Detailed information for compound 507214

Basic information

Technical information
  • TDR Targets ID: 507214
  • Name: 2,5-difluoro-N-[3-fluoro-4-[5-methyl-6-[2-(4- methylpiperazin-1-yl)ethoxy]pyrrolo[2,1-f][1, 2,4]triazin-4-yl]oxyphenyl]benzamide
  • MW: 540.537 | Formula: C27H27F3N6O3
  • H donors: 1 H acceptors: 3 LogP: 3.6 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 2
  • SMILES: CN1CCN(CC1)CCOc1cn2c(c1C)c(ncn2)Oc1ccc(cc1F)NC(=O)c1cc(F)ccc1F
  • InChi: 1S/C27H27F3N6O3/c1-17-24(38-12-11-35-9-7-34(2)8-10-35)15-36-25(17)27(31-16-32-36)39-23-6-4-19(14-22(23)30)33-26(37)20-13-18(28)3-5-21(20)29/h3-6,13-16H,7-12H2,1-2H3,(H,33,37)
  • InChiKey: BLAYOGMXAWDIJF-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2,5-difluoro-N-[3-fluoro-4-[5-methyl-6-[2-(4-methylpiperazin-1-yl)ethoxy]pyrrolo[2,1-f][1,2,4]triazin-4-yl]oxy-phenyl]benzamide
  • 2,5-difluoro-N-[3-fluoro-4-[[5-methyl-6-[2-(4-methyl-1-piperazinyl)ethoxy]-4-pyrrolo[2,1-f][1,2,4]triazinyl]oxy]phenyl]benzamide
  • 2,5-difluoro-N-[3-fluoro-4-[5-methyl-6-[2-(4-methylpiperazino)ethoxy]pyrrolo[2,1-f][1,2,4]triazin-4-yl]oxy-phenyl]benzamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens MET proto-oncogene, receptor tyrosine kinase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
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
Echinococcus granulosus cAMP and cAMP inhibited cGMP 3'5' cyclic 0.0042 0.0485 0.0399
Plasmodium falciparum 3',5'-cyclic nucleotide phosphodiesterase, putative 0.0282 0.613 1
Onchocerca volvulus 0.0215 0.4554 1
Loa Loa (eye worm) plexin A 0.0025 0.009 0.009
Loa Loa (eye worm) hypothetical protein 0.0042 0.0485 0.0485
Trypanosoma cruzi tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.006 0.0916 0.144
Onchocerca volvulus 0.0027 0.0146 0.032
Trypanosoma cruzi cAMP phosphodiesterase A, putative 0.0169 0.3476 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0265 0.5734 1
Echinococcus granulosus high affinity cAMP specific 3'5' cyclic 0.0042 0.0485 0.0399
Mycobacterium leprae Probable fructose bisphosphate aldolase Fba 0.0129 0.255 0.5
Schistosoma mansoni camp-specific cyclic nucleotide phosphodiesterase 0.0042 0.0485 0.0485
Echinococcus multilocularis cAMP specific 3',5' cyclic phosphodiesterase 0.0042 0.0485 0.0399
Echinococcus multilocularis tyrosyl DNA phosphodiesterase 1 0.006 0.0916 0.0834
Echinococcus multilocularis calcium:calmodulin dependent 3',5' cyclic 0.0447 1 1
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0027 0.0146 0.0146
Schistosoma mansoni camp-specific 35-cyclic phosphodiesterase 0.0042 0.0485 0.0485
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0169 0.3476 0.5564
Trypanosoma brucei cAMP phosphodiesterase A, putative 0.0169 0.3476 1
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0042 0.0485 0.0567
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0265 0.5734 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0265 0.5734 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0265 0.5734 1
Echinococcus multilocularis high affinity cgmp specific 3' 5' cyclic 0.0282 0.613 0.6095
Echinococcus multilocularis transcription factor Dp 1 0.0035 0.0324 0.0236
Brugia malayi Probable 3',5'-cyclic phosphodiesterase R153.1, putative 0.0042 0.0485 0.0485
Echinococcus granulosus Transcription factor JmjC domain containing protein 0.0053 0.0763 0.0679
Schistosoma mansoni high-affinity cgmp-specific 35-cyclic phosphodiesterase 0.0042 0.0485 0.0485
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0027 0.0146 0.0146
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0042 0.0485 0.0567
Loa Loa (eye worm) PDE1B protein 0.0447 1 1
Schistosoma mansoni tyrosyl-DNA phosphodiesterase 0.006 0.0916 0.0916
