Detailed information for compound 1382494

Basic information

Technical information
  • TDR Targets ID: 1382494
  • Name: (4R,6R)-N-(1H-benzimidazol-2-ylmethyl)-4-(1-b enzothiophen-3-yl)-6-[[4-(hydroxymethyl)pheny l]methoxy]-5,6-dihydro-4H-pyran-2-carboxamide
  • MW: 525.618 | Formula: C30H27N3O4S
  • H donors: 3 H acceptors: 3 LogP: 4.83 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 2
  • SMILES: OCc1ccc(cc1)CO[C@@H]1OC(=C[C@@H](C1)c1csc2c1cccc2)C(=O)NCc1nc2c([nH]1)cccc2
  • InChi: 1S/C30H27N3O4S/c34-16-19-9-11-20(12-10-19)17-36-29-14-21(23-18-38-27-8-4-1-5-22(23)27)13-26(37-29)30(35)31-15-28-32-24-6-2-3-7-25(24)33-28/h1-13,18,21,29,34H,14-17H2,(H,31,35)(H,32,33)/t21-,29+/m0/s1
  • InChiKey: UBLIZOJZBMXEFU-KCWXNJEJSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (4R,6R)-N-(1H-benzimidazol-2-ylmethyl)-4-(benzothiophen-3-yl)-6-[[4-(hydroxymethyl)phenyl]methoxy]-5,6-dihydro-4H-pyran-2-carboxamide
  • (4R,6R)-N-(1H-benzimidazol-2-ylmethyl)-4-(3-benzothiophenyl)-6-[[4-(hydroxymethyl)phenyl]methoxy]-5,6-dihydro-4H-pyran-2-carboxamide
  • (4R,6R)-N-(1H-benzimidazol-2-ylmethyl)-4-(benzothiophen-3-yl)-6-(4-methylolbenzyl)oxy-5,6-dihydro-4H-pyran-2-carboxamide
  • MLS000834550
  • SMR000442138

