Detailed information for compound 519288

Basic information

Technical information
  • TDR Targets ID: 519288
  • Name: [3-(5H-chromeno[4,3-b]pyridin-3-yl)-5-methyl- 1-benzofuran-2-yl]-phenylmethanone
  • MW: 417.455 | Formula: C28H19NO3
  • H donors: 0 H acceptors: 2 LogP: 6.13 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: Cc1ccc2c(c1)c(c1cnc3c(c1)COc1c3cccc1)c(o2)C(=O)c1ccccc1
  • InChi: 1S/C28H19NO3/c1-17-11-12-24-22(13-17)25(28(32-24)27(30)18-7-3-2-4-8-18)19-14-20-16-31-23-10-6-5-9-21(23)26(20)29-15-19/h2-15H,16H2,1H3
  • InChiKey: KNXUGNKMCBFFLM-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • [3-(5H-chromeno[4,3-b]pyridin-3-yl)-5-methyl-benzofuran-2-yl]-phenyl-methanone
  • [3-(5H-[1]benzopyrano[4,3-b]pyridin-3-yl)-5-methyl-2-benzofuranyl]-phenylmethanone
  • [3-(5H-chromeno[4,3-b]pyridin-3-yl)-5-methyl-1-benzofuran-2-yl]-phenyl-methanone
  • [3-(5H-chromeno[3,4-e]pyridin-3-yl)-5-methyl-1-benzofuran-2-yl]-phenylmethanone
  • [3-(5H-chromeno[3,4-e]pyridin-3-yl)-5-methyl-benzofuran-2-yl]-phenyl-methanone
  • [3-(5H-chromeno[3,4-e]pyridin-3-yl)-5-methyl-2-benzofuranyl]-phenylmethanone
  • [3-(5H-chromeno[3,4-e]pyridin-3-yl)-5-methyl-1-benzofuran-2-yl]-phenyl-methanone
  • Oprea1_444185

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens hydroxysteroid (11-beta) dehydrogenase 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium ulcerans short chain dehydrogenase Get druggable targets OG5_132866 All targets in OG5_132866
Mycobacterium tuberculosis Probable oxidoreductase Get druggable targets OG5_132866 All targets in OG5_132866
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium falciparum steroid dehydrogenase, putative hydroxysteroid (11-beta) dehydrogenase 1 292 aa 250 aa 24.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0031 0.0428 0.0221
Echinococcus granulosus histone deacetylase 8 0.0047 0.0923 0.0726
Loa Loa (eye worm) hypothetical protein 0.0047 0.0923 0.0726
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0108 0.2748 0.1966
Plasmodium vivax importin-beta 2, putative 0.0032 0.0472 0.0592
Echinococcus multilocularis histone deacetylase 6 0.0205 0.5695 0.5602
Trypanosoma cruzi histone deacetylase, putative 0.0205 0.5695 1
Trypanosoma cruzi importin beta-1 subunit, putative 0.0026 0.0286 0.0305
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0051 0.1039 0.1654
Trypanosoma cruzi ribonuclease H1, putative 0.003 0.0409 0.0526
Schistosoma mansoni tar DNA-binding protein 0.0071 0.1651 0.147
Trypanosoma cruzi mitochondrial DNA polymerase beta, putative 0.0147 0.3954 0.688
Schistosoma mansoni histone deacetylase hda2 0.0047 0.0923 0.0726
Treponema pallidum ribonuclease H (rnhA) 0.003 0.0409 0.5
Wolbachia endosymbiont of Brugia malayi ribonuclease HI 0.003 0.0409 0.5
Schistosoma mansoni tar DNA-binding protein 0.0071 0.1651 0.147
Trypanosoma brucei ingi protein (ORF1) 0.0033 0.0487 0.0666
Trypanosoma cruzi mitochondrial DNA polymerase beta-PAK, putative 0.007 0.1601 0.2663
Onchocerca volvulus DNA polymerase alpha catalytic subunit homolog 0.0037 0.0599 0.029
Echinococcus granulosus histone deacetylase 7 0.0205 0.5695 0.5602
Trypanosoma brucei mitochondrial DNA polymerase beta-PAK 0.007 0.1601 0.2663
