Detailed information for compound 347172

Basic information

Technical information
  • TDR Targets ID: 347172
  • Name: 4-[[3-[(2S)-2-amino-3-hydroxy-3-oxopropyl]-5- iodo-2,6-dioxopyrimidin-1-yl]methyl]benzoic a cid
  • MW: 459.193 | Formula: C15H14IN3O6
  • H donors: 3 H acceptors: 6 LogP: -2.52 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: N[C@H](C(=O)O)Cn1cc(I)c(=O)n(c1=O)Cc1ccc(cc1)C(=O)O
  • InChi: 1S/C15H14IN3O6/c16-10-6-18(7-11(17)14(23)24)15(25)19(12(10)20)5-8-1-3-9(4-2-8)13(21)22/h1-4,6,11H,5,7,17H2,(H,21,22)(H,23,24)/t11-/m0/s1
  • InChiKey: JHSYCOCOIYSZGI-NSHDSACASA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 4-[[3-[(2S)-2-amino-3-hydroxy-3-oxo-propyl]-5-iodo-2,6-dioxo-pyrimidin-1-yl]methyl]benzoic acid
  • 4-[[3-[(2S)-2-amino-3-hydroxy-3-oxopropyl]-5-iodo-2,6-dioxo-1-pyrimidinyl]methyl]benzoic acid
  • 4-[[3-[(2S)-2-azanyl-3-hydroxy-3-oxo-propyl]-5-iodo-2,6-dioxo-pyrimidin-1-yl]methyl]benzoic acid
  • 4-[[3-[(2S)-2-amino-3-hydroxy-3-keto-propyl]-5-iodo-2,6-diketo-pyrimidin-1-yl]methyl]benzoic acid
  • NCGC00025285-01
  • Tocris-1766

