TDR Targets

Basic information

Technical information

TDR Targets ID: 313933
Name: (E)-N-[4-[3-chloro-4-[(2-chlorophenyl)methoxy ]anilino]-3-cyano-7-ethoxyquinolin-6-yl]-4-(d imethylamino)but-2-enamide
MW: 590.5 | Formula: C31H29Cl2N5O3
H donors: 2 H acceptors: 3 LogP: 6.53 Rotable bonds: 12
Rule of 5 violations (Lipinski): 2
SMILES: CCOc1cc2ncc(c(c2cc1NC(=O)/C=C/CN(C)C)Nc1ccc(c(c1)Cl)OCc1ccccc1Cl)C#N
InChi: 1S/C31H29Cl2N5O3/c1-4-40-29-16-26-23(15-27(29)37-30(39)10-7-13-38(2)3)31(21(17-34)18-35-26)36-22-11-12-28(25(33)14-22)41-19-20-8-5-6-9-24(20)32/h5-12,14-16,18H,4,13,19H2,1-3H3,(H,35,36)(H,37,39)/b10-7+
InChiKey: XWNXMJQZGQBBQD-JXMROGBWSA-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

(E)-N-[4-[3-chloro-4-[(2-chlorophenyl)methoxy]anilino]-3-cyano-7-ethoxy-6-quinolyl]-4-(dimethylamino)but-2-enamide
(E)-N-[4-[3-chloro-4-[(2-chlorophenyl)methoxy]anilino]-3-cyano-7-ethoxy-6-quinolyl]-4-(dimethylamino)-2-butenamide
(E)-N-[4-[[3-chloro-4-[(2-chlorophenyl)methoxy]phenyl]amino]-3-cyano-7-ethoxy-quinolin-6-yl]-4-(dimethylamino)but-2-enamide
(E)-N-[4-[3-chloro-4-(2-chlorobenzyl)oxy-anilino]-3-cyano-7-ethoxy-6-quinolyl]-4-(dimethylamino)but-2-enamide
(E)-N-[4-[[3-chloro-4-[(2-chlorophenyl)methoxy]phenyl]amino]-3-cyano-7-ethoxyquinolin-6-yl]-4-dimethylaminobut-2-enamide
(E)-N-[4-[[3-chloro-4-[(2-chlorophenyl)methoxy]phenyl]amino]-3-cyano-7-ethoxy-6-quinolyl]-4-dimethylamino-but-2-enamide
(E)-N-[4-[[3-chloro-4-[(2-chlorophenyl)methoxy]phenyl]amino]-3-cyano-7-ethoxy-6-quinolyl]-4-dimethylaminobut-2-enamide
(E)-N-[4-[[3-chloro-4-(2-chlorobenzyl)oxy-phenyl]amino]-3-cyano-7-ethoxy-6-quinolyl]-4-dimethylamino-but-2-enamide
(E)-N-[4-[[3-chloro-4-[(2-chlorophenyl)methoxy]phenyl]amino]-3-cyano-7-ethoxy-quinolin-6-yl]-4-dimethylamino-but-2-enamide