Toxoplasma gondii HEAT repeat-containing protein 0.0032 0.0472 0.0592
Loa Loa (eye worm) hypothetical protein 0.0037 0.0599 0.0395
Brugia malayi DNA polymerase I family protein 0.0048 0.0946 0.1565
Giardia lamblia Histone deacetylase 0.0047 0.0923 1
Brugia malayi Histone deacetylase 1 0.0047 0.0923 0.1527
Brugia malayi DNA polymerase alpha catalytic subunit 0.0022 0.0143 0.0237
Trypanosoma brucei importin beta-1 subunit, putative 0.0032 0.0472 0.0639
Brugia malayi Histone deacetylase family protein 0.0205 0.5695 0.9422
Trypanosoma cruzi histone deacetylase 1, putative 0.0047 0.0923 0.1448
Brugia malayi hypothetical protein 0.0026 0.0281 0.0466
Schistosoma mansoni tar DNA-binding protein 0.0071 0.1651 0.147
Plasmodium vivax histone deacetylase 2, putative 0.0205 0.5695 1
Loa Loa (eye worm) thymidylate synthase 0.0108 0.2748 0.2591
Trypanosoma cruzi ribonuclease H1, putative 0.003 0.0409 0.0526
Toxoplasma gondii histone deacetylase HDAC4 0.0047 0.0923 0.1405
Plasmodium vivax SET domain protein, putative 0.0031 0.0428 0.0513
Trichomonas vaginalis histone deacetylase, putative 0.0047 0.0923 0.1055
Brugia malayi histone deacetylase 3 (HD3) 0.0047 0.0923 0.1527
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative 0.0047 0.0923 0.1055
Trypanosoma cruzi histone deacetylase, putative 0.0205 0.5695 1
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0108 0.2748 0.4625
Loa Loa (eye worm) hypothetical protein 0.0032 0.0472 0.0266
Toxoplasma gondii histone deacetylase HDAC2 0.0047 0.0923 0.1405
Trichomonas vaginalis Importin beta-1 subunit, putative 0.0026 0.0286 0.0109
Echinococcus granulosus histone deacetylase 1 0.0047 0.0923 0.0726
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative 0.0047 0.0923 0.1055
Echinococcus granulosus histone deacetylase 6 0.0205 0.5695 0.5602
Plasmodium falciparum histone deacetylase, putative 0.0205 0.5695 1
Loa Loa (eye worm) nucleolar RNA-associated protein alpha 0.0347 1 1
Trypanosoma cruzi histone deacetylase, putative 0.0205 0.5695 1
Echinococcus multilocularis histone deacetylase 3 0.0047 0.0923 0.0726
Echinococcus granulosus histone deacetylase 3 0.0047 0.0923 0.0726
Brugia malayi histone deacetylase 1 (HD1) 0.0047 0.0923 0.1527
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0108 0.2748 0.4625
Trypanosoma brucei retrotransposon hot spot protein 4 (RHS4), interrupted 0.0033 0.0487 0.0666
Schistosoma mansoni DNA polymerase alpha catalytic subunit 0.0027 0.0296 0.0086
Plasmodium falciparum histone deacetylase 1 0.0047 0.0923 0.1297
Plasmodium vivax histone deacetylase, putative 0.0205 0.5695 1
Trypanosoma cruzi GTP-binding nuclear protein rtb2, putative 0.0024 0.0212 0.0173
Leishmania major ribonuclease H1, putative 0.003 0.0409 0.0359
Trypanosoma cruzi histone deacetylase, putative 0.0047 0.0923 0.1448
Trichomonas vaginalis histone deacetylase, putative 0.0047 0.0923 0.1055
Trypanosoma cruzi PAB1-binding protein , putative 0.0026 0.0281 0.0298
Trichomonas vaginalis Importin beta-1 subunit, putative 0.0026 0.0286 0.0109
Loa Loa (eye worm) hypothetical protein 0.0031 0.0428 0.0221
Mycobacterium tuberculosis Probable oxidoreductase 0.0338 0.9733 1
Trypanosoma brucei histone deacetylase 3 0.0205 0.5695 1
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0031 0.0428 0.0221
