Detailed information for compound 1432827

Basic information

Technical information
  • TDR Targets ID: 1432827
  • Name: 4-[(3-cyano-5,5-dimethyl-4,7-dihydrothieno[4, 5-d]pyran-2-yl)amino]-4-oxobut-2-enoic acid
  • MW: 306.337 | Formula: C14H14N2O4S
  • H donors: 2 H acceptors: 4 LogP: 1.49 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: N#Cc1c(NC(=O)/C=C/C(=O)O)sc2c1CC(C)(C)OC2
  • InChi: 1S/C14H14N2O4S/c1-14(2)5-8-9(6-15)13(21-10(8)7-20-14)16-11(17)3-4-12(18)19/h3-4H,5,7H2,1-2H3,(H,16,17)(H,18,19)/b4-3+
  • InChiKey: UHBDCQFNSGGMEE-ONEGZZNKSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (E)-4-[(3-cyano-5,5-dimethyl-4,7-dihydrothieno[4,5-d]pyran-2-yl)amino]-4-oxobut-2-enoic acid
  • (E)-4-[(3-cyano-5,5-dimethyl-4,7-dihydrothieno[4,5-d]pyran-2-yl)amino]-4-oxo-but-2-enoic acid
  • 4-[(3-cyano-5,5-dimethyl-4,7-dihydrothieno[4,5-d]pyran-2-yl)amino]-4-oxo-but-2-enoic acid
  • (E)-4-[(3-cyano-5,5-dimethyl-4,7-dihydrothieno[4,5-d]pyran-2-yl)amino]-4-keto-but-2-enoic acid
  • 4-[(3-cyano-5,5-dimethyl-4,7-dihydrothieno[4,5-d]pyran-2-yl)amino]-4-keto-but-2-enoic acid
  • MLS000776703
  • SMR000413102
  • STOCK1S-71383
  • (E)-3-(3-Cyano-5,5-dimethyl-4,7-dihydro-5H-thieno[2,3-c]pyran-2-ylcarbamoyl)-acrylic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens lysine (K)-specific methyltransferase 2A Starlite/ChEMBL No references
Homo sapiens multiple endocrine neoplasia I No references
Homo sapiens APEX nuclease (multifunctional DNA repair enzyme) 1 Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus granulosus DNA apurinic or apyrimidinic site lyase Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma japonicum ko:K09188 myeloid/lymphoid or mixed-lineage leukemia protein 3, putative Get druggable targets OG5_130642 All targets in OG5_130642
Trichomonas vaginalis ap endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma japonicum Menin, putative Get druggable targets OG5_133913 All targets in OG5_133913
Leishmania donovani apurinic/apyrimidinic endonuclease-redox protein Get druggable targets OG5_126768 All targets in OG5_126768
Trypanosoma brucei apurinic/apyrimidinic endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma mansoni hypothetical protein Get druggable targets OG5_133913 All targets in OG5_133913
Schistosoma mansoni ap endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma japonicum DNA-(apurinic or apyrimidinic site) lyase 2, putative Get druggable targets OG5_126768 All targets in OG5_126768
Toxoplasma gondii histone lysine methyltransferase SET1 Get druggable targets OG5_130642 All targets in OG5_130642
Plasmodium berghei AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative Get druggable targets OG5_126768 All targets in OG5_126768
Brugia malayi exodeoxyribonuclease III family protein Get druggable targets OG5_126768 All targets in OG5_126768
Echinococcus granulosus dnaJ subfamily B Get druggable targets OG5_133913 All targets in OG5_133913
Schistosoma japonicum DNA-(apurinic or apyrimidinic site) lyase 2, putative Get druggable targets OG5_126768 All targets in OG5_126768
Entamoeba histolytica exodeoxyribonuclease III, putative Get druggable targets OG5_126768 All targets in OG5_126768
Leishmania infantum apurinic/apyrimidinic endonuclease-redox protein Get druggable targets OG5_126768 All targets in OG5_126768
Mycobacterium tuberculosis Probable exodeoxyribonuclease III protein XthA (exonuclease III) (EXO III) (AP endonuclease VI) Get druggable targets OG5_126768 All targets in OG5_126768
Wolbachia endosymbiont of Brugia malayi exonuclease III Get druggable targets OG5_126768 All targets in OG5_126768
Neospora caninum Multidomain chromatinic protein with the following architecture: 3x PHD-bromo-3xPHD-SET domain and associated cysteine cluster a Get druggable targets OG5_130642 All targets in OG5_130642
Schistosoma mansoni ap endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Plasmodium knowlesi AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative Get druggable targets OG5_126768 All targets in OG5_126768
Trypanosoma brucei gambiense apurinic/apyrimidinic endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Loa Loa (eye worm) exodeoxyribonuclease III family protein Get druggable targets OG5_126768 All targets in OG5_126768
