Detailed information for compound 166255

Basic information

Technical information
  • TDR Targets ID: 166255
  • Name: 9-methoxy-3,4-dihydro-2H-[1]benzothiolo[2,3-f ][1,4]thiazepin-5-one
  • MW: 265.351 | Formula: C12H11NO2S2
  • H donors: 1 H acceptors: 1 LogP: 2.81 Rotable bonds: 1
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc2c(c1)c1SCCNC(=O)c1s2
  • InChi: 1S/C12H11NO2S2/c1-15-7-2-3-9-8(6-7)10-11(17-9)12(14)13-4-5-16-10/h2-3,6H,4-5H2,1H3,(H,13,14)
  • InChiKey: KGMSYXGSYGEHIS-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 9-methoxy-3,4-dihydro-2H-benzothiopheno[2,3-f][1,4]thiazepin-5-one
  • PD146626
  • 2,3-Dihydro-9-methoxy[1]benzothieno[2,3-f]-1,4-thiazepin-5(4H)-one
  • AIDS-028464
  • AIDS028464

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens mitogen-activated protein kinase-activated protein kinase 2 Starlite/ChEMBL References
Homo sapiens cyclin-dependent kinase 3 Starlite/ChEMBL References
Homo sapiens protein kinase D1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Leishmania braziliensis cell division related protein kinase 2,cdc2-related kinase Get druggable targets OG5_126712 All targets in OG5_126712
Schistosoma japonicum ko:K06070 protein kinase D, putative Get druggable targets OG5_130080 All targets in OG5_130080
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_130080 All targets in OG5_130080
Echinococcus multilocularis cyclin dependent kinase 1 Get druggable targets OG5_126712 All targets in OG5_126712
Schistosoma mansoni protein kinase C mu Get druggable targets OG5_130080 All targets in OG5_130080
Trichomonas vaginalis CMGC family protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Theileria parva cell division control protein 2 related kinase Get druggable targets OG5_126712 All targets in OG5_126712
Brugia malayi cell division control protein 2 homolog Get druggable targets OG5_126712 All targets in OG5_126712
Schistosoma japonicum ko:K02087 cyclin-dependent kinase 1, putative Get druggable targets OG5_126712 All targets in OG5_126712
Trypanosoma brucei cdc2-related kinase 3 Get druggable targets OG5_126712 All targets in OG5_126712
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_130080 All targets in OG5_130080
Schistosoma japonicum ko:K06070 protein kinase D, putative Get druggable targets OG5_130080 All targets in OG5_130080
Loa Loa (eye worm) CMGC/CDK/CDK5 protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Trypanosoma brucei gambiense cell division related protein kinase 2, putative,CDC2-related protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Candida albicans Protein kinase that can substitute for S. cerevisiae CDC28 (YBR160W) main cell cycle cyclin-dependent kinase Get druggable targets OG5_126712 All targets in OG5_126712
Brugia malayi Protein kinase domain containing protein Get druggable targets OG5_126712 All targets in OG5_126712
Schistosoma mansoni serine/threonine protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Giardia lamblia Kinase, CMGC CDK Get druggable targets OG5_126712 All targets in OG5_126712
Brugia malayi Phorbol esters/diacylglycerol binding domain Get druggable targets OG5_130080 All targets in OG5_130080
Plasmodium vivax protein kinase Crk2 Get druggable targets OG5_126712 All targets in OG5_126712
Loa Loa (eye worm) CAMK/PKD protein kinase Get druggable targets OG5_130080 All targets in OG5_130080
Toxoplasma gondii cell-cycle-associated protein kinase CDK, putative Get druggable targets OG5_126712 All targets in OG5_126712
Echinococcus granulosus cyclin dependent kinase Get druggable targets OG5_126712 All targets in OG5_126712
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126712 All targets in OG5_126712
Loa Loa (eye worm) camk/mapkapk/mapkapk protein kinase Get druggable targets OG5_131483 All targets in OG5_131483
