Detailed information for compound 315941

Basic information

Technical information
  • TDR Targets ID: 315941
  • Name: (E)-N-benzyl-3-thiophen-2-ylprop-2-enamide
  • MW: 243.324 | Formula: C14H13NOS
  • H donors: 1 H acceptors: 1 LogP: 2.84 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(/C=C/c1cccs1)NCc1ccccc1
  • InChi: 1S/C14H13NOS/c16-14(9-8-13-7-4-10-17-13)15-11-12-5-2-1-3-6-12/h1-10H,11H2,(H,15,16)/b9-8+
  • InChiKey: DETUOSNESIDUDE-CMDGGOBGSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (E)-N-benzyl-3-(2-thienyl)prop-2-enamide
  • (E)-N-benzyl-3-(2-thienyl)-2-propenamide
  • (E)-N-(phenylmethyl)-3-thiophen-2-yl-prop-2-enamide
  • (E)-N-benzyl-3-(2-thienyl)acrylamide
  • (E)-N-(phenylmethyl)-3-thiophen-2-ylprop-2-enamide
  • N-(phenylmethyl)-3-thiophen-2-ylprop-2-enamide
  • (E)-N-(phenylmethyl)-3-(2-thienyl)prop-2-enamide
  • N-(phenylmethyl)-3-(2-thienyl)prop-2-enamide
  • N-(benzyl)-3-(2-thienyl)acrylamide
  • (E)-N-(benzyl)-3-(2-thienyl)acrylamide
  • N-(phenylmethyl)-3-thiophen-2-yl-prop-2-enamide
  • IVK/8156414
  • MLS001006418
  • SMR000349373
  • ZINC02708269

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens breast cancer 1, early onset Starlite/ChEMBL No references
Homo sapiens ubiquitin specific peptidase 1 Starlite/ChEMBL No references
Homo sapiens TAR DNA binding protein Starlite/ChEMBL No references
Homo sapiens nuclear factor, erythroid 2-like 2 Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein Get druggable targets OG5_132461 All targets in OG5_132461
Echinococcus multilocularis tar DNA binding protein Get druggable targets OG5_132461 All targets in OG5_132461
Schistosoma mansoni tar DNA-binding protein Get druggable targets OG5_132461 All targets in OG5_132461
Brugia malayi RNA binding protein Get druggable targets OG5_132461 All targets in OG5_132461
Loa Loa (eye worm) TAR-binding protein Get druggable targets OG5_132461 All targets in OG5_132461
Schistosoma mansoni tar DNA-binding protein Get druggable targets OG5_132461 All targets in OG5_132461
Brugia malayi RNA recognition motif domain containing protein Get druggable targets OG5_132461 All targets in OG5_132461
Brugia malayi TAR-binding protein Get druggable targets OG5_132461 All targets in OG5_132461
Schistosoma mansoni tar DNA-binding protein Get druggable targets OG5_132461 All targets in OG5_132461
Schistosoma japonicum TAR DNA-binding protein 43, putative Get druggable targets OG5_132461 All targets in OG5_132461
Schistosoma mansoni tar DNA-binding protein Get druggable targets OG5_132461 All targets in OG5_132461
Echinococcus granulosus tar DNA binding protein Get druggable targets OG5_132461 All targets in OG5_132461
Schistosoma japonicum TAR DNA-binding protein 43, putative Get druggable targets OG5_132461 All targets in OG5_132461
Schistosoma mansoni tar DNA-binding protein Get druggable targets OG5_132461 All targets in OG5_132461
Loa Loa (eye worm) RNA binding protein Get druggable targets OG5_132461 All targets in OG5_132461
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trypanosoma cruzi DNA topoisomerase II, putative 0.0191 0.85 1
Trichomonas vaginalis DNA topoisomerase II, putative 0.0213 1 0.5
Plasmodium vivax DNA topoisomerase II, putative 0.0213 1 1
Mycobacterium ulcerans DNA gyrase subunit B 0.007 0 0.5
Schistosoma mansoni DNA topoisomerase II 0.0213 1 1
Mycobacterium tuberculosis DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) 0.007 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0143 0.5096 0.4859
Onchocerca volvulus DNA topoisomerase 2 homolog 0.0154 0.5902 0.5
Trypanosoma brucei DNA topoisomerase II beta, putative 0.0191 0.85 1
Loa Loa (eye worm) hypothetical protein 0.0094 0.1684 0.1282
Wolbachia endosymbiont of Brugia malayi DNA gyrase, topoisomerase II, B subunit, GyrB 0.007 0 0.5
Trypanosoma brucei DNA topoisomerase II alpha, putative 0.0191 0.85 1
Brugia malayi Probable DNA topoisomerase II 0.0213 1 1
Leishmania major DNA topoisomerase ii 0.0191 0.85 1
Toxoplasma gondii DNA topoisomerase 2, putative 0.0213 1 1
Onchocerca volvulus Putative DNA topoisomerase 2, mitochondrial 0.0154 0.5902 0.5
Trypanosoma cruzi DNA topoisomerase II, putative 0.0191 0.85 1
Loa Loa (eye worm) hypothetical protein 0.0143 0.5096 0.4859
Entamoeba histolytica DNA topoisomerase II, putative 0.0213 1 0.5
Brugia malayi DNA topoisomerase II, alpha isozyme 0.0213 1 1
Onchocerca volvulus DNA topoisomerase 2 homolog 0.0154 0.5902 0.5
Giardia lamblia DNA topoisomerase II 0.0203 0.9342 0.5
Echinococcus multilocularis DNA topoisomerase 2 alpha 0.0213 1 1
Echinococcus granulosus DNA topoisomerase 2 alpha 0.0213 1 1
Chlamydia trachomatis DNA gyrase subunit B 0.0115 0.3184 1
Loa Loa (eye worm) TOPoisomerase family member 0.0213 1 1
Plasmodium falciparum DNA topoisomerase 2 0.0213 1 1
Loa Loa (eye worm) hypothetical protein 0.0094 0.1684 0.1282
Treponema pallidum DNA gyrase, subunit B (gyrB) 0.007 0 0.5

