Detailed information for compound 174450

Basic information

Technical information
  • TDR Targets ID: 174450
  • Name: N-[2-[[5-(dimethylaminomethyl)furan-2-yl]meth ylsulfanyl]ethyl]-5-fluoro-2,4-dinitroaniline
  • MW: 398.409 | Formula: C16H19FN4O5S
  • H donors: 1 H acceptors: 4 LogP: 3.33 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 1
  • SMILES: CN(Cc1ccc(o1)CSCCNc1cc(F)c(cc1[N+](=O)[O-])[N+](=O)[O-])C
  • InChi: 1S/C16H19FN4O5S/c1-19(2)9-11-3-4-12(26-11)10-27-6-5-18-14-7-13(17)15(20(22)23)8-16(14)21(24)25/h3-4,7-8,18H,5-6,9-10H2,1-2H3
  • InChiKey: LAFTTYMJFZRMQP-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-[2-[[5-(dimethylaminomethyl)-2-furyl]methylsulfanyl]ethyl]-5-fluoro-2,4-dinitro-aniline
  • N-[2-[[5-(dimethylaminomethyl)-2-furyl]methylthio]ethyl]-5-fluoro-2,4-dinitroaniline
  • N-[2-[[5-(dimethylaminomethyl)furan-2-yl]methylsulfanyl]ethyl]-5-fluoro-2,4-dinitro-aniline
  • [5-[[2-(5-fluoro-2,4-dinitro-anilino)ethylthio]methyl]-2-furyl]methyl-dimethyl-amine
  • [5-[[2-[(5-fluoro-2,4-dinitro-phenyl)amino]ethylthio]methyl]-2-furyl]methyl-dimethyl-amine
  • 142744-14-7
  • N,N-Dimethyl-5-(((2-((5-fluoro-2,4-ditrophenyl)amino)ethyl)thio)methyl)-2-furanmethanamine
  • N-(2-(((5-((Dimethylamino)methyl)-2-furanyl)methyl)thio)ethyl)-2,4-dinitro-5-fluoroaniline
  • 2-Furanmethanamine, N,N-dimethyl-5-(((2-((5-fluoro-2,4-ditrophenyl)amino)ethyl)thio)methyl)-
  • BRN 5836041

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Mus musculus cholinergic receptor, muscarinic 1, CNS Starlite/ChEMBL References
Homo sapiens butyrylcholinesterase Starlite/ChEMBL References
Rattus norvegicus Muscarinic acetylcholine receptor M2 Starlite/ChEMBL References
Homo sapiens acetylcholinesterase (Yt blood group) Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus granulosus acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus granulosus acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus multilocularis acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus multilocularis acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
Brugia malayi Carboxylesterase family protein Get druggable targets OG5_126875 All targets in OG5_126875
Loa Loa (eye worm) acetylcholinesterase 1 Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus multilocularis carboxylesterase 5A Get druggable targets OG5_126875 All targets in OG5_126875
Schistosoma japonicum ko:K01049 acetylcholinesterase [EC3.1.1.7], putative Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus granulosus carboxylesterase 5A Get druggable targets OG5_126875 All targets in OG5_126875
Schistosoma japonicum Acetylcholinesterase 1 precursor, putative Get druggable targets OG5_126875 All targets in OG5_126875
Brugia malayi Carboxylesterase family protein Get druggable targets OG5_126875 All targets in OG5_126875
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126875 All targets in OG5_126875
Loa Loa (eye worm) carboxylesterase Get druggable targets OG5_126875 All targets in OG5_126875
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi Carboxylesterase family protein butyrylcholinesterase 602 aa 546 aa 30.2 %
Schistosoma mansoni growth hormone secretagogue receptor Muscarinic acetylcholine receptor M2   466 aa 462 aa 19.9 %
Schistosoma japonicum Octopamine receptor, putative Muscarinic acetylcholine receptor M2   466 aa 462 aa 26.8 %
Onchocerca volvulus Muscarinic acetylcholine receptor M2   466 aa 472 aa 24.6 %
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Muscarinic acetylcholine receptor M2   466 aa 461 aa 23.9 %
Schistosoma mansoni muscarinic acetylcholine (GAR) receptor Muscarinic acetylcholine receptor M2   466 aa 510 aa 29.8 %
Echinococcus multilocularis alpha 1A adrenergic receptor Muscarinic acetylcholine receptor M2   466 aa 459 aa 21.1 %
Echinococcus granulosus g protein coupled receptor Muscarinic acetylcholine receptor M2   466 aa 480 aa 18.5 %
Brugia malayi Carboxylesterase family protein acetylcholinesterase (Yt blood group) 614 aa 510 aa 26.5 %
Schistosoma mansoni biogenic amine receptor Muscarinic acetylcholine receptor M2   466 aa 484 aa 24.4 %
Loa Loa (eye worm) TYRA-2 protein Muscarinic acetylcholine receptor M2   466 aa 497 aa 24.7 %
Onchocerca volvulus Glycoprotein hormone beta 5 homolog Muscarinic acetylcholine receptor M2   466 aa 493 aa 34.7 %
Echinococcus granulosus alpha 1A adrenergic receptor Muscarinic acetylcholine receptor M2   466 aa 459 aa 20.0 %
Onchocerca volvulus RB1-inducible coiled-coil protein 1 homolog Muscarinic acetylcholine receptor M2   466 aa 505 aa 26.9 %
Schistosoma mansoni biogenic amine receptor Muscarinic acetylcholine receptor M2   466 aa 463 aa 24.2 %
Schistosoma japonicum Octopamine receptor 1, putative Muscarinic acetylcholine receptor M2   466 aa 412 aa 22.6 %
Schistosoma mansoni ancient conserved domain protein 2 (cyclin m2) Muscarinic acetylcholine receptor M2   466 aa 461 aa 26.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Leishmania major developmentally regulated phosphoprotein-like protein 0.5138 1 1
Schistosoma mansoni pyruvate dehydrogenase 0.5138 1 1
Toxoplasma gondii ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein 0.2082 0.0855 1
Echinococcus multilocularis Pyruvate dehydrogenase (lipoamide) kinase 0.5138 1 0.5
Echinococcus multilocularis Pyruvate dehydrogenase (lipoamide) kinase 0.5138 1 0.5
Trypanosoma brucei developmentally regulated phosphoprotein 0.5138 1 1
Loa Loa (eye worm) hypothetical protein 0.5138 1 0.5
Trypanosoma cruzi developmentally regulated phosphoprotein, putative 0.5138 1 1
Echinococcus granulosus Pyruvate dehydrogenase lipoamide kinase 0.5138 1 0.5

