Detailed information for compound 1199818

Basic information

Technical information
  • TDR Targets ID: 1199818
  • Name: 6-hydroxy-4-methyl-2-oxo-5-[[4-(phenylmethyl) piperazin-1-yl]methyl]-1-prop-2-enylpyridine- 3-carbonitrile
  • MW: 378.467 | Formula: C22H26N4O2
  • H donors: 1 H acceptors: 3 LogP: 1.42 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: C=CCn1c(O)c(CN2CCN(CC2)Cc2ccccc2)c(c(c1=O)C#N)C
  • InChi: 1S/C22H26N4O2/c1-3-9-26-21(27)19(14-23)17(2)20(22(26)28)16-25-12-10-24(11-13-25)15-18-7-5-4-6-8-18/h3-8,28H,1,9-13,15-16H2,2H3
  • InChiKey: YGNIBFAPOYPFEM-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1-allyl-6-hydroxy-4-methyl-2-oxo-5-[[4-(phenylmethyl)piperazin-1-yl]methyl]pyridine-3-carbonitrile
  • 1-allyl-6-hydroxy-4-methyl-2-oxo-5-[[4-(phenylmethyl)-1-piperazinyl]methyl]-3-pyridinecarbonitrile
  • 1-allyl-5-[[4-(benzyl)piperazin-1-yl]methyl]-6-hydroxy-2-keto-4-methyl-nicotinonitrile
  • 6-hydroxy-4-methyl-2-oxo-5-[[4-(phenylmethyl)piperazin-1-yl]methyl]-1-prop-2-enyl-pyridine-3-carbonitrile
  • 1-Allyl-5-(4-benzyl-piperazin-1-ylmethyl)-6-hydroxy-4-methyl-2-oxo-1,2-dihydro-pyridine-3-carbonitrile
  • MLS000035427
  • SMR000012587
  • A3539/0149981
  • BAS 03812716
  • Oprea1_604690

