Detailed information for compound 1115544

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 285.341 | Formula: C16H19N3O2
  • H donors: 1 H acceptors: 3 LogP: 2.62 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCOC(=O)c1cc2c(nc1C)nc1c(c2N)CCCC1
  • InChi: 1S/C16H19N3O2/c1-3-21-16(20)11-8-12-14(17)10-6-4-5-7-13(10)19-15(12)18-9(11)2/h8H,3-7H2,1-2H3,(H2,17,18,19)
  • InChiKey: XGQUEKANWWMGAJ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Bos taurus Acetylcholinesterase Starlite/ChEMBL References
Equus caballus Cholinesterase Starlite/ChEMBL References
Homo sapiens acetylcholinesterase (Yt blood group) Starlite/ChEMBL References
Electrophorus electricus Acetylcholinesterase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi Carboxylesterase family protein 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
Schistosoma japonicum Acetylcholinesterase 1 precursor, putative Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus granulosus acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus multilocularis 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 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 carboxylesterase 5A 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 granulosus carboxylesterase 5A Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus multilocularis 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
Schistosoma japonicum ko:K01049 acetylcholinesterase [EC3.1.1.7], putative 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
Onchocerca volvulus Acetylcholinesterase   613 aa 552 aa 31.3 %
Onchocerca volvulus Galectin homolog Cholinesterase   574 aa 531 aa 39.7 %
Brugia malayi Carboxylesterase family protein Acetylcholinesterase   633 aa 517 aa 25.1 %
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) Acetylcholinesterase   633 aa 622 aa 24.9 %
Brugia malayi Carboxylesterase family protein acetylcholinesterase (Yt blood group) 614 aa 510 aa 26.5 %
Loa Loa (eye worm) hypothetical protein Acetylcholinesterase   633 aa 597 aa 25.1 %
Onchocerca volvulus Acetylcholinesterase   633 aa 648 aa 25.3 %
Drosophila melanogaster CG10175 gene product from transcript CG10175-RE Acetylcholinesterase   633 aa 549 aa 30.4 %
Brugia malayi Carboxylesterase family protein Cholinesterase   574 aa 538 aa 31.4 %
Onchocerca volvulus Carnitine O-palmitoyltransferase 2, mitochondrial homolog Acetylcholinesterase   613 aa 511 aa 39.9 %
Echinococcus multilocularis BC026374 protein (S09 family) Acetylcholinesterase   633 aa 690 aa 32.3 %
Onchocerca volvulus Molybdopterin synthase catalytic subunit homolog Acetylcholinesterase   633 aa 576 aa 28.8 %
Onchocerca volvulus Putative nuclear protein Acetylcholinesterase   613 aa 572 aa 41.6 %
Schistosoma mansoni gliotactin Cholinesterase   574 aa 587 aa 27.9 %
Loa Loa (eye worm) hypothetical protein Acetylcholinesterase   633 aa 576 aa 23.4 %
Brugia malayi Carboxylesterase family protein Acetylcholinesterase   633 aa 620 aa 28.4 %
Echinococcus granulosus BC026374 protein S09 family Acetylcholinesterase   633 aa 690 aa 31.7 %
Echinococcus multilocularis neuroligin Acetylcholinesterase   633 aa 507 aa 23.9 %
Onchocerca volvulus Acetylcholinesterase   613 aa 613 aa 26.8 %
Echinococcus granulosus neuroligin Cholinesterase   574 aa 492 aa 24.4 %
Schistosoma japonicum ko:K01050 cholinesterase [EC3.1.1.8], putative Cholinesterase   574 aa 577 aa 36.9 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis cat eye syndrome critical region protein 2, cscr2, putative 0.0043 0.0337 0.0224
Loa Loa (eye worm) hypothetical protein 0.0055 0.0493 0.1012
Schistosoma mansoni neuroligin 3 (S09 family) 0.0055 0.0493 0.0626
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0291 0.3447 1
Plasmodium vivax AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.0037 0.0265 0.6868
Mycobacterium tuberculosis Probable fructose-bisphosphate aldolase Fba 0.0142 0.1582 1
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0072 0.0702 0.1201
Echinococcus multilocularis para nitrobenzyl esterase 0.0055 0.0493 0.0234
Entamoeba histolytica hypothetical protein 0.0072 0.0702 0.1372
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0291 0.3447 1
Loa Loa (eye worm) hypothetical protein 0.0055 0.0493 0.1012
