Detailed information for compound 174486

Basic information

Technical information
  • TDR Targets ID: 174486
  • Name: N-[2-[[5-(dimethylaminomethyl)furan-2-yl]meth ylsulfanyl]ethyl]-4-nitropyridazin-3-amine
  • MW: 337.397 | Formula: C14H19N5O3S
  • H donors: 1 H acceptors: 4 LogP: 1.66 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: CN(Cc1ccc(o1)CSCCNc1nnccc1[N+](=O)[O-])C
  • InChi: 1S/C14H19N5O3S/c1-18(2)9-11-3-4-12(22-11)10-23-8-7-15-14-13(19(20)21)5-6-16-17-14/h3-6H,7-10H2,1-2H3,(H,15,17)
  • InChiKey: YSANROTYHBNTDV-UHFFFAOYSA-N  

Network

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Synonyms

  • N-[2-[[5-(dimethylaminomethyl)-2-furyl]methylsulfanyl]ethyl]-4-nitro-pyridazin-3-amine
  • N-[2-[[5-(dimethylaminomethyl)-2-furyl]methylthio]ethyl]-4-nitro-3-pyridazinamine
  • N-[2-[[5-(dimethylaminomethyl)furan-2-yl]methylsulfanyl]ethyl]-4-nitro-pyridazin-3-amine
  • dimethyl-[[5-[[2-[(4-nitropyridazin-3-yl)amino]ethylthio]methyl]-2-furyl]methyl]amine
  • 142744-34-1
  • 3-((2-(((5-((Dimethylamino)methyl)-2-furanyl)methyl)thio)ethyl)amino)-4-nitropyridazine
  • 3-Pyridazinamine, N-(2-(((5-((dimethylamino)methyl)-2-furanyl)methyl)thio)ethyl)-4-nitro-
  • N-(2-(((5-((Dimethylamino)methyl)-2-furanyl)methyl)thio)ethyl)-4-nitro-3-pyridazinamine
  • JWS-USC-75IX

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Electrophorus electricus Acetylcholinesterase References
Mus musculus cholinergic receptor, muscarinic 1, CNS Starlite/ChEMBL References
Rattus norvegicus Muscarinic acetylcholine receptor M2 Starlite/ChEMBL References
Homo sapiens butyrylcholinesterase Starlite/ChEMBL References
Equus caballus Cholinesterase 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
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
Brugia malayi Carboxylesterase family protein Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus multilocularis carboxylesterase 5A 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
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus granulosus carboxylesterase 5A Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus granulosus acetylcholinesterase 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
Brugia malayi Carboxylesterase family protein 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) carboxylesterase 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 acetylcholinesterase 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