Trypanosoma brucei histone deacetylase 4 0.0205 0.5695 1
Trypanosoma cruzi mitochondrial DNA polymerase beta-PAK, putative 0.0025 0.0253 0.0246
Plasmodium vivax ataxin-2 like protein, putative 0.0026 0.0281 0.0249
Trypanosoma brucei PAB1-binding protein , putative 0.0026 0.0281 0.0298
Loa Loa (eye worm) histone deacetylase 1 0.0047 0.0923 0.0726
Onchocerca volvulus 0.0108 0.2748 0.3576
Onchocerca volvulus 0.0031 0.0428 0.0029
Trypanosoma brucei mitochondrial DNA polymerase beta 0.0147 0.3954 0.688
Brugia malayi TAR-binding protein 0.0071 0.1651 0.2731
Echinococcus granulosus thymidylate synthase 0.0108 0.2748 0.2591
Plasmodium vivax histone deacetylase 1, putative 0.0047 0.0923 0.1405
Toxoplasma gondii LsmAD domain-containing protein 0.0026 0.0281 0.0249
Schistosoma mansoni hypothetical protein 0.0114 0.2943 0.279
Leishmania major histone deacetylase, putative 0.0047 0.0923 0.1297
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.003 0.0393 0.0185
Echinococcus granulosus tar DNA binding protein 0.0071 0.1651 0.147
Trichomonas vaginalis conserved hypothetical protein 0.0051 0.1039 0.1226
Plasmodium falciparum ataxin-2 like protein, putative 0.0026 0.0281 0.0127
Brugia malayi Pre-SET motif family protein 0.0216 0.6045 1
Brugia malayi Pre-SET motif family protein 0.0031 0.0428 0.0708
Loa Loa (eye worm) histone deacetylase 0.0205 0.5695 0.5602
Brugia malayi Histone deacetylase family protein 0.0205 0.5695 0.9422
Brugia malayi RNA, U transporter 1 0.0092 0.2288 0.3784
Echinococcus multilocularis importin subunit beta 1 0.0032 0.0472 0.0266
Trypanosoma brucei GTP-binding nuclear protein rtb2, putative 0.0024 0.0212 0.0173
Trichomonas vaginalis set domain proteins, putative 0.0246 0.6951 1
Schistosoma mansoni hypothetical protein 0.0347 1 1
Echinococcus multilocularis histone deacetylase 6 0.0205 0.5695 0.5602
Echinococcus multilocularis histone deacetylase 6 0.0205 0.5695 0.5602
Schistosoma mansoni phosphoglucomutase 0.003 0.0409 0.0201
Brugia malayi hypothetical protein 0.0051 0.1039 0.1718
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0108 0.2748 0.4718
Brugia malayi RNA binding protein 0.0071 0.1651 0.2731
Onchocerca volvulus 0.0246 0.6951 1
Toxoplasma gondii histone deacetylase HDAC5 0.0047 0.0923 0.1405
Plasmodium falciparum ataxin-2 like protein, putative 0.0026 0.0281 0.0127
Trypanosoma brucei unspecified product 0.0033 0.0487 0.0666
Schistosoma mansoni phosphoglucomutase 0.003 0.0409 0.0201
Trypanosoma cruzi GTP-binding nuclear protein rtb2, putative 0.0024 0.0212 0.0173
Brugia malayi RNase H family protein 0.003 0.0409 0.0676
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0216 0.6045 0.5959
Mycobacterium ulcerans thymidylate synthase 0.0108 0.2748 0.115
Loa Loa (eye worm) TAR-binding protein 0.0071 0.1651 0.147
Schistosoma mansoni tar DNA-binding protein 0.0071 0.1651 0.147
Schistosoma mansoni histone deacetylase 4 5 0.0205 0.5695 0.5602
Echinococcus multilocularis thymidylate synthase 0.0108 0.2748 0.2591
Giardia lamblia Ribonuclease H 0.003 0.0409 0.3154
Plasmodium vivax histone deacetylase, putative 0.0047 0.0923 0.1405
Toxoplasma gondii hypothetical protein 0.0024 0.0208 0.0116
Echinococcus multilocularis tar DNA binding protein 0.0071 0.1651 0.147