Neospora caninum hypothetical protein Get druggable targets OG5_126768 All targets in OG5_126768
Cryptosporidium hominis dna-(apurinic or apyrimidinic site) lyase Get druggable targets OG5_126768 All targets in OG5_126768
Leishmania major apurinic/apyrimidinic endonuclease-redox protein Get druggable targets OG5_126768 All targets in OG5_126768
Theileria parva hypothetical protein Get druggable targets OG5_126768 All targets in OG5_126768
Echinococcus multilocularis DNA (apurinic or apyrimidinic site) lyase Get druggable targets OG5_126768 All targets in OG5_126768
Plasmodium yoelii putative AP endonuclease-related Get druggable targets OG5_126768 All targets in OG5_126768
Treponema pallidum exodeoxyribonuclease (exoA) Get druggable targets OG5_126768 All targets in OG5_126768
Cryptosporidium parvum conserved hypothetical protein Get druggable targets OG5_126768 All targets in OG5_126768
Toxoplasma gondii exonuclease III APE Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma japonicum ko:K10771 AP endonuclease 1, putative Get druggable targets OG5_126768 All targets in OG5_126768
Plasmodium falciparum AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative Get druggable targets OG5_126768 All targets in OG5_126768
Candida albicans similar to S. cerevisiae APN2 (YBL019W) DNA repair apurinic/apyrimidinic endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Plasmodium vivax AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma japonicum ko:K10772 AP endonuclease 2, putative Get druggable targets OG5_126768 All targets in OG5_126768
Mycobacterium ulcerans exodeoxyribonuclease III protein XthA Get druggable targets OG5_126768 All targets in OG5_126768
Giardia lamblia Endonuclease/Exonuclease/phosphatase Get druggable targets OG5_126768 All targets in OG5_126768
Candida albicans similar to S. cerevisiae APN2 (YBL019W) DNA repair apurinic/apyrimidinic endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Leishmania braziliensis apurinic/apyrimidinic endonuclease-redox protein Get druggable targets OG5_126768 All targets in OG5_126768
Trypanosoma congolense apurinic/apyrimidinic endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Trypanosoma cruzi apurinic/apyrimidinic endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma mansoni mixed-lineage leukemia protein mll Get druggable targets OG5_130642 All targets in OG5_130642
Trypanosoma cruzi apurinic/apyrimidinic endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Leishmania mexicana apurinic/apyrimidinic endonuclease-redox protein,AP-endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Trichomonas vaginalis ap endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Echinococcus multilocularis dnaJ subfamily B Get druggable targets OG5_133913 All targets in OG5_133913
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
Loa Loa (eye worm) hypothetical protein 0.0103 0.1627 0.1627
Echinococcus granulosus carboxylesterase 5A 0.061 1 1
Schistosoma mansoni cpg binding protein 0.0037 0.053 0.053
Brugia malayi Carboxylesterase family protein 0.0103 0.1627 0.1627
Brugia malayi Carboxylesterase family protein 0.061 1 1
Loa Loa (eye worm) acetylcholinesterase 1 0.061 1 1
Schistosoma mansoni ap endonuclease 0.0023 0.0299 0.0299
Mycobacterium ulcerans carboxylesterase, LipT 0.0103 0.1627 1
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0103 0.1627 1
Schistosoma mansoni acetylcholinesterase 0.0103 0.1627 0.1627
Trichomonas vaginalis chromodomain helicase DNA binding protein, putative 0.0008 0.0054 0.0332
Trichomonas vaginalis conserved hypothetical protein 0.0008 0.0054 0.0332
Echinococcus multilocularis histone lysine N methyltransferase MLL3 0.0011 0.0102 0.0102
Trichomonas vaginalis chromodomain helicase DNA binding protein, putative 0.0008 0.0054 0.0332
Brugia malayi F/Y-rich N-terminus family protein 0.0011 0.0099 0.0099
Echinococcus granulosus histone lysine N methyltransferase MLL3 0.0011 0.0102 0.0102
Trichomonas vaginalis conserved hypothetical protein 0.0008 0.0054 0.0332
Mycobacterium tuberculosis Carboxylesterase LipT 0.0103 0.1627 1
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0103 0.1627 0.1627
Onchocerca volvulus 0.0103 0.1627 1
Trichomonas vaginalis spcc417.12 protein, putative 0.0103 0.1627 1
Loa Loa (eye worm) carboxylesterase 0.061 1 1
Loa Loa (eye worm) hypothetical protein 0.0103 0.1627 0.1627
Trichomonas vaginalis conserved hypothetical protein 0.0008 0.0054 0.0332
Mycobacterium tuberculosis Probable exodeoxyribonuclease III protein XthA (exonuclease III) (EXO III) (AP endonuclease VI) 0.0023 0.0299 0.1841
Onchocerca volvulus 0.0103 0.1627 1
Echinococcus granulosus para nitrobenzyl esterase 0.0103 0.1627 0.1627
Trichomonas vaginalis helicase, putative 0.0008 0.0054 0.0332
Leishmania major apurinic/apyrimidinic endonuclease-redox protein 0.0023 0.0299 1
Echinococcus multilocularis carboxylesterase 5A 0.061 1 1
Loa Loa (eye worm) histone methyltransferase 0.0011 0.0102 0.0102
Loa Loa (eye worm) carboxylesterase 0.0103 0.1627 0.1627
Trichomonas vaginalis chromodomain-helicase-DNA-binding protein, putative 0.0008 0.0054 0.0332
Toxoplasma gondii histone lysine methyltransferase SET1 0.0066 0.101 1
Echinococcus granulosus family S9 non peptidase ue S09 family 0.0103 0.1627 0.1627
Trypanosoma cruzi apurinic/apyrimidinic endonuclease, putative 0.0023 0.0299 1
Echinococcus multilocularis mixed lineage leukemia protein mll 0.0009 0.0067 0.0067
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.061 1 1
Echinococcus granulosus BC026374 protein S09 family 0.0103 0.1627 0.1627
Onchocerca volvulus 0.0103 0.1627 1
Echinococcus granulosus cpg binding protein 0.0037 0.053 0.053
Toxoplasma gondii exonuclease III APE 0.0023 0.0299 0.2966
Brugia malayi CXXC zinc finger family protein 0.0035 0.0497 0.0497
Echinococcus multilocularis DNA (apurinic or apyrimidinic site) lyase 0.0023 0.0299 0.0299
Trichomonas vaginalis chromodomain helicase DNA binding protein, putative 0.0008 0.0054 0.0332
Schistosoma mansoni gliotactin 0.0103 0.1627 0.1627
Schistosoma mansoni cpg binding protein 0.0035 0.0497 0.0497
Echinococcus multilocularis para nitrobenzyl esterase 0.0103 0.1627 0.1627
Echinococcus multilocularis acetylcholinesterase 0.061 1 1
Loa Loa (eye worm) carboxylesterase 0.0103 0.1627 0.1627
Echinococcus granulosus acetylcholinesterase 0.061 1 1
Loa Loa (eye worm) hypothetical protein 0.0103 0.1627 0.1627
Onchocerca volvulus 0.0103 0.1627 1
Echinococcus granulosus DNA apurinic or apyrimidinic site lyase 0.0023 0.0299 0.0299
Trichomonas vaginalis chromodomain helicase DNA binding protein, putative 0.0008 0.0054 0.0332
Schistosoma mansoni neuroligin 3 (S09 family) 0.0103 0.1627 0.1627
Brugia malayi Carboxylesterase family protein 0.0103 0.1627 0.1627
Schistosoma mansoni mixed-lineage leukemia protein mll 0.0009 0.0067 0.0067
Echinococcus multilocularis acetylcholinesterase 0.061 1 1
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0103 0.1627 1
Loa Loa (eye worm) hypothetical protein 0.0103 0.1627 0.1627
Trichomonas vaginalis ap endonuclease, putative 0.0023 0.0299 0.1841
Trichomonas vaginalis chromodomain helicase DNA binding protein, putative 0.0008 0.0054 0.0332
Loa Loa (eye worm) hypothetical protein 0.0103 0.1627 0.1627
Trichomonas vaginalis chromodomain-helicase-DNA-binding protein, putative 0.0008 0.0054 0.0332
Schistosoma mansoni ap endonuclease 0.0023 0.0299 0.0299
Loa Loa (eye worm) hypothetical protein 0.0103 0.1627 0.1627
Trichomonas vaginalis conserved hypothetical protein 0.0008 0.0054 0.0332
Wolbachia endosymbiont of Brugia malayi exonuclease III 0.0023 0.0299 0.5
Loa Loa (eye worm) hypothetical protein 0.0103 0.1627 0.1627
Echinococcus granulosus neuroligin 0.0103 0.1627 0.1627
Echinococcus granulosus histone lysine N methyltransferase MLL3 0.0009 0.0067 0.0067
Schistosoma mansoni cpg binding protein 0.0037 0.053 0.053
Echinococcus multilocularis dnaJ subfamily B 0.0494 0.8083 0.8083
Echinococcus multilocularis cpg binding protein 0.0037 0.053 0.053
Echinococcus granulosus mixed lineage leukemia protein mll 0.0009 0.0067 0.0067
Trichomonas vaginalis ap endonuclease, putative 0.0023 0.0299 0.1841
Echinococcus multilocularis histone lysine N methyltransferase MLL3 0.0009 0.0067 0.0067
Echinococcus granulosus acetylcholinesterase 0.061 1 1
Brugia malayi Carboxylesterase family protein 0.0103 0.1627 0.1627
Treponema pallidum exodeoxyribonuclease (exoA) 0.0023 0.0299 1
