Detailed information for compound 336778

Basic information

Technical information
  • TDR Targets ID: 336778
  • Name: 1-(4-bromothiophen-2-yl)-2-[(2-prop-2-enoxyph enyl)methylamino]ethanol
  • MW: 368.289 | Formula: C16H18BrNO2S
  • H donors: 2 H acceptors: 1 LogP: 3.16 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: C=CCOc1ccccc1CNCC(c1scc(c1)Br)O
  • InChi: 1S/C16H18BrNO2S/c1-2-7-20-15-6-4-3-5-12(15)9-18-10-14(19)16-8-13(17)11-21-16/h2-6,8,11,14,18-19H,1,7,9-10H2
  • InChiKey: ZBHDWQSXKZJWRC-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[(2-allyloxyphenyl)methylamino]-1-(4-bromo-2-thienyl)ethanol
  • 2-[(2-allyloxybenzyl)amino]-1-(4-bromo-2-thienyl)ethanol

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Staphylococcus aureus Phenylalanyl-tRNA synthetase alpha chain Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Plasmodium berghei phenylalanine--tRNA ligase alpha subunit, putative Get druggable targets OG5_127036 All targets in OG5_127036
Echinococcus granulosus phenylalanyl tRNA synthetase alpha chain B Get druggable targets OG5_127036 All targets in OG5_127036
Leishmania braziliensis phenylalanyl-tRNA synthetase alpha chain, putative Get druggable targets OG5_127036 All targets in OG5_127036
Leishmania infantum phenylalanyl-tRNA synthetase alpha chain, putative Get druggable targets OG5_127036 All targets in OG5_127036
Trypanosoma brucei gambiense phenylalanyl-tRNA synthetase alpha chain, putative Get druggable targets OG5_127036 All targets in OG5_127036
Brugia malayi phenylalanyl (f) trna synthetase protein 1 Get druggable targets OG5_127036 All targets in OG5_127036
Babesia bovis phenylalanyl-tRNA synthetase family protein Get druggable targets OG5_127036 All targets in OG5_127036
Trypanosoma cruzi phenylalanyl-tRNA synthetase alpha chain, putative Get druggable targets OG5_127036 All targets in OG5_127036
Plasmodium falciparum phenylalanine--tRNA ligase alpha subunit Get druggable targets OG5_127036 All targets in OG5_127036
Trypanosoma brucei phenylalanyl-tRNA synthetase alpha chain, putative Get druggable targets OG5_127036 All targets in OG5_127036
Cryptosporidium parvum putative phenylalanyl-tRNA synthetase Get druggable targets OG5_127036 All targets in OG5_127036
Giardia lamblia Phenylalanyl-tRNA synthetase alpha chain Get druggable targets OG5_127036 All targets in OG5_127036
Mycobacterium ulcerans phenylalanyl-tRNA synthetase subunit alpha Get druggable targets OG5_127036 All targets in OG5_127036
Cryptosporidium hominis phenylalanyl-trna synthetase-like protein Get druggable targets OG5_127036 All targets in OG5_127036
Trichomonas vaginalis phenylalanyl-tRNA synthetase alpha chain, putative Get druggable targets OG5_127036 All targets in OG5_127036
Toxoplasma gondii phenylalanyl-tRNA synthetase alpha chain A, putative Get druggable targets OG5_127036 All targets in OG5_127036
Schistosoma mansoni phenylalanyl-tRNA synthetase subunit alpha Get druggable targets OG5_127036 All targets in OG5_127036
Candida albicans phenylalanyl-tRNA synthetase Get druggable targets OG5_127036 All targets in OG5_127036
Neospora caninum hypothetical protein Get druggable targets OG5_127036 All targets in OG5_127036
Leishmania donovani phenylalanyl-tRNA synthetase alpha chain, putative Get druggable targets OG5_127036 All targets in OG5_127036