Brugia malayi hypothetical protein 0.0025 0.011 0.0281
Echinococcus granulosus histone acetyltransferase KAT2B 0.0043 0.0337 0.0196
Echinococcus multilocularis acetylcholinesterase 0.0327 0.3898 0.3732
Entamoeba histolytica hypothetical protein 0.0072 0.0702 0.1372
Wolbachia endosymbiont of Brugia malayi exonuclease III 0.0037 0.0265 0.5
Schistosoma mansoni gliotactin 0.0055 0.0493 0.0626
Loa Loa (eye worm) hypothetical protein 0.0055 0.0493 0.1012
Schistosoma mansoni transcription factor LCR-F1 0.0072 0.0702 0.1201
Entamoeba histolytica hypothetical protein 0.0072 0.0702 0.1372
Giardia lamblia Histone acetyltransferase GCN5 0.0039 0.0292 0.0083
Loa Loa (eye worm) hypothetical protein 0.0327 0.3898 1
Echinococcus granulosus acetylcholinesterase 0.0327 0.3898 1
Loa Loa (eye worm) hypothetical protein 0.0055 0.0493 0.1012
Onchocerca volvulus 0.0055 0.0493 0.5
Brugia malayi acetyltransferase, GNAT family protein 0.0146 0.1624 0.4165
Trichomonas vaginalis spcc417.12 protein, putative 0.0055 0.0493 0.0715
Trypanosoma cruzi apurinic/apyrimidinic endonuclease, putative 0.0037 0.0265 1
Plasmodium falciparum AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.0037 0.0265 0.855
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0055 0.0493 0.1728
Echinococcus granulosus neuroligin 0.0055 0.0493 0.0626
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0055 0.0493 0.0626
Trichomonas vaginalis bromodomain-containing protein, putative 0.0043 0.0337 0.0224
Trypanosoma brucei apurinic/apyrimidinic endonuclease, putative 0.0037 0.0265 1
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0055 0.0493 0.0626
Toxoplasma gondii histone lysine acetyltransferase GCN5-A 0.0043 0.0337 1
Onchocerca volvulus 0.0055 0.0493 0.5
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0055 0.0493 0.0626
Loa Loa (eye worm) carboxylesterase 0.0055 0.0493 0.1012
Loa Loa (eye worm) hypothetical protein 0.0055 0.0493 0.1012
Mycobacterium leprae Probable fructose bisphosphate aldolase Fba 0.0142 0.1582 0.5
Toxoplasma gondii exonuclease III APE 0.0037 0.0265 0.6868
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0327 0.3898 1
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0055 0.0493 0.1728
Echinococcus multilocularis gcn5proteinral control of amino acid synthesis 0.0146 0.1624 0.1395
Loa Loa (eye worm) hypothetical protein 0.0055 0.0493 0.1012
Brugia malayi Carboxylesterase family protein 0.0055 0.0493 0.1264
Echinococcus granulosus BC026374 protein S09 family 0.0055 0.0493 0.0626
Loa Loa (eye worm) carboxylesterase 0.0055 0.0493 0.1012
Onchocerca volvulus 0.0055 0.0493 0.5
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0291 0.3447 1
Loa Loa (eye worm) acetyltransferase 0.0146 0.1624 0.3996
Echinococcus granulosus family S9 non peptidase ue S09 family 0.0055 0.0493 0.0626
Giardia lamblia Fructose-bisphosphate aldolase 0.0291 0.3447 1
Brugia malayi Carboxylesterase family protein 0.0327 0.3898 1
Brugia malayi hypothetical protein 0.0072 0.0702 0.18
Loa Loa (eye worm) carboxylesterase 0.0327 0.3898 1
Schistosoma mansoni hypothetical protein 0.0072 0.0702 0.1201
Mycobacterium ulcerans fructose-bisphosphate aldolase 0.0142 0.1582 1
Trichomonas vaginalis carboxylesterase domain containing protein, putative 0.0055 0.0493 0.0715
Brugia malayi hypothetical protein 0.0055 0.0493 0.1264
Echinococcus multilocularis acetylcholinesterase 0.0327 0.3898 0.3732
Echinococcus granulosus carboxylesterase 5A 0.0327 0.3898 1
Brugia malayi Carboxylesterase family protein 0.0055 0.0493 0.1264
Brugia malayi Carboxylesterase family protein 0.0055 0.0493 0.1264
Brugia malayi exodeoxyribonuclease III family protein 0.0037 0.0265 0.0681
Echinococcus multilocularis BC026374 protein (S09 family) 0.0055 0.0493 0.0234
Entamoeba histolytica hypothetical protein 0.0072 0.0702 0.1372
Mycobacterium ulcerans carboxylesterase, LipT 0.0055 0.0493 0.1728
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0291 0.3447 1
Loa Loa (eye worm) hypothetical protein 0.0327 0.3898 1
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0072 0.0702 0.0448
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0291 0.3447 1
Toxoplasma gondii histone lysine acetyltransferase GCN5-B 0.0043 0.0337 1