Activities

Activity type Activity value Assay description Source Reference
Approx. lethal dose (ADMET) = 150 Approximate lethal dose in mice. ChEMBL. 1507203
Change from control (functional) = 115.2 % Percent change in brain Acetylcholine content in the mouse brain using GC/MS methodology. ChEMBL. 1507203
Change from control (functional) = 115.2 % Percent change in brain Acetylcholine content in the mouse brain using GC/MS methodology. ChEMBL. 1507203
IC50 (binding) = 0.12 uM In vitro inhibition of human acetylcholinesterase. ChEMBL. 1507203
IC50 (binding) = 0.12 uM In vitro inhibition of human acetylcholinesterase. ChEMBL. 1507203
IC50 (binding) = 1.8 uM Inhibition of [3H]-pirenzepine binding to mouse muscarinic acetylcholine receptor M1 from cerebral cortex ChEMBL. 1507203
IC50 (binding) = 1.8 uM Inhibition of [3H]-pirenzepine binding to mouse muscarinic acetylcholine receptor M1 from cerebral cortex ChEMBL. 1507203
IC50 (binding) = 3.8 uM In vitro inhibition of human butryl cholinesterase. ChEMBL. 1507203
IC50 (binding) = 3.8 uM In vitro inhibition of human butryl cholinesterase. ChEMBL. 1507203
IC50 (binding) = 7 uM Inhibition of [3H]-N-methylscopolamine to rat muscarinic acetylcholine receptor M2 from heart tissue ChEMBL. 1507203
IC50 (binding) = 7 uM Inhibition of [3H]-N-methylscopolamine to rat muscarinic acetylcholine receptor M2 from heart tissue ChEMBL. 1507203
Ileal activity (functional) < 0.01 uM Concentration of the compound required to potentiate the contraction of isolated rat ileum produced by 1 x 10 e -7 M Ach by 20 % ChEMBL. 1507203
Ratio (binding) = 3.9 Ratio of IC50 (muscarinic acetylcholine receptor M2) to IC50 (muscarinic acetylcholine receptor M1) ChEMBL. 1507203
Ratio (binding) = 33 Ratio of IC50(BChE-I) to IC50(AChE-I) ChEMBL. 1507203

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.
 
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External resources for this compound

Bibliographic References

1 literature reference was collected for this gene.

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