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0108 0.2748 0.4718
Loa Loa (eye worm) histone deacetylase 11 0.0047 0.0923 0.0726
Schistosoma mansoni histone deacetylase 0.0047 0.0923 0.0726
Leishmania major histone deacetylase, putative 0.0047 0.0923 0.1297
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0031 0.0428 0.0513
Trichomonas vaginalis importin beta-1, putative 0.0026 0.0286 0.0109
Loa Loa (eye worm) RNA binding protein 0.0071 0.1651 0.147
Brugia malayi RNase H family protein 0.003 0.0409 0.0676
Schistosoma mansoni DNA polymerase gamma 0.0048 0.0946 0.075
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0108 0.2748 0.5
Trypanosoma brucei histone deacetylase 2 0.0047 0.0923 0.1448
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0108 0.2748 0.2591
Echinococcus multilocularis histone deacetylase 1 0.0047 0.0923 0.0726
Toxoplasma gondii ribonuclease HI protein 0.003 0.0409 0.0479
Plasmodium falciparum importin beta, putative 0.0032 0.0472 0.0474
Trypanosoma brucei histone deacetylase 1 0.0047 0.0923 0.1448
Loa Loa (eye worm) hypothetical protein 0.0047 0.0923 0.0726
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0108 0.2748 0.4692
Trypanosoma brucei histone deacetylase, putative 0.0205 0.5695 1
Echinococcus multilocularis histone deacetylase 0.0205 0.5695 0.5602
Echinococcus granulosus DNA polymerase subunit gamma 0.0048 0.0946 0.075
Trypanosoma brucei importin beta-1 subunit, putative 0.0032 0.0472 0.0639
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0031 0.0428 0.0221
Trichomonas vaginalis histone deacetylase, putative 0.0047 0.0923 0.1055
Toxoplasma gondii histone deacetylase HDAC1 0.0205 0.5695 1
Loa Loa (eye worm) hypothetical protein 0.0026 0.0281 0.0071
Loa Loa (eye worm) histone deacetylase 7A 0.0205 0.5695 0.5602
Echinococcus multilocularis snurportin 1 0.0347 1 1
Trichomonas vaginalis ribonuclease H1, putative 0.003 0.0409 0.0292
Echinococcus multilocularis DNA polymerase alpha catalytic subunit 0.0027 0.0296 0.0086
Brugia malayi GTP-binding nuclear protein RAN/TC4 0.0024 0.0212 0.0351
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative 0.0047 0.0923 0.1055
Onchocerca volvulus Histone deacetylase 10 homolog 0.0047 0.0923 0.0786
Echinococcus multilocularis histone deacetylase 8 0.0047 0.0923 0.0726
Plasmodium vivax GTP-binding nuclear protein RAN/TC4, putative 0.0024 0.0212 0.0124
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0071 0.1651 0.147
Leishmania major histone deacetylase, putative 0.0205 0.5695 1
Trypanosoma cruzi histone deacetylase 1, putative 0.0047 0.0923 0.1448
Leishmania major importin beta-1 subunit, putative 0.0026 0.0286 0.0135
Plasmodium falciparum histone deacetylase 2 0.0205 0.5695 1
Leishmania major hypothetical protein, conserved 0.0026 0.0281 0.0127
Echinococcus multilocularis ribonuclease H1 0.003 0.0409 0.0201
Trypanosoma brucei RNA helicase, putative 0.0114 0.2943 0.5067
Schistosoma mansoni histone deacetylase 0.0047 0.0923 0.0726
Echinococcus granulosus ribonuclease H1 0.003 0.0409 0.0201
Trypanosoma cruzi PAB1-binding protein , putative 0.0026 0.0281 0.0298
Trypanosoma brucei hypothetical protein, conserved 0.0033 0.0487 0.0666
Trypanosoma brucei ribonuclease H1 0.003 0.0409 0.0526
