Detailed information for compound 1833083

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 522.464 | Formula: C21H20F6N4O3S
  • H donors: 2 H acceptors: 4 LogP: 3.1 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 2
  • SMILES: CC#C[C@H]1CN(CCN1c1ccc(cc1)C(C(F)(F)F)(C(F)(F)F)O)S(=O)(=O)c1ccc(nc1)N
  • InChi: 1S/C21H20F6N4O3S/c1-2-3-16-13-30(35(33,34)17-8-9-18(28)29-12-17)10-11-31(16)15-6-4-14(5-7-15)19(32,20(22,23)24)21(25,26)27/h4-9,12,16,32H,10-11,13H2,1H3,(H2,28,29)/t16-/m0/s1
  • InChiKey: SIFKNECWLVONIH-INIZCTEOSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens glucokinase (hexokinase 4) Starlite/ChEMBL References
Mus musculus glucokinase Starlite/ChEMBL References
Mus musculus glucokinase regulatory protein Starlite/ChEMBL References
Homo sapiens glucokinase (hexokinase 4) regulator Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Trypanosoma congolense hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Babesia bovis hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Loa Loa (eye worm) hexokinase type II Get druggable targets OG5_126743 All targets in OG5_126743
Entamoeba histolytica hexokinase 2 Get druggable targets OG5_126743 All targets in OG5_126743
Loa Loa (eye worm) hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Trypanosoma brucei hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Candida albicans similar to D.occidentalis hexokinase HXK which is able to phosphorylate glucose and fructose Get druggable targets OG5_126743 All targets in OG5_126743
Trypanosoma cruzi hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Brugia malayi hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Plasmodium vivax hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Toxoplasma gondii hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Candida albicans one of four closely related hexokinase-like genes similar to P.angusta GLK1 and to S. cerevisiae Glucokinase GLK1 (YCL040W) Get druggable targets OG5_126743 All targets in OG5_126743
Leishmania major hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Leishmania mexicana hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Candida albicans one of four closely related hexokinase-like genes similar to P.angusta GLK1 and to S. cerevisiae Glucokinase GLK1 (YCL040W) Get druggable targets OG5_126743 All targets in OG5_126743
Leishmania infantum hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Plasmodium knowlesi hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Candida albicans one of four closely related hexokinase-like genes similar to P.angusta GLK1 and to S. cerevisiae Glucokinase GLK1 (YCL040W) Get druggable targets OG5_126743 All targets in OG5_126743
Echinococcus multilocularis hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Trypanosoma cruzi hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Echinococcus multilocularis hexokinase type 2 Get druggable targets OG5_126743 All targets in OG5_126743
Candida albicans one of four closely related hexokinase-like genes similar to P.angusta GLK1 and to S. cerevisiae GLK1 (YCL040W) Get druggable targets OG5_126743 All targets in OG5_126743
Onchocerca volvulus Get druggable targets OG5_126743 All targets in OG5_126743
Cryptosporidium parvum hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126743 All targets in OG5_126743
Treponema pallidum hexokinase (hxk) Get druggable targets OG5_126743 All targets in OG5_126743
Plasmodium berghei hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Candida albicans one of four closely related hexokinase-like genes similar to P.angusta GLK1 and to S. cerevisiae Glucokinase GLK1 (YCL040W) Get druggable targets OG5_126743 All targets in OG5_126743
Trypanosoma brucei hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Leishmania infantum hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Echinococcus multilocularis hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Echinococcus granulosus hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Trypanosoma brucei gambiense hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Entamoeba histolytica hexokinase 1 Get druggable targets OG5_126743 All targets in OG5_126743
Echinococcus granulosus hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Theileria parva hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Leishmania major hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Neospora caninum cDNA FLJ57348, highly similar to Homo sapiens hexokinase domain containing 1 (HKDC1), mRNA, related Get druggable targets OG5_126743 All targets in OG5_126743
Theileria parva hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Loa Loa (eye worm) hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Leishmania mexicana hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Candida albicans one of four closely related hexokinase-like genes similar to P.angusta GLK1 and to S. cerevisiae Glucokinase GLK1 (YCL040W) Get druggable targets OG5_126743 All targets in OG5_126743
Onchocerca volvulus Get druggable targets OG5_126743 All targets in OG5_126743
Echinococcus granulosus hexokinase type 2 Get druggable targets OG5_126743 All targets in OG5_126743
Trypanosoma brucei gambiense hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Plasmodium yoelii hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Candida albicans similar to D.occidentalis hexokinase HXK which is able to phosphorylate glucose and fructose Get druggable targets OG5_126743 All targets in OG5_126743