Mycobacterium tuberculosis Carboxylesterase LipT 0.0055 0.0493 0.1728
Echinococcus multilocularis neuroligin 0.0055 0.0493 0.0234
Plasmodium vivax histone acetyltransferase GCN5, putative 0.0043 0.0337 1
Loa Loa (eye worm) hypothetical protein 0.0055 0.0493 0.1012
Brugia malayi Carboxylesterase family protein 0.0327 0.3898 1
Plasmodium falciparum histone acetyltransferase GCN5 0.0039 0.0292 1
Brugia malayi Carboxylesterase family protein 0.0055 0.0493 0.1264
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0291 0.3447 1
Onchocerca volvulus 0.0055 0.0493 0.5
Echinococcus granulosus acetylcholinesterase 0.0327 0.3898 1
Schistosoma mansoni gcn5proteinral control of amino-acid synthesis 5-like 2 gcnl2 0.0146 0.1624 0.3738
Loa Loa (eye worm) acetylcholinesterase 1 0.0327 0.3898 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0291 0.3447 1
Echinococcus multilocularis carboxylesterase 5A 0.0327 0.3898 0.3732
Schistosoma mansoni acetylcholinesterase 0.0055 0.0493 0.0626
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0291 0.3447 1
Echinococcus multilocularis family S9 non peptidase ue (S09 family) 0.0055 0.0493 0.0234
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0291 0.3447 1
Echinococcus granulosus histone acetyltransferase KAT2B 0.0142 0.1572 0.3598
Schistosoma mansoni BC026374 protein (S09 family) 0.0055 0.0493 0.0626
Entamoeba histolytica acetyltransferase, GNAT family 0.0039 0.0292 0.0083
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0291 0.3447 1
Treponema pallidum fructose-bisphosphate aldolase 0.0291 0.3447 1
Loa Loa (eye worm) exodeoxyribonuclease III family protein 0.0037 0.0265 0.0412
Leishmania major apurinic/apyrimidinic endonuclease-redox protein 0.0037 0.0265 1
Onchocerca volvulus 0.0055 0.0493 0.5
Trypanosoma cruzi apurinic/apyrimidinic endonuclease 0.0037 0.0265 1
Echinococcus granulosus para nitrobenzyl esterase 0.0055 0.0493 0.0626

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 10 % Neuroprotective activity in human SH-SY5Y cells assessed as protection against amyloid beta(1-42)-induced cell death at 10 uM after 24 hrs by MTT assay ChEMBL. 20575555
Activity (ADMET) = 20.9 % Cytotoxicity against human SH-SY5Y cells assessed as LDH release at 1 uM after 24 hrs by spectrophotometry (Rvb = 17.7%) ChEMBL. 20575555
Activity (functional) = 48.4 % Neuroprotective activity in human SH-SY5Y cells assessed as protection against rotenone/oligomycin A-induced cell death at 1 uM after 24 hrs by LDH release assay ChEMBL. 20575555
Activity (functional) = 54 % Neuroprotective activity in human SH-SY5Y cells assessed as protection against amyloid beta(1-42)-induced cell death at 1 uM after 24 hrs by MTT assay ChEMBL. 20575555
Activity (functional) = 75 % Neuroprotective activity in human SH-SY5Y cells assessed as protection against okadaic acid-induced cell death at 1 uM after 24 hrs by MTT assay ChEMBL. 20575555
IC50 (binding) = 60 nM Inhibition of electric eel AChE ChEMBL. 20350807
IC50 (binding) = 780 nM Inhibition of human AChE ChEMBL. 20350807
IC50 (binding) = 0.06 uM Displacement of propidium iodide from AChE in bovine erythrocytes after 15 mins by fluorescence plate reader ChEMBL. 20575555
IC50 (binding) = 0.06 uM Inhibition of electric eel AChE by Ellman's method ChEMBL. 20575555
IC50 (binding) = 0.78 uM Inhibition of AChE in human erythrocytes by Ellman's method ChEMBL. 20575555
IC50 (binding) = 12 uM Inhibition of Equus caballus BuChE ChEMBL. 20350807
IC50 (binding) = 12 uM Inhibition of equine serum BuChE by Ellman's method ChEMBL. 20575555
Inhibition (functional) = 2.6 % Inhibition of K(+)-induced intracellular Ca2+ uptake in human SH-SY5Y cells after 1 hr by Flou/AM fluorescence assay relative to control ChEMBL. 20575555
Inhibition (binding) = 10 % Displacement of propidium iodide from AChE in bovine erythrocytes at 10 uM after 15 mins by fluorescence plate reader ChEMBL. 20575555
Inhibition (binding) = 10 % Displacement of propidium iodide from AChE in bovine erythrocytes at 1 uM after 15 mins by fluorescence plate reader ChEMBL. 20575555
Ki (binding) = 24 nM Inhibition of AChE (unknown orign) by Lineweaver-Burke plot ChEMBL. 20575555

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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