Schistosoma mansoni cgmp-dependent 35-cyclic phosphodiesterase 0.0042 0.0485 0.0485
Schistosoma mansoni jumonji domain containing protein 0.0053 0.0763 0.0763
Echinococcus granulosus transcription factor Dp 1 0.0035 0.0324 0.0236
Schistosoma mansoni camp-specific 35-cyclic phosphodiesterase 0.0042 0.0485 0.0485
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0042 0.0485 0.0567
Loa Loa (eye worm) hypothetical protein 0.0042 0.0485 0.0485
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0042 0.0485 0.0567
Brugia malayi 3'5'-cyclic nucleotide phosphodiesterase family protein 0.0042 0.0485 0.0485
Echinococcus multilocularis high affinity cAMP specific 3',5' cyclic 0.0042 0.0485 0.0399
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0265 0.5734 1
Leishmania major cAMP phosphodiesterase A, putative;with=GeneDB:LinJ18_V3.1100 0.0169 0.3476 1
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0042 0.0485 0.0567
Giardia lamblia Fructose-bisphosphate aldolase 0.0265 0.5734 1
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0189 0.3942 0.3942
Brugia malayi jmjC domain containing protein 0.0053 0.0763 0.0763
Echinococcus multilocularis calcium:calmodulin dependent 3',5' cyclic 0.0169 0.3476 0.3417
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0042 0.0485 0.0567
Loa Loa (eye worm) calcium/calmodulin-stimulated cyclic nucleotide phosphodiesterase 0.0042 0.0485 0.0485
Echinococcus multilocularis cAMP and cAMP inhibited cGMP 3',5' cyclic 0.0042 0.0485 0.0399
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0027 0.0146 0.0057
Echinococcus multilocularis cAMP specific 3',5' cyclic phosphodiesterase 0.0042 0.0485 0.0399
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0026 0.0122 0.0033
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0265 0.5734 1
Echinococcus granulosus lysine specific demethylase 5A 0.0053 0.0763 0.0679
Loa Loa (eye worm) tyrosyl-DNA phosphodiesterase 0.006 0.0916 0.0916
Schistosoma mansoni calcium/calmodulin-dependent 35-cyclic nucleotide phosphodiesterase 0.0447 1 1
Brugia malayi Probable 3',5'-cyclic phosphodiesterase C32E12.2, putative 0.0042 0.0485 0.0485
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0027 0.0146 0.0146
Trichomonas vaginalis set domain proteins, putative 0.0215 0.4554 0.7752
Echinococcus granulosus calcium:calmodulin dependent 3'5' cyclic 0.0169 0.3476 0.3417
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0282 0.613 1
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0042 0.0485 0.0567
Loa Loa (eye worm) jmjC domain-containing protein 0.0053 0.0763 0.0763
Schistosoma mansoni camp-specific 35-cyclic phosphodiesterase 0.0042 0.0485 0.0485
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0027 0.0146 0.0146
Schistosoma mansoni camp-specific 35-cyclic phosphodiesterase 0.0042 0.0485 0.0485
Loa Loa (eye worm) hypothetical protein 0.0042 0.0485 0.0485
Brugia malayi plexin A 0.0025 0.009 0.009
Echinococcus granulosus high affinity cgmp specific 3' 5' cyclic 0.0282 0.613 0.6095
Schistosoma mansoni jumonji/arid domain-containing protein 0.0053 0.0763 0.0763
Trypanosoma cruzi cAMP phosphodiesterase A, putative 0.0169 0.3476 1
Schistosoma mansoni high-affinity cgmp-specific 35-cyclic phosphodiesterase 0.0042 0.0485 0.0485
Echinococcus granulosus calcium:calmodulin dependent 3'5' cyclic 0.0447 1 1
Echinococcus granulosus cAMP specific 3'5' cyclic phosphodiesterase 0.0042 0.0485 0.0399
Trypanosoma brucei tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.006 0.0916 0.144
Plasmodium vivax phosphodiesterase gamma, putative 0.0042 0.0485 0.1019
Schistosoma mansoni camp/cgmp cyclic nucleotide phosphodiesterase 0.0042 0.0485 0.0485