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens euchromatic histone-lysine N-methyltransferase 2 Starlite/ChEMBL No references
Homo sapiens microtubule-associated protein tau Starlite/ChEMBL No references
Homo sapiens hydroxysteroid (17-beta) dehydrogenase 10 Starlite/ChEMBL No references
Giardia intestinalis Putative fructose-1,6-bisphosphate aldolase Starlite/ChEMBL No references
Homo sapiens ATPase family, AAA domain containing 5 Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Leishmania braziliensis 3-oxoacyl-(acyl-carrier protein) reductase, putative Get druggable targets OG5_129031 All targets in OG5_129031
Leishmania mexicana 3-oxoacyl-(acyl-carrier protein) reductase, putative Get druggable targets OG5_129031 All targets in OG5_129031
Schistosoma japonicum ko:K04380 microtubule-associated protein tau, putative Get druggable targets OG5_133504 All targets in OG5_133504
Loa Loa (eye worm) 3-hydroxyacyl-CoA dehydrogenase type II Get druggable targets OG5_129031 All targets in OG5_129031
Trichomonas vaginalis fructose-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Trichomonas vaginalis fructose-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Schistosoma japonicum ko:K00022 3-hydroxyacyl-CoA dehydrogenase [EC1.1.1.35], putative Get druggable targets OG5_129031 All targets in OG5_129031
Onchocerca volvulus Get druggable targets OG5_131470 All targets in OG5_131470
Brugia malayi 3-hydroxyacyl-CoA dehydrogenase type II Get druggable targets OG5_129031 All targets in OG5_129031
Trichomonas vaginalis fructose-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Echinococcus multilocularis 3 hydroxyacyl coenzyme A dehydrogenase type 2 Get druggable targets OG5_129031 All targets in OG5_129031
Loa Loa (eye worm) pre-SET domain-containing protein family protein Get druggable targets OG5_131470 All targets in OG5_131470
Schistosoma mansoni microtubule-associated protein tau Get druggable targets OG5_133504 All targets in OG5_133504
Leishmania donovani 3-oxoacyl-(acyl-carrier protein) reductase, putative Get druggable targets OG5_129031 All targets in OG5_129031
Trichomonas vaginalis fructose-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Leishmania major 3-oxoacyl-(acyl-carrier protein) reductase, putative Get druggable targets OG5_129031 All targets in OG5_129031
Mycobacterium ulcerans short-chain type dehydrogenase/reductase Get druggable targets OG5_129031 All targets in OG5_129031
Schistosoma mansoni 3-hydroxyacyl-CoA dehydrogenase Get druggable targets OG5_129031 All targets in OG5_129031
Echinococcus multilocularis atpase aaa+ type core atpase aaa type core Get druggable targets OG5_139225 All targets in OG5_139225
Echinococcus multilocularis microtubule associated protein 2 Get druggable targets OG5_133504 All targets in OG5_133504
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Echinococcus granulosus microtubule associated protein 2 Get druggable targets OG5_133504 All targets in OG5_133504
Leishmania infantum 3-oxoacyl-(acyl-carrier protein) reductase, putative Get druggable targets OG5_129031 All targets in OG5_129031
Echinococcus granulosus 3 hydroxyacyl coenzyme A dehydrogenase type 2 Get druggable targets OG5_129031 All targets in OG5_129031
Trichomonas vaginalis fructose-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Trichomonas vaginalis fructose-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Treponema pallidum fructose-bisphosphate aldolase Get druggable targets OG5_129214 All targets in OG5_129214
Trichomonas vaginalis set domain proteins, putative Get druggable targets OG5_131470 All targets in OG5_131470
Mycobacterium tuberculosis Probable short-chain type dehydrogenase/reductase Get druggable targets OG5_129031 All targets in OG5_129031
Trichomonas vaginalis fructose-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Cryptosporidium parvum scully CG7113-PA, putative Get druggable targets OG5_129031 All targets in OG5_129031
Mycobacterium ulcerans short-chain type dehydrogenase/reductase Get druggable targets OG5_129031 All targets in OG5_129031
Cryptosporidium hominis scully CG7113-PA Get druggable targets OG5_129031 All targets in OG5_129031
Giardia lamblia Fructose-bisphosphate aldolase Get druggable targets OG5_129214 All targets in OG5_129214
Trichomonas vaginalis fructose-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Brugia malayi Pre-SET motif family protein Get druggable targets OG5_131470 All targets in OG5_131470
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Mycobacterium ulcerans fructose-bisphosphate aldolase Putative fructose-1,6-bisphosphate aldolase   323 aa 361 aa 26.9 %
Candida albicans fructose-bisphosphate aldolase Putative fructose-1,6-bisphosphate aldolase   323 aa 358 aa 22.6 %
Mycobacterium leprae Probable fructose bisphosphate aldolase Fba Putative fructose-1,6-bisphosphate aldolase   323 aa 361 aa 25.8 %
Plasmodium falciparum 3-oxoacyl-[acyl-carrier-protein] reductase hydroxysteroid (17-beta) dehydrogenase 10 252 aa 251 aa 24.7 %
Candida albicans fructose-bisphosphate aldolase Putative fructose-1,6-bisphosphate aldolase   323 aa 358 aa 22.6 %
Mycobacterium tuberculosis Probable fructose-bisphosphate aldolase Fba Putative fructose-1,6-bisphosphate aldolase   323 aa 361 aa 25.5 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis translocator protein 0.0949 0.9676 0.9676
Loa Loa (eye worm) hypothetical protein 0.0949 0.9676 1
Loa Loa (eye worm) hypothetical protein 0.0057 0.0113 0.0097
Brugia malayi 3-hydroxyacyl-CoA dehydrogenase type II 0.0069 0.0239 0.0228
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0057 0.0113 0.0097
Schistosoma mansoni 3-hydroxyacyl-CoA dehydrogenase 0.0069 0.0239 0.0247
Echinococcus granulosus geminin 0.0195 0.1592 0.1629
Mycobacterium leprae Probable fructose bisphosphate aldolase Fba 0.0172 0.1346 0.5
Loa Loa (eye worm) hypothetical protein 0.0949 0.9676 1
Leishmania major 3-oxoacyl-(acyl-carrier protein) reductase, putative 0.0069 0.0239 0.5
Loa Loa (eye worm) hypothetical protein 0.0114 0.0714 0.072
Echinococcus multilocularis microtubule associated protein 2 0.0833 0.8435 0.8432
Echinococcus multilocularis expressed conserved protein 0.0107 0.064 0.0622
Loa Loa (eye worm) hypothetical protein 0.0949 0.9676 1
Echinococcus granulosus Niemann Pick C1 protein 0.0162 0.1237 0.1261
Onchocerca volvulus 0.0949 0.9676 1
Schistosoma mansoni patched 1 0.0049 0.0019 0.0019
Schistosoma mansoni peripheral-type benzodiazepine receptor 0.0949 0.9676 1
Echinococcus multilocularis Niemann Pick C1 protein 0.0162 0.1237 0.122
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0353 0.3282 1
Loa Loa (eye worm) hypothetical protein 0.0949 0.9676 1
Echinococcus multilocularis geminin 0.0195 0.1592 0.1576
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0353 0.3282 1
Echinococcus multilocularis protein dispatched 1 0.0056 0.0093 0.0074
Schistosoma mansoni hypothetical protein 0.0195 0.1592 0.1645
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0353 0.3282 1
Brugia malayi Pre-SET motif family protein 0.0251 0.2192 0.225
Mycobacterium ulcerans tryptophan-rich sensory protein 0.0949 0.9676 1
Echinococcus multilocularis 3 hydroxyacyl coenzyme A dehydrogenase type 2 0.0069 0.0239 0.0221
Echinococcus granulosus translocator protein 0.0949 0.9676 1
Echinococcus multilocularis Niemann Pick C1 protein 0.0114 0.0714 0.0696
Treponema pallidum fructose-bisphosphate aldolase 0.0353 0.3282 0.5
Trichomonas vaginalis set domain proteins, putative 0.0286 0.2565 0.7801
Schistosoma mansoni niemann-pick C1 (NPC1) 0.0115 0.0733 0.0757
Echinococcus granulosus 3 hydroxyacyl coenzyme A dehydrogenase type 2 0.0069 0.0239 0.0228
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0353 0.3282 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0353 0.3282 1
Brugia malayi hypothetical protein 0.0383 0.3606 0.3715
Mycobacterium ulcerans fructose-bisphosphate aldolase 0.0172 0.1346 0.1172
Onchocerca volvulus 0.0949 0.9676 1
Echinococcus granulosus Niemann Pick C1 protein 0.0114 0.0714 0.072
Brugia malayi TspO/MBR family protein 0.0949 0.9676 1
Mycobacterium tuberculosis Probable fructose-bisphosphate aldolase Fba 0.0172 0.1346 1
Onchocerca volvulus 0.0949 0.9676 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0353 0.3282 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0353 0.3282 1
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0251 0.2192 0.225
Loa Loa (eye worm) 3-hydroxyacyl-CoA dehydrogenase type II 0.0065 0.0189 0.0177
Schistosoma mansoni hypothetical protein 0.0195 0.1592 0.1645
Schistosoma mansoni microtubule-associated protein tau 0.0833 0.8435 0.8717
Brugia malayi Calcitonin receptor-like protein seb-1 0.0057 0.0113 0.0097
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0353 0.3282 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0353 0.3282 1
Loa Loa (eye worm) hypothetical protein 0.006 0.0136 0.0122
Onchocerca volvulus 0.0949 0.9676 1
Brugia malayi Niemann-Pick C1 protein precursor 0.0114 0.0714 0.072
Echinococcus granulosus expressed conserved protein 0.0107 0.064 0.0643
Giardia lamblia Fructose-bisphosphate aldolase 0.0353 0.3282 0.5
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0057 0.0113 0.0097
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0353 0.3282 1
Echinococcus granulosus microtubule associated protein 2 0.0833 0.8435 0.8715

