Detailed information for compound 1275460

Basic information

Technical information
  • TDR Targets ID: 1275460
  • Name: N-(1,3-benzodioxol-5-yl)-2-[[2-(1H-indol-3-yl )acetyl]-methylamino]-2-(4-methylphenyl)aceta mide
  • MW: 455.505 | Formula: C27H25N3O4
  • H donors: 2 H acceptors: 2 LogP: 4.22 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: Cc1ccc(cc1)C(N(C(=O)Cc1c[nH]c2c1cccc2)C)C(=O)Nc1ccc2c(c1)OCO2
  • InChi: 1S/C27H25N3O4/c1-17-7-9-18(10-8-17)26(27(32)29-20-11-12-23-24(14-20)34-16-33-23)30(2)25(31)13-19-15-28-22-6-4-3-5-21(19)22/h3-12,14-15,26,28H,13,16H2,1-2H3,(H,29,32)
  • InChiKey: RUHOILKYIGRZSI-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-(1,3-benzodioxol-5-yl)-2-[[2-(1H-indol-3-yl)acetyl]-methyl-amino]-2-(4-methylphenyl)acetamide
  • N-(1,3-benzodioxol-5-yl)-2-[[2-(1H-indol-3-yl)-1-oxoethyl]-methylamino]-2-(4-methylphenyl)acetamide
  • N-(1,3-benzodioxol-5-yl)-2-[2-(1H-indol-3-yl)ethanoyl-methyl-amino]-2-(4-methylphenyl)ethanamide
  • EU-0054678
  • STK142322
  • MLS000586315
  • N-1,3-benzodioxol-5-yl-2-[(1H-indol-3-ylacetyl)(methyl)amino]-2-(4-methylphenyl)acetamide
  • SMR000204678

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens microtubule-associated protein tau Starlite/ChEMBL No references
Influenza A virus Nonstructural protein 1 Starlite/ChEMBL No references
Homo sapiens Rap guanine nucleotide exchange factor (GEF) 3 Starlite/ChEMBL No references
Homo sapiens aldehyde dehydrogenase 1 family, member A1 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
Toxoplasma gondii aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Echinococcus granulosus aldehyde dehydrogenase mitochondrial Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma mansoni microtubule-associated protein tau Get druggable targets OG5_133504 All targets in OG5_133504
Schistosoma mansoni aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Candida albicans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania donovani aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Neospora caninum hypothetical protein Get druggable targets OG5_126638 All targets in OG5_126638
Brugia malayi N-terminal motif family protein Get druggable targets OG5_131726 All targets in OG5_131726
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Echinococcus granulosus microtubule associated protein 2 Get druggable targets OG5_133504 All targets in OG5_133504
Schistosoma mansoni aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum ko:K04380 microtubule-associated protein tau, putative Get druggable targets OG5_133504 All targets in OG5_133504
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131726 All targets in OG5_131726
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum ko:K00128 aldehyde dehydrogenase (NAD+) [EC1.2.1.3], putative Get druggable targets OG5_126638 All targets in OG5_126638
Candida albicans Mitochondrial aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Mycobacterium tuberculosis Probable aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Candida albicans Mitochondrial aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania mexicana aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum Aldehyde dehydrogenase X, mitochondrial precursor, putative Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum Aldehyde dehydrogenase, mitochondrial precursor, putative Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania infantum aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Echinococcus multilocularis microtubule associated protein 2 Get druggable targets OG5_133504 All targets in OG5_133504
Schistosoma japonicum Retinal dehydrogenase 1, putative Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania braziliensis aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial Get druggable targets OG5_126638 All targets in OG5_126638
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Candida albicans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Onchocerca volvulus Rap guanine nucleotide exchange factor 1 homolog Get druggable targets OG5_131726 All targets in OG5_131726
Leishmania major aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Mycobacterium tuberculosis Succinate-semialdehyde dehydrogenase [NADP+] dependent (SSDH) GabD1 aldehyde dehydrogenase 1 family, member A1 501 aa 456 aa 33.3 %
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
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog 0.0016 0.0018 0.0018
Schistosoma mansoni hypothetical protein 0.0101 0.0338 0.0338
Echinococcus granulosus Nicastrin 0.0101 0.0338 0.0338
Toxoplasma gondii aldehyde dehydrogenase 0.0073 0.0235 1