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	epidermal growth factor receptor	Starlite/ChEMBL	References
Homo sapiens	erb-b2 receptor tyrosine kinase 2	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
Schistosoma japonicum	Epidermal growth factor receptor precursor, putative	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
Echinococcus granulosus	epidermal growth factor receptor	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 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 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
Echinococcus multilocularis		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 mansoni	tyrosine 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	Epidermal growth factor receptor precursor, putative	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
Echinococcus multilocularis	epidermal growth factor receptor	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
Brugia malayi	Furin-like cysteine rich region family 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 japonicum	hypothetical protein	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	Receptor tyrosine-protein kinase erbB-2 precursor, putative	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
Schistosoma japonicum	Tyrosine-protein kinase transforming protein erbB, putative	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
Loa Loa (eye worm)	hypothetical protein	0.0164	0.1771	0.1771
Loa Loa (eye worm)	calpain family protein 1	0.0164	0.1771	0.1771
Loa Loa (eye worm)	hypothetical protein	0.0145	0.1449	0.1449
Mycobacterium tuberculosis	Probable cold-shock DeaD-box protein A homolog DeaD (ATP-dependent RNA helicase dead homolog)	0.0639	1	0.5
Plasmodium falciparum	eukaryotic initiation factor 4A	0.0639	1	0.5
Echinococcus granulosus	insulin growth factor 1 receptor beta	0.0115	0.0923	0.0923
Schistosoma mansoni	tyrosine kinase	0.0191	0.2247	0.2247
Trypanosoma cruzi	Eukaryotic initiation factor 4A-1	0.0639	1	1
Onchocerca volvulus	Eukaryotic initiation factor 4A homolog	0.0639	1	1
Loa Loa (eye worm)	TK/EGFR protein kinase	0.036	0.5172	0.5172
Echinococcus granulosus	eukaryotic initiation factor 4A III	0.0639	1	1
Echinococcus granulosus	melanoma receptor tyrosine protein kinase	0.0194	0.2282	0.2282
Brugia malayi	cathepsin B-like cysteine proteinase	0.0276	0.3719	0.3719
Echinococcus multilocularis	epidermal growth factor receptor	0.036	0.5172	0.5172
Loa Loa (eye worm)	hypothetical protein	0.0121	0.1021	0.1021
Echinococcus granulosus	calpain A	0.0179	0.2022	0.2022
Leishmania major	cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like	0.0091	0.0509	0.0509
Schistosoma mansoni	tyrosine kinase	0.0115	0.0923	0.0923
Echinococcus multilocularis	eukaryotic initiation factor 4A	0.0639	1	1
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0091	0.0509	0.0509
Loa Loa (eye worm)	cathepsin B	0.0091	0.0509	0.0509
Giardia lamblia	Translation initiation factor eIF-4A, putative	0.0639	1	1
Loa Loa (eye worm)	hypothetical protein	0.0276	0.3719	0.3719
Schistosoma mansoni	family C2 unassigned peptidase (C02 family)	0.0178	0.2014	0.2014
Trichomonas vaginalis	DEAD box ATP-dependent RNA helicase, putative	0.0639	1	1
Echinococcus multilocularis	family C2 unassigned peptidase (C02 family)	0.0178	0.2014	0.2014
Schistosoma mansoni	tyrosine kinase	0.0191	0.2247	0.2247
Leishmania major	eukaryotic initiation factor 4a, putative	0.0639	1	1
Echinococcus multilocularis	eukaryotic initiation factor 4A III	0.0639	1	1
Plasmodium vivax	RNA helicase-1, putative	0.0639	1	1
Trypanosoma brucei	cysteine peptidase C (CPC)	0.0091	0.0509	0.0509
Treponema pallidum	ATP-dependent RNA helicase	0.0639	1	0.5
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.0091	0.0509	0.0509
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0276	0.3719	0.3719
Echinococcus granulosus	cathepsin b	0.0276	0.3719	0.3719
Schistosoma mansoni	tyrosine kinase	0.0194	0.2282	0.2282
Echinococcus granulosus	eukaryotic initiation factor 4A	0.0639	1	1
Echinococcus granulosus	epidermal growth factor receptor	0.036	0.5172	0.5172
Brugia malayi	calpain family protein 1	0.0164	0.1771	0.1771
Loa Loa (eye worm)	hypothetical protein	0.0639	1	1
Echinococcus granulosus	family C2 unassigned peptidase C02 family	0.0178	0.2014	0.2014
Schistosoma mansoni	tyrosine kinase	0.0191	0.2247	0.2247
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.0276	0.3719	0.3719
Schistosoma mansoni	family C2 unassigned peptidase (C02 family)	0.0178	0.2014	0.2014
Schistosoma mansoni	family C2 unassigned peptidase (C02 family)	0.0164	0.1771	0.1771
Entamoeba histolytica	DEAD/DEAH box helicase, putative	0.0639	1	0.5
Leishmania major	eukaryotic initiation factor 4a, putative	0.0639	1	1
Trichomonas vaginalis	DEAD box ATP-dependent RNA helicase, putative	0.0639	1	1
Echinococcus granulosus	cathepsin b	0.0276	0.3719	0.3719
Echinococcus multilocularis	epidermal growth factor receptor	0.0194	0.2282	0.2282
Brugia malayi	calpain family protein 1	0.0164	0.1771	0.1771
Echinococcus multilocularis	insulin growth factor 1 receptor beta	0.0115	0.0923	0.0923
Echinococcus multilocularis	calpain family protein 1, d	0.0121	0.1021	0.1021
Loa Loa (eye worm)	TK/INSR protein kinase	0.0115	0.0923	0.0923
Echinococcus granulosus	epidermal growth factor receptor	0.0194	0.2282	0.2282
Schistosoma mansoni	SmCB2 peptidase (C01 family)	0.0276	0.3719	0.3719
Trypanosoma cruzi	Eukaryotic initiation factor 4A-1	0.0639	1	1
Echinococcus multilocularis	insulin receptor	0.0115	0.0923	0.0923
Echinococcus multilocularis	cathepsin b	0.0276	0.3719	0.3719
Echinococcus multilocularis	cathepsin b	0.0276	0.3719	0.3719
Toxoplasma gondii	eukaryotic initiation factor-4A, putative	0.0639	1	1
Schistosoma mansoni	DEAD box ATP-dependent RNA helicase	0.0639	1	1
Echinococcus multilocularis		0.0111	0.086	0.086
Schistosoma mansoni	tyrosine kinase	0.0194	0.2282	0.2282
Brugia malayi	Furin-like cysteine rich region family protein	0.036	0.5172	0.5172
Echinococcus granulosus	insulin receptor	0.0115	0.0923	0.0923
Schistosoma mansoni	tyrosine kinase	0.036	0.5172	0.5172
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0276	0.3719	0.3719
Loa Loa (eye worm)	hypothetical protein	0.0102	0.0698	0.0698
Echinococcus multilocularis	calpain A	0.0179	0.2022	0.2022
Loa Loa (eye worm)	calpain family protein 1	0.0121	0.1021	0.1021
Brugia malayi	Protein kinase domain containing protein	0.0115	0.0923	0.0923
Trichomonas vaginalis	DEAD box ATP-dependent RNA helicase, putative	0.0639	1	1
Trypanosoma brucei	Eukaryotic initiation factor 4A-1	0.0639	1	1
Schistosoma mansoni	tyrosine kinase	0.0115	0.0923	0.0923
Schistosoma mansoni	DEAD box ATP-dependent RNA helicase	0.0639	1	1
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0276	0.3719	0.3719