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_130080 All targets in OG5_130080
Loa Loa (eye worm) CMGC/CDK/CDC2 protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Entamoeba histolytica cell division protein kinase 2, putative Get druggable targets OG5_126712 All targets in OG5_126712
Schistosoma mansoni serine/threonine protein kinase Get druggable targets OG5_131483 All targets in OG5_131483
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_130080 All targets in OG5_130080
Trypanosoma congolense cdc2-related kinase 1, putative Get druggable targets OG5_126712 All targets in OG5_126712
Cryptosporidium parvum Cdc2-like CDK2/CDC28 like protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Trypanosoma brucei gambiense cell division protein kinase 2 homolog 1,cdc2- like protein kinase, putative Get druggable targets OG5_126712 All targets in OG5_126712
Entamoeba histolytica cell division protein kinase 2, putative Get druggable targets OG5_126712 All targets in OG5_126712
Schistosoma japonicum hypothetical protein Get druggable targets OG5_130080 All targets in OG5_130080
Echinococcus granulosus cyclin dependent kinase 1 Get druggable targets OG5_126712 All targets in OG5_126712
Trypanosoma cruzi cdc2-related kinase 3 Get druggable targets OG5_126712 All targets in OG5_126712
Leishmania major cell division related protein kinase 2,cdc2-related kinase Get druggable targets OG5_126712 All targets in OG5_126712
Brugia malayi C1-like domain containing protein Get druggable targets OG5_130080 All targets in OG5_130080
Schistosoma japonicum ko:K04443 mitogen-activated protein kinase-activated protein kinase 2, putative Get druggable targets OG5_131483 All targets in OG5_131483
Brugia malayi map kinase activated protein kinase protein 2 Get druggable targets OG5_131483 All targets in OG5_131483
Echinococcus granulosus cyclin dependent kinase 5 Get druggable targets OG5_126712 All targets in OG5_126712
Leishmania major cell division protein kinase 2,cdc2-related kinase Get druggable targets OG5_126712 All targets in OG5_126712
Trypanosoma cruzi cdc2-related kinase 1 Get druggable targets OG5_126712 All targets in OG5_126712
Leishmania braziliensis cell division protein kinase 2,cdc2-related kinase Get druggable targets OG5_126712 All targets in OG5_126712
Schistosoma japonicum ko:K02090 cyclin-dependent kinase 5, putative Get druggable targets OG5_126712 All targets in OG5_126712
Plasmodium knowlesi Cell division control protein 2 homolog Get druggable targets OG5_126712 All targets in OG5_126712
Echinococcus granulosus MAP kinase activated protein kinase 2 Get druggable targets OG5_131483 All targets in OG5_131483
Echinococcus granulosus 5'partial|cyclin dependent kinase 1 Get druggable targets OG5_126712 All targets in OG5_126712
Leishmania mexicana cell division protein kinase 2,cdc2-related kinase Get druggable targets OG5_126712 All targets in OG5_126712
Echinococcus multilocularis cyclin dependent kinase 1 Get druggable targets OG5_126712 All targets in OG5_126712
Schistosoma japonicum hypothetical protein Get druggable targets OG5_130080 All targets in OG5_130080
Plasmodium berghei cdc2-related kinase 2 Get druggable targets OG5_126712 All targets in OG5_126712
Cryptosporidium hominis cdc2-like protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Leishmania donovani cell division protein kinase 2 Get druggable targets OG5_126712 All targets in OG5_126712
Loa Loa (eye worm) CAMK/PKD protein kinase Get druggable targets OG5_130080 All targets in OG5_130080
Trypanosoma congolense cdc2-related kinase 3, putative Get druggable targets OG5_126712 All targets in OG5_126712
Onchocerca volvulus Get druggable targets OG5_130080 All targets in OG5_130080
Candida albicans Protein kinase that can substitute for S. cerevisiae CDC28 (YBR160W) main cell cycle cyclin-dependent kinase Get druggable targets OG5_126712 All targets in OG5_126712