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens vitamin D (1,25- dihydroxyvitamin D3) receptor Starlite/ChEMBL No references
Homo sapiens cytochrome P450, family 2, subfamily D, polypeptide 6 Starlite/ChEMBL No references
Bacillus anthracis Anthrax lethal factor Starlite/ChEMBL No references
Homo sapiens thyroid stimulating hormone receptor Starlite/ChEMBL No references
Rattus norvegicus Glutamate receptor ionotropic kainate 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum Glutamate receptor delta-2 subunit precursor, putative Get druggable targets OG5_127034 All targets in OG5_127034
Loa Loa (eye worm) follicle stimulating hormone receptor Get druggable targets OG5_130089 All targets in OG5_130089
Schistosoma japonicum Glutamate receptor, ionotropic kainate 3 precursor, putative Get druggable targets OG5_127034 All targets in OG5_127034
Echinococcus multilocularis NMDA receptor Get druggable targets OG5_127034 All targets in OG5_127034
Schistosoma mansoni glutamate receptor kainate Get druggable targets OG5_127034 All targets in OG5_127034
Echinococcus granulosus glutamate receptor ionotropic kainate Get druggable targets OG5_127034 All targets in OG5_127034
Echinococcus multilocularis glutamate receptor ionotropic kainate Get druggable targets OG5_127034 All targets in OG5_127034
Brugia malayi follicle stimulating hormone receptor Get druggable targets OG5_130089 All targets in OG5_130089
Schistosoma japonicum expressed protein Get druggable targets OG5_127034 All targets in OG5_127034
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 Get druggable targets OG5_127034 All targets in OG5_127034
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 Get druggable targets OG5_127034 All targets in OG5_127034
Schistosoma mansoni glutamate receptor kainate Get druggable targets OG5_127034 All targets in OG5_127034
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 Get druggable targets OG5_127034 All targets in OG5_127034
Schistosoma japonicum expressed protein Get druggable targets OG5_127034 All targets in OG5_127034
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 3 Get druggable targets OG5_127034 All targets in OG5_127034
Echinococcus granulosus glutamate receptor ionotropic kainate 3 Get druggable targets OG5_127034 All targets in OG5_127034
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 Get druggable targets OG5_127034 All targets in OG5_127034
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 Get druggable targets OG5_127034 All targets in OG5_127034
Schistosoma japonicum Glutamate receptor, ionotropic kainate 1 precursor, putative Get druggable targets OG5_127034 All targets in OG5_127034
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 Get druggable targets OG5_127034 All targets in OG5_127034
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Drosophila melanogaster Glutamate receptor IA Glutamate receptor ionotropic kainate 1   949 aa 913 aa 34.5 %
Brugia malayi steroid hormone receptor vitamin D (1,25- dihydroxyvitamin D3) receptor 427 aa 416 aa 24.5 %
Brugia malayi cytochrome P450 cytochrome P450, family 2, subfamily D, polypeptide 6 497 aa 425 aa 32.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trypanosoma brucei proliferative cell nuclear antigen (PCNA), putative 0.0031 0 0.5
Schistosoma mansoni thyroid hormone receptor 0.0161 0.3845 1
Brugia malayi Nuclear hormone receptor-like 1 0.0276 0.7236 0.9841
Echinococcus multilocularis nmda type glutamate receptor 0.0037 0.0187 0.0187
Brugia malayi Glutamate receptor 1 precursor 0.0038 0.0195 0.0265
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0033 0.0051 0.007
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0033 0.0051 0.0051
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0033 0.0051 0.007
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0033 0.0051 0.007
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.0033 0.0051 0.007
Loa Loa (eye worm) glutamate receptor 2 0.0038 0.0195 0.0265
Onchocerca volvulus Bile acid receptor homolog 0.0033 0.0051 0.5
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0033 0.0051 0.007
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0033 0.0051 0.0134
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.0033 0.0051 0.0051
Schistosoma mansoni glutamate receptor AMPA 0.0038 0.0195 0.0506
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.0033 0.0051 0.007
Echinococcus multilocularis glutamate receptor ionotropic kainate 0.0056 0.0734 0.0734
Loa Loa (eye worm) hypothetical protein 0.0033 0.0051 0.007
Loa Loa (eye worm) hypothetical protein 0.0033 0.0051 0.007
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.0033 0.0051 0.007
Brugia malayi nuclear receptor NHR-88 0.0033 0.0051 0.007
Schistosoma mansoni retinoic acid receptor RXR 0.0033 0.0051 0.0134
Loa Loa (eye worm) hypothetical protein 0.0258 0.6723 0.9144
Toxoplasma gondii proliferating cell nuclear antigen PCNA1 0.0031 0 0.5
Echinococcus granulosus glutamate receptor ionotrophic AMPA 3 0.0047 0.0476 0.0476
Leishmania major proliferative cell nuclear antigen (PCNA), putative 0.0031 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0033 0.0051 0.007
Schistosoma mansoni coup transcription factor 0.0033 0.0051 0.0134
Loa Loa (eye worm) hypothetical protein 0.0033 0.0051 0.007
Brugia malayi Nuclear hormone receptor family member nhr-41 0.0033 0.0051 0.007
Giardia lamblia PcnA 0.0031 0 0.5
Plasmodium vivax proliferating cell nuclear antigen, putative 0.0031 0 0.5
Schistosoma mansoni RAR-like nuclear receptor 0.0033 0.0051 0.0134
Echinococcus granulosus glutamate receptor 2 0.0047 0.0476 0.0476
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.0033 0.0051 0.0051
Loa Loa (eye worm) glutamate receptor 1 0.0038 0.0195 0.0265
Brugia malayi steroid hormone receptor 0.0033 0.0051 0.007
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0084 0.1579 0.1579
Echinococcus granulosus ecdysone induced protein 78C 0.0033 0.0051 0.0051