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Schistosoma mansoni ancient conserved domain protein 2 (cyclin m2) Muscarinic acetylcholine receptor M2   466 aa 461 aa 26.0 %
Schistosoma japonicum Octopamine receptor 1, putative Muscarinic acetylcholine receptor M2   466 aa 412 aa 22.6 %
Onchocerca volvulus Glycoprotein hormone beta 5 homolog Muscarinic acetylcholine receptor M2   466 aa 493 aa 34.7 %
Schistosoma japonicum Octopamine receptor, putative Muscarinic acetylcholine receptor M2   466 aa 462 aa 26.8 %
Brugia malayi Carboxylesterase family protein acetylcholinesterase (Yt blood group) 614 aa 510 aa 26.5 %
Onchocerca volvulus RB1-inducible coiled-coil protein 1 homolog Muscarinic acetylcholine receptor M2   466 aa 505 aa 26.9 %
Onchocerca volvulus Acetylcholinesterase   633 aa 648 aa 25.3 %
Brugia malayi Carboxylesterase family protein butyrylcholinesterase 602 aa 546 aa 30.2 %
Schistosoma japonicum ko:K01050 cholinesterase [EC3.1.1.8], putative Cholinesterase   574 aa 577 aa 36.9 %
Onchocerca volvulus Cholinesterase   574 aa 578 aa 25.3 %
Loa Loa (eye worm) hypothetical protein Acetylcholinesterase   633 aa 597 aa 25.1 %
Schistosoma mansoni biogenic amine receptor Muscarinic acetylcholine receptor M2   466 aa 463 aa 24.2 %
Onchocerca volvulus Muscarinic acetylcholine receptor M2   466 aa 472 aa 24.6 %
Schistosoma mansoni growth hormone secretagogue receptor Muscarinic acetylcholine receptor M2   466 aa 462 aa 19.9 %
Onchocerca volvulus Molybdopterin synthase catalytic subunit homolog Acetylcholinesterase   633 aa 576 aa 28.8 %
Brugia malayi Carboxylesterase family protein Acetylcholinesterase   633 aa 517 aa 25.1 %
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Muscarinic acetylcholine receptor M2   466 aa 461 aa 23.9 %
Onchocerca volvulus Cholinesterase   574 aa 551 aa 29.9 %
Onchocerca volvulus Carnitine O-palmitoyltransferase 2, mitochondrial homolog Cholinesterase   574 aa 554 aa 36.1 %
Onchocerca volvulus Putative nuclear protein Cholinesterase   574 aa 572 aa 40.9 %
Drosophila melanogaster CG10175 gene product from transcript CG10175-RE Acetylcholinesterase   633 aa 549 aa 30.4 %
Onchocerca volvulus Galectin homolog Cholinesterase   574 aa 531 aa 39.7 %
Schistosoma mansoni gliotactin Cholinesterase   574 aa 587 aa 27.9 %
Brugia malayi Carboxylesterase family protein Acetylcholinesterase   633 aa 620 aa 28.4 %
Loa Loa (eye worm) TYRA-2 protein Muscarinic acetylcholine receptor M2   466 aa 497 aa 24.7 %
Echinococcus multilocularis alpha 1A adrenergic receptor Muscarinic acetylcholine receptor M2   466 aa 459 aa 21.1 %
Loa Loa (eye worm) hypothetical protein Acetylcholinesterase   633 aa 576 aa 23.4 %
Echinococcus granulosus BC026374 protein S09 family Acetylcholinesterase   633 aa 690 aa 31.7 %
Echinococcus granulosus g protein coupled receptor Muscarinic acetylcholine receptor M2   466 aa 480 aa 18.5 %
Echinococcus granulosus alpha 1A adrenergic receptor Muscarinic acetylcholine receptor M2   466 aa 459 aa 20.0 %
Brugia malayi Carboxylesterase family protein Cholinesterase   574 aa 538 aa 31.4 %
Schistosoma mansoni biogenic amine receptor Muscarinic acetylcholine receptor M2   466 aa 484 aa 24.4 %
Echinococcus multilocularis neuroligin Acetylcholinesterase   633 aa 507 aa 23.9 %
Echinococcus multilocularis BC026374 protein (S09 family) Acetylcholinesterase   633 aa 690 aa 32.3 %
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) Acetylcholinesterase   633 aa 622 aa 24.9 %
Schistosoma mansoni muscarinic acetylcholine (GAR) receptor Muscarinic acetylcholine receptor M2   466 aa 510 aa 29.8 %
Echinococcus granulosus neuroligin Cholinesterase   574 aa 492 aa 24.4 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Trypanosoma cruzi WLM domain containing protein, putative 0.013 0 0.5
Trypanosoma brucei hypothetical protein, conserved 0.013 0 0.5
Leishmania major hypothetical protein, conserved 0.013 0 0.5
Echinococcus multilocularis SWI:SNF matrix associated 0.0367 1 1
Schistosoma mansoni hypothetical protein 0.0367 1 1
Leishmania major hypothetical protein, conserved 0.013 0 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0367 1 0.5
Trypanosoma brucei mitochondrial RNA binding complex 1 subunit 0.013 0 0.5
Echinococcus granulosus SWI:SNF matrix associated 0.0367 1 1
Brugia malayi SWIB/MDM2 domain containing protein 0.0367 1 1
Onchocerca volvulus 0.0367 1 1
Echinococcus multilocularis SWI:SNF matrix associated 0.0367 1 1
Echinococcus granulosus tumor protein p63 0.0355 0.951 0.951
Echinococcus granulosus acetylcholinesterase 0.0327 0.8343 0.8343
Leishmania major hypothetical protein, conserved 0.013 0 0.5
Trypanosoma cruzi hypothetical protein, conserved 0.013 0 0.5
Trypanosoma cruzi mitochondrial RNA binding complex 1 subunit, putative 0.013 0 0.5
Schistosoma mansoni hypothetical protein 0.0367 1 1
Echinococcus multilocularis acetylcholinesterase 0.0327 0.8343 0.8343
Trypanosoma cruzi WLM domain containing protein, putative 0.013 0 0.5
Brugia malayi brahma associated protein 60 kDa 0.0367 1 1
Plasmodium falciparum SWIB/MDM2 domain-containing protein 0.0367 1 1
Loa Loa (eye worm) brahma associated protein 0.0367 1 1
Plasmodium falciparum SWIB/MDM2 domain-containing protein 0.0367 1 1
Chlamydia trachomatis SWIB complex protein 0.0367 1 0.5
Loa Loa (eye worm) SWIB/MDM2 domain-containing protein 0.0367 1 1
Plasmodium vivax SWIB/MDM2 domain-containing protein, putative 0.0367 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0327 0.8343 0.8343
Echinococcus multilocularis SWI:SNF matrix associated 0.0367 1 1
Brugia malayi Carboxylesterase family protein 0.0327 0.8343 0.8343
Echinococcus multilocularis Upstream activation factor subunit UAF30 0.0367 1 1
Schistosoma mansoni brg-1 associated factor 0.0367 1 1
Echinococcus multilocularis tumor protein p63 0.0355 0.951 0.951
Trypanosoma brucei hypothetical protein, conserved 0.013 0 0.5
Trypanosoma cruzi hypothetical protein, conserved 0.013 0 0.5
Echinococcus multilocularis carboxylesterase 5A 0.0327 0.8343 0.8343
Trypanosoma cruzi Zn-finger in Ran binding protein and others, putative 0.013 0 0.5
Trypanosoma cruzi mitochondrial RNA binding complex 1 subunit, putative 0.013 0 0.5
Plasmodium vivax hypothetical protein, conserved 0.0367 1 0.5
Echinococcus granulosus carboxylesterase 5A 0.0327 0.8343 0.8343
Leishmania major hypothetical protein, conserved 0.013 0 0.5
Trypanosoma brucei Zn-finger in Ran binding protein and others/FYVE zinc finger, putative 0.013 0 0.5
Echinococcus granulosus acetylcholinesterase 0.0327 0.8343 0.8343
Toxoplasma gondii DNA topoisomerase domain-containing protein 0.0367 1 1
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0327 0.8343 0.8343
Brugia malayi Carboxylesterase family protein 0.0327 0.8343 0.8343
Trypanosoma cruzi hypothetical protein, conserved 0.013 0 0.5
Echinococcus multilocularis acetylcholinesterase 0.0327 0.8343 0.8343
Toxoplasma gondii SWIB/MDM2 domain-containing protein 0.0367 1 1
Loa Loa (eye worm) acetylcholinesterase 1 0.0327 0.8343 0.8343
Leishmania major hypothetical protein, conserved 0.013 0 0.5
Loa Loa (eye worm) carboxylesterase 0.0327 0.8343 0.8343
Echinococcus granulosus Upstream activation factor subunit UAF30 0.0367 1 1
Chlamydia trachomatis DNA topoisomerase I 0.0367 1 0.5
Schistosoma mansoni hypothetical protein 0.0367 1 1
Trypanosoma cruzi Zn-finger in Ran binding protein and others, putative 0.013 0 0.5
Trypanosoma cruzi Zn-finger in Ran binding protein and others/FYVE zinc finger, putative 0.013 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0327 0.8343 0.8343