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) = 7.9245 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Fructose-1,6-bisphosphate Aldolase from Giardia Lamblia. (Class of assay: confirmatory) [Related pubchem assays: 2472, 2464 ] ChEMBL. No reference
Potency (binding) = 15.8489 um PUBCHEM_BIOASSAY: qHTS for Inhibitors of Tau Fibril Formation, Thioflavin T Binding. (Class of assay: confirmatory) [Related pubchem assays: 596 ] ChEMBL. No reference
Potency (functional) 16.3601 uM PUBCHEM_BIOASSAY: qHTS screen for small molecules that inhibit ELG1-dependent DNA repair in human embryonic kidney (HEK293T) cells expressing luciferase-tagged ELG1. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID493107, AID493125] ChEMBL. No reference
Potency (functional) 17.7828 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Histone Lysine Methyltransferase G9a. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504404] ChEMBL. No reference
Potency (functional) = 19.9526 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of HSD17B4, hydroxysteroid (17-beta) dehydrogenase 4. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 20.5962 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of RanGTP induced Rango (Ran-regulated importin-beta cargo) - Importin beta complex dissociation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID540262] ChEMBL. No reference
Potency (functional) = 28.1838 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors Targeting the Menin-MLL Interaction in MLL Related Leukemias: Competition With Fluorescein Labeled MLL-derived Peptide. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 28.1838 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Human Jumonji Domain Containing 2E (JMJD2E). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 28.1838 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Rango (Ran-regulated importin-beta cargo) - Importin beta complex formation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID540273] ChEMBL. No reference
Potency (functional) = 31.6228 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Aldehyde Dehydrogenase 1 (ALDH1A1). (Class of assay: confirmatory) [Related pubchem assays: 1030 (qHTS Validation Assay for Inhibitors of aldehyde dehydrogenase 1 (ALDH1A1))] ChEMBL. No reference
Potency (functional) = 35.4813 um PUBCHEM_BIOASSAY: qHTS for Inhibitors of Tau Fibril Formation, Fluorescence Polarization. (Class of assay: confirmatory) [Related pubchem assays: 596 ] ChEMBL. No reference
Potency (functional) 35.4813 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of Polymerase Iota. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588623] ChEMBL. No reference
Potency (functional) = 39.8107 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors Targeting the Menin-MLL Interaction in MLL Related Leukemias: Competition With Texas Red Labeled MLL-derived Mutant Peptide. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 44.6684 um PUBCHEM_BIOASSAY: qHTS Assay for the Inhibitors of Schistosoma Mansoni Peroxiredoxins. (Class of assay: confirmatory) [Related pubchem assays: 1011 (Confirmation Concentration-Response Assay for Inhibitors of the Schistosoma mansoni Redox Cascade ), 448 (Schistosoma Mansoni Peroxiredoxins (Prx2) and thioredoxin glutathione reductase (TGR) coupled assay)] ChEMBL. No reference
Potency (functional) 75.6863 uM PubChem BioAssay. qHTS Assay to Find Inhibitors of Pin1. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 79.4328 uM PUBCHEM_BIOASSAY: Inhibitors of Regulator of G Protein Signaling (RGS) 4: qHTS. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504856] ChEMBL. No reference
Potency (functional) 89.1251 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of JMJD2A-Tudor Domain. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504402] ChEMBL. No reference

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

No literature references available for this target.

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