Trypanosoma brucei hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Echinococcus multilocularis hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Cryptosporidium hominis hexokinase i Get druggable targets OG5_126743 All targets in OG5_126743
Brugia malayi Hexokinase family protein Get druggable targets OG5_126743 All targets in OG5_126743
Onchocerca volvulus Get druggable targets OG5_126743 All targets in OG5_126743
Schistosoma japonicum ko:K00844 hexokinase [EC2.7.1.1], putative Get druggable targets OG5_126743 All targets in OG5_126743
Candida albicans one of four closely related hexokinase-like genes similar to P.angusta GLK1 and to S. cerevisiae Glucokinase GLK1 (YCL040W) Get druggable targets OG5_126743 All targets in OG5_126743
Echinococcus granulosus hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Plasmodium falciparum hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Leishmania braziliensis hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Schistosoma mansoni hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Leishmania donovani hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi Hexokinase family protein glucokinase (hexokinase 4) 465 aa 470 aa 30.0 %
Brugia malayi Hexokinase family protein glucokinase 465 aa 473 aa 29.4 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Onchocerca volvulus 0.033 0.2722 1
Echinococcus granulosus Peptidase S1 S6 chymotrypsin Hap 0.033 0.2722 0.2056
Trypanosoma brucei hexokinase 0.0192 0.0838 0.5
Schistosoma mansoni cercarial elastase (S01 family) 0.033 0.2722 0.2056
Brugia malayi Trypsin family protein 0.033 0.2722 1
Schistosoma mansoni aminopeptidase PILS (M01 family) 0.033 0.2722 0.2056
Plasmodium falciparum hexokinase 0.0192 0.0838 0.5
Loa Loa (eye worm) hexokinase 0.0192 0.0838 0.3078
Schistosoma mansoni hypothetical protein 0.033 0.2722 0.2056
Loa Loa (eye worm) hypothetical protein 0.033 0.2722 1
Schistosoma mansoni cercarial elastase (S01 family) 0.033 0.2722 0.2056
Echinococcus multilocularis transmembrane protease serine 3 0.033 0.2722 0.2056
Schistosoma mansoni cercarial elastase (S01 family) 0.033 0.2722 0.2056
Echinococcus granulosus transmembrane protease serine 3 0.033 0.2722 0.2056
Echinococcus granulosus Mastin 0.033 0.2722 0.2056
Onchocerca volvulus 0.033 0.2722 1
Echinococcus granulosus subfamily S1A unassigned peptidase S01 family 0.033 0.2722 0.2056
Loa Loa (eye worm) hypothetical protein 0.033 0.2722 1
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.033 0.2722 0.2056
Brugia malayi Trypsin family protein 0.033 0.2722 1
Schistosoma mansoni cercarial elastase (S01 family) 0.033 0.2722 0.2056
Onchocerca volvulus 0.033 0.2722 1
Echinococcus multilocularis Peptidase S1 S6, chymotrypsin Hap 0.033 0.2722 0.2056
Leishmania major hexokinase, putative 0.0192 0.0838 0.5
Treponema pallidum hexokinase (hxk) 0.0192 0.0838 0.5
Loa Loa (eye worm) hexokinase type II 0.0192 0.0838 0.3078
Loa Loa (eye worm) hypothetical protein 0.033 0.2722 1
Echinococcus multilocularis subfamily S1A unassigned peptidase (S01 family) 0.033 0.2722 0.2056
Loa Loa (eye worm) trypsin family protein 0.033 0.2722 1
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.033 0.2722 0.2056
Leishmania major hexokinase, putative 0.0192 0.0838 0.5
Loa Loa (eye worm) hexokinase 0.0192 0.0838 0.3078
Brugia malayi Chymotrypsin-like protease CTRL-1 precursor 0.033 0.2722 1
Schistosoma mansoni cercarial elastase (S01 family) 0.033 0.2722 0.2056
Schistosoma mansoni hypothetical protein 0.033 0.2722 0.2056
Entamoeba histolytica hexokinase 1 0.0192 0.0838 0.5
Schistosoma mansoni cercarial elastase (S01 family) 0.033 0.2722 0.2056
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.033 0.2722 0.2056
Echinococcus granulosus glycoprotein Antigen 5 0.033 0.2722 0.2056
Echinococcus multilocularis glycoprotein Antigen 5 0.033 0.2722 0.2056
Trypanosoma cruzi hexokinase, putative 0.0192 0.0838 0.5
Onchocerca volvulus 0.033 0.2722 1
Brugia malayi Trypsin family protein 0.033 0.2722 1
Loa Loa (eye worm) hypothetical protein 0.033 0.2722 1
Loa Loa (eye worm) hypothetical protein 0.033 0.2722 1
Echinococcus granulosus enteropeptidase 0.033 0.2722 0.2056
Schistosoma mansoni cercarial elastase (S01 family) 0.033 0.2722 0.2056
Entamoeba histolytica hexokinase 2 0.0192 0.0838 0.5
Onchocerca volvulus 0.033 0.2722 1
Schistosoma mansoni cercarial elastase (S01 family) 0.033 0.2722 0.2056
Schistosoma mansoni cercarial elastase (S01 family) 0.033 0.2722 0.2056
Brugia malayi Trypsin-like protease protein 5 0.033 0.2722 1
Onchocerca volvulus 0.033 0.2722 1
Schistosoma mansoni cercarial elastase (S01 family) 0.033 0.2722 0.2056
Loa Loa (eye worm) hypothetical protein 0.033 0.2722 1
Toxoplasma gondii hexokinase 0.0192 0.0838 0.5
Loa Loa (eye worm) hypothetical protein 0.033 0.2722 1
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.033 0.2722 0.2056
Echinococcus multilocularis enteropeptidase 0.033 0.2722 0.2056
Echinococcus multilocularis Mastin 0.033 0.2722 0.2056
Plasmodium vivax hexokinase, putative 0.0192 0.0838 0.5
Brugia malayi Trypsin family protein 0.033 0.2722 1
Trypanosoma brucei hexokinase, putative 0.0192 0.0838 0.5
Trypanosoma brucei hexokinase 0.0192 0.0838 0.5
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.033 0.2722 0.2056
Trypanosoma cruzi hexokinase, putative 0.0192 0.0838 0.5
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.033 0.2722 0.2056
Mycobacterium ulcerans hypothetical protein 0.033 0.2722 0.5
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.033 0.2722 0.2056
Schistosoma mansoni cercarial elastase (S01 family) 0.033 0.2722 0.2056
Brugia malayi hypothetical protein 0.033 0.2722 1