Leishmania mexicana cell division related protein kinase 2,cdc2-related kinase Get druggable targets OG5_126712 All targets in OG5_126712
Echinococcus multilocularis cyclin dependent kinase Get druggable targets OG5_126712 All targets in OG5_126712
Schistosoma mansoni serine/threonine protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Trypanosoma cruzi cdc2-related kinase 1 Get druggable targets OG5_126712 All targets in OG5_126712
Plasmodium falciparum protein kinase 5 Get druggable targets OG5_126712 All targets in OG5_126712
Trichomonas vaginalis CMGC family protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Trypanosoma brucei cdc2-related kinase 1 Get druggable targets OG5_126712 All targets in OG5_126712
Babesia bovis cell division control protein 2, putative Get druggable targets OG5_126712 All targets in OG5_126712
Loa Loa (eye worm) CMGC/CDK/CDC2 protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Echinococcus multilocularis MAP kinase activated protein kinase 2 Get druggable targets OG5_131483 All targets in OG5_131483
Onchocerca volvulus Get druggable targets OG5_130080 All targets in OG5_130080
Onchocerca volvulus Get druggable targets OG5_130080 All targets in OG5_130080
Schistosoma japonicum expressed protein Get druggable targets OG5_130080 All targets in OG5_130080
Plasmodium yoelii cdc2-related kinase 2 Get druggable targets OG5_126712 All targets in OG5_126712
Leishmania infantum cell division related protein kinase 2,cdc2-related kinase Get druggable targets OG5_126712 All targets in OG5_126712
Leishmania donovani cdc2-related kinase 3, putative Get druggable targets OG5_126712 All targets in OG5_126712
Giardia lamblia Kinase, CMGC CDK Get druggable targets OG5_126712 All targets in OG5_126712
Trichomonas vaginalis CMGC family protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Neospora caninum CMGC kinase, CDK family TgPK2, putative Get druggable targets OG5_126712 All targets in OG5_126712
Leishmania infantum cell division protein kinase 2,cdc2-related kinase Get druggable targets OG5_126712 All targets in OG5_126712
Trypanosoma cruzi cdc2-related kinase 3 Get druggable targets OG5_126712 All targets in OG5_126712
Echinococcus multilocularis cyclin dependent kinase 5 Get druggable targets OG5_126712 All targets in OG5_126712
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Trypanosoma brucei mitogen-activated protein kinase 5 cyclin-dependent kinase 3 305 aa 303 aa 32.0 %
Trypanosoma brucei mitogen-activated protein kinase 5 mitogen-activated protein kinase-activated protein kinase 2 370 aa 303 aa 26.4 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0036 0.01 0.0752
Mycobacterium ulcerans L-lysine aminotransferase 0.0253 0.1332 0.1244
Onchocerca volvulus 0.0085 0.0379 0.0708
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0036 0.01 0.0752
Trypanosoma cruzi cdc2-related kinase 1 0.0053 0.0196 1
Schistosoma mansoni serine/threonine protein kinase 0.0218 0.1136 0.8529
Chlamydia trachomatis glutamate-1-semialdehyde-2,1-aminomutase 0.0253 0.1332 0.5
Leishmania major cell division protein kinase 2,cdc2-related kinase 0.0053 0.0196 1
Loa Loa (eye worm) hypothetical protein 0.0023 0.0028 0.0053
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0036 0.01 0.0752
Trypanosoma cruzi Aminopeptidase M1, putative 0.0036 0.01 0.4285
Brugia malayi Peptidase family M1 containing protein 0.0036 0.01 0.0187
Echinococcus multilocularis ornithine aminotransferase 0.0253 0.1332 1
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0036 0.01 0.0752
Brugia malayi cell division control protein 2 homolog 0.0053 0.0196 0.0366
Plasmodium vivax ornithine aminotransferase, putative 0.0253 0.1332 1
Leishmania major cell division related protein kinase 2,cdc2-related kinase 0.0053 0.0196 1
Schistosoma mansoni ornithine--oxo-acid transaminase 0.0253 0.1332 1