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (functional)	= 0.0029 uM	Inhibition of human SKBr3 cell proliferation	ChEMBL.	15715478
IC50 (functional)	= 0.0029 uM	Inhibition of human SKBr3 cell proliferation	ChEMBL.	15715478
IC50 (functional)	= 0.01 uM	Inhibition of human epidermal growth factor receptor-2 (HER-2) autophosphorylation	ChEMBL.	15715478
IC50 (functional)	= 0.01 uM	Inhibition of human epidermal growth factor receptor-2 (HER-2) autophosphorylation	ChEMBL.	15715478
IC50 (functional)	= 0.011 uM	Inhibition of human epidermal growth factor receptor (EGFR) autophosphorylation	ChEMBL.	15715478
IC50 (functional)	= 0.11 uM	Inhibition of human epidermal growth factor receptor (EGFR) autophosphorylation	ChEMBL.	15715478
IC50 (functional)	= 0.12 uM	Inhibition of human A431 cell proliferation	ChEMBL.	15715478
IC50 (functional)	= 0.12 uM	Inhibition of human A431 cell proliferation	ChEMBL.	15715478
IC50 (functional)	= 0.948 uM	Inhibition of human SW620 cell proliferation	ChEMBL.	15715478
IC50 (functional)	= 0.948 uM	Inhibition of human SW620 cell proliferation	ChEMBL.	15715478

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Homo sapiens	ChEMBL23	15715478

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: CHEMBL360519
PubChem: 11227115

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.

Detailed information for compound 313933