Echinococcus granulosus importin subunit beta 1 0.0032 0.0472 0.0266
Echinococcus multilocularis histone deacetylase 7 0.0205 0.5695 0.5602
Echinococcus granulosus histone deacetylase 6 0.0205 0.5695 0.5602
Echinococcus multilocularis hypothetical protein 0.0048 0.0946 0.075
Loa Loa (eye worm) hypothetical protein 0.0157 0.4259 0.4135
Brugia malayi Importin beta-1 subunit 0.0032 0.0472 0.0781
Schistosoma mansoni phosphoglucomutase 0.003 0.0409 0.0201
Schistosoma mansoni histone deacetylase 4 5 0.0205 0.5695 0.5602
Brugia malayi RNA recognition motif domain containing protein 0.0071 0.1651 0.2731
Brugia malayi thymidylate synthase 0.0108 0.2748 0.4546
Trichomonas vaginalis histone deacetylase, putative 0.0047 0.0923 0.1055
Entamoeba histolytica hypothetical protein 0.0026 0.0286 0.1037
Echinococcus granulosus histone deacetylase 0.0205 0.5695 0.5602
Trichomonas vaginalis histone deacetylase, putative 0.0047 0.0923 0.1055
Trypanosoma cruzi mitochondrial DNA polymerase beta, putative 0.0147 0.3954 0.688
Giardia lamblia GTP-binding nuclear protein RAN/TC4 0.0024 0.0212 0.0536
Trypanosoma brucei ingi protein (ORF1) 0.0033 0.0487 0.0666
Mycobacterium tuberculosis Conserved hypothetical protein 0.0078 0.184 0.0922
Schistosoma mansoni tar DNA-binding protein 0.0071 0.1651 0.147
Leishmania major mitochondrial DNA polymerase beta-PAK, putative 0.007 0.1601 0.2534
Loa Loa (eye worm) hypothetical protein 0.0048 0.0946 0.075
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0031 0.0428 0.0221
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0108 0.2748 0.4692
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0031 0.0428 0.0221
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0031 0.0428 0.0221
Leishmania major histone deacetylase, putative 0.0205 0.5695 1
Brugia malayi RNase H family protein 0.003 0.0409 0.0676
Mycobacterium ulcerans short chain dehydrogenase 0.0338 0.9733 1
Toxoplasma gondii GTP-binding nuclear protein ran/tc4 0.0024 0.0212 0.0124
Echinococcus granulosus histone deacetylase 6 0.0205 0.5695 0.5602
Echinococcus granulosus DNA polymerase alpha catalytic subunit 0.0027 0.0296 0.0086
Schistosoma mansoni importin beta-1 0.0032 0.0472 0.0266
Trichomonas vaginalis histone deacetylase, putative 0.0047 0.0923 0.1055
Leishmania major mitochondrial DNA polymerase beta 0.0147 0.3954 0.6824
Entamoeba histolytica histone deacetylase, putative 0.0047 0.0923 1
Trypanosoma cruzi histone deacetylase, putative 0.0047 0.0923 0.1448
Schistosoma mansoni histone deacetylase hda2 0.0205 0.5695 0.5602
Loa Loa (eye worm) hypothetical protein 0.0157 0.4259 0.4135
Loa Loa (eye worm) histone deacetylase 3 0.0047 0.0923 0.0726
Echinococcus granulosus histone lysine methyltransferase setb 0.0031 0.0428 0.0221
Toxoplasma gondii histone deacetylase HDAC3 0.0047 0.0923 0.1405
Brugia malayi histone deacetylase 11 0.0047 0.0923 0.1527
Schistosoma mansoni histone deacetylase 1 2 3 0.0047 0.0923 0.0726

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.77 uM Inhibition of human 11beta-HSD1 ChEMBL. 18242087
IC50 (binding) = 0.77 uM Inhibition of human 11beta-HSD1 ChEMBL. 18242087

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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