Detailed information for compound 1022402

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 339.455 | Formula: C19H21N3OS
  • H donors: 1 H acceptors: 1 LogP: 4.17 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: CSc1nn(c2c1ccc(c2)OC1CCNCC1)c1ccccc1
  • InChi: 1S/C19H21N3OS/c1-24-19-17-8-7-16(23-15-9-11-20-12-10-15)13-18(17)22(21-19)14-5-3-2-4-6-14/h2-8,13,15,20H,9-12H2,1H3
  • InChiKey: KJTKWSSZJXVTMQ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens ketohexokinase (fructokinase) Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi hypothetical protein Get druggable targets OG5_133459 All targets in OG5_133459
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_133459 All targets in OG5_133459
Onchocerca volvulus Get druggable targets OG5_133459 All targets in OG5_133459
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Trypanosoma brucei ribokinase, putative ketohexokinase (fructokinase) 298 aa 307 aa 21.5 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0061 0.1006 0.5613
Wolbachia endosymbiont of Brugia malayi fructose-1,6-bisphosphatase 0.0039 0.0535 0.5
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0064 0.1067 0.599
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0021 0.0148 0.0169
Brugia malayi Bromodomain containing protein 0.0032 0.0376 0.043
Trypanosoma cruzi tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.007 0.1186 1
Brugia malayi steroid hormone receptor 0.0021 0.0148 0.0169
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0038 0.0513 0.259
Plasmodium vivax SET domain protein, putative 0.0061 0.1006 1
Brugia malayi Nuclear hormone receptor family member nhr-40 0.0021 0.0148 0.0169
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0021 0.0148 0.0353
Echinococcus granulosus lysine specific demethylase 5A 0.0037 0.0495 0.2483
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0096 0.173 1
Mycobacterium tuberculosis Probable reductase 0.0086 0.1527 0.8417
Brugia malayi jmjC domain containing protein 0.0037 0.0495 0.0566
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.0021 0.0148 0.0353
Toxoplasma gondii thioredoxin reductase 0.0038 0.0506 0.2457
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.0021 0.0148 0.0353
Echinococcus multilocularis lysine specific demethylase 5A 0.0035 0.0452 0.2221
Trypanosoma cruzi myo-inositol-1(or 4)-monophosphatase 1, putative 0.0039 0.0535 0.4266
Schistosoma mansoni coup transcription factor 0.0021 0.0148 0.0438
Schistosoma mansoni aldehyde dehydrogenase 0.0064 0.1067 0.4596
Brugia malayi Inositol-1 0.0039 0.0535 0.0611
Brugia malayi Steroid receptor seven-up type 2 0.0021 0.0148 0.0169
Trypanosoma brucei inositol-1(or 4)-monophosphatase 1, putative 0.0039 0.0535 0.4266
Brugia malayi nuclear hormone receptor 0.0021 0.0148 0.0169
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0021 0.0148 0.0353
Echinococcus granulosus peregrin 0.0032 0.0376 0.1753
Echinococcus multilocularis ecdysone induced protein 78C 0.0021 0.0148 0.0353
Brugia malayi nuclear receptor NHR-88 0.0021 0.0148 0.0169
Schistosoma mansoni inositol monophosphatase 0.0039 0.0535 0.2189
Echinococcus multilocularis tyrosyl DNA phosphodiesterase 1 0.007 0.1186 0.6716
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.0021 0.0148 0.0051
Schistosoma mansoni nuclear hormone receptor 0.0021 0.0148 0.0438
Plasmodium falciparum glutathione reductase 0.0038 0.0506 1
Schistosoma mansoni tyrosyl-DNA phosphodiesterase 0.007 0.1186 0.5132
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.0021 0.0148 0.0353
Brugia malayi Nuclear hormone receptor family member nhr-41 0.0021 0.0148 0.0169
Echinococcus granulosus PHD finger protein rhinoceros 0.0029 0.0323 0.1428
Loa Loa (eye worm) hypothetical protein 0.0029 0.0323 0.0253
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0063 0.1044 0.585
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.0021 0.0148 0.0353
Mycobacterium leprae PROBABLE NADH DEHYDROGENASE NDH 0.0086 0.1527 0.8417
Echinococcus granulosus inositol monophosphatase 1 0.0039 0.0535 0.2727
Schistosoma mansoni zinc finger protein 0.0021 0.0147 0.0433