Candida albicans phenylalanyl-tRNA synthetase Get druggable targets OG5_127036 All targets in OG5_127036
Entamoeba histolytica phenylalanyl-tRNA synthetase alpha subunit, putative Get druggable targets OG5_127036 All targets in OG5_127036
Mycobacterium leprae Probable phenylalanyl-tRNA synthetase, alpha chain PheS Get druggable targets OG5_127036 All targets in OG5_127036
Echinococcus multilocularis phenylalanyl tRNA synthetase alpha chain B Get druggable targets OG5_127036 All targets in OG5_127036
Plasmodium yoelii phenylalanyl-tRNA synthetase, putative Get druggable targets OG5_127036 All targets in OG5_127036
Plasmodium vivax phenylalanine--tRNA ligase alpha subunit, putative Get druggable targets OG5_127036 All targets in OG5_127036
Chlamydia trachomatis phenylalanine--tRNA ligase subunit alpha Get druggable targets OG5_127036 All targets in OG5_127036
Leishmania mexicana phenylalanyl-tRNA synthetase alpha chain, putative Get druggable targets OG5_127036 All targets in OG5_127036
Leishmania major phenylalanyl-tRNA synthetase alpha chain, putative Get druggable targets OG5_127036 All targets in OG5_127036
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127036 All targets in OG5_127036
Plasmodium knowlesi phenylalanine--tRNA ligase alpha subunit, putative Get druggable targets OG5_127036 All targets in OG5_127036
Schistosoma japonicum ko:K01889 phenylalanyl-tRNA synthetase alpha chain [EC6.1.1.20A], putative Get druggable targets OG5_127036 All targets in OG5_127036
Mycobacterium tuberculosis Probable phenylalanyl-tRNA synthetase, alpha chain PheS Get druggable targets OG5_127036 All targets in OG5_127036
Wolbachia endosymbiont of Brugia malayi phenylalanyl-tRNA synthetase subunit alpha Get druggable targets OG5_127036 All targets in OG5_127036
Trypanosoma congolense phenylalanyl-tRNA synthetase alpha chain, putative Get druggable targets OG5_127036 All targets in OG5_127036
Treponema pallidum phenylalanyl-tRNA synthetase subunit alpha Get druggable targets OG5_127036 All targets in OG5_127036
Theileria parva phenylalanyl-tRNA synthetase alpha chain, putative Get druggable targets OG5_127036 All targets in OG5_127036
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Candida albicans phenylalanine--tRNA ligase Phenylalanyl-tRNA synthetase alpha chain   352 aa 314 aa 27.1 %
Echinococcus granulosus phenylalanyl tRNA synthetase Phenylalanyl-tRNA synthetase alpha chain   352 aa 291 aa 29.6 %
Theileria parva phenylalanyl-tRNA synthetase, putative Phenylalanyl-tRNA synthetase alpha chain   352 aa 315 aa 24.4 %
Echinococcus multilocularis phenylalanyl tRNA synthetase Phenylalanyl-tRNA synthetase alpha chain   352 aa 315 aa 28.3 %
Candida albicans phenylalanine--tRNA ligase Phenylalanyl-tRNA synthetase alpha chain   352 aa 314 aa 27.1 %
Onchocerca volvulus Presenilins-associated rhomboid-like protein, mitochondrial homolog Phenylalanyl-tRNA synthetase alpha chain   352 aa 396 aa 25.0 %
Babesia bovis phenylalanine-tRNA ligase, putative Phenylalanyl-tRNA synthetase alpha chain   352 aa 359 aa 24.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Toxoplasma gondii phenylalanyl-tRNA synthetase alpha chain A, putative 0.0088 0.1743 1
Trichomonas vaginalis plasma membrane calcium-transporting ATPase, putative 0.0028 0.0256 0.147