Activities

Activity type Activity value Assay description Source Reference
Approx. lethal dose (ADMET) < 180 Approximate lethal dose in mice. ChEMBL. 1507203
Approx. lethal dose (ADMET) < 180 Approximate lethal dose in mice. ChEMBL. 1507203
IC50 (binding) = 0.47 uM In vitro acetyl cholinesterase(AChE-I) inhibitory activity of the compound to determine its ability to reverse the cholinergic deficit characteristic of AD ChEMBL. 1507203
IC50 (binding) = 0.47 uM In vitro acetyl cholinesterase(AChE-I) inhibitory activity of the compound to determine its ability to reverse the cholinergic deficit characteristic of AD ChEMBL. 1507203
IC50 (binding) = 0.47 uM Inhibition of electric eel AChE using acetylthiocholine as substrate preincubated for 8 mins followed by substrate addition by Ellman's method LITERATURE. 27769620
IC50 (binding) = 0.6 uM Binding affinity of the compound against mouse Muscarinic acetylcholine receptor M2 using heart tissue and [3H]-N-methylscopolamine ChEMBL. 1507203
IC50 (binding) = 0.6 uM Binding affinity of the compound against mouse Muscarinic acetylcholine receptor M2 using heart tissue and [3H]-N-methylscopolamine ChEMBL. 1507203
IC50 (binding) = 0.97 uM Binding affinity of the compound against mouse Muscarinic acetylcholine receptor M1 using cerebral cortex and [3H]-pirenzepine ChEMBL. 1507203
IC50 (binding) = 0.97 uM Binding affinity of the compound against mouse Muscarinic acetylcholine receptor M1 using cerebral cortex and [3H]-pirenzepine ChEMBL. 1507203
IC50 (binding) = 10 uM In vitro Butyrylcholinesterase inhibitory activity of the compound to determine its ability to reverse the cholinergic deficit characteristic of AD ChEMBL. 1507203
IC50 (binding) = 10 uM In vitro Butyrylcholinesterase inhibitory activity of the compound to determine its ability to reverse the cholinergic deficit characteristic of AD ChEMBL. 1507203
IC50 (binding) = 10 uM Inhibition of equine serum BuChE using butyrylthiocholine as substrate preincubated for 8 mins followed by substrate addition by Ellman's method LITERATURE. 27769620
Ileal activity (functional) < 0.1 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
Inhibition (binding) = 32 % Displacement of [3H]QNB from muscarinic M3 receptor in rat brain homogenates at 1 uM after 60 mins relative to control LITERATURE. 27769620
Inhibition (binding) = 74 % Displacement of [3H]QNB from muscarinic M4 receptor in rat brain homogenates at 1 uM after 60 mins relative to control LITERATURE. 27769620
Inhibition (binding) = 80 % Displacement of [3H]QNB from muscarinic M1 receptor in rat brain homogenates at 1 uM after 60 mins relative to control LITERATURE. 27769620
Inhibition (binding) = 97 % Displacement of [3H]QNB from muscarinic M2 receptor in rat brain homogenates at 1 uM after 60 mins relative to control LITERATURE. 27769620
Ratio (binding) = 0.06 Ratio of IC50(M2 Receptor) to IC50(M1 Receptor) ChEMBL. 1507203
Ratio (binding) = 22 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.
 
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

1 literature reference was collected for this gene.

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