Echinococcus granulosus hyperpolarization activated cyclic 0.0016 0.0018 0.0018
Schistosoma mansoni voltage-gated potassium channel 0.0016 0.0018 0.0018
Echinococcus multilocularis geminin 0.0205 0.0729 0.0729
Entamoeba histolytica presenilin 1 peptidase, putative 0.0207 0.0737 1
Echinococcus multilocularis hyperpolarization activated cyclic 0.0016 0.0018 0.0018
Schistosoma mansoni hyperpolarization activated cyclic nucleotide-gated potassium channel 0.0016 0.0018 0.0018
Loa Loa (eye worm) presenilin spe-4 0.0072 0.0231 0.0231
Brugia malayi hypothetical protein 0.0072 0.0231 0.0231
Toxoplasma gondii hypothetical protein 0.0072 0.0231 0.9387
Echinococcus multilocularis voltage gated potassium channel 0.0016 0.0018 0.0018
Echinococcus granulosus nicalin 0.0037 0.0098 0.0098
Echinococcus multilocularis Nicastrin 0.0101 0.0338 0.0338
Loa Loa (eye worm) hypothetical protein 0.0016 0.0018 0.0018
Trypanosoma cruzi presenilin-like aspartic peptidase, putative 0.0207 0.0737 0.1694
Schistosoma mansoni hypothetical protein 0.0205 0.0729 0.0729
Brugia malayi Cyclic-nucleotide gated cation channel 0.0016 0.0018 0.0018
Echinococcus granulosus voltage gated potassium channel 0.0016 0.0018 0.0018
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0073 0.0235 0.0235
Schistosoma mansoni subfamily A22A unassigned peptidase (A22 family) 0.0207 0.0737 0.0737
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0016 0.0018 0.0018
Trypanosoma brucei Aph-1 protein, putative 0.1039 0.3871 1
Trypanosoma brucei presenilin-like aspartic peptidase, putative 0.0207 0.0737 0.1694
Onchocerca volvulus Rap guanine nucleotide exchange factor 1 homolog 0.0218 0.0779 0.5
Schistosoma mansoni voltage-gated potassium channel 0.0016 0.0018 0.0018
Echinococcus multilocularis Nicastrin 0.0101 0.0338 0.0338
Brugia malayi Presenilin spe-4 0.0072 0.0231 0.0231
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.0235 0.5
Loa Loa (eye worm) voltage and ligand gated potassium channel 0.0016 0.0018 0.0018
Loa Loa (eye worm) cyclic-nucleotide gated cation channel 0.0016 0.0018 0.0018
Trichomonas vaginalis Clan AD, family A22, presenilin-like aspartic peptidase 0.0207 0.0737 1
Echinococcus granulosus cyclic nucleotide gated cation channel alpha 3 0.0016 0.0018 0.0018
Trypanosoma cruzi Aph-1 protein, putative 0.1039 0.3871 1
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0073 0.0235 0.1007
Echinococcus multilocularis cyclic nucleotide gated cation channel alpha 3 0.0016 0.0018 0.0018
Echinococcus granulosus presenilin enhancer 2 0.0194 0.0689 0.0689
Echinococcus granulosus gamma secretase subunit aph 1 0.2667 1 1
Schistosoma mansoni voltage-gated potassium channel 0.0016 0.0018 0.0018
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0073 0.0235 0.5
Echinococcus multilocularis potassium:sodium hyperpolarization activated 0.0016 0.0018 0.0018
Schistosoma mansoni hyperpolarization activated cyclic nucleotide-gated potassium channel 0.0016 0.0018 0.0018
Schistosoma mansoni gamma-secretase subunit aph-1 0.2667 1 1
Brugia malayi hypothetical protein 0.0072 0.0231 0.0231
Echinococcus multilocularis presenilin 0.0207 0.0737 0.0737
Trypanosoma cruzi Aph-1 protein, putative 0.1039 0.3871 1
Brugia malayi Presenilin spe-4 0.0072 0.0231 0.0231
Echinococcus multilocularis presenilin enhancer 2 0.0194 0.0689 0.0689
Schistosoma mansoni voltage-gated potassium channel 0.0016 0.0018 0.0018
Echinococcus multilocularis nicalin 0.0037 0.0098 0.0098
Trichomonas vaginalis Clan AD, family A22, presenilin-like aspartic peptidase 0.0207 0.0737 1
Schistosoma mansoni aldehyde dehydrogenase 0.0073 0.0235 0.0235
Trichomonas vaginalis Nicastrin precursor, putative 0.0101 0.0338 0.4453
Schistosoma mansoni cyclic-nucleotide-gated cation channel 0.0016 0.0018 0.0018
Brugia malayi Presenilin spe-4 0.0072 0.0231 0.0231
Echinococcus multilocularis hyperpolarization activated cyclic 0.0016 0.0018 0.0018
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.0235 0.5
Loa Loa (eye worm) gamma-secretase subunit pen-2 0.0194 0.0689 0.0689
Echinococcus granulosus cyclic nucleotide gated cation channel 0.0016 0.0018 0.0018
Trichomonas vaginalis Clan AD, family A22, presenilin-like aspartic peptidase 0.0207 0.0737 1
Trypanosoma cruzi presenilin-like aspartic peptidase, putative 0.0207 0.0737 0.1694
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0016 0.0018 0.0018
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0016 0.0018 0.0018
Schistosoma mansoni cyclic-nucleotide-gated cation channel 0.0016 0.0018 0.0018
Loa Loa (eye worm) hypothetical protein 0.0016 0.0018 0.0018