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0265 0.5734 1
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0042 0.0485 0.0567
Trypanosoma cruzi tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.006 0.0916 0.144
Echinococcus multilocularis Transcription factor, JmjC domain containing protein 0.0053 0.0763 0.0679
Leishmania major tyrosyl-DNA phosphodiesterase 1 0.006 0.0916 0.144
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0042 0.0485 0.0567
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0042 0.0485 0.0567
Treponema pallidum fructose-bisphosphate aldolase 0.0265 0.5734 0.5
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0265 0.5734 1
Plasmodium vivax 3',5'-cyclic nucleotide phosphodiesterase, putative 0.0042 0.0485 0.1019
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0042 0.0485 0.0567
Brugia malayi Tyrosyl-DNA phosphodiesterase family protein 0.006 0.0916 0.0916
Echinococcus multilocularis dual 3',5' cyclic AMP and GMP phosphodiesterase 0.0042 0.0485 0.0399
Schistosoma mansoni high-affinity cgmp-specific 35-cyclic phosphodiesterase 0.0282 0.613 0.613
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0265 0.5734 1
Loa Loa (eye worm) hypothetical protein 0.0042 0.0485 0.0485
Echinococcus granulosus tyrosyl DNA phosphodiesterase 1 0.006 0.0916 0.0834
Brugia malayi Pre-SET motif family protein 0.0027 0.0146 0.0146
Brugia malayi Pre-SET motif family protein 0.0189 0.3942 0.3942
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0169 0.3476 0.5564
Echinococcus granulosus histone lysine methyltransferase setb 0.0027 0.0146 0.0057
Brugia malayi jmjC domain containing protein 0.0053 0.0763 0.0763
Loa Loa (eye worm) hypothetical protein 0.0027 0.0146 0.0146
Echinococcus granulosus cAMP specific 3'5' cyclic phosphodiesterase 0.0042 0.0485 0.0399
Plasmodium vivax cyclic nucleotide phosphodiesterase, putative 0.0042 0.0485 0.1019
Brugia malayi 3'5'-cyclic nucleotide phosphodiesterase family protein 0.0042 0.0485 0.0485
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0265 0.5734 1
Echinococcus granulosus dual 3'5' cyclic AMP and GMP phosphodiesterase 0.0042 0.0485 0.0399
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0042 0.0485 0.0567
Echinococcus multilocularis lysine specific demethylase 5A 0.0053 0.0763 0.0679
Schistosoma mansoni jumonji/arid domain-containing protein 0.0053 0.0763 0.0763
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0027 0.0146 0.0057
Brugia malayi 3'5'-cyclic nucleotide phosphodiesterase family protein 0.0042 0.0485 0.0485
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0042 0.0485 0.0567
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0042 0.0485 0.0567
Plasmodium vivax 3',5'-cyclic nucleotide phosphodiesterase, putative 0.0169 0.3476 1
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0042 0.0485 0.0567
Mycobacterium tuberculosis Probable fructose-bisphosphate aldolase Fba 0.0129 0.255 0.5
Mycobacterium ulcerans fructose-bisphosphate aldolase 0.0129 0.255 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 40 nM Inhibition of human c-MET ChEMBL. 21641696
IC50 (binding) = 0.04 uM Inhibition of human recombinant c-Met expressed in insect cell-baculovirus expression system ChEMBL. 18289854
IC50 (binding) = 0.04 uM Inhibition of human recombinant c-Met expressed in insect cell-baculovirus expression system ChEMBL. 18289854
IC50 (functional) > 1 uM Antiproliferative activity against human GTL16 cells after 72 hrs by tetrazolium-based colorimetric assay ChEMBL. 18289854

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

2 literature references were collected for this gene.

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