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Influenza A virus Nonstructural protein 1 Starlite/ChEMBL No references
Homo sapiens GNAS complex locus Starlite/ChEMBL No references
Homo sapiens ataxin 2 Starlite/ChEMBL No references
Trypanosoma brucei methionyl-tRNA synthetase, putative Starlite/ChEMBL No references
Homo sapiens geminin, DNA replication inhibitor Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum ko:K01874 methionyl-tRNA synthetase [EC6.1.1.10], putative Get druggable targets OG5_127468 All targets in OG5_127468
Echinococcus multilocularis methionine tRNA synthetase Get druggable targets OG5_127468 All targets in OG5_127468
Schistosoma japonicum ko:K04632 guanine nucleotide binding protein (G protein), alpha stimulating, putative Get druggable targets OG5_131088 All targets in OG5_131088
Plasmodium yoelii methionyl-tRNA synthetase Get druggable targets OG5_127468 All targets in OG5_127468
Leishmania infantum methionyl-tRNA synthetase, putative Get druggable targets OG5_127468 All targets in OG5_127468
Mycobacterium ulcerans methionyl-tRNA synthetase Get druggable targets OG5_127468 All targets in OG5_127468
Cryptosporidium parvum methionyl-tRNA synthetase of possible bacterial origin Get druggable targets OG5_127468 All targets in OG5_127468
Giardia lamblia Methionyl-tRNA synthetase Get druggable targets OG5_127468 All targets in OG5_127468
Neospora caninum Methionine--tRNA ligase (EC 6.1.1.10), related Get druggable targets OG5_127468 All targets in OG5_127468
Plasmodium berghei methionine--tRNA ligase, putative Get druggable targets OG5_127468 All targets in OG5_127468
Echinococcus granulosus methionine tRNA synthetase Get druggable targets OG5_127468 All targets in OG5_127468
Trypanosoma brucei methionyl-tRNA synthetase, putative Get druggable targets OG5_127468 All targets in OG5_127468
Leishmania major methionyl-tRNA synthetase, putative Get druggable targets OG5_127468 All targets in OG5_127468
Loa Loa (eye worm) methionyl-tRNA synthetase Get druggable targets OG5_127468 All targets in OG5_127468
Theileria parva methionyl-tRNA synthetase, putative Get druggable targets OG5_127468 All targets in OG5_127468
Plasmodium knowlesi methionine--tRNA ligase, putative Get druggable targets OG5_127468 All targets in OG5_127468
Plasmodium vivax methionine--tRNA ligase, putative Get druggable targets OG5_127468 All targets in OG5_127468
Babesia bovis methionyl-tRNA synthetase, putative Get druggable targets OG5_127468 All targets in OG5_127468
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
Theileria parva methionyl-tRNA synthetase, putative Get druggable targets OG5_127468 All targets in OG5_127468
Brugia malayi methionyl-tRNA synthetase Get druggable targets OG5_127468 All targets in OG5_127468
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
Mycobacterium tuberculosis Methionyl-tRNA synthetase MetS (MetRS) (methionine--tRNA ligase) Get druggable targets OG5_127468 All targets in OG5_127468
Trypanosoma brucei gambiense methionyl-tRNA synthetase, putative Get druggable targets OG5_127468 All targets in OG5_127468
Trichomonas vaginalis methionine-tRNA synthetase, putative Get druggable targets OG5_127468 All targets in OG5_127468
Loa Loa (eye worm) tyrosyl-tRNA synthetase Get druggable targets OG5_127468 All targets in OG5_127468
Onchocerca volvulus Get druggable targets OG5_127468 All targets in OG5_127468
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain Get druggable targets OG5_131088 All targets in OG5_131088
Trypanosoma congolense methionyl-tRNA synthetase, putative Get druggable targets OG5_127468 All targets in OG5_127468
Candida albicans mitochondrial tRNA methionyl-tRNA synthetase similar to S. cerevisiae MSM1 (YGR171C) mitochondrial methionyl-tRNA synthetase Get druggable targets OG5_127468 All targets in OG5_127468
Schistosoma mansoni methionine-tRNA synthetase Get druggable targets OG5_127468 All targets in OG5_127468
Wolbachia endosymbiont of Brugia malayi methionyl-tRNA synthetase Get druggable targets OG5_127468 All targets in OG5_127468
Mycobacterium leprae Probable methionyl-tRNA synthase MetS Get druggable targets OG5_127468 All targets in OG5_127468
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit Get druggable targets OG5_131088 All targets in OG5_131088
Trypanosoma cruzi methionyl-tRNA synthetase, putative Get druggable targets OG5_127468 All targets in OG5_127468
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
Leishmania mexicana methionyl-tRNA synthetase, putative Get druggable targets OG5_127468 All targets in OG5_127468
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit Get druggable targets OG5_131088 All targets in OG5_131088
Echinococcus granulosus guanine nucleotide binding protein Gs subunit Get druggable targets OG5_131088 All targets in OG5_131088
Leishmania braziliensis methionyl-tRNA synthetase, putative Get druggable targets OG5_127468 All targets in OG5_127468
Leishmania donovani methionyl-tRNA synthetase, putative Get druggable targets OG5_127468 All targets in OG5_127468
Plasmodium falciparum methionine--tRNA ligase Get druggable targets OG5_127468 All targets in OG5_127468
Toxoplasma gondii methionyl-tRNA synthetase Get druggable targets OG5_127468 All targets in OG5_127468
Echinococcus granulosus guanine nucleotide binding protein Gs subunit Get druggable targets OG5_131088 All targets in OG5_131088
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative Get druggable targets OG5_131088 All targets in OG5_131088
Candida albicans mitochondrial tRNA methionyl-tRNA synthetase similar to S. cerevisiae MSM1 (YGR171C) mitochondrial methionyl-tRNA synthetase Get druggable targets OG5_127468 All targets in OG5_127468
Cryptosporidium hominis methionine -- tRNA ligase Get druggable targets OG5_127468 All targets in OG5_127468
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Schistosoma mansoni GTP-binding protein alpha subunit gna GNAS complex locus 394 aa 450 aa 28.7 %
Brugia malayi Hypothetical 65.5 kDa Trp-Asp repeats containing protein F02E8.5 inchromosome X geminin, DNA replication inhibitor 209 aa 176 aa 27.8 %
Mycobacterium tuberculosis Hypothetical protein Nonstructural protein 1   230 aa 202 aa 23.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.1924 0.1667
Trypanosoma cruzi methionyl-tRNA synthetase, putative 0.0066 0.2527 1
Toxoplasma gondii LsmAD domain-containing protein 0.003 0.0583 0.1241
Trypanosoma brucei methionyl-tRNA synthetase, putative 0.0066 0.2527 1
Brugia malayi protein ZK524.3 0.0025 0.0308 0.0457
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0055 0.1924 0.1667
Plasmodium vivax methionine--tRNA ligase, putative 0.0066 0.2527 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0055 0.1924 0.1667
Mycobacterium leprae Probable methionyl-tRNA synthase MetS 0.0066 0.2527 0.5
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.1924 0.1667
Mycobacterium tuberculosis Methionyl-tRNA synthetase MetS (MetRS) (methionine--tRNA ligase) 0.0066 0.2527 0.5
Echinococcus granulosus methionine tRNA synthetase 0.0066 0.2527 0.229
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0055 0.1924 0.2516
Chlamydia trachomatis leucine--tRNA ligase 0.0025 0.0308 0.5
Onchocerca volvulus 0.0041 0.1157 0.5
Loa Loa (eye worm) tyrosyl-tRNA synthetase 0.0041 0.1157 0.1322
Plasmodium falciparum methionine--tRNA ligase 0.0066 0.2527 1
Schistosoma mansoni hypothetical protein 0.0205 1 1
Loa Loa (eye worm) methionyl-tRNA synthetase 0.0066 0.2527 0.3455
Brugia malayi MH2 domain containing protein 0.0144 0.6732 1
Loa Loa (eye worm) MH2 domain-containing protein 0.0144 0.6732 1
Echinococcus multilocularis methionine tRNA synthetase 0.0066 0.2527 0.229
Loa Loa (eye worm) hypothetical protein 0.003 0.0583 0.0429
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0055 0.1924 0.1667
Mycobacterium ulcerans methionyl-tRNA synthetase 0.0066 0.2527 1
Schistosoma mansoni methionine-tRNA synthetase 0.0066 0.2527 0.229
Toxoplasma gondii methionyl-tRNA synthetase 0.0066 0.2527 1
Chlamydia trachomatis methionine--tRNA ligase 0.0025 0.0308 0.5
Giardia lamblia Methionyl-tRNA synthetase 0.0066 0.2527 1
Brugia malayi methionyl-tRNA synthetase 0.0066 0.2527 0.3754
Leishmania major methionyl-tRNA synthetase, putative 0.0066 0.2527 1
Leishmania major hypothetical protein, conserved 0.003 0.0583 0.1241
Entamoeba histolytica methionyl-tRNA synthetase, putative 0.0025 0.0308 0.5
Loa Loa (eye worm) transcription factor SMAD2 0.0144 0.6732 1
Treponema pallidum leucyl-tRNA synthetase 0.0025 0.0308 0.5
Plasmodium falciparum ataxin-2 like protein, putative 0.003 0.0583 0.1241
Plasmodium falciparum ataxin-2 like protein, putative 0.003 0.0583 0.1241
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0055 0.1924 0.2858
Echinococcus multilocularis geminin 0.0205 1 1
Plasmodium vivax ataxin-2 like protein, putative 0.003 0.0583 0.1241
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0055 0.1924 0.1667
Treponema pallidum methionyl-tRNA synthetase 0.0025 0.0308 0.5
Trichomonas vaginalis methionine-tRNA synthetase, putative 0.0066 0.2527 0.5
Wolbachia endosymbiont of Brugia malayi methionyl-tRNA synthetase 0.0066 0.2527 1
Brugia malayi methionyl-tRNA synthetase 0.0025 0.0308 0.0457
Brugia malayi hypothetical protein 0.003 0.0583 0.0866
Schistosoma mansoni hypothetical protein 0.0205 1 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.1924 0.1667