Loa Loa (eye worm) hypothetical protein 0.0041 0.0565 0.3243
Schistosoma mansoni ATPase 0.0028 0.0256 0.0864
Loa Loa (eye worm) hypothetical protein 0.0069 0.1269 0.7284
Plasmodium falciparum phenylalanine--tRNA ligase alpha subunit 0.0088 0.1743 1
Giardia lamblia Phenylalanyl-tRNA synthetase alpha chain 0.0088 0.1743 1
Brugia malayi Membrane calcium atpase protein 3 0.0023 0.0115 0.0663
Loa Loa (eye worm) hypothetical protein 0.0051 0.0821 0.4712
Giardia lamblia Potassium-transporting ATPase alpha chain 1 0.0064 0.1129 0.6227
Mycobacterium tuberculosis Probable phenylalanyl-tRNA synthetase, alpha chain PheS 0.0422 1 1
Plasmodium falciparum non-SERCA-type Ca2+ -transporting P-ATPase 0.0028 0.0256 0.0864
Leishmania major vacuolar-type Ca2 -ATPase, putative 0.0028 0.0256 0.147
Plasmodium vivax calcium-transporting ATPase, putative 0.0028 0.0256 0.0449
Trypanosoma cruzi plasma membrane Ca2+ ATPase 0.0028 0.0256 0.147
Echinococcus multilocularis Tetracycline resistance leader peptide, TetL 0.0028 0.0256 0.0864
Leishmania major vacuolar-type Ca2 -ATPase, putative 0.0028 0.0256 0.147
Schistosoma mansoni phenylalanyl-tRNA synthetase mitochondrial 0.0026 0.0186 0.0435
Trypanosoma brucei calcium motive p-type ATPase, putative 0.0023 0.0115 0.0663
Schistosoma mansoni ATPase 0.0028 0.0256 0.0864
Trypanosoma cruzi calcium motive p-type ATPase, putative 0.0023 0.0115 0.0663
Mycobacterium ulcerans phenylalanyl-tRNA synthetase subunit alpha 0.0422 1 1
Plasmodium vivax phenylalanine--tRNA ligase alpha subunit, putative 0.0088 0.1743 1
Trypanosoma brucei phenylalanyl-tRNA synthetase alpha chain, putative 0.0088 0.1743 1
Brugia malayi phenylalanyl (f) trna synthetase protein 1 0.0088 0.1743 1
Echinococcus multilocularis calcium transporting ATPase type 2C member 0.0028 0.0256 0.0864
Brugia malayi Sodium/potassium-transporting ATPase alpha chain, putative 0.006 0.1043 0.5988
Onchocerca volvulus 0.0069 0.1269 0.5
Leishmania major phenylalanyl-tRNA synthetase alpha chain, putative 0.0088 0.1743 1
Leishmania major calcium-transporting ATPase, putative 0.0023 0.0115 0.0663
Loa Loa (eye worm) phenylalanyl-tRNA synthetase 0.0026 0.0186 0.1069
Brugia malayi Calcium-transporting ATPase sarcoplasmic/endoplasmic reticulum type 0.0023 0.0115 0.0663
Toxoplasma gondii calcium-translocating P-type ATPase, PMCA-type protein 0.0028 0.0256 0.147
Trypanosoma brucei calcium-translocating P-type ATPase 0.0023 0.0115 0.0663
Toxoplasma gondii P-type ATPase4, putative 0.0028 0.0256 0.147
Schistosoma mansoni Na+/K+ transporting ATPase subunit alpha 0.0069 0.1269 0.7092
Echinococcus multilocularis Na+:K+ ATPase alpha subunit 0.0064 0.1129 0.6227
Plasmodium vivax P-type ATPase4, putative 0.0028 0.0256 0.0449
Trichomonas vaginalis phenylalanyl-tRNA synthetase alpha chain, putative 0.0088 0.1743 1
Trypanosoma brucei vacuolar-type Ca2+-ATPase, putative 0.0028 0.0256 0.147
Trichomonas vaginalis plasma membrane calcium-transporting ATPase, putative 0.0028 0.0256 0.147
Trichomonas vaginalis plasma membrane calcium-transporting ATPase, putative 0.0023 0.0115 0.0663
Trypanosoma cruzi Calcium ATPase SERCA-like 0.0028 0.0256 0.147
Giardia lamblia Plasma membrane calcium-transporting ATPase 2 0.0028 0.0256 0.0864
Plasmodium falciparum phenylalanine--tRNA ligase 0.0026 0.0186 0.0435