Echinococcus multilocularis expressed protein 0.0369 1 1
Plasmodium falciparum proliferating cell nuclear antigen 1 0.0031 0 0.5
Trypanosoma cruzi proliferative cell nuclear antigen (PCNA), putative 0.0031 0 0.5
Schistosoma mansoni Tr4/Tr2 (homologue) 0.0033 0.0051 0.0134
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0033 0.0051 0.007
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0084 0.1579 0.1579
Loa Loa (eye worm) hypothetical protein 0.0033 0.0051 0.007
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.0033 0.0051 0.007
Schistosoma mansoni glutamate receptor NMDA 0.0038 0.0195 0.0506
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.0033 0.0051 0.0134
Brugia malayi Glutamate receptor 2 precursor 0.0038 0.0195 0.0265
Onchocerca volvulus Protein ultraspiracle homolog 0.0033 0.0051 0.5
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0033 0.0051 0.007
Entamoeba histolytica proliferating cell nuclear antigen, putative 0.0031 0 0.5
Schistosoma mansoni steroid hormone receptor ad4bp 0.0033 0.0051 0.0134
Schistosoma mansoni glutamate receptor AMPA 0.0038 0.0195 0.0506
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.0033 0.0051 0.0134
Schistosoma mansoni hypothetical protein 0.0128 0.2875 0.7477
Loa Loa (eye worm) hypothetical protein 0.0033 0.0051 0.007
Brugia malayi follicle stimulating hormone receptor 0.028 0.7352 1
Loa Loa (eye worm) hypothetical protein 0.0033 0.0051 0.007
Brugia malayi Nuclear hormone receptor family member nhr-3 0.0033 0.0051 0.007
Brugia malayi ecdysteroid receptor 0.0033 0.0051 0.007
Brugia malayi Nuclear hormone receptor-like 1 0.026 0.6778 0.9219
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.0033 0.0051 0.007
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.0033 0.0051 0.0051
Onchocerca volvulus 0.0033 0.0051 0.5
Schistosoma mansoni glutamate receptor kainate 0.0075 0.1298 0.3376
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.0033 0.0051 0.0051
Echinococcus granulosus glutamate receptor ionotropic kainate 0.0056 0.0734 0.0734
Schistosoma mansoni glutamate receptor kainate 0.0075 0.1298 0.3376
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.0033 0.0051 0.0051
Brugia malayi Nuclear hormone receptor-like 1 0.026 0.6778 0.9219
Brugia malayi Nuclear hormone receptor family member nhr-14 0.0033 0.0051 0.007
Echinococcus multilocularis glutamate receptor, ionotrophic, AMPA 3 0.0047 0.0476 0.0476
Echinococcus multilocularis thyroid hormone receptor alpha 0.0161 0.3845 0.3845
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0084 0.1579 0.1579
Brugia malayi photoreceptor-specific nuclear receptor 0.0033 0.0051 0.007
Echinococcus multilocularis glutamate receptor 2 0.0047 0.0476 0.0476
Brugia malayi Nuclear hormone receptor family member nhr-40 0.0033 0.0051 0.007
Loa Loa (eye worm) hypothetical protein 0.0033 0.0051 0.007
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.0033 0.0051 0.0051
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.0033 0.0051 0.0134
Brugia malayi nuclear hormone receptor 0.0033 0.0051 0.007
Echinococcus multilocularis ecdysone induced protein 78C 0.0033 0.0051 0.0051
Echinococcus granulosus FTZ F1 alpha 0.0033 0.0051 0.0051
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0084 0.1579 0.1579
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.0033 0.0051 0.5
Loa Loa (eye worm) steroid hormone receptor 0.0033 0.0051 0.007
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.0033 0.0051 0.007
Brugia malayi Steroid receptor seven-up type 2 0.0033 0.0051 0.007
Brugia malayi Nuclear hormone receptor family member nhr-1 0.0033 0.0051 0.007
Schistosoma mansoni glutamate receptor NMDA 0.0047 0.0476 0.1238
Echinococcus granulosus nmda type glutamate receptor 0.0037 0.0187 0.0187
Trypanosoma cruzi proliferative cell nuclear antigen (PCNA), putative 0.0031 0 0.5
Trichomonas vaginalis proliferating cell nuclear antigen, putative 0.0031 0 0.5
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0084 0.1579 0.1579
Loa Loa (eye worm) nuclear hormone receptor-like 1 0.026 0.6778 0.9219
Echinococcus multilocularis glutamate (NMDA) receptor subunit 0.0038 0.0195 0.0195
Echinococcus granulosus Mitotic checkpoint protein PRCC C terminal 0.0128 0.2875 0.2875
Echinococcus multilocularis glutamate receptor 2 0.0038 0.0195 0.0195
Schistosoma mansoni ATP-binding cassette transporter 0.0038 0.0195 0.0506
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.0033 0.0051 0.0134
Echinococcus granulosus glutamate receptor ionotropic kainate 3 0.0056 0.0734 0.0734
Brugia malayi Nuclear hormone receptor family member nhr-49 0.0033 0.0051 0.007
Echinococcus multilocularis NMDA receptor 0.0056 0.0734 0.0734
Schistosoma mansoni glutamate receptor kainate 0.0038 0.0195 0.0506
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.0033 0.0051 0.0051
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0033 0.0051 0.0051
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0033 0.0051 0.0051
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0033 0.0051 0.0051
Echinococcus multilocularis FTZ F1 alpha 0.0033 0.0051 0.0051
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.0033 0.0051 0.0051
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.0033 0.0051 0.007
Brugia malayi Nuclear hormone receptor family member nhr-31 0.0033 0.0051 0.007
Schistosoma mansoni thyroid hormone receptor 0.0161 0.3845 1
Loa Loa (eye worm) follicle stimulating hormone receptor 0.028 0.7352 1
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 3 0.0075 0.1291 0.1291
Trichomonas vaginalis proliferating cell nuclear antigen, putative 0.0031 0 0.5
Schistosoma mansoni nuclear hormone receptor 0.0033 0.0051 0.0134
Echinococcus granulosus glutamate NMDA receptor subunit 0.0038 0.0195 0.0195
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0033 0.0051 0.0051
Echinococcus multilocularis Mitotic checkpoint protein PRCC, C terminal 0.0128 0.2875 0.2875
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0084 0.1579 0.1579

