Detailed information for compound 1403267

Basic information

Technical information
  • TDR Targets ID: 1403267
  • Name: 2-[[2-(benzotriazol-1-yl)acetyl]-(pyridin-3-y lmethyