Detailed information for compound 73544

Basic information

Technical information
  • TDR Targets ID: 73544
  • Name: 1-isothiocyanato-4-methylsulfinylbutane
  • MW: 177.288 | Formula: C6H11NOS2
  • H donors: 0 H acceptors: 1 LogP: 2.41 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: S=C=NCCCC[S+](C)[O-]
  • InChi: 1S/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3
  • InChiKey: SUVMJBTUFCVSAD-UHFFFAOYSA-N  


Substructure search Similarity search

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Synonyms

  • 1-isothiocyanato-4-methylsulfinyl-butane
  • 4-methylsulfinylbutylimino(thioxo)methane
  • sulforafan
  • 4-methylsulfinylbutylimino-thioxo-methane
  • 4478-93-7
  • 1-Isothiocyanato-4-(methylsulfinyl)-butane
  • DL-Sulforaphane
  • S4441_SIGMA
  • Sulforaphane
  • Sulforathane
  • D,L-Sulforaphane
  • R,S-Sulforaphane
  • CCRIS 7221
  • 1-Isothiocyanato-4-(methylsulfinyl)butane
  • Sulforaphane (unspecified)
  • 4-Methylsulfinyl butyl isothiocyanate
  • Butane, 1-isothiocyanato-4-(methylsulfinyl)-
  • 4-isothiocyanatobutyl methyl sulfoxide
  • CHEBI:47807

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens macrophage migration inhibitory factor (glycosylation-inhibiting factor) Starlite/ChEMBL References
Homo sapiens nuclear factor, erythroid 2-like 2 Starlite/ChEMBL References
Homo sapiens epidermal growth factor receptor Starlite/ChEMBL References
Mus musculus nitric oxide synthase 2, inducible Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) TK/EGFR protein kinase Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Plasmodium falciparum macrophage migration inhibitory factor Get druggable targets OG5_129767 All targets in OG5_129767
Schistosoma japonicum Epidermal growth factor receptor precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum ko:K05085 receptor tyrosine-protein kinase erbB-4, putative Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Epidermal growth factor receptor precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Leishmania mexicana macrophage migration inhibitory factor-like protein Get druggable targets OG5_129767 All targets in OG5_129767
Echinococcus granulosus epidermal growth factor receptor Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum hypothetical protein Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Epidermal growth factor receptor precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Neospora caninum Macrophage migration inhibitory factor, related Get druggable targets OG5_129767 All targets in OG5_129767
Leishmania braziliensis macrophage migration inhibitory factor-like protein Get druggable targets OG5_129767 All targets in OG5_129767
Entamoeba histolytica macrophage migration inhibitory factor-like protein Get druggable targets OG5_129767 All targets in OG5_129767
Plasmodium yoelii hypothetical protein Get druggable targets OG5_129767 All targets in OG5_129767
Leishmania mexicana macrophage migration inhibitory factor-like protein Get druggable targets OG5_129767 All targets in OG5_129767
Echinococcus multilocularis epidermal growth factor receptor Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Leishmania major macrophage migration inhibitory factor-like protein Get druggable targets OG5_129767 All targets in OG5_129767
Schistosoma japonicum expressed protein Get druggable targets OG5_128597 All targets in OG5_128597
Brugia malayi Furin-like cysteine rich region family protein Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Tyrosine-protein kinase transforming protein erbB, putative Get druggable targets OG5_128597 All targets in OG5_128597
Leishmania infantum macrophage migration inhibitory factor-like protein Get druggable targets OG5_129767 All targets in OG5_129767
Loa Loa (eye worm) macrophage migration inhibitory factor Get druggable targets OG5_129767 All targets in OG5_129767
Brugia malayi Bm-MIF-1, identical Get druggable targets OG5_129767 All targets in OG5_129767
Schistosoma japonicum Receptor tyrosine-protein kinase erbB-2 precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Plasmodium knowlesi macrophage migration inhibitory factor, putative Get druggable targets OG5_129767 All targets in OG5_129767
Schistosoma japonicum Receptor tyrosine-protein kinase erbB-4 precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Echinococcus granulosus melanoma receptor tyrosine protein kinase Get druggable targets OG5_128597 All targets in OG5_128597
Plasmodium vivax macrophage migration inhibitory factor, putative Get druggable targets OG5_129767 All targets in OG5_129767
Leishmania major macrophage migration inhibitory factor-like protein Get druggable targets OG5_129767 All targets in OG5_129767
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Echinococcus multilocularis Get druggable targets OG5_128597 All targets in OG5_128597
Echinococcus granulosus epidermal growth factor receptor Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Epidermal growth factor receptor precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Leishmania infantum macrophage migration inhibitory factor-like protein Get druggable targets OG5_129767 All targets in OG5_129767
Schistosoma japonicum IPR000494,EGF receptor, L domain,domain-containing Get druggable targets OG5_128597 All targets in OG5_128597
Leishmania donovani macrophage migration inhibitory factor-like protein Get druggable targets OG5_129767 All targets in OG5_129767
Schistosoma japonicum IPR006212,Furin-like repeat;IPR009030,Growth factor, receptor,domain-containing Get druggable targets OG5_128597 All targets in OG5_128597
Plasmodium berghei macrophage migration inhibitory factor Get druggable targets OG5_129767 All targets in OG5_129767
Giardia lamblia Macrophage migration inhibitory factor Get druggable targets OG5_129767 All targets in OG5_129767
Schistosoma japonicum Epidermal growth factor receptor precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Echinococcus multilocularis epidermal growth factor receptor Get druggable targets OG5_128597 All targets in OG5_128597
Trichomonas vaginalis conserved hypothetical protein Get druggable targets OG5_129767 All targets in OG5_129767
Toxoplasma gondii macrophage migration inhibitory factor, putative Get druggable targets OG5_129767 All targets in OG5_129767
Trichomonas vaginalis macrophage migration inhibitory factor, mif, putative Get druggable targets OG5_129767 All targets in OG5_129767
Leishmania donovani macrophage migration inhibitory factor-like protein Get druggable targets OG5_129767 All targets in OG5_129767
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
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) pyruvate kinase 0.00448435 0.144374 0.124431
Plasmodium vivax macrophage migration inhibitory factor, putative 0.0175957 0.973797 1
Trypanosoma cruzi pyruvate kinase 2, putative 0.00448435 0.144374 1
Entamoeba histolytica hypothetical protein 0.00324053 0.0656901 0.00515651
Plasmodium falciparum pyruvate kinase 0.00448435 0.144374 0.148259
Onchocerca volvulus Pyruvate kinase homolog 0.00448435 0.144374 0.5
Echinococcus multilocularis insulin receptor 0.00575498 0.224755 0.224755
Echinococcus multilocularis NADPH cytochrome P450 reductase 0.00256217 0.0227773 0.0227773
Leishmania major macrophage migration inhibitory factor-like protein 0.0175957 0.973797 1
Loa Loa (eye worm) pyruvate kinase 0.00448435 0.144374 0.124431
Chlamydia trachomatis pyruvate kinase 0.00448435 0.144374 0.5
Leishmania major macrophage migration inhibitory factor-like protein 0.0175957 0.973797 1
Schistosoma mansoni tyrosine kinase 0.0180099 1 1
Echinococcus multilocularis 0.00557446 0.213335 0.213335
Loa Loa (eye worm) macrophage migration inhibitory factor 2 0.00634445 0.262045 0.244844
Plasmodium falciparum macrophage migration inhibitory factor 0.0175957 0.973797 1
Echinococcus multilocularis pyruvate kinase 0.00448435 0.144374 0.144374
Echinococcus granulosus insulin receptor 0.00575498 0.224755 0.224755
Echinococcus granulosus epidermal growth factor receptor 0.0180099 1 1
Echinococcus granulosus melanoma receptor tyrosine protein kinase 0.00967655 0.472833 0.472833
Mycobacterium ulcerans pyruvate kinase 0.00448435 0.144374 1
Mycobacterium leprae Probable pyruvate kinase PykA 0.00448435 0.144374 0.5
Echinococcus granulosus epidermal growth factor receptor 0.00967655 0.472833 0.472833
Trichomonas vaginalis conserved hypothetical protein 0.0175957 0.973797 1
Echinococcus granulosus insulin growth factor 1 receptor beta 0.00575498 0.224755 0.224755
Toxoplasma gondii macrophage migration inhibitory factor, putative 0.0175957 0.973797 1
Trypanosoma brucei pyruvate kinase 1, putative 0.00448435 0.144374 1
Schistosoma mansoni hypothetical protein 0.00324053 0.0656901 0.0656901
Loa Loa (eye worm) TK/INSR protein kinase 0.00575498 0.224755 0.206685
Brugia malayi hypothetical protein 0.00324053 0.0656901 0.0439131
Schistosoma mansoni pyruvate kinase 0.00448435 0.144374 0.144374
Schistosoma mansoni cytochrome P450 reductase 0.00256217 0.0227773 0.0227773
Entamoeba histolytica hypothetical protein 0.00324053 0.0656901 0.00515651
Giardia lamblia Pyruvate kinase 0.00448435 0.144374 0.148259
Trypanosoma cruzi pyruvate kinase 2, putative 0.00448435 0.144374 1
Mycobacterium tuberculosis Probable pyruvate kinase PykA 0.00448435 0.144374 0.5
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.00324053 0.0656901 0.0656901
Giardia lamblia Nitric oxide synthase, inducible 0.00235063 0.00939551 0.00964833
Schistosoma mansoni tyrosine kinase 0.00575498 0.224755 0.224755
Loa Loa (eye worm) pyruvate kinase-PB 0.00316612 0.0609832 0.0390964
Echinococcus granulosus NADPH cytochrome P450 reductase 0.00256217 0.0227773 0.0227773
Giardia lamblia Hypothetical protein 0.00235063 0.00939551 0.00964833
Echinococcus multilocularis pyruvate kinase 0.00360047 0.0884601 0.0884601
Leishmania major NADPH-cytochrome p450 reductase-like protein 0.00256217 0.0227773 0.0138757
Schistosoma mansoni tyrosine kinase 0.00967655 0.472833 0.472833
Trichomonas vaginalis sulfite reductase, putative 0.00256217 0.0227773 0.0138757
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.00324053 0.0656901 0.0656901
Leishmania major p450 reductase, putative 0.00256217 0.0227773 0.0138757
Echinococcus granulosus pyruvate kinase 0.00448435 0.144374 0.144374
Leishmania major pyruvate kinase 0.00448435 0.144374 0.139961
Echinococcus multilocularis NADPH dependent diflavin oxidoreductase 1 0.00256217 0.0227773 0.0227773
Loa Loa (eye worm) hypothetical protein 0.00448435 0.144374 0.124431
Loa Loa (eye worm) hypothetical protein 0.00316612 0.0609832 0.0390964
Echinococcus multilocularis pyruvate kinase 0.00448435 0.144374 0.144374
Plasmodium falciparum nitric oxide synthase, putative 0.00256217 0.0227773 0.0233902
Plasmodium vivax pyruvate kinase, putative 0.00448435 0.144374 0.148259
Giardia lamblia Macrophage migration inhibitory factor 0.0175957 0.973797 1
Echinococcus multilocularis insulin growth factor 1 receptor beta 0.00575498 0.224755 0.224755
Schistosoma mansoni tyrosine kinase 0.00957446 0.466375 0.466375
Trichomonas vaginalis macrophage migration inhibitory factor, mif, putative 0.0175957 0.973797 1
Loa Loa (eye worm) pyruvate kinase 0.00448435 0.144374 0.124431
Plasmodium vivax flavodoxin domain containing protein 0.00235063 0.00939551 0.00964833
Brugia malayi Bm-MIF-1, identical 0.0175957 0.973797 0.973187
Toxoplasma gondii pyruvate kinase PyK1 0.00448435 0.144374 0.148259
Loa Loa (eye worm) TK/EGFR protein kinase 0.0180099 1 1
Loa Loa (eye worm) macrophage migration inhibitory factor 2 0.00634445 0.262045 0.244844
Brugia malayi Pyruvate kinase, M2 isozyme 0.00448435 0.144374 0.124431
Echinococcus multilocularis epidermal growth factor receptor 0.0180099 1 1
Loa Loa (eye worm) macrophage migration inhibitory factor 0.0175957 0.973797 0.973187
Echinococcus granulosus NADPH dependent diflavin oxidoreductase 1 0.00256217 0.0227773 0.0227773
Schistosoma mansoni tyrosine kinase 0.00967655 0.472833 0.472833
Trypanosoma brucei pyruvate kinase 1 0.00448435 0.144374 1
Schistosoma mansoni transcription factor LCR-F1 0.00324053 0.0656901 0.0656901
Echinococcus granulosus pyruvate kinase 0.00448435 0.144374 0.144374
Onchocerca volvulus Pyruvate kinase homolog 0.00448435 0.144374 0.5
Entamoeba histolytica macrophage migration inhibitory factor-like protein 0.0175957 0.973797 1
Brugia malayi Protein kinase domain containing protein 0.00575498 0.224755 0.206685
Trichomonas vaginalis pyruvate kinase, putative 0.00448435 0.144374 0.139961
Plasmodium vivax NADPH-cytochrome p450 reductase, putative 0.00256217 0.0227773 0.0233902
Schistosoma mansoni tyrosine kinase 0.00957446 0.466375 0.466375
Trichomonas vaginalis pyruvate kinase, putative 0.00448435 0.144374 0.139961
Entamoeba histolytica hypothetical protein 0.00324053 0.0656901 0.00515651
Echinococcus multilocularis epidermal growth factor receptor 0.00967655 0.472833 0.472833
Schistosoma mansoni tyrosine kinase 0.00575498 0.224755 0.224755
Brugia malayi Furin-like cysteine rich region family protein 0.0180099 1 1
Schistosoma mansoni pyruvate kinase 0.00448435 0.144374 0.144374
Schistosoma mansoni tyrosine kinase 0.00957446 0.466375 0.466375
Leishmania major pyruvate kinase 0.00448435 0.144374 0.139961
Entamoeba histolytica hypothetical protein 0.00324053 0.0656901 0.00515651
Brugia malayi Pyruvate kinase, muscle isozyme 0.00448435 0.144374 0.124431
Onchocerca volvulus Pyruvate kinase homolog 0.00448435 0.144374 0.5

Activities

Activity type Activity value Assay description Source Reference
Activity (binding) Induction of NQO1 activity in human B1647 cells at 5 uM after 24 to 48 hrs by fluorescence plate reader ChEMBL. 20395150
Activity (functional) TP_TRANSPORTER: Western in vitro, primary human hepatocyte ChEMBL. 11264000
Activity (binding) Activation of NRF2 in human HepG2 cells at 20 uM by spectrophotometric analysis ChEMBL. 23685571
Activity (binding) Binding affinity to LasR in Pseudomonas aeruginosa PAO1 at 50 to 100 uM after 24 hrs by gel electrophoresis ChEMBL. No reference
Activity (functional) Induction of Nrf2-mediated NQO1 gene expression in small intestine of C57BL/6 mouse at 50 mg/kg, po administered as single dose measured after 24 hrs by RT-PCR analysis related to control ChEMBL. 21539383
Activity (functional) TP_TRANSPORTER: Western in vitro, primary rat hepatocyte ChEMBL. 11264000
Activity (binding) Induction of NQO1 activity in HUVEC at 5 uM after 24 to 48 hrs by fluorescence plate reader ChEMBL. 20395150
Activity (ADMET) Toxicity in human PC3 cells xenografted in athymic mouse assessed as weight loss at 25 to 100 mg/kg, po administered 3 times per week ChEMBL. 18855447
Activity (binding) Induction of NQO1 activity in human HEL cells at 5 uM after 24 to 48 hrs by fluorescence plate reader ChEMBL. 20395150
Activity (functional) Induction of NrF2 in human HepG2 cells at 20 uM after 6 hrs by ARE-luciferase reporter gene assay relative to control ChEMBL. 20304643
Activity (binding) Activation of NRF2 in human HepG2 cells after 6 hrs by spectrophotometric analysis ChEMBL. 23685571
Activity (binding) Induction of NQO1 activity in human M07e cells at 5 uM after 24 to 48 hrs by fluorescence plate reader ChEMBL. 20395150
Activity (functional) TP_TRANSPORTER: Northern blot in vitro, primary human hepatocyte ChEMBL. 11264000
Activity (functional) TP_TRANSPORTER: Northern blot in vitro, primary rat hepatocyte ChEMBL. 11264000
Activity (functional) Induction of Nrf2-mediated GCLM gene expression in small intestine of C57BL/6 mouse at 50 mg/kg, po administered as single dose measured after 24 hrs by RT-PCR analysis related to control ChEMBL. 21539383
Activity (functional) Induction of NrF2 in human HepG2 cells at 10 uM after 6 hrs by ARE-luciferase reporter gene assay ChEMBL. 20304643
Activity (binding) = 0.92 Induction of Ah receptor in mouse Hepa-1c1c7 cells assessed as induction of CYP1A1 activity at 1 uM after 48 hrs by EROD assay relative to control ChEMBL. 20392544
Activity (functional) = 4.19 % Induction of apoptosis in human HepG2 cells assessed as late apoptotic cells at 20 uM after 48 hrs by Annexin-V-FITC/propidium iodide staining-based flow cytometric analysis (Rvb = 0.29%) ChEMBL. 23685571
Activity (functional) = 20 % Reduction of NrF2-mediated glutathione production in wild type MEF at 20 uM after 6 hrs using Elmans reagent relative to control ChEMBL. 20304643
Activity (functional) = 40 % Reduction of NrF2-mediated glutathione production in wild type MEF at 10 uM after 6 hrs using Elmans reagent relative to control ChEMBL. 20304643
Activity (functional) = 40 % Antitumor activity against human PANC1 cells xenografted in severe combined immunodeficient mouse assessed as reduction in mean tumor volume at 66 mg/kg/day, po administered for 3 weeks by Western blot assay relative to control ChEMBL. 18855447
Activity (binding) = 50 % Increase in NQO1 activity in human T67 cells assessed reduction of 2,6-dichloroindophenol per mg of cellular protein at 2.5 uM relative to control ChEMBL. 19813747
Activity (functional) > 50 % Antitumor activity against human PC3 cells xenografted in athymic mouse at 50 mg/kg, po administered 3 times per week by Western blot assay relative to control ChEMBL. 18855447
Activity (binding) = 229.3 % Induction of Nrf2-dependent HO1 protein level in mouse BV-2 cells at 5 uM after 24 hrs by sandwich ELISA ChEMBL. 24467268
Activity (binding) = 0.26 uM Induction of quinone reductase activity in mouse Hepa 1c1c7 cells assessed as concentration required to double the enzyme activity ChEMBL. 17316918
Activity (binding) = 0.28 uM Induction of quinone reductase activity in mouse mutant Hepa 1c1c7c1 cells assessed as concentration required to double the enzyme activity ChEMBL. 17316918
Activity (binding) = 0.3 uM Induction of NADPH:quinone reductase activity in mouse Hepa-1c1c7 cells assessed as drug level required to double specific enzyme activity ChEMBL. 16562858
Activity (binding) = 0.33 uM Induction of NADPH:quinone reductase activity in mouse Hepa-1c1c7 TAOc1Bprc1 mutant cells assessed as drug level required to double specific enzyme activity ChEMBL. 16562858
Activity (binding) = 0.49 uM Induction of NADPH:quinone reductase activity in mouse Hepa-1c1c7 Bprc1 mutant cells assessed as drug level required to double specific enzyme activity ChEMBL. 16562858
CD (binding) = 0.087 ug ml-1 Induction of NADPH:quinone reductase activity in mouse Hepa-1c1c7 cells assessed as drug level required to double specific enzyme activity ChEMBL. 14510596
CD (binding) = 0.087 ug ml-1 Induction of NADPH:quinone reductase activity in mouse Hepa-1c1c7 cells assessed as drug level required to double specific enzyme activity after 48 hrs by MTT assay ChEMBL. 12444686
CD (binding) = 0.2 uM In vitro potency of the compound to induce quinone reductase activity in murine hepatoma cells was determined ChEMBL. 8289191
CD (binding) = 0.2 uM In vitro potency of the compound to induce quinone reductase activity in murine hepatoma cells was determined ChEMBL. 8289191
CD (binding) = 0.21 uM Induction of human NQO1 activity in mouse Hepa-1c1c7 cells assessed as concentration require for 2 fold induction after 48 hrs ChEMBL. 20392544
CD (binding) = 0.23 uM Induction of quinone reductase-1 activity in mouse Hepa-1c1c7 cells assessed as concentration required to double induction activity after 48 hrs by MTT assay ChEMBL. 21105712
CD (binding) = 0.245 uM Induction of NADPH-quinone reductase activity in mouse Hepa-1c1c7 cells assessed as drug level required to double specific enzyme activity by MTT assay ChEMBL. 18939864
CD (binding) = 0.26 uM Induction of NQO1 activity in mouse Hepa-1c1c7 cells assessed as drug level required to double basal enzyme activity after 48 hrs by MTT assay ChEMBL. 19200740
CD (binding) = 0.3 uM Activation of Nrf2 in mouse Hepa1c1c7 cells assessed as concentration required to 2 fold induction of NQO1 production after 24 hrs by MTT colorimetric assay ChEMBL. 26348784
CD (binding) = 0.4 uM Induction of NQO1 in mouse Hepa-1c1c7 cells assessed as drug concentration required to double induction by quinone reductase assay ChEMBL. 26253633
CD (binding) = 0.43 uM Induction of NADPH:quinone reductase in mouse Hepa-1c1c7 cells assessed as drug level required to double enzyme activity by MTT assay ChEMBL. 14510590
CD (binding) = 0.43 uM Induction of quinone reductase activity in mouse Hepa-1c1c7 cells assessed as drug level required to double enzyme activity ChEMBL. 12762787
CD (binding) = 0.43 uM Induction of quinone reductase activity in mouse Hepa-1c1c7 cells assessed as drug level required to double enzyme activity after 48 hrs by MTT assay ChEMBL. 9322358
CD (binding) = 0.49 uM Induction of NADPH:quinone reductase activity in mouse Hepa-1c1c7 cells assessed as drug level required to double specific enzyme activity ChEMBL. 12932130
CD (binding) = 0.49 uM Induction of quinone reductase activity in mouse Hepa-1c1c7 cells assessed as drug level required to double enzyme activity after 48 hrs by NADPH-dependent MTT reduction assay ChEMBL. 12027740
CQ (binding) = 10.6 uM Induction of quinone reductase activity in mouse Hepa-1c1c7 cells assessed as drug level required to induce 4-fold increase in enzyme activity after 48 hrs by NADPH-dependent MTT reduction assay ChEMBL. 12027740
EC50 (binding) = 1.2 uM Activation of Nrf2 (unknown origin) expressed in human HepG2 cells after 5 hrs by ARE-driven luciferase reporter gene assay LITERATURE. 28126440
EC50 (functional) = 4 uM Induction of ARE in human HepG2 cells by luciferase assay ChEMBL. 16562850
EC50 (binding) = 19.08 uM Induction of Nrf2-mediated ARE activity in human HepG2-ARE-C8 cells after 12 hrs by luciferase reporter gene assay ChEMBL. 24053646
F (ADMET) = 74 % Absolute bioavailability in human ChEMBL. 20373811
FC (binding) = 0.78 Ratio of residual Vmax to Km for recombinant human MAO-A expressed in baculovirus infected BT1 cells assessed as residual activity using benzylamine as substrate at 20 uM preincubated for 30 mins by Amplex Red assay ChEMBL. 24140951
FC (binding) = 0.92 Activity at recombinant human MAO-A expressed in baculovirus infected BT1 cells assessed as residual activity using benzylamine as substrate at 20 uM preincubated for 30 mins by Amplex Red assay relative to control ChEMBL. 24140951
FC (binding) = 0.99 Activity at recombinant human MAO-B expressed in baculovirus infected BT1 cells assessed as residual activity using benzylamine as substrate at 20 uM preincubated for 30 mins by Amplex Red assay relative to control ChEMBL. 24140951
FC (binding) = 1.01 Ratio of residual Vmax to Km for recombinant human MAO-B expressed in baculovirus infected BT1 cells assessed as residual activity using benzylamine as substrate at 20 uM preincubated for 30 mins by Amplex Red assay ChEMBL. 24140951
FC (binding) = 1.34 Inhibition of Keap1-Nrf2 interaction in human HepG2-ARE-C8 cells assessed as activation of Nrf2-ARE luciferase activity at 0.1 uM after 12 hrs relative to control ChEMBL. 24512214
FC (binding) = 2.52 Inhibition of Keap1-Nrf2 interaction in human HepG2-ARE-C8 cells assessed as activation of Nrf2-ARE luciferase activity at 1 uM after 12 hrs relative to control ChEMBL. 24512214
FC (functional) = 2.7 Induction of Nrf2-mediated GCLM gene expression in human BEAS2B cells at 10 uM after 16 hrs by RT-PCR analysis relative to untreated control ChEMBL. 21539383
FC (binding) = 2.7 Induction of Nrf2-mediated ARE activity in human HepG2-ARE-C8 cells at 1 uM after 12 hrs by luciferase reporter gene assay relative to control ChEMBL. 24053646
FC (functional) = 3.6 Induction of Nrf2-mediated NQO1 gene expression in human BEAS2B cells at 10 uM after 16 hrs by RT-PCR analysis relative to untreated control ChEMBL. 21539383
FC (binding) = 5.26 Inhibition of Keap1-Nrf2 interaction in human HepG2-ARE-C8 cells assessed as activation of Nrf2-ARE luciferase activity at 5 uM after 12 hrs relative to control ChEMBL. 24512214
FC (binding) = 5.52 Induction of Nrf2-mediated ARE activity in human HepG2-ARE-C8 cells at 5 uM after 12 hrs by luciferase reporter gene assay relative to control ChEMBL. 24053646
FC (binding) = 8.35 Induction of Nrf2-mediated ARE activity in human HepG2-ARE-C8 cells at 10 uM after 12 hrs by luciferase reporter gene assay relative to control ChEMBL. 24053646
FC (binding) = 8.68 Inhibition of Keap1-Nrf2 interaction in human HepG2-ARE-C8 cells assessed as activation of Nrf2-ARE luciferase activity at 10 uM after 12 hrs relative to control ChEMBL. 24512214
FC (binding) = 11.05 Induction of Nrf2-mediated ARE activity in human HepG2-ARE-C8 cells at 12.5 uM after 12 hrs by luciferase reporter gene assay relative to control ChEMBL. 24053646
FC (binding) = 12.4 Activation of Nrf2 (unknown origin) expressed in human HepG2 cells after 5 hrs by ARE-driven luciferase reporter gene assay relative to control LITERATURE. 28126440
FC (binding) = 18.1 Induction of Nrf2-mediated ARE activity in human HepG2-ARE-C8 cells at 20 uM after 12 hrs by luciferase reporter gene assay relative to control ChEMBL. 24053646
FC (binding) = 18.1 Inhibition of Keap1-Nrf2 interaction in human HepG2-ARE-C8 cells assessed as activation of Nrf2-ARE luciferase activity at 20 uM after 12 hrs relative to control ChEMBL. 24512214
IC50 (binding) = 400 nM Inhibition of iNOS in LPS-stimulated mouse RAW264.7 cells assessed as inhibition of nitric oxide production after 48 hrs by Griess assay ChEMBL. 25965897
IC50 (binding) = 2.2 uM Inhibition of macrophage migration inhibitory factor tautomerase activity in human Jurkat T cells using L-dopachrome methyl ester as substrate incubated for 30 mins prior to substrate addition measured for 2 mins by spectrophotometric analysis ChEMBL. 25743213
IC50 (functional) = 3.8 uM Antiproliferative activity against human lymphoblastoid cells using annexin-V FITC and PI staining by flow cytometry ChEMBL. 18855447
IC50 (binding) = 9 uM Inhibition of EGFR-TK in human A431 cell lysate assessed as reduction in EGF stimulated kinase activity after 60 mins using biotinylated peptide substrate by ELISA ChEMBL. 27135370
IC50 (functional) = 10 uM Antiproliferative activity against human DU145 cells assessed as viable cells after 24 hrs ChEMBL. 18855447
IC50 (binding) = 11 uM Inhibition of human recombinant macrophage migration inhibitory factor tautomerase activity expressed in Escherichia coli DH5alpha using L-dopachrome methyl ester as substrate incubated for 5 mins prior to substrate addition measured for 2 mins by spectrophotometric analysis ChEMBL. 25743213
IC50 (functional) = 11.59 uM Cytotoxicity against human HCT116 cells after 72 hrs by MTT assay ChEMBL. 23685571
IC50 (functional) = 13.8 uM Cytotoxicity against human DU145 cells incubated for 24 hrs by WST1 dye reduction assay ChEMBL. 22998472
IC50 (functional) = 15 uM Inhibitory activity of the compound towards Trypanosoma cruzi ChEMBL. 12190320
IC50 (functional) = 15 uM Inhibitory activity of the compound towards Trypanosoma cruzi ChEMBL. 12190320
IC50 (functional) = 15 uM Cytotoxicity against human Jurkat T cells assessed as decrease in cell viability after 24 hrs by flow cytometric analysis ChEMBL. 22200402
IC50 (functional) = 15.76 uM Antiproliferative activity against human A431 cells assessed as cell growth inhibition after 72 hrs by MTT assay ChEMBL. 27135370
IC50 (functional) = 32.38 uM Cytotoxicity against human PC3 cells incubated for 24 hrs by WST1 dye reduction assay ChEMBL. 22998472
IC50 (functional) = 102 uM Antimicrobial activity against Trypanosoma cruzi ChEMBL. 20185316
IC50 (functional) > 120 uM Antiproliferative activity against epimastigote form of Trypanosoma cruzi ChEMBL. 12190320
IC50 (functional) > 120 uM Antiproliferative activity against epimastigote form of Trypanosoma cruzi ChEMBL. 12190320
IC50 (functional) = 120 uM Antimicrobial activity against Trypanosoma cruzi ChEMBL. 20185316
Inhibition (binding) Antagonist activity at LasR in Escherichia coli DH5a harboring reporter plasmid lasI-lacZ (pSC11) pJN105L plasmid assessed as inhibition of 3-oxo-C12-HSL induced protein activation by Miller assay method ChEMBL. No reference
Inhibition (binding) Inhibition of mCherry labeled Keap1 interaction to DLG motif from Nrf2 in human HEK293 cells at 10 uM by FRET based assay ChEMBL. 26348784
Inhibition (binding) Antagonist activity at RhlR in lasI-rhlI double mutant Pseudomonas aeruginosa PAO-JP2 harboring lasI promoter coupled to the luxCDABE box assessed as reduction in C4-HSL induced protein measured at 25 to 200 uM after 5 hrs ChEMBL. No reference
Inhibition (binding) Inhibition of mCherry labeled Keap1 interaction to ETGE motif from Nrf2 in human HEK293 cells at 10 uM by FRET based assay ChEMBL. 26348784
Inhibition (binding) Antagonist activity at LasR in lasI-rhlI double mutant Pseudomonas aeruginosa JP2 harboring lasI promoter coupled to the luxCDABE box assessed as reduction in C4-HSL induced luminescence measured at 50 uM after 5 hrs ChEMBL. No reference
Inhibition (binding) Inhibition of LasR activation in Pseudomonas aeruginosa PAO1 harboring lasI promoter coupled to the luxCDABE luminescence system assessed as reduction in luminescence measured at 200 uM after 5 hrs ChEMBL. No reference
Inhibition (binding) Antagonist activity at LasR in Pseudomonas aeruginosa PAO1 assessed as inhibition of biofilm formation at 12 uM after 20 hrs by crystal violet staining assay ChEMBL. No reference
Inhibition (binding) Agonist activity at LasR in lasI-rhlI double mutant Pseudomonas aeruginosa JP2 harboring lasI promoter coupled to the luxCDABE box assessed as reduction in luminescence measured at 200 uM after 5 hrs ChEMBL. No reference
Inhibition (binding) = 69 % Inhibition of EGFR-TK in human A431 cell lysate assessed as reduction in EGF stimulated kinase activity at highest concentration after 60 mins using biotinylated peptide substrate by ELISA analysis ChEMBL. 27135370
K (binding) = 2.4 /M/s Reversible inhibition of recombinant human PTP1B catalytic domain (1 to 322 amino acid residues) in 3,3-dimethylglutarate buffer assessed as inactivation constant kf ChEMBL. 26338358
K (binding) = 1.4 10'-4/s Reversible inhibition of recombinant human PTP1B catalytic domain (1 to 322 amino acid residues) in 3,3-dimethylglutarate buffer assessed as inactivation constant kr ChEMBL. 26338358
Kapp (binding) = 3.5 /M/s Inhibition of recombinant human SHP2 catalytic domain (246 to 527 amino acid residues) in Tris buffer using pNPP as substrate assessed as apparent second order rate constant after 10 mins ChEMBL. 26338358
Kapp (binding) = 3.7 /M/s Inhibition of recombinant human SHP2 catalytic domain (246 to 527 amino acid residues) in 3,3-dimethylglutarate buffer using pNPP as substrate assessed as apparent second order rate constant after 10 mins ChEMBL. 26338358
Ratio (ADMET) = 0.92 Induction of CYP1A1 activity in mouse Hepa-1c1c7 cells assessed as induction ratio at 1 uM after 48 hrs by EROD assay relative to control ChEMBL. 19200740

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 16562850
Trypanosoma cruzi ChEMBL23 12190320

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.
 
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External resources for this compound

Bibliographic References

32 literature references were collected for this gene.

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