Activities

Activity type Activity value Assay description Source Reference
Inhibition (functional) = 7.35 % Percent of growth inhibition of Trypanosoma cruzi (Y strain) epimastigote forms at compound concentration of 1 mg/mL after incubation for 98 hr ChEMBL. 15713399
Inhibition (functional) = 7.35 % Percent of growth inhibition of Trypanosoma cruzi (Y strain) epimastigote forms at compound concentration of 1 mg/mL after incubation for 98 hr ChEMBL. 15713399
Inhibition (functional) = 10.72 % Percent of growth inhibition of Trypanosoma cruzi (Y strain) epimastigote forms at compound concentration of 1 mg/mL after incubation for 72 hr ChEMBL. 15713399
Inhibition (functional) = 10.72 % Percent of growth inhibition of Trypanosoma cruzi (Y strain) epimastigote forms at compound concentration of 1 mg/mL after incubation for 72 hr ChEMBL. 15713399
Inhibition (functional) = 13.24 % Percent of growth inhibition of Trypanosoma cruzi (Y strain) epimastigote forms at compound concentration of 10 mg/mL after incubation for 98 hr ChEMBL. 15713399
Inhibition (functional) = 13.24 % Percent of growth inhibition of Trypanosoma cruzi (Y strain) epimastigote forms at compound concentration of 10 mg/mL after incubation for 98 hr ChEMBL. 15713399
Inhibition (functional) = 15 % Percent of growth inhibition of Trypanosoma cruzi (Y strain) epimastigote forms at compound concentration of 1 mg/mL after incubation for 48 hr ChEMBL. 15713399
Inhibition (functional) = 15 % Percent of growth inhibition of Trypanosoma cruzi (Y strain) epimastigote forms at compound concentration of 1 mg/mL after incubation for 48 hr ChEMBL. 15713399
Inhibition (functional) = 17.39 % Percent of growth inhibition of Trypanosoma cruzi (Y strain) epimastigote forms at compound concentration of 1 mg/mL after incubation for 24 hr ChEMBL. 15713399
Inhibition (functional) = 17.39 % Percent of growth inhibition of Trypanosoma cruzi (Y strain) epimastigote forms at compound concentration of 10 mg/mL after incubation for 24 hr ChEMBL. 15713399
Inhibition (functional) = 17.39 % Percent of growth inhibition of Trypanosoma cruzi (Y strain) epimastigote forms at compound concentration of 1 mg/mL after incubation for 24 hr ChEMBL. 15713399
Inhibition (functional) = 17.39 % Percent of growth inhibition of Trypanosoma cruzi (Y strain) epimastigote forms at compound concentration of 10 mg/mL after incubation for 24 hr ChEMBL. 15713399
Inhibition (functional) = 19.64 % Percent of growth inhibition of Trypanosoma cruzi (Y strain) epimastigote forms at compound concentration of 10 mg/mL after incubation for 72 hr ChEMBL. 15713399
Inhibition (functional) = 19.64 % Percent of growth inhibition of Trypanosoma cruzi (Y strain) epimastigote forms at compound concentration of 10 mg/mL after incubation for 72 hr ChEMBL. 15713399
Inhibition (functional) = 22.5 % Percent of growth inhibition of Trypanosoma cruzi (Y strain) epimastigote forms at compound concentration of 10 mg/mL after incubation for 48 hr ChEMBL. 15713399
Inhibition (functional) = 22.5 % Percent of growth inhibition of Trypanosoma cruzi (Y strain) epimastigote forms at compound concentration of 10 mg/mL after incubation for 48 hr ChEMBL. 15713399
Inhibition (functional) = 39.13 % Percent of growth inhibition of Trypanosoma cruzi (Y strain) epimastigote forms at compound concentration of 100 mg/mL after incubation for 24 hr ChEMBL. 15713399