Schistosoma mansoni aminopeptidase PILS (M01 family) 0.0036 0.01 0.0752
Echinococcus multilocularis MAP kinase activated protein kinase 2 0.0218 0.1136 0.8529
Loa Loa (eye worm) camk/mapkapk/mapkapk protein kinase 0.0218 0.1136 0.212
Loa Loa (eye worm) hypothetical protein 0.0023 0.0028 0.0053
Trypanosoma cruzi metallo-peptidase, clan MA(E), family M1, putative 0.0036 0.01 0.4285
Brugia malayi hypothetical protein 0.0036 0.01 0.0187
Echinococcus granulosus 5'partial|cyclin dependent kinase 1 0.0053 0.0196 0.1473
Wolbachia endosymbiont of Brugia malayi acetylornithine transaminase protein 0.0253 0.1332 0.5
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0036 0.01 0.0752
Onchocerca volvulus 0.0036 0.01 0.0187
Schistosoma mansoni serine/threonine protein kinase 0.0053 0.0196 0.1473
Echinococcus granulosus MAP kinase activated protein kinase 2 0.0218 0.1136 0.8529
Echinococcus multilocularis Aminotransferase class III 0.0253 0.1332 1
Echinococcus multilocularis aminopeptidase N 0.0036 0.01 0.0752
Loa Loa (eye worm) pax transcription factor protein 2 0.0961 0.5358 1
Loa Loa (eye worm) CMGC/CDK/CDK5 protein kinase 0.0053 0.0196 0.0366
Loa Loa (eye worm) hypothetical protein 0.0074 0.0313 0.0584
Echinococcus granulosus aminopeptidase N 0.0036 0.01 0.0752
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0023 0.0028 0.0211
Echinococcus granulosus cyclin dependent kinase 5 0.0053 0.0196 0.1473
Plasmodium falciparum ornithine aminotransferase 0.0253 0.1332 1
Schistosoma mansoni protein kinase C mu 0.0084 0.0373 0.28
Mycobacterium ulcerans adenosylmethionine-8-amino-7-oxononanoate aminotransferase 0.1778 1 1
Loa Loa (eye worm) CMGC/CDK/CDC2 protein kinase 0.0053 0.0196 0.0366
Schistosoma mansoni serine/threonine protein kinase 0.0053 0.0196 0.1473
Brugia malayi Protein kinase domain containing protein 0.0053 0.0196 0.0366
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0036 0.01 0.0752
Trypanosoma cruzi cdc2-related kinase 3 0.0053 0.0196 1
Entamoeba histolytica cell division protein kinase 2, putative 0.0053 0.0196 1
Loa Loa (eye worm) CMGC/CDK/CDC2 protein kinase 0.0053 0.0196 0.0366
Trypanosoma cruzi cdc2-related kinase 1 0.0053 0.0196 1
Mycobacterium ulcerans ornithine aminotransferase RocD1 and RocD2 0.0253 0.1332 0.1244
Brugia malayi Phorbol esters/diacylglycerol binding domain 0.0084 0.0373 0.0696
Entamoeba histolytica cell division protein kinase 2, putative 0.0053 0.0196 1
Mycobacterium tuberculosis Probable aminotransferase 0.1778 1 1
Onchocerca volvulus 0.0961 0.5358 1
Trypanosoma brucei cdc2-related kinase 3 0.0053 0.0196 1
Brugia malayi 4-aminobutyrate aminotransferase, mitochondrial precursor 0.0253 0.1332 0.2486
Mycobacterium ulcerans hypothetical protein 0.1778 1 1
Onchocerca volvulus 0.0036 0.01 0.0187
Mycobacterium ulcerans acetylornithine aminotransferase 0.0253 0.1332 0.1244
Echinococcus granulosus cyclin dependent kinase 0.0053 0.0196 0.1473
Loa Loa (eye worm) aminopeptidase N 0.0036 0.01 0.0187
Trypanosoma cruzi cdc2-related kinase 3 0.0053 0.0196 1
Trichomonas vaginalis CMGC family protein kinase 0.0053 0.0196 0.0097
Mycobacterium ulcerans 4-aminobutyrate aminotransferase 0.0253 0.1332 0.1244
Trichomonas vaginalis CMGC family protein kinase 0.0053 0.0196 0.0097
Schistosoma mansoni family M1 non-peptidase homologue (M01 family) 0.0023 0.0028 0.0211
Mycobacterium ulcerans glutamate-1-semialdehyde aminotransferase 0.0253 0.1332 0.1244
Brugia malayi C1-like domain containing protein 0.0084 0.0373 0.0696
Schistosoma mansoni cytosol alanyl aminopeptidase (M01 family) 0.0036 0.01 0.0752
Echinococcus multilocularis cyclin dependent kinase 1 0.0053 0.0196 0.1473
Brugia malayi Peptidase family M1 containing protein 0.0036 0.01 0.0187
Echinococcus granulosus cyclin dependent kinase 1 0.0053 0.0196 0.1473
Mycobacterium tuberculosis Adenosylmethionine-8-amino-7-oxononanoate aminotransferase BioA 0.1778 1 1