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) 1.584 uM PubChem BioAssay. Luminescence-based biochemical high throughput dose response assay for inhibitors of Trypanosoma brucei methionyl tRNA synthetase (MetRS). (Class of assay: confirmatory) ChEMBL. No reference
IC50 (functional) 3.538 uM PubChem BioAssay. Counterscreen Fluorescent Polarization-based biochemical high throughput orthogonal dose response assay for inhibitors of Trypanosoma brucei methionyl tRNA synthetase (MetRS). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 1.7783 uM PubChem BioAssay. qHTS for Antagonists of gsp, the Etiologic Mutation Responsible for Fibrous Dysplasia/McCune-Albright Syndrome: qHTS. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 2.8184 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Influenza NS1 Protein Function. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 11.6891 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 48 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) 12.5893 uM PubChem BioAssay. qHTS for Inhibitors of ATXN expression. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 12.9953 uM PubChem BioAssay. A quantitative high throughput screen for small molecules that induce DNA re-replication in MCF 10a normal breast cells. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 14.7157 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 96 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488745, AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) 22.3872 uM PubChem BioAssay. qHTS of GLP-1 Receptor Inverse Agonists (Inhibition Mode). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 23.0999 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) = 31.6228 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) 32.6427 uM PUBCHEM_BIOASSAY: Nrf2 qHTS screen for inhibitors. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID493153, AID493163, AID504648] ChEMBL. No reference
Potency (functional) = 39.8107 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) 39.8107 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of Polymerase Iota. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588623] ChEMBL. No reference
Potency (functional) 56.2341 uM PubChem BioAssay. qHTS Assay to Find Inhibitors of Pin1. (Class of assay: confirmatory) 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

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23

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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