Mycobacterium ulcerans metal cation transporter p-type ATPase a 0.0069 0.1269 0.1243
Leishmania major calcium motive p-type ATPase, putative 0.0023 0.0115 0.0663
Brugia malayi phenylalanyl-tRNA synthetase, mitochondrial precursor, putative 0.0026 0.0186 0.1069
Trypanosoma cruzi phenylalanyl-tRNA synthetase alpha chain, putative 0.0088 0.1743 1
Mycobacterium ulcerans metal cation-transporting p-type ATPase F, CtpF 0.0028 0.0256 0.0227
Loa Loa (eye worm) sodium/potassium-transporting ATPase subunit alpha 0.006 0.1043 0.5988
Treponema pallidum phenylalanyl-tRNA synthetase subunit alpha 0.0088 0.1743 0.5
Trichomonas vaginalis cation-transporting ATPase, putative 0.0028 0.0256 0.147
Echinococcus multilocularis phenylalanyl tRNA synthetase 0.0026 0.0186 0.0435
Echinococcus granulosus calcium transporting ATPase type 2C member 0.0028 0.0256 0.0864
Wolbachia endosymbiont of Brugia malayi phenylalanyl-tRNA synthetase subunit alpha 0.0422 1 0.5
Loa Loa (eye worm) Na,K-ATPase alpha subunit 0.0069 0.1269 0.7284
Schistosoma mansoni phenylalanyl-tRNA synthetase subunit alpha 0.0088 0.1743 1
Trichomonas vaginalis plasma membrane calcium-transporting ATPase, putative 0.0028 0.0256 0.147
Trypanosoma cruzi calcium motive p-type ATPase, putative 0.0023 0.0115 0.0663
Loa Loa (eye worm) hypothetical protein 0.005 0.0787 0.4518
Trypanosoma cruzi plasma membrane Ca2+ ATPase 0.0028 0.0256 0.147
Trichomonas vaginalis cation-transporting ATPase fungi, putative 0.0028 0.0256 0.147
Echinococcus granulosus Na:K ATPase alpha subunit 0.0064 0.1129 0.6227
Schistosoma mansoni na+/k+ atpase alpha subunit 0.0064 0.1129 0.6227
Echinococcus granulosus phenylalanyl tRNA synthetase 0.0026 0.0186 0.0435
Toxoplasma gondii Ferredoxin-fold anticodon binding domain-containing protein 0.0026 0.0186 0.1069
Trichomonas vaginalis cation-transporting ATPase, putative 0.0028 0.0256 0.147
Echinococcus multilocularis phenylalanyl tRNA synthetase alpha chain B 0.0088 0.1743 1
Leishmania major calcium-translocating P-type ATPase 0.0028 0.0256 0.147
Echinococcus granulosus phenylalanyl tRNA synthetase alpha chain B 0.0088 0.1743 1
Brugia malayi Na,K-ATPase alpha subunit 0.0069 0.1269 0.7284
Toxoplasma gondii plasma membrane-type Ca(2+)-ATPase A1 PMCAA1 0.0023 0.0115 0.0663
Entamoeba histolytica phenylalanyl-tRNA synthetase alpha subunit, putative 0.0088 0.1743 1
Trichomonas vaginalis cation-transporting ATPase, putative 0.0028 0.0256 0.147
Loa Loa (eye worm) hypothetical protein 0.0028 0.0256 0.147
Trichomonas vaginalis plasma membrane calcium-transporting ATPase, putative 0.0028 0.0256 0.147
Plasmodium falciparum phenylalanine--tRNA ligase 0.0026 0.0186 0.0435
Trichomonas vaginalis plasma membrane calcium-transporting ATPase, putative 0.0028 0.0256 0.147
Echinococcus multilocularis sarco:endoplasmic reticulum calcium ATPase 0.0028 0.0256 0.0864
Trypanosoma brucei vacuolar-type Ca2+-ATPase 2 0.0028 0.0256 0.147
Trichomonas vaginalis phenylalanyl-tRNA synthetase alpha chain, putative 0.0026 0.0186 0.1069
Mycobacterium leprae Probable phenylalanyl-tRNA synthetase, alpha chain PheS 0.0063 0.1108 1
Leishmania major P-type ATPase, putative 0.0023 0.0115 0.0663
Loa Loa (eye worm) hypothetical protein 0.0088 0.1743 1
Schistosoma mansoni phenylalanyl-tRNA synthetase subunit alpha 0.0026 0.0186 0.0435
Toxoplasma gondii sarco/endoplasmic reticulum Ca2+-ATPase 0.0028 0.0256 0.147