Activities

Activity type Activity value Assay description Source Reference
Activity (binding) Binding affinity to biotinylated GK (unknown origin) by SPR analysis ChEMBL. 24405213
Activity (functional) = 60 % Antidiabetic activity in insulin-resistant db/db mouse assessed as reduction of fed blood glucose level at 100 mg/kg, po measured at 6 hrs relative to vehicle-treated control ChEMBL. 24405213
CL (ADMET) = 0.11 L/hr/kg Clearance in C57BL/6 mouse at 2 mg/kg, iv ChEMBL. 24611879
CL (ADMET) < 14 microL/min/mg Intrinsic clearance in human liver microsomes at 1 uM after 30 mins in presence of NADPH ChEMBL. 24405213
EC50 (binding) = 0.202 uM Induction of GK translocation from nucleus to cytoplasm of mouse hepatocytes preincubated for 20 mins followed by glucose challenge measured after 40 mins by Hoechst 33342 staining-based assay ChEMBL. 24405213
EC50 (binding) = 0.202 uM Inhibition of GKRP-GK interaction in mouse hepatocytes assessed as induction of GK translocation from nucleus to cytoplasm incubated for 20 mins prior to glucose addition measured after 40 mins ChEMBL. 24611879
IC50 (binding) = 0.004 uM Inhibition of fluorescein-labeled human GK interaction with biotin-labeled human GKRP incubated for 20 mins prior to addition of fluorescein-labeled GK measured after 2 to 4 hrs by Alpha Screen assay ChEMBL. 24405213
IC50 (binding) = 0.004 uM Inhibition of biotin-tagged human GKRP/fluorescein-tagged GK interaction preincubated for 20 mins prior to GK addition measured after 2 to 4 hrs by AlphaScreen assay ChEMBL. 24611879

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

2 literature references were collected for this gene.

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