Detailed information for compound 1399197

Basic information

Technical information
  • TDR Targets ID: 1399197
  • Name: 1-[4-(1H-indol-3-ylmethyl)piperazin-1-yl]-2-n aphthalen-2-yloxyethanone; oxalic acid
  • MW: 489.52 | Formula: C27H27N3O6
  • H donors: 3 H acceptors: 5 LogP: 1.57 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(N1CCN(CC1)Cc1c[nH]c2c1cccc2)COc1ccc2c(c1)cccc2.OC(=O)C(=O)O
  • InChi: 1S/C25H25N3O2.C2H2O4/c29-25(18-30-22-10-9-19-5-1-2-6-20(19)15-22)28-13-11-27(12-14-28)17-21-16-26-24-8-4-3-7-23(21)24;3-1(4)2(5)6/h1-10,15-16,26H,11-14,17-18H2;(H,3,4)(H,5,6)
  • InChiKey: MMLFHXINKWOJCF-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 1-[4-(1H-indol-3-ylmethyl)piperazin-1-yl]-2-(2-naphthyloxy)ethanone; oxalic acid
  • 1-[4-(1H-indol-3-ylmethyl)-1-piperazinyl]-2-(2-naphthyloxy)ethanone; oxalic acid
  • ethanedioic acid; 1-[4-(1H-indol-3-ylmethyl)piperazin-1-yl]-2-naphthalen-2-yloxy-ethanone
  • 1-[4-(1H-Indol-3-ylmethyl)-piperazin-1-yl]-2-(naphthalen-2-yloxy)-ethanone
  • MLS000556258
  • SMR000147575

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens ataxin 2 Starlite/ChEMBL No references
Homo sapiens glycoprotein hormones, alpha polypeptide Starlite/ChEMBL No references
Mus musculus RAR-related orphan receptor gamma Starlite/ChEMBL No references
Homo sapiens SMAD family member 2 Starlite/ChEMBL No references
Homo sapiens lysine (K)-specific demethylase 4A Starlite/ChEMBL No references
Influenza A virus Nonstructural protein 1 Starlite/ChEMBL No references
Homo sapiens glucagon-like peptide 1 receptor Starlite/ChEMBL No references
Homo sapiens geminin, DNA replication inhibitor Starlite/ChEMBL No references
Homo sapiens huntingtin Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus granulosus Transcription factor JmjC domain containing protein Get druggable targets OG5_127917 All targets in OG5_127917
Schistosoma japonicum expressed protein Get druggable targets OG5_127917 All targets in OG5_127917
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_132837 All targets in OG5_132837
Loa Loa (eye worm) transcription factor SMAD2 Get druggable targets OG5_131716 All targets in OG5_131716
Loa Loa (eye worm) jmjC domain-containing protein Get druggable targets OG5_127917 All targets in OG5_127917
Loa Loa (eye worm) MH2 domain-containing protein Get druggable targets OG5_131716 All targets in OG5_131716
Brugia malayi hypothetical protein Get druggable targets OG5_132837 All targets in OG5_132837
Echinococcus granulosus jumonji domain containing protein Get druggable targets OG5_127917 All targets in OG5_127917
Brugia malayi jmjC domain containing protein Get druggable targets OG5_127917 All targets in OG5_127917
Onchocerca volvulus Huntingtin homolog Get druggable targets OG5_132837 All targets in OG5_132837
Schistosoma mansoni jumonji domain containing protein Get druggable targets OG5_127917 All targets in OG5_127917
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_132837 All targets in OG5_132837
Onchocerca volvulus Huntingtin homolog Get druggable targets OG5_132837 All targets in OG5_132837
Schistosoma japonicum expressed protein Get druggable targets OG5_127917 All targets in OG5_127917
Candida albicans one of two closely related potential jumonji-like transcription factor genes similar to S. cerevisiae RPH1 (YER169W) damage-resp Get druggable targets OG5_127917 All targets in OG5_127917
Plasmodium yoelii hypothetical protein Get druggable targets OG5_127917 All targets in OG5_127917
Echinococcus multilocularis Transcription factor, JmjC domain containing protein Get druggable targets OG5_127917 All targets in OG5_127917
Schistosoma japonicum JmjC domain-containing histone demethylation protein 3C, putative Get druggable targets OG5_127917 All targets in OG5_127917
Candida albicans one of two closely related potential jumonji-like transcription factor genes similar to S. cerevisiae RPH1 (YER169W) damage-resp Get druggable targets OG5_127917 All targets in OG5_127917
Schistosoma japonicum Probable JmjC domain-containing histone demethylation protein 3B, putative Get druggable targets OG5_127917 All targets in OG5_127917
Brugia malayi MH2 domain containing protein Get druggable targets OG5_131716 All targets in OG5_131716
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127917 All targets in OG5_127917
Candida albicans one of two closely related potential jumonji-like transcription factor genes similar to S. cerevisiae RPH1 (YER169W) damage-resp Get druggable targets OG5_127917 All targets in OG5_127917
Echinococcus multilocularis jumonji domain containing protein Get druggable targets OG5_127917 All targets in OG5_127917
Candida albicans one of two closely related potential jumonji-like transcription factor genes similar to S. cerevisiae RPH1 (YER169W) damage-resp Get druggable targets OG5_127917 All targets in OG5_127917
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi MH2 domain containing protein SMAD family member 2 467 aa 405 aa 31.6 %
Loa Loa (eye worm) pigment dispersing factor receptor c glucagon-like peptide 1 receptor 463 aa 388 aa 25.8 %
Mycobacterium tuberculosis Hypothetical protein Nonstructural protein 1   230 aa 202 aa 23.8 %
Toxoplasma gondii intraflagellar transport protein 172, putative glycoprotein hormones, alpha polypeptide 116 aa 94 aa 26.6 %
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 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.006 0.2076 0.3013
Echinococcus multilocularis PHD finger protein rhinoceros 0.0035 0.0705 0.0705
Onchocerca volvulus Alhambra homolog 0.0035 0.0705 0.1023
Loa Loa (eye worm) hypothetical protein 0.0148 0.689 1
Echinococcus multilocularis peregrin 0.0035 0.0705 0.0705
Echinococcus granulosus acetylcholinesterase 0.0132 0.6035 0.6035
Loa Loa (eye worm) jmjC domain-containing protein 0.0043 0.1111 0.1612
Toxoplasma gondii PHD-finger domain-containing protein 0.0035 0.0705 1
Brugia malayi MH2 domain containing protein 0.0144 0.6683 0.9699
Brugia malayi Calcitonin receptor-like protein seb-1 0.006 0.2076 0.3013
Loa Loa (eye worm) hypothetical protein 0.003 0.0443 0.0643
Trypanosoma cruzi PAB1-binding protein , putative 0.003 0.0443 0.5
Echinococcus multilocularis carboxylesterase 5A 0.0132 0.6035 0.6035
Brugia malayi jmjC domain containing protein 0.0043 0.1111 0.1612
Loa Loa (eye worm) hypothetical protein 0.006 0.2085 0.3025
Brugia malayi hypothetical protein 0.003 0.0443 0.0643
Echinococcus multilocularis lysine specific demethylase 5A 0.0043 0.1111 0.1111
Brugia malayi PHD-finger family protein 0.0035 0.0705 0.1023
Loa Loa (eye worm) hypothetical protein 0.0041 0.1031 0.1496
Schistosoma mansoni hypothetical protein 0.0035 0.0705 0.0705
Brugia malayi Carboxylesterase family protein 0.0132 0.6035 0.876
Schistosoma mansoni jumonji/arid domain-containing protein 0.0043 0.1111 0.1111
Giardia lamblia PHD finger protein 15 0.0035 0.0705 0.5
Brugia malayi hypothetical protein 0.0148 0.689 1
Loa Loa (eye worm) transcription factor SMAD2 0.0144 0.6683 0.9699
Loa Loa (eye worm) hypothetical protein 0.0132 0.6035 0.876
Echinococcus granulosus acetylcholinesterase 0.0132 0.6035 0.6035
Loa Loa (eye worm) pigment dispersing factor receptor c 0.006 0.2076 0.3013
Echinococcus multilocularis Transcription factor, JmjC domain containing protein 0.0115 0.5099 0.5099
Schistosoma mansoni jumonji domain containing protein 0.0092 0.3799 0.3799
Plasmodium falciparum phd finger protein, putative 0.0035 0.0705 1
Loa Loa (eye worm) MH2 domain-containing protein 0.0144 0.6683 0.9699
Toxoplasma gondii PHD-finger domain-containing protein 0.0035 0.0705 1
Echinococcus granulosus peregrin 0.0035 0.0705 0.0705
Plasmodium vivax hypothetical protein, conserved 0.0035 0.0705 1
Loa Loa (eye worm) PHD-finger family protein 0.0035 0.0705 0.1023
Loa Loa (eye worm) hypothetical protein 0.0148 0.689 1
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0132 0.6035 0.6035
Loa Loa (eye worm) acetylcholinesterase 1 0.0132 0.6035 0.876
Brugia malayi Bromodomain containing protein 0.0035 0.0705 0.1023
Echinococcus multilocularis jumonji domain containing protein 0.0049 0.1461 0.1461
Brugia malayi Carboxylesterase family protein 0.0132 0.6035 0.876
Loa Loa (eye worm) jmjC domain-containing protein 0.0073 0.2761 0.4008
Echinococcus granulosus Transcription factor JmjC domain containing protein 0.0115 0.5099 0.5099
Loa Loa (eye worm) hypothetical protein 0.0132 0.6035 0.876
Echinococcus granulosus jumonji domain containing protein 0.0049 0.1461 0.1461
Schistosoma mansoni hypothetical protein 0.0041 0.1031 0.1031
Onchocerca volvulus Huntingtin homolog 0.0148 0.689 1
Echinococcus multilocularis acetylcholinesterase 0.0132 0.6035 0.6035
Schistosoma mansoni jumonji/arid domain-containing protein 0.0043 0.1111 0.1111
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.006 0.2076 0.3013
Loa Loa (eye worm) hypothetical protein 0.0035 0.0705 0.1023
Schistosoma mansoni bromodomain-containing nuclear protein 1 brd1 0.0035 0.0705 0.0705
Trypanosoma brucei PAB1-binding protein , putative 0.003 0.0443 0.5
Trypanosoma cruzi PAB1-binding protein , putative 0.003 0.0443 0.5
Echinococcus granulosus carboxylesterase 5A 0.0132 0.6035 0.6035
Loa Loa (eye worm) carboxylesterase 0.0132 0.6035 0.876
Brugia malayi jmjC domain containing protein 0.0115 0.5099 0.7401
Brugia malayi latrophilin 2 splice variant baaae 0.0041 0.1031 0.1496
Echinococcus multilocularis acetylcholinesterase 0.0132 0.6035 0.6035
Onchocerca volvulus Huntingtin homolog 0.0148 0.689 1
Leishmania major hypothetical protein, conserved 0.003 0.0443 0.5
Echinococcus granulosus lysine specific demethylase 5A 0.0043 0.1111 0.1111
Echinococcus granulosus PHD finger protein rhinoceros 0.0035 0.0705 0.0705

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) 1 uM PubChem BioAssay. qHTS for Activators of Integrin-Mediated Alleviation for Muscular Dystrophy. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 3.2944 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) = 3.9811 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Influenza NS1 Protein Function. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 8.9125 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of JMJD2A-Tudor Domain. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504402] ChEMBL. No reference
Potency (functional) = 10 um PUBCHEM_BIOASSAY: qHTS Multiplex Assay to Identify Dual Action Probes in a Cell Model of Huntington: Aggregate Formation (GFP). (Class of assay: confirmatory) [Related pubchem assays: 1482, 1471 ] ChEMBL. No reference
Potency (functional) 10 uM PubChem BioAssay. qHTS for Inhibitors of ATXN expression. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 11.2202 um PUBCHEM_BIOASSAY: qHTS for inhibitors of ROR gamma transcriptional activity. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 11.2202 uM PubChem BioAssay. qHTS of GLP-1 Receptor Inverse Agonists (Inhibition Mode). (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 TGF-b. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588856, AID588860] ChEMBL. No reference
Potency (functional) 12.5893 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of TGF-b: Cytotox Counterscreen. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588855, AID588860] ChEMBL. No reference
Potency (functional) 16.3601 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) = 25.1189 um PUBCHEM_BIOASSAY: VP16 counterscreen qHTS for inhibitors of ROR gamma transcriptional activity. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 28.1838 um PUBCHEM_BIOASSAY: qHTS Assay for Modulators of Lamin A Splicing. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 29.0929 uM PubChem BioAssay. A quantitative high throughput screen for small molecules that induce DNA re-replication in SW480 colon adenocarcinoma cells. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 31.6228 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Human Jumonji Domain Containing 2E (JMJD2E). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 31.6228 uM PUBCHEM_BIOASSAY: HTS for Inhibitors of HP1-beta Chromodomain Interactions with Methylated Histone Tails. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488962] ChEMBL. No reference
Potency (functional) = 39.8107 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) 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) 50.1187 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of BAZ2B. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504391] ChEMBL. No reference
Potency (functional) 50.1187 uM PubChem BioAssay. qHTS of PTHR Inhibitors: Primary Screen. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 89.1251 uM PUBCHEM_BIOASSAY: Inhibitors of the vitamin D receptor (VDR): qHTS. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504855] ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23
Homo sapiens 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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