Trypanosoma brucei vacuolar-type Ca2+-ATPase 1 0.0028 0.0256 0.147
Echinococcus granulosus plasma membrane calcium transporting ATPase 2 0.0028 0.0256 0.0864
Trichomonas vaginalis phenylalanyl-tRNA synthetase alpha chain, putative 0.0026 0.0186 0.1069
Echinococcus granulosus sarco:endoplasmic reticulum calcium ATPase 0.0028 0.0256 0.0864

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 18 nM Inhibitory concentration against Staphylococcus aureus Phenylalanyl-tRNA synthetase ChEMBL. 15837314
IC50 (binding) = 18 nM Inhibitory concentration against Staphylococcus aureus Phenylalanyl-tRNA synthetase ChEMBL. 15837314
Inhibition (functional) = 0 % GSK_TCMDC: Inhibition of Plasmodium falciparum 3D7 LDH activity, using an LDH reporter assay. Test compounds present at 2uM ChEMBL. 20485427
Inhibition (functional) = 1.55 % ST_JUDE_LEISH: Cytotoxicity at 2uM final concentration against transgenic Leishmania Mexicana promastigotes LmGLUT1 that are glucose transport deficient and complemented with the human glucose transporter GLUT1. Activity is measured by DNA content using SYBR green in vitro ChEMBL. No reference
Inhibition (functional) = 2.37 % ST_JUDE_LEISH: Cytotoxicity at 2uM final concentration against transgenic Leishmania Mexicana promastigotes LmPfHT that are glucose transport deficient and complemented with the Plasmodium falciparum hexose transporter. Activity is measured by by DNA content using SYBR green in vitro ChEMBL. No reference
Inhibition (functional) = 2.43 % ST_JUDE_LEISH: Cytotoxicity at 2uM final concentration against transgenic Leishmania Mexicana promastigotes LmGT2 that are glucose transport deficient and complemented with the L. Mexicana glucose transporter 2. Activity is measured by by DNA content using SYBR green in vitro ChEMBL. No reference
Inhibition (functional) = 25 % GSK_TCMDC: Percent inhibition of human HepG2 cell line. Test compounds present at 10uM. ChEMBL. 20485427
Inhibition (functional) = 72 % GSK_TCMDC: Inhibition of Plasmodium falciparum Dd2 in whole red blood cells, using parasite LDH activity as an index of growth. Test compounds present at 2uM ChEMBL. 20485427
Inhibition (functional) = 93 % GSK_TCMDC: Inhibition of Plasmodium falciparum 3D7 in whole red blood cells, using parasite LDH activity as an index of growth. Test compounds present at 2uM ChEMBL. 20485427
Inhibition frequency index (IFI) (functional) = 1.64 Inhibition Frequency Index (IFI) GSK. 20485427
Percent growth inhibition (functional) = -4 % Percent inhibition of P. falciparum lactate dehydrogenase activity (at 2 uM) GSK. 20485427
Percent growth inhibition (functional) = 25 % Percent inhibition of HepG2 growth (at 10 uM) GSK. 20485427
Percent growth inhibition (functional) = 72 % Percent inhibition of P. falciparum Dd2 growth (at 2 uM) GSK. 20485427
Percent growth inhibition (functional) = 93 % Percent inhibition of P. falciparum 3D7 growth (at 2 uM) GSK. 20485427
XC50 (functional) = 6.48 XC50 determination of P. falciparum 3D7 growth GSK. 20485427
XC50 (functional) = 0.33178 uM GSK_TCMDC: Inhibition of Plasmodium falciparum 3D7 in whole erythrocytes, using parasite LDH activity as an index of growth. ChEMBL. 20485427

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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