Brugia malayi hypothetical protein 0.0072 0.0231 0.0231
Echinococcus granulosus geminin 0.0205 0.0729 0.0729
Echinococcus granulosus presenilin 0.0207 0.0737 0.0737
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0073 0.0235 0.0235
Schistosoma mansoni cyclic-nucleotide-gated cation channel 0.0016 0.0018 0.0018
Trichomonas vaginalis Nicastrin precursor, putative 0.0101 0.0338 0.4453
Echinococcus multilocularis cyclic nucleotide gated cation channel 0.0016 0.0018 0.0018
Echinococcus granulosus cyclic nucleotide gated cation channel 0.0016 0.0018 0.0018
Schistosoma mansoni aldehyde dehydrogenase 0.0073 0.0235 0.0235
Echinococcus granulosus potassium:sodium hyperpolarization activated 0.0016 0.0018 0.0018
Loa Loa (eye worm) gamma-secretase subunit aph-1 0.2667 1 1
Echinococcus multilocularis microtubule associated protein 2 0.0833 0.3096 0.3096
Brugia malayi Presenilin family protein 0.0207 0.0737 0.0737
Schistosoma mansoni microtubule-associated protein tau 0.0833 0.3096 0.3096
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0016 0.0018 0.0018
Brugia malayi N-terminal motif family protein 0.0218 0.0779 0.0779
Loa Loa (eye worm) cyclic-nucleotide gated cation channel 0.0016 0.0018 0.0018
Brugia malayi gamma-secretase subunit pen-2 0.0194 0.0689 0.0689
Schistosoma mansoni hypothetical protein 0.0205 0.0729 0.0729
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.0235 0.5
Echinococcus multilocularis gamma secretase subunit aph 1 0.2667 1 1
Brugia malayi hypothetical protein 0.0101 0.0338 0.0338
Brugia malayi Voltage-gated potassium channel, EAG (KCNH1)-related. C. elegans egl-2 ortholog 0.0016 0.0018 0.0018
Brugia malayi Presenilin-like protein At2g29900 0.0072 0.0231 0.0231
Loa Loa (eye worm) hypothetical protein 0.0218 0.0779 0.0779
Echinococcus granulosus hyperpolarization activated cyclic 0.0016 0.0018 0.0018
Loa Loa (eye worm) hypothetical protein 0.0101 0.0338 0.0338
Brugia malayi hypothetical protein 0.0101 0.0338 0.0338
Trypanosoma brucei Presenilin enhancer-2 subunit of gamma secretase, putative 0.0058 0.0179 0.0213
Schistosoma mansoni voltage-gated potassium channel 0.0016 0.0018 0.0018
Echinococcus granulosus microtubule associated protein 2 0.0833 0.3096 0.3096
Leishmania major presenilin-like aspartic peptidase, putative,presenilin-like aspartic peptidase, clan AD, family A22A, putative 0.0207 0.0737 1

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) = 1.122 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) 2.8184 uM PubChem BioAssay. qHTS for Antagonist of cAMP-regulated guanine nucleotide exchange factor 3 (EPAC1): primary screen. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 6.3096 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of binding or entry into cells for Lassa Virus. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID463114, AID540249] ChEMBL. No reference
Potency (functional) 11.5821 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) = 12.5893 um PUBCHEM_BIOASSAY: Counterscreen qHTS for Inhibitors of Tau Fibril Formation, Fluorescence Polarization. This assay monitors tau fibrillation by fluorescence polarization (FP) of Alexa 594-labeled K18 P301L, which does not fibrillize readily but incorporates into growing filaments of unlabeled tau. (Class of assay: confirmatory) [Related pubchem assays: 596 ] ChEMBL. No reference
Potency (functional) = 14.1254 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Influenza NS1 Protein Function. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 18.526 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) 18.526 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) 23.1093 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) 23.1093 uM PubChem BioAssay. qHTS for induction of synthetic lethality in tumor cells producing 2HG: qHTS for the HT-1080-NT fibrosarcoma cell line. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 25.1189 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of BAZ2B. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504391] ChEMBL. No reference
Potency (functional) 28.1838 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) 31.6228 uM PubChem BioAssay. qHTS for Inhibitors of ATXN expression. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 39.8107 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) 89.1251 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of Polymerase Iota. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588623] ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23
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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