Echinococcus multilocularis thyroid hormone receptor alpha 0.0021 0.0148 0.0353
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0061 0.1006 0.9174
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0059 0.0958 0.5321
Loa Loa (eye worm) glutathione reductase 0.0038 0.0506 0.0465
Brugia malayi jmjC domain containing protein 0.0095 0.1721 0.1967
Plasmodium vivax thioredoxin reductase, putative 0.0038 0.0506 0.2678
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.0021 0.0148 0.0051
Leishmania major myo-inositol-1(or 4)-monophosphatase 1, putative 0.0039 0.0535 0.4266
Echinococcus multilocularis zinc finger protein 0.0021 0.0147 0.0346
Brugia malayi glutathione reductase 0.0038 0.0506 0.0578
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0038 0.0506 0.0449
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0086 0.1527 0.8417
Brugia malayi Bromodomain containing protein 0.0079 0.1387 0.1585
Brugia malayi PHD-finger family protein 0.0029 0.0323 0.0369
Trypanosoma brucei tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.007 0.1186 1
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0061 0.1006 0.4318
Brugia malayi Nuclear hormone receptor-like 1 0.0021 0.0148 0.0169
Loa Loa (eye worm) hypothetical protein 0.0021 0.0148 0.0051
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0021 0.0148 0.0169
Echinococcus multilocularis inositol monophosphatase 1 0.0039 0.0535 0.2727
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0021 0.0148 0.0169
Loa Loa (eye worm) hypothetical protein 0.0021 0.0148 0.0051
Giardia lamblia PHD finger protein 15 0.0029 0.0323 0.5
Brugia malayi photoreceptor-specific nuclear receptor 0.0021 0.0148 0.0169
Schistosoma mansoni Tr4/Tr2 (homologue) 0.0021 0.0148 0.0438
Toxoplasma gondii inositol(myo)-1(or 4)-monophosphatase 2, putative 0.0039 0.0535 0.2848
Schistosoma mansoni jumonji domain containing protein 0.0076 0.1307 0.5683
Brugia malayi Nuclear hormone receptor family member nhr-31 0.0021 0.0148 0.0169
Brugia malayi Thioredoxin reductase 0.0038 0.0506 0.0578
Onchocerca volvulus 0.0061 0.1006 0.0871
Brugia malayi ecdysteroid receptor 0.0021 0.0148 0.0169
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0021 0.0148 0.0169
Echinococcus granulosus tyrosyl DNA phosphodiesterase 1 0.007 0.1186 0.6716
Echinococcus multilocularis PHD finger protein rhinoceros 0.0029 0.0323 0.1428
Loa Loa (eye worm) hypothetical protein 0.0021 0.0148 0.0051
Schistosoma mansoni acetyl-CoA C-acetyltransferase 0.0024 0.0213 0.0733
Echinococcus granulosus FTZ F1 alpha 0.0021 0.0148 0.0353
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.0021 0.0148 0.0051
Echinococcus multilocularis Transcription factor, JmjC domain containing protein 0.0095 0.1721 1
Echinococcus multilocularis peregrin 0.0032 0.0376 0.1753
Loa Loa (eye worm) steroid hormone receptor 0.0021 0.0148 0.0051
Schistosoma mansoni bromodomain-containing nuclear protein 1 brd1 0.0029 0.0323 0.1231
Trypanosoma brucei trypanothione reductase 0.0038 0.0506 0.401
Mycobacterium ulcerans aldehyde dehydrogenase 0.0064 0.1067 1
Schistosoma mansoni thyroid hormone receptor 0.0021 0.0148 0.0438
Loa Loa (eye worm) hypothetical protein 0.0021 0.0148 0.0051
Echinococcus granulosus Transcription factor JmjC domain containing protein 0.0095 0.1721 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.0021 0.0148 0.0051
Loa Loa (eye worm) hypothetical protein 0.0021 0.0148 0.0051
Echinococcus multilocularis thioredoxin glutathione reductase 0.0038 0.0517 0.2614
Loa Loa (eye worm) PHD-finger family protein 0.0029 0.0323 0.0253
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.0021 0.0148 0.0051
Echinococcus multilocularis fetal alzheimer antigen, falz 0.0024 0.0213 0.0753
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0021 0.0148 0.0353
Brugia malayi Nuclear hormone receptor family member nhr-14 0.0021 0.0148 0.0169
Schistosoma mansoni methyl-cpg binding protein mbd 0.0018 0.009 0.0178
Trypanosoma cruzi trypanothione reductase, putative 0.0038 0.0506 0.401
Loa Loa (eye worm) hypothetical protein 0.0021 0.0148 0.0051
Echinococcus granulosus histone lysine methyltransferase setb 0.0079 0.1387 0.7953
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0063 0.1044 0.585
Echinococcus granulosus zinc finger protein 0.0021 0.0147 0.0346
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0021 0.0148 0.0353
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0086 0.1527 0.8417
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.0021 0.0148 0.0438
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0096 0.173 1
Loa Loa (eye worm) hypothetical protein 0.0075 0.1291 0.1373
Brugia malayi Nuclear hormone receptor family member nhr-3 0.0021 0.0148 0.0169
Loa Loa (eye worm) inositol-1 0.0039 0.0535 0.0499
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0064 0.1067 0.599
Brugia malayi Nuclear hormone receptor family member nhr-1 0.0021 0.0148 0.0169
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0021 0.0148 0.0438
Plasmodium vivax glutathione reductase, putative 0.0038 0.0506 0.2678
Mycobacterium tuberculosis Probable dehydrogenase 0.0086 0.1527 0.8417
Mycobacterium ulcerans aldehyde dehydrogenase 0.0064 0.1067 1
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0428 0.8751 1
Entamoeba histolytica tyrosyl-DNA phosphodiesterase, putative 0.007 0.1186 1
Leishmania major trypanothione reductase 0.0038 0.0506 0.401
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0079 0.1387 0.6044
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.0021 0.0148 0.0438
Loa Loa (eye worm) tyrosyl-DNA phosphodiesterase 0.007 0.1186 0.1251
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0038 0.0513 0.259
Loa Loa (eye worm) jmjC domain-containing protein 0.006 0.0977 0.101
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.0021 0.0148 0.0353
Loa Loa (eye worm) jmjC domain-containing protein 0.0037 0.0495 0.0452
Loa Loa (eye worm) hypothetical protein 0.0043 0.062 0.0597
Loa Loa (eye worm) hypothetical protein 0.0021 0.0148 0.0051
Loa Loa (eye worm) thioredoxin reductase 0.0038 0.0506 0.0465
Leishmania major tyrosyl-DNA phosphodiesterase 1 0.007 0.1186 1
Loa Loa (eye worm) hypothetical protein 0.0312 0.6307 0.7174
Toxoplasma gondii aldehyde dehydrogenase 0.0064 0.1067 1
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0086 0.1527 0.8417
Schistosoma mansoni retinoic acid receptor RXR 0.0021 0.0148 0.0438
Schistosoma mansoni jumonji/arid domain-containing protein 0.0037 0.0495 0.2009
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0096 0.173 1
Echinococcus granulosus fetal alzheimer antigen falz 0.0024 0.0213 0.0753
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0021 0.0148 0.0169
Schistosoma mansoni RAR-like nuclear receptor 0.0021 0.0148 0.0438
Brugia malayi PHD-finger family protein 0.0026 0.0266 0.0304
Onchocerca volvulus 0.0312 0.6307 0.6252
Loa Loa (eye worm) hypothetical protein 0.0045 0.0663 0.0646
Schistosoma mansoni thyroid hormone receptor 0.0021 0.0148 0.0438
Mycobacterium tuberculosis Probable oxidoreductase 0.0096 0.173 1
Brugia malayi Pre-SET motif family protein 0.0428 0.8751 1
Trypanosoma cruzi tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.007 0.1186 1
Loa Loa (eye worm) PHD-finger family protein 0.0022 0.017 0.0077
Schistosoma mansoni jumonji/arid domain-containing protein 0.0037 0.0495 0.2009
Loa Loa (eye worm) hypothetical protein 0.0021 0.0148 0.0051
Schistosoma mansoni hypothetical protein 0.0022 0.017 0.054
Echinococcus granulosus ecdysone induced protein 78C 0.0021 0.0148 0.0353
Echinococcus multilocularis jumonji domain containing protein 0.004 0.0564 0.2904
Trypanosoma cruzi myo-inositol-1(or 4)-monophosphatase 1, putative 0.0039 0.0535 0.4266
Schistosoma mansoni inositol monophosphatase 0.0039 0.0535 0.2189
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.0021 0.0148 0.0051
Schistosoma mansoni methyl-cpg binding protein mbd 0.0018 0.009 0.0178
Plasmodium falciparum thioredoxin reductase 0.0038 0.0506 1
Mycobacterium ulcerans aldehyde dehydrogenase 0.0064 0.1067 1
Echinococcus granulosus thioredoxin glutathione reductase 0.0038 0.0517 0.2614
Onchocerca volvulus Alhambra homolog 0.0029 0.0323 0.0178
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.0021 0.0148 0.0051
Brugia malayi Tyrosyl-DNA phosphodiesterase family protein 0.007 0.1186 0.1355
Schistosoma mansoni hypothetical protein 0.0029 0.0323 0.1231
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0079 0.1387 0.7953
Loa Loa (eye worm) hypothetical protein 0.0079 0.1387 0.1484
Schistosoma mansoni aldehyde dehydrogenase 0.0064 0.1067 0.4596
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.0021 0.0148 0.0353
Schistosoma mansoni bromodomain containing protein 0.0067 0.1124 0.4855
Echinococcus multilocularis transcription factor Dp 1 0.004 0.0564 0.2902
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.0021 0.0148 0.0353
Trichomonas vaginalis set domain proteins, putative 0.0487 1 1
Brugia malayi Pre-SET motif family protein 0.0061 0.1006 0.1149
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0064 0.1067 0.4827
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.0021 0.0148 0.0438
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0086 0.1527 0.8417
Schistosoma mansoni steroid hormone receptor ad4bp 0.0021 0.0148 0.0438
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0064 0.1067 0.8957
Echinococcus granulosus jumonji domain containing protein 0.004 0.0564 0.2904
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0079 0.1387 0.6044
Brugia malayi Bromodomain containing protein 0.0041 0.0566 0.0646
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0061 0.1006 0.4318
Loa Loa (eye worm) hypothetical protein 0.0041 0.0567 0.0536
Loa Loa (eye worm) hypothetical protein 0.005 0.0762 0.0761
Echinococcus granulosus transcription factor Dp 1 0.004 0.0564 0.2902
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.0021 0.0148 0.0353
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0021 0.0148 0.0353
Brugia malayi Nuclear hormone receptor family member nhr-49 0.0021 0.0148 0.0169
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.0021 0.0148 0.0438
Brugia malayi hypothetical protein 0.0312 0.6307 0.7208
Echinococcus multilocularis FTZ F1 alpha 0.0021 0.0148 0.0353
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0021 0.0148 0.0169

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 710 nM BindingDB_Patents: Enzyme Assay. An enzymatic assay was developed to measure KHK-mediated conversion of D-fructose to Fructose-1-P (F-1-P) using High Throughput Mass Spectroscopy (HTMS) as a means of product detection. This assay served as a primary screen to evaluate the ability to inhibit KHK enzyme activity and it has been adapted to high throughput mass spectrometry (HTMS, BioTrove RapidFire) format for higher throughput.The compounds to be tested were dosed in 12-points concentration from 511 uM to 0.5 uM. Inhibition of the fragment, IC50, was determined in a dose-response curve under the established steady-state conditions of 200 uM fructose, 100 uM ATP and 2 nM KHK for 60 min at 25 C. The assay was carried out in 384-well plate format. ChEMBL. No reference
IC50 (binding) = 710 nM BindingDB_Patents: Enzyme Assay. An enzymatic assay was developed to measure KHK-mediated conversion of D-fructose to Fructose-1-P (F-1-P) using High Throughput Mass Spectroscopy (HTMS) as a means of product detection. This assay served as a primary screen to evaluate the ability to inhibit KHK enzyme activity and it has been adapted to high throughput mass spectrometry (HTMS, BioTrove RapidFire) format for higher throughput.The compounds to be tested were dosed in 12-points concentration from 511 uM to 0.5 uM. Inhibition of the fragment, IC50, was determined in a dose-response curve under the established steady-state conditions of 200 uM fructose, 100 uM ATP and 2 nM KHK for 60 min at 25 C. The assay was carried out in 384-well plate format. ChEMBL. No reference
IC50 (binding) = 0.71 uM Inhibition of KHK-mediated conversion of D-fructose to fructose-1-phosphate after 60 mins by high throughput mass spectrometry analysis ChEMBL. 21767952

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.

If you have references for this compound, please enter them in a user comment (below) or Contact us.