Detailed information for compound 179273

Basic information

Technical information
  • TDR Targets ID: 179273
  • Name: 1-[3-[(4-amino-5-fluoro-2-methylquinolin-3-yl )methylsulfanylmethyl]phenyl]-2,2,2-trifluoro ethanol
  • MW: 410.428 | Formula: C20H18F4N2OS
  • H donors: 2 H acceptors: 2 LogP: 4.21 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: Cc1nc2cccc(c2c(c1CSCc1cccc(c1)C(C(F)(F)F)O)N)F
  • InChi: 1S/C20H18F4N2OS/c1-11-14(18(25)17-15(21)6-3-7-16(17)26-11)10-28-9-12-4-2-5-13(8-12)19(27)20(22,23)24/h2-8,19,27H,9-10H2,1H3,(H2,25,26)
  • InChiKey: ABHDJBQOHVWGAS-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1-[3-[(4-amino-5-fluoro-2-methyl-3-quinolyl)methylsulfanylmethyl]phenyl]-2,2,2-trifluoro-ethanol
  • 1-[3-[[(4-amino-5-fluoro-2-methyl-3-quinolyl)methylthio]methyl]phenyl]-2,2,2-trifluoroethanol
  • 1-[3-[(4-azanyl-5-fluoro-2-methyl-quinolin-3-yl)methylsulfanylmethyl]phenyl]-2,2,2-trifluoro-ethanol
  • 1-[3-[[(4-amino-5-fluoro-2-methyl-3-quinolyl)methylthio]methyl]phenyl]-2,2,2-trifluoro-ethanol
  • 1-[3-[(4-amino-5-fluoro-2-methyl-quinolin-3-yl)methylsulfanylmethyl]phenyl]-2,2,2-trifluoro-ethanol

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Torpedo californica Acetylcholinesterase 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
Echinococcus multilocularis 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) 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
Schistosoma japonicum ko:K01049 acetylcholinesterase [EC3.1.1.7], putative 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
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
Echinococcus granulosus 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
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
Echinococcus granulosus 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
Brugia malayi Carboxylesterase family protein Acetylcholinesterase   586 aa 480 aa 24.6 %
Onchocerca volvulus Putative nuclear protein Acetylcholinesterase   586 aa 551 aa 40.7 %
Onchocerca volvulus Acetylcholinesterase   586 aa 564 aa 29.4 %
Echinococcus granulosus BC026374 protein S09 family Acetylcholinesterase   586 aa 648 aa 32.6 %
Echinococcus granulosus neuroligin Acetylcholinesterase   586 aa 493 aa 21.5 %
Drosophila melanogaster CG10175 gene product from transcript CG10175-RE Acetylcholinesterase   586 aa 535 aa 31.4 %
Loa Loa (eye worm) hypothetical protein Acetylcholinesterase   586 aa 509 aa 24.8 %
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) Acetylcholinesterase   586 aa 602 aa 24.4 %
Onchocerca volvulus Acetylcholinesterase   586 aa 562 aa 25.1 %
Onchocerca volvulus Carnitine O-palmitoyltransferase 2, mitochondrial homolog Acetylcholinesterase   586 aa 552 aa 37.7 %
Loa Loa (eye worm) hypothetical protein Acetylcholinesterase   586 aa 571 aa 25.0 %
Echinococcus multilocularis BC026374 protein (S09 family) Acetylcholinesterase   586 aa 643 aa 32.2 %
Onchocerca volvulus Molybdopterin synthase catalytic subunit homolog Acetylcholinesterase   586 aa 588 aa 28.1 %
Brugia malayi Carboxylesterase family protein Acetylcholinesterase   586 aa 546 aa 29.3 %
Onchocerca volvulus Acetylcholinesterase   586 aa 612 aa 25.5 %
Schistosoma japonicum ko:K01050 cholinesterase [EC3.1.1.8], putative Acetylcholinesterase   586 aa 577 aa 33.6 %
Echinococcus multilocularis neuroligin Acetylcholinesterase   586 aa 487 aa 23.0 %
Schistosoma mansoni gliotactin Acetylcholinesterase   586 aa 474 aa 31.6 %
Brugia malayi Carboxylesterase family protein Acetylcholinesterase   586 aa 592 aa 28.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trypanosoma brucei trypanothione reductase 0.0075 0.248 1
Brugia malayi Bromodomain containing protein 0.0074 0.246 0.5229
Loa Loa (eye worm) hypothetical protein 0.0021 0.0017 0.0035
Brugia malayi Carboxylesterase family protein 0.0123 0.469 1
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.0026 0.0249 0.0249
Schistosoma mansoni acetylcholinesterase 0.0021 0.0017 0.0017
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0036 0.0692 0.1446
Loa Loa (eye worm) hypothetical protein 0.007 0.2266 0.4833
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0021 0.0017 0.0017
Brugia malayi Thioredoxin reductase 0.0075 0.248 0.5273
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0189 0.7723 1
Loa Loa (eye worm) hypothetical protein 0.0021 0.0017 0.0035
Loa Loa (eye worm) carboxylesterase 0.0123 0.469 1
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.0026 0.0249 1
Toxoplasma gondii thioredoxin reductase 0.0075 0.248 1
Giardia lamblia NADH oxidase lateral transfer candidate 0.0026 0.0249 0.5
Loa Loa (eye worm) hypothetical protein 0.0021 0.0017 0.0035
Schistosoma mansoni gliotactin 0.0021 0.0017 0.0017
Echinococcus multilocularis fetal alzheimer antigen, falz 0.0022 0.0086 0.015
Onchocerca volvulus 0.0021 0.0017 0.5
Loa Loa (eye worm) hypothetical protein 0.0042 0.0996 0.2124
Schistosoma mansoni BC026374 protein (S09 family) 0.0021 0.0017 0.0017
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0059 0.1768 0.3747
Brugia malayi PHD-finger family protein 0.0025 0.0194 0.0379
Loa Loa (eye worm) glutathione reductase 0.0075 0.248 0.5289
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.017 0.6854 0.8872
Loa Loa (eye worm) hypothetical protein 0.004 0.091 0.194
Mycobacterium tuberculosis Probable oxidoreductase 0.0189 0.7723 1
Brugia malayi glutathione reductase 0.0075 0.248 0.5273
Onchocerca volvulus 0.0021 0.0017 0.5
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.017 0.6854 0.8872
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0075 0.248 0.3197
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.0026 0.0249 0.0498
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.0026 0.0249 0.0498
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0026 0.0249 0.5
Onchocerca volvulus 0.0021 0.0017 0.5
Echinococcus granulosus carboxylesterase 5A 0.0123 0.469 1
Plasmodium vivax glutathione reductase, putative 0.0075 0.248 1
Mycobacterium tuberculosis Putative ferredoxin reductase 0.017 0.6854 0.8872
Echinococcus multilocularis acetylcholinesterase 0.0123 0.469 1
Trypanosoma cruzi trypanothione reductase, putative 0.0075 0.248 1
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0059 0.1768 0.3747
Loa Loa (eye worm) thioredoxin reductase 0.0075 0.248 0.5289
Loa Loa (eye worm) carboxylesterase 0.0021 0.0017 0.0035
Echinococcus granulosus thioredoxin glutathione reductase 0.0076 0.2526 0.537
Trichomonas vaginalis mercuric reductase, putative 0.0026 0.0249 1
Mycobacterium ulcerans flavoprotein disulfide reductase 0.0026 0.0249 1
Mycobacterium tuberculosis Probable soluble pyridine nucleotide transhydrogenase SthA (STH) (NAD(P)(+) transhydrogenase [B-specific]) (nicotinamide nucleot 0.0026 0.0249 0.0302
Loa Loa (eye worm) hypothetical protein 0.0021 0.0017 0.0035
Loa Loa (eye worm) carboxylesterase 0.0021 0.0017 0.0035
Plasmodium falciparum thioredoxin reductase 0.0075 0.248 1
Brugia malayi Bromodomain containing protein 0.0038 0.0799 0.1675
Loa Loa (eye worm) acetylcholinesterase 1 0.0123 0.469 1
Loa Loa (eye worm) hypothetical protein 0.0021 0.0017 0.0035
Schistosoma mansoni bromodomain containing protein 0.0063 0.193 0.193
Brugia malayi Carboxylesterase family protein 0.0123 0.469 1
Echinococcus multilocularis acetylcholinesterase 0.0123 0.469 1
Plasmodium vivax thioredoxin reductase, putative 0.0075 0.248 1
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0026 0.0249 0.5
Loa Loa (eye worm) hypothetical protein 0.0021 0.0017 0.0035
Treponema pallidum NADH oxidase 0.0026 0.0249 0.5
Schistosoma mansoni acetyl-CoA C-acetyltransferase 0.0022 0.0086 0.0086
Onchocerca volvulus 0.0021 0.0017 0.5
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0021 0.0017 0.0017
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0189 0.7723 1
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.017 0.6854 0.8872
Loa Loa (eye worm) hypothetical protein 0.0123 0.469 1
Echinococcus multilocularis thioredoxin glutathione reductase 0.0076 0.2526 0.537
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.0026 0.0249 0.0498
Echinococcus granulosus acetylcholinesterase 0.0123 0.469 1
Schistosoma mansoni neuroligin 3 (S09 family) 0.0021 0.0017 0.0017
Mycobacterium tuberculosis Probable reductase 0.017 0.6854 0.8872
Plasmodium falciparum glutathione reductase 0.0075 0.248 1
Echinococcus multilocularis carboxylesterase 5A 0.0123 0.469 1
Echinococcus granulosus acetylcholinesterase 0.0123 0.469 1
Trichomonas vaginalis glutathione reductase, putative 0.0026 0.0249 1
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0189 0.7723 1
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0036 0.0692 0.1446
Mycobacterium tuberculosis Probable dehydrogenase 0.017 0.6854 0.8872
Onchocerca volvulus 0.0021 0.0017 0.5
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0021 0.0017 0.0017
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.0026 0.0249 1
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0026 0.0249 0.5
Loa Loa (eye worm) hypothetical protein 0.0038 0.0803 0.1711
Echinococcus granulosus fetal alzheimer antigen falz 0.0022 0.0086 0.015
Loa Loa (eye worm) hypothetical protein 0.0123 0.469 1
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0123 0.469 0.469
Loa Loa (eye worm) hypothetical protein 0.0021 0.0017 0.0035
Leishmania major trypanothione reductase 0.0075 0.248 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 11000 nM Inhibition of activity against Torpedo Ray acetylcholinesterase. ChEMBL. 11563919
IC50 (binding) = 11000 nM Inhibition of activity against Torpedo Ray acetylcholinesterase. ChEMBL. 11563919

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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