Inhibition of human epidermal growth factor receptor (HER-2) using enzyme assay	ChEMBL.	11495584
IC50 (functional)	= 0.306 uM	Inhibition of human epidermoid carcinoma xenograft (A431) tumour growth	ChEMBL.	11495584
IC50 (functional)	= 0.306 uM	Inhibition of human epidermoid carcinoma xenograft (A431) tumour growth	ChEMBL.	11495584
IC50 (functional)	= 2.08 uM	Inhibition of cell growth of SW620 cell lines using cell-based assay	ChEMBL.	11495584
IC50 (functional)	= 2.08 uM	Inhibition of cell growth of SW620 cell lines using cell-based assay	ChEMBL.	11495584

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Homo sapiens	ChEMBL23	11495584

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

ChEMBL: CHEMBL93049
PubChem: 5328967

Bibliographic References

2 literature references were collected for this gene.

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Detailed information for compound 153129