Detailed information for compound 223796

Basic information

Technical information
  • TDR Targets ID: 223796
  • Name: [3-[[methyl-[5-(9-oxoxanthen-3-yl)oxypentyl]a mino]methyl]phenyl] N-methylcarbamate
  • MW: 474.548 | Formula: C28H30N2O5
  • H donors: 1 H acceptors: 2 LogP: 5.12 Rotable bonds: 12
    Rule of 5 violations (Lipinski): 1
  • SMILES: CNC(=O)Oc1cccc(c1)CN(CCCCCOc1ccc2c(c1)oc1c(c2=O)cccc1)C
  • InChi: 1S/C28H30N2O5/c1-29-28(32)34-22-10-8-9-20(17-22)19-30(2)15-6-3-7-16-33-21-13-14-24-26(18-21)35-25-12-5-4-11-23(25)27(24)31/h4-5,8-14,17-18H,3,6-7,15-16,19H2,1-2H3,(H,29,32)
  • InChiKey: YVQQQWJNOUYSPP-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • N-methylcarbamic acid [3-[[methyl-[5-[(9-oxo-3-xanthenyl)oxy]pentyl]amino]methyl]phenyl] ester
  • N-methylcarbamic acid [3-[[5-(9-ketoxanthen-3-yl)oxypentyl-methyl-amino]methyl]phenyl] ester

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Acetylcholinesterase Starlite/ChEMBL References
Rattus norvegicus Butyrylcholinesterase 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
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
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 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
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) 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
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
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
Echinococcus multilocularis acetylcholinesterase 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   614 aa 581 aa 27.0 %
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) Acetylcholinesterase   614 aa 602 aa 24.3 %
Echinococcus multilocularis BC026374 protein (S09 family) Acetylcholinesterase   614 aa 642 aa 34.0 %
Brugia malayi Carboxylesterase family protein Acetylcholinesterase   614 aa 507 aa 26.4 %
Onchocerca volvulus Carnitine O-palmitoyltransferase 2, mitochondrial homolog Acetylcholinesterase   614 aa 531 aa 39.7 %
Loa Loa (eye worm) hypothetical protein Acetylcholinesterase   614 aa 570 aa 25.4 %
Brugia malayi Carboxylesterase family protein Butyrylcholinesterase   597 aa 537 aa 31.7 %
Onchocerca volvulus Molybdopterin synthase catalytic subunit homolog Acetylcholinesterase   614 aa 564 aa 29.8 %
Onchocerca volvulus Acetylcholinesterase   614 aa 583 aa 30.7 %
Onchocerca volvulus Acetylcholinesterase   614 aa 632 aa 25.6 %
Echinococcus granulosus BC026374 protein S09 family Acetylcholinesterase   614 aa 642 aa 34.1 %
Drosophila melanogaster CG10175 gene product from transcript CG10175-RE Acetylcholinesterase   614 aa 547 aa 32.5 %
Echinococcus multilocularis neuroligin Acetylcholinesterase   614 aa 496 aa 24.0 %
Onchocerca volvulus Putative nuclear protein Acetylcholinesterase   614 aa 577 aa 40.7 %
Loa Loa (eye worm) hypothetical protein Acetylcholinesterase   614 aa 574 aa 24.0 %
Brugia malayi Carboxylesterase family protein Acetylcholinesterase   614 aa 573 aa 30.5 %
Brugia malayi Carboxylesterase family protein acetylcholinesterase (Yt blood group) 614 aa 510 aa 26.5 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.1058 0.6502 0.7557
Trypanosoma brucei 6-phosphofructo-2-kinase/fructose-2,6-biphosphatase, putative 0.0067 0.0394 1
Loa Loa (eye worm) hypothetical protein 0.0693 0.4251 0.494
Brugia malayi Carboxylesterase family protein 0.0041 0.0235 0.027
Schistosoma mansoni endothelin-converting enzyme-related 0.0341 0.2079 0.2415
Loa Loa (eye worm) hypothetical protein 0.1034 0.6352 0.7383
Loa Loa (eye worm) hypothetical protein 0.1034 0.6352 0.7383
Echinococcus granulosus neuroligin 0.0041 0.0235 0.027
Mycobacterium tuberculosis 3-dehydroquinate synthase AroB 0.0633 0.388 0.4508
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0041 0.0235 0.027
Echinococcus multilocularis 6 phosphofructo 2 kinase:fructose 2 0.0067 0.0394 0.0456
Schistosoma mansoni family M13 unassigned peptidase (M13 family) 0.0365 0.223 0.259
Trypanosoma cruzi 6-phosphofructo-2-kinase/fructose-2,6-biphosphatase, putative 0.0067 0.0394 1
Loa Loa (eye worm) hypothetical protein 0.1058 0.6502 0.7557
Loa Loa (eye worm) cytochrome P450 family protein 0.0025 0.0131 0.015
Schistosoma mansoni gliotactin 0.0041 0.0235 0.027
Brugia malayi Cytochrome P450 family protein 0.0025 0.0131 0.015
Schistosoma mansoni endothelin-converting enzyme-like 1 (damage-induced neuronal endopeptidase) 0.0341 0.2079 0.2415
Loa Loa (eye worm) carboxylesterase 0.0041 0.0235 0.027
Entamoeba histolytica phosphoglycerate mutase family protein, putative 0.004 0.0224 0.5
Brugia malayi peptidase family M13 containing protein 0.0341 0.2079 0.2415
Echinococcus multilocularis para nitrobenzyl esterase 0.0041 0.0235 0.027
Loa Loa (eye worm) hypothetical protein 0.0041 0.0235 0.027
Echinococcus granulosus cytochrome P450 2K1 0.0004 0.0003 0.0001
Schistosoma mansoni family M13 unassigned peptidase (M13 family) 0.0341 0.2079 0.2415
Giardia lamblia Hypothetical protein 0.004 0.0224 0.5
Schistosoma mansoni acetylcholinesterase 0.0041 0.0235 0.027
Toxoplasma gondii histone lysine methyltransferase SET1 0.0029 0.0156 0.0154
Schistosoma mansoni mixed-lineage leukemia protein mll 0.0032 0.0178 0.0204
Echinococcus granulosus family S9 non peptidase ue S09 family 0.0041 0.0235 0.027
Echinococcus granulosus acetylcholinesterase 0.0246 0.1493 0.1734
Schistosoma mansoni neuroligin 3 (S09 family) 0.0041 0.0235 0.027
Mycobacterium ulcerans 3-phosphoshikimate 1-carboxyvinyltransferase 0.1625 1 1
Schistosoma mansoni family M13 unassigned peptidase (M13 family) 0.0341 0.2079 0.2415
Trypanosoma cruzi 6-phosphofructo-2-kinase/fructose-2,6-biphosphatase, putative 0.0029 0.0156 0.3917
Loa Loa (eye worm) hypothetical protein 0.0066 0.0387 0.0447
Echinococcus multilocularis 0.0004 0.0003 0.0001
Loa Loa (eye worm) hypothetical protein 0.1034 0.6352 0.7383
Trypanosoma cruzi 6-phosphofructo-2-kinase 1 0.0066 0.0387 0.9821
Brugia malayi hypothetical protein 0.0041 0.0235 0.027
Mycobacterium leprae probable zinc metalloprotease 0.1399 0.8603 0.8603
Onchocerca volvulus 0.0041 0.0235 0.0388
Schistosoma mansoni neprilysin 0.0365 0.223 0.259
Mycobacterium ulcerans 3-dehydroquinate synthase 0.0633 0.388 0.3878
Echinococcus multilocularis BC026374 protein (S09 family) 0.0041 0.0235 0.027
Loa Loa (eye worm) hypothetical protein 0.1399 0.8603 1
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0041 0.0235 0.027
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0041 0.0235 0.027
Brugia malayi Carboxylesterase family protein 0.0246 0.1493 0.1733
Loa Loa (eye worm) hypothetical protein 0.0041 0.0235 0.027
Leishmania major 6-phosphofructo-2-kinase/fructose-2,6-biphosphatase, putative 0.0066 0.0387 0.9821
Trichomonas vaginalis carboxylesterase domain containing protein, putative 0.0041 0.0235 1
Loa Loa (eye worm) hypothetical protein 0.1399 0.8603 1
Loa Loa (eye worm) hypothetical protein 0.0041 0.0235 0.027
Loa Loa (eye worm) hypothetical protein 0.0039 0.0217 0.0249
Loa Loa (eye worm) hypothetical protein 0.0041 0.0235 0.027
Loa Loa (eye worm) hypothetical protein 0.1034 0.6352 0.7383
Loa Loa (eye worm) hypothetical protein 0.1058 0.6502 0.7557
Trichomonas vaginalis spcc417.12 protein, putative 0.0041 0.0235 1
Brugia malayi Carboxylesterase family protein 0.0246 0.1493 0.1733
Schistosoma mansoni hypothetical protein 0.0365 0.223 0.259
Mycobacterium ulcerans hypothetical protein 0.004 0.0224 0.0221
Loa Loa (eye worm) carboxylesterase 0.0246 0.1493 0.1733
Mycobacterium ulcerans zinc metalloprotease 0.1399 0.8603 0.8603
Loa Loa (eye worm) peptidase family M13 containing protein 0.1034 0.6352 0.7383
Mycobacterium tuberculosis Carboxylesterase LipT 0.0041 0.0235 0.027
Schistosoma mansoni hypothetical protein 0.0004 0.0003 0.0001
Onchocerca volvulus 0.0041 0.0235 0.0388
Loa Loa (eye worm) hypothetical protein 0.1399 0.8603 1
Echinococcus granulosus para nitrobenzyl esterase 0.0041 0.0235 0.027
Schistosoma mansoni family M13 unassigned peptidase (M13 family) 0.0706 0.433 0.5032
Schistosoma mansoni hypothetical protein 0.0365 0.223 0.259
Echinococcus multilocularis histone lysine N methyltransferase MLL3 0.0005 0.0008 0.0007
Schistosoma mansoni family M13 non-peptidase homologue (M13 family) 0.0341 0.2079 0.2415
Echinococcus granulosus acetylcholinesterase 0.0246 0.1493 0.1734
Mycobacterium tuberculosis Probable zinc metalloprotease Zmp1 0.1399 0.8603 1
Onchocerca volvulus 0.0041 0.0235 0.0388
Schistosoma mansoni family M13 unassigned peptidase (M13 family) 0.1399 0.8603 1
Schistosoma mansoni cpg binding protein 0.0016 0.0078 0.0088
Schistosoma mansoni cytochrome P450 0.0004 0.0003 0.0001
Schistosoma mansoni hypothetical protein 0.0365 0.223 0.259
Echinococcus granulosus carboxylesterase 5A 0.0246 0.1493 0.1734
Loa Loa (eye worm) hypothetical protein 0.0041 0.0235 0.027
Loa Loa (eye worm) acetylcholinesterase 1 0.0246 0.1493 0.1733
Brugia malayi Hypothetical zinc metalloproteinase T16A9.4 0.1399 0.8603 1
Echinococcus granulosus cpg binding protein 0.0016 0.0078 0.0088
Echinococcus granulosus dnaJ subfamily B 0.0216 0.1314 0.1525
Echinococcus multilocularis family S9 non peptidase ue (S09 family) 0.0041 0.0235 0.027
Toxoplasma gondii peptidase family M13 protein 0.1399 0.8603 0.8603
Loa Loa (eye worm) hypothetical protein 0.0246 0.1493 0.1733
Echinococcus multilocularis carboxylesterase 5A 0.0246 0.1493 0.1734
Loa Loa (eye worm) hypothetical protein 0.0067 0.0394 0.0455
Schistosoma mansoni Nep2 peptidase (M13 family) 0.0706 0.433 0.5032
Onchocerca volvulus 0.0693 0.4251 1
Trypanosoma cruzi 6-phosphofructo-2-kinase/fructose-2,6-biphosphatase, putative 0.0067 0.0394 1
Echinococcus multilocularis neuroligin 0.0041 0.0235 0.027
Schistosoma mansoni BC026374 protein (S09 family) 0.0041 0.0235 0.027
Schistosoma mansoni hypothetical protein 0.0365 0.223 0.259
Echinococcus multilocularis dnaJ subfamily B 0.0216 0.1314 0.1525
Trypanosoma cruzi 6-phosphofructo-2-kinase 1 0.0066 0.0387 0.9821
Wolbachia endosymbiont of Brugia malayi UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.0993 0.6099 0.5
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0041 0.0235 0.027
Loa Loa (eye worm) carboxylesterase 0.0041 0.0235 0.027
Echinococcus multilocularis acetylcholinesterase 0.0246 0.1493 0.1734
Mycobacterium leprae 3-dehydroquinate synthase AroB 0.0633 0.388 0.3878
Mycobacterium ulcerans fructose-2,6-bisphosphatase GpmB 0.004 0.0224 0.0221
Schistosoma mansoni hypothetical protein 0.0365 0.223 0.259
Echinococcus multilocularis endothelin converting enzyme 1 0.1399 0.8603 1
Onchocerca volvulus 0.0041 0.0235 0.0388
Brugia malayi Carboxylesterase family protein 0.0041 0.0235 0.027
Schistosoma mansoni hypothetical protein 0.0216 0.1314 0.1525
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0041 0.0235 0.027
Giardia lamblia Hypothetical protein 0.004 0.0224 0.5
Schistosoma mansoni neprilysin-2 (M13 family) 0.0706 0.433 0.5032
Brugia malayi Peptidase family M13 containing protein 0.1399 0.8603 1
Schistosoma mansoni family M13 unassigned peptidase (M13 family) 0.0341 0.2079 0.2415
Onchocerca volvulus 0.0067 0.0394 0.0769
Loa Loa (eye worm) hypothetical protein 0.1058 0.6502 0.7557
Treponema pallidum UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.0993 0.6099 0.5
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0246 0.1493 0.1734
Brugia malayi Carboxylesterase family protein 0.0041 0.0235 0.027
Loa Loa (eye worm) CXXC zinc finger family protein 0.0015 0.0072 0.0081
Loa Loa (eye worm) zinc metallopeptidase 4 0.0341 0.2079 0.2415
Schistosoma mansoni cpg binding protein 0.0015 0.0072 0.0082
Toxoplasma gondii shikimate dehydrogenase substrate binding domain-containing protein 0.1625 1 1
Echinococcus granulosus endothelin converting enzyme 1 0.1399 0.8603 1
Loa Loa (eye worm) hypothetical protein 0.1058 0.6502 0.7557
Echinococcus granulosus BC026374 protein S09 family 0.0041 0.0235 0.027
Schistosoma mansoni hypothetical protein 0.0365 0.223 0.259
Mycobacterium ulcerans carboxylesterase, LipT 0.0041 0.0235 0.0232
Schistosoma mansoni 3-dehydroquinate synthase 0.0633 0.388 0.4508
Schistosoma mansoni cpg binding protein 0.0016 0.0078 0.0088
Onchocerca volvulus 0.0041 0.0235 0.0388
Trypanosoma brucei 6-phosphofructo-2-kinase/fructose-2,6-biphosphatase, putative 0.0029 0.0156 0.3917
Trypanosoma brucei 6-phosphofructo-2-kinase 2 0.0066 0.0387 0.9821
Brugia malayi Carboxylesterase family protein 0.0041 0.0235 0.027
Loa Loa (eye worm) histone methyltransferase 0.0005 0.0008 0.0006
Echinococcus multilocularis acetylcholinesterase 0.0246 0.1493 0.1734
Leishmania major 6-phosphofructo-2-kinase/fructose-2,6-biphosphatase, putative 0.0067 0.0394 1
Schistosoma mansoni 6-phosphofructokinase 0.0067 0.0394 0.0456
Loa Loa (eye worm) peptidase family M13 containing protein 0.1034 0.6352 0.7383
Loa Loa (eye worm) hypothetical protein 0.1058 0.6502 0.7557
Loa Loa (eye worm) hypothetical protein 0.0246 0.1493 0.1733
Echinococcus granulosus histone lysine N methyltransferase MLL3 0.0005 0.0008 0.0007
Brugia malayi CXXC zinc finger family protein 0.0015 0.0072 0.0081
Mycobacterium ulcerans UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.0993 0.6099 0.6098
Leishmania major 6-phosphofructo-2-kinase/fructose-2,6-biphosphatase-1-like protein 0.0029 0.0156 0.3917
Brugia malayi F/Y-rich N-terminus family protein 0.0005 0.0007 0.0006
Loa Loa (eye worm) hypothetical protein 0.0041 0.0235 0.027
Mycobacterium tuberculosis 3-phosphoshikimate 1-carboxyvinyltransferase AroA (5-enolpyruvylshikimate-3-phosphate synthase) (EPSP synthase) (EPSPS) 0.0633 0.388 0.4508
Echinococcus multilocularis cpg binding protein 0.0016 0.0078 0.0088
Mycobacterium leprae probable 3-phosphoshikimate 1-carboxyvinyl transferase AroA (5-ENOLPYRUVYLSHIKIMATE-3-PHOSPHATE SYNTHASE) (EPSP SYNTHASE) (EPSPS 0.1625 1 1
Schistosoma mansoni family M13 unassigned peptidase (M13 family) 0.0706 0.433 0.5032
Trypanosoma cruzi 6-phosphofructo-2-kinase/fructose-2,6-biphosphatase, putative 0.0029 0.0156 0.3917
Echinococcus granulosus 6 phosphofructo 2 kinase:fructose 2 0.0067 0.0394 0.0456
Schistosoma mansoni family M13 non-peptidase homologue (M13 family) 0.0706 0.433 0.5032
Loa Loa (eye worm) hypothetical protein 0.0041 0.0235 0.027
Chlamydia trachomatis UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.0993 0.6099 0.3627

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.82 nM Inhibition of rat acetylcholinesterase (AChE) ChEMBL. 9767635
IC50 (binding) = 0.82 nM Inhibition of rat acetylcholinesterase (AChE) ChEMBL. 9767635
IC50 (binding) = 0.82 nM Inhibition of AChE ChEMBL. 20053484
IC50 (binding) = 83 nM Inhibition of isolated Butyrylcholinesterase (BuChE ) ChEMBL. 9767635
IC50 (binding) = 83 nM Inhibition of isolated Butyrylcholinesterase (BuChE ) ChEMBL. 9767635
IC50 (binding) > 100 nM Inhibitory concentration against rat brain acetylcholinesterase AChE ChEMBL. 9767635
IC50 (binding) > 100 nM Inhibitory concentration against rat brain acetylcholinesterase AChE ChEMBL. 9767635
Ratio (binding) = 101 It is the ratio of IC50 for butyrl cholinesterase (BuChE ) to that of acetylcholinesterase (AChE) ChEMBL. 9767635

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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