Activities

Activity type Activity value Assay description Source Reference
AC50 (functional) PUBCHEM_BIOASSAY: Cytochrome panel assay with activity outcomes. (Class of assay: other) Panel member name: p450-cyp2c9 Compounds with AC50 equal or less than 10 uM are considered active ChEMBL. No reference
AC50 (functional) PUBCHEM_BIOASSAY: Cytochrome panel assay with activity outcomes. (Class of assay: other) Panel member name: p450-cyp3a4 Compounds with AC50 equal or less than 10 uM are considered active ChEMBL. No reference
AC50 (functional) = 2.511886432 uM PUBCHEM_BIOASSAY: Cytochrome panel assay with activity outcomes. (Class of assay: other) Panel member name: p450-cyp2d6 Compounds with AC50 equal or less than 10 uM are considered active ChEMBL. No reference
AC50 (functional) = 31.6227766 uM PUBCHEM_BIOASSAY: Cytochrome panel assay with activity outcomes. (Class of assay: other) Panel member name: p450-cyp1a2 Compounds with AC50 equal or less than 10 uM are considered active ChEMBL. No reference
AC50 (functional) = 39.81071706 uM PUBCHEM_BIOASSAY: Cytochrome panel assay with activity outcomes. (Class of assay: other) Panel member name: p450-cyp2c19 Compounds with AC50 equal or less than 10 uM are considered active ChEMBL. No reference
IC50 (functional) = 164 uM Antagonist activity on AMPA receptor expressed on rat motoneurons by its ability to reduce the fast component dorsal root evoked ventral root potential (fDR-VRP) ChEMBL. 16302825
IC50 (functional) = 164 uM Antagonist activity on AMPA receptor expressed on rat motoneurons by its ability to reduce the fast component dorsal root evoked ventral root potential (fDR-VRP) ChEMBL. 16302825
Kd (functional) = 5.94 uM Antagonism on GLUK5 containing kainate induced deploarization of isolated neonatal rat dorsal root C-fibers ChEMBL. 16302825
Kd (functional) = 5.94 uM Antagonism on GLUK5 containing kainate induced deploarization of isolated neonatal rat dorsal root C-fibers ChEMBL. 16302825
Ki (binding) > 100 uM Displacement of [3H]kainate from rat GLUK6 receptor expressed in HEK293 cells ChEMBL. 16302825
Ki (binding) > 100 uM Displacement of [3H]kainate from rat GLUK6 receptor expressed in HEK293 cells ChEMBL. 16302825
Ki (binding) = 269 uM Displacement of [3H]-(S)-5-fluorowillardiine from AMPA receptor in rat brain membrane ChEMBL. 16302825
Ki (binding) = 269 uM Displacement of [3H]-(S)-5-fluorowillardiine from AMPA receptor in rat brain membrane ChEMBL. 16302825
Ki (binding) > 1000 uM Displacement of [3H]SYM2081 from kainate receptor in rat brain membrane ChEMBL. 16302825
Ki (binding) > 1000 uM Displacement of [3H]SYM2081 from kainate receptor in rat brain membrane ChEMBL. 16302825
Potency (functional) = 0.7943 um PUBCHEM_BIOASSAY: qHTS Assay for Anthrax Lethal Toxin Internalization. (Class of assay: confirmatory) ChEMBL. No reference
Potency (ADMET) = 2.5119 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors and Substrates of Cytochrome P450 2D6. (Class of assay: confirmatory) [Related pubchem assays: 410 ] ChEMBL. No reference
Potency (functional) 10 uM PUBCHEM_BIOASSAY: Inhibitors of the vitamin D receptor (VDR): qHTS. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504855] ChEMBL. No reference
Potency (functional) = 15.8489 um PUBCHEM_BIOASSAY: qHTS Assay for Agonists of the Thyroid Stimulating Hormone Receptor. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 15.8489 um PUBCHEM_BIOASSAY: qHTS Assay for Agonists of the Thyroid Stimulating Hormone Receptor: Activators of Intracellular cAMP Concentrations in Parental HEK 293. (Class of assay: confirmatory) ChEMBL. No reference
Potency (ADMET) = 39.8107 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors and Substrates of Cytochrome P450 2C19. (Class of assay: confirmatory) [Related pubchem assays: 410 ] 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

1 literature reference was collected for this gene.

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