Inhibition (functional) = 39.13 % Percent of growth inhibition of Trypanosoma cruzi (Y strain) epimastigote forms at compound concentration of 100 mg/mL after incubation for 24 hr ChEMBL. 15713399
Inhibition (functional) = 47.5 % Percent of growth inhibition of Trypanosoma cruzi (Y strain) epimastigote forms at compound concentration of 100 mg/mL after incubation for 48 hr ChEMBL. 15713399
Inhibition (functional) = 47.5 % Percent of growth inhibition of Trypanosoma cruzi (Y strain) epimastigote forms at compound concentration of 100 mg/mL after incubation for 48 hr ChEMBL. 15713399
Inhibition (functional) = 55.36 % Percent of growth inhibition of Trypanosoma cruzi (Y strain) epimastigote forms at compound concentration of 100 mg/mL after incubation for 72 hr ChEMBL. 15713399
Inhibition (functional) = 55.36 % Percent of growth inhibition of Trypanosoma cruzi (Y strain) epimastigote forms at compound concentration of 100 mg/mL after incubation for 72 hr ChEMBL. 15713399
Inhibition (functional) = 57.35 % Percent of growth inhibition of Trypanosoma cruzi (Y strain) epimastigote forms at compound concentration of 100 mg/mL after incubation for 98 hr ChEMBL. 15713399
Inhibition (functional) = 57.35 % Percent of growth inhibition of Trypanosoma cruzi (Y strain) epimastigote forms at compound concentration of 100 mg/mL after incubation for 98 hr ChEMBL. 15713399
Potency (functional) 0.7943 uM PubChem BioAssay. Inhibitors of USP1/UAF1: Primary Screen. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 11.6891 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 96 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488745, AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) 12.5893 uM PubChem BioAssay. qHTS of TDP-43 Inhibitors. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 14.1254 uM PubChem BioAssay. qHTS Assay to Identify Small Molecule Activators of BRCA1 Expression. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 16.3601 uM PUBCHEM_BIOASSAY: Nrf2 qHTS screen for inhibitors. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID493153, AID493163, AID504648] ChEMBL. No reference
Potency (functional) 18.526 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 48 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) 23.0999 uM PUBCHEM_BIOASSAY: qHTS screen for small molecules that inhibit ELG1-dependent DNA repair in human embryonic kidney (HEK293T) cells expressing luciferase-tagged ELG1. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID493107, AID493125] ChEMBL. No reference
Potency (binding) 31.6228 uM PubChem BioAssay. qHTS Assay for Inhibitors of MBNL1-poly(CUG) RNA binding. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 35.4813 um PUBCHEM_BIOASSAY: qHTS Assay for Enhancers of SMN2 Splice Variant Expression. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 89.1251 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of Polymerase Iota. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588623] ChEMBL. No reference
Potency (functional) 100 uM PUBCHEM_BIOASSAY: HTS for Inhibitors of HP1-beta Chromodomain Interactions with Methylated Histone Tails. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488962] ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23

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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