Giardia lamblia Kinase, CMGC CDK 0.0053 0.0196 0.5
Echinococcus multilocularis Peptidase M1, membrane alanine aminopeptidase, N terminal 0.0036 0.01 0.0752
Onchocerca volvulus 0.0074 0.0313 0.0584
Onchocerca volvulus 0.0083 0.0365 0.0681
Echinococcus multilocularis cyclin dependent kinase 0.0053 0.0196 0.1473
Giardia lamblia Kinase, CMGC CDK 0.0053 0.0196 0.5
Loa Loa (eye worm) hypothetical protein 0.0052 0.0188 0.0351
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0036 0.01 0.0752
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0036 0.01 0.0752
Echinococcus granulosus ornithine aminotransferase 0.0253 0.1332 1
Echinococcus granulosus Aminotransferase class III 0.0253 0.1332 1
Echinococcus multilocularis cyclin dependent kinase 1 0.0053 0.0196 0.1473
Trypanosoma cruzi aminopeptidase, putative 0.0036 0.01 0.4285
Brugia malayi map kinase activated protein kinase protein 2 0.0218 0.1136 0.212
Toxoplasma gondii ornithine aminotransferase, mitochondrial precursor, putative 0.0253 0.1332 1
Brugia malayi Pax transcription factor protein 2 0.0961 0.5358 1
Loa Loa (eye worm) hypothetical protein 0.0085 0.0379 0.0708
Trichomonas vaginalis acetylornithine aminotransferase, putative 0.1778 1 1
Mycobacterium ulcerans 4-aminobutyrate aminotransferase 0.0253 0.1332 0.1244
Echinococcus multilocularis cyclin dependent kinase 5 0.0053 0.0196 0.1473
Loa Loa (eye worm) hypothetical protein 0.0023 0.0028 0.0053
Trypanosoma brucei cdc2-related kinase 1 0.0053 0.0196 1
Loa Loa (eye worm) CAMK/PKD protein kinase 0.0084 0.0373 0.0696
Loa Loa (eye worm) hypothetical protein 0.0083 0.0365 0.0681
Echinococcus multilocularis ornithine aminotransferase 0.0253 0.1332 1
Loa Loa (eye worm) hypothetical protein 0.0074 0.0313 0.0584
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0036 0.01 0.0752
Loa Loa (eye worm) CAMK/PKD protein kinase 0.0075 0.0321 0.0599
Trichomonas vaginalis CMGC family protein kinase 0.0053 0.0196 0.0097

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 0.125 uM Inhibitory concentration against herpes simplex virus (HSV-1-lacZ) replication ChEMBL. 12270188
IC50 (binding) = 82.5 nM Inhibition of human recombinant PKD1 after 10 mins by radiometric assay ChEMBL. 21617763
IC50 (binding) = 0.15 uM Inhibition of CDK2 ChEMBL. 19616945
IC50 (binding) = 1.09 uM Inhibition of MK2 ChEMBL. 19616945
IC50 (binding) = 3.1 uM Inhibition of PKD1 autophosphorylation at Ser916 in human PMA-induced LNCAP cells by Western blotting ChEMBL. 21617763
IC50 (binding) = 5.5 uM Inhibition of MK2 in human U937 cells assessed as blockade of LPS-stimulated TNFalpha production ChEMBL. 19616945
Inhibition (binding) Inhibition of human recombinant PKCdelta at < 10 uM after 10 mins by radiometric assay ChEMBL. 21617763
Inhibition (binding) Inhibition of PLK1 at < 10 uM by TR-FRET assay ChEMBL. 21617763
Inhibition (binding) Inhibition of AKT at < 10 uM by IMAP assay ChEMBL. 21617763
Inhibition (binding) Inhibition of CDK7 at < 10 uM by TR-FRET assay ChEMBL. 21617763
Inhibition (binding) Inhibition of PLK2 at < 10 uM by TR-FRET assay ChEMBL. 21617763
Inhibition (binding) Inhibition of human recombinant PKCbeta1 at < 10 uM after 10 mins by radiometric assay ChEMBL. 21617763
Inhibition (binding) Inhibition of human recombinant PKCalpha at < 10 uM after 10 mins by radiometric assay ChEMBL. 21617763
Inhibition (binding) Inhibition of human recombinant CAMK2alpha at < 10 uM after 10 mins by radiometric assay ChEMBL. 21617763
TC50 (ADMET) = 7.6 uM Toxic concentration against uninfected cells and their ability to generate XTT formazan ChEMBL. 12270188
Therapeutic index (ADMET) = 60 Therapeutic index ChEMBL. 12270188

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

3 literature references were collected for this gene.

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