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0103 0.1627 0.1627
Schistosoma mansoni BC026374 protein (S09 family) 0.0103 0.1627 0.1627
Brugia malayi hypothetical protein 0.0103 0.1627 0.1627
Trichomonas vaginalis conserved hypothetical protein 0.0008 0.0054 0.0332
Plasmodium falciparum AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.0023 0.0299 1
Plasmodium vivax AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.0023 0.0299 1
Onchocerca volvulus 0.0035 0.0497 0.3056
Echinococcus multilocularis neuroligin 0.0103 0.1627 0.1627
Trichomonas vaginalis conserved hypothetical protein 0.0008 0.0054 0.0332
Loa Loa (eye worm) hypothetical protein 0.061 1 1
Loa Loa (eye worm) hypothetical protein 0.061 1 1
Trichomonas vaginalis conserved hypothetical protein 0.0008 0.0054 0.0332
Trichomonas vaginalis chromodomain helicase DNA binding protein, putative 0.0008 0.0054 0.0332
Schistosoma mansoni mixed-lineage leukemia protein mll 0.0074 0.1139 0.1139
Brugia malayi exodeoxyribonuclease III family protein 0.0023 0.0299 0.0299
Loa Loa (eye worm) exodeoxyribonuclease III family protein 0.0023 0.0299 0.0299
Trypanosoma brucei apurinic/apyrimidinic endonuclease, putative 0.0023 0.0299 1
Giardia lamblia Endonuclease/Exonuclease/phosphatase 0.0023 0.0299 1
Schistosoma mansoni hypothetical protein 0.0494 0.8083 0.8083
Trypanosoma cruzi apurinic/apyrimidinic endonuclease 0.0023 0.0299 1
Echinococcus multilocularis BC026374 protein (S09 family) 0.0103 0.1627 0.1627
Onchocerca volvulus 0.0103 0.1627 1
Entamoeba histolytica exodeoxyribonuclease III, putative 0.0023 0.0299 1
Trichomonas vaginalis conserved hypothetical protein 0.0008 0.0054 0.0332
Trichomonas vaginalis carboxylesterase domain containing protein, putative 0.0103 0.1627 1
Echinococcus granulosus dnaJ subfamily B 0.0494 0.8083 0.8083
Schistosoma mansoni mixed-lineage leukemia protein mll 0.0005 0.0006 0.0006
Brugia malayi Carboxylesterase family protein 0.0103 0.1627 0.1627
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0103 0.1627 0.1627
Echinococcus multilocularis family S9 non peptidase ue (S09 family) 0.0103 0.1627 0.1627
Trichomonas vaginalis conserved hypothetical protein 0.0008 0.0054 0.0332
Loa Loa (eye worm) CXXC zinc finger family protein 0.0035 0.0497 0.0497

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) 2.9362 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) 4.1475 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) 8.9125 uM PubChem BioAssay. qHTS Assay for Inhibitors of the Human Apurinic/apyrimidinic Endonuclease 1 (APE1). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 19.9526 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors Targeting the Menin-MLL Interaction in MLL Related Leukemias: Competition With Fluorescein Labeled MLL-derived Peptide. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 22.3872 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of Polymerase Eta. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588636] ChEMBL. No reference
Potency (functional) 26.8545 uM PUBCHEM_BIOASSAY: qHTS profiling assay for firefly luciferase inhibitor/activator using purified enzyme and Km concentrations of substrates (counterscreen for miR-21 project). (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID2288, AID2289, AID2598, AID411] ChEMBL. No reference
Potency (functional) 32.6427 uM PubChem BioAssay. A quantitative high throughput screen for small molecules that induce DNA re-replication in SW480 colon adenocarcinoma cells. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 44.6684 um PUBCHEM_BIOASSAY: qHTS Assay for the Inhibitors of Schistosoma Mansoni Peroxiredoxins. (Class of assay: confirmatory) [Related pubchem assays: 1011 (Confirmation Concentration-Response Assay for Inhibitors of the Schistosoma mansoni Redox Cascade ), 448 (Schistosoma Mansoni Peroxiredoxins (Prx2) and thioredoxin glutathione reductase (TGR) coupled assay)] ChEMBL. No reference
Potency (functional) 50.1187 uM PubChem BioAssay. qHTS Assay to Find Inhibitors of Pin1. (Class of assay: confirmatory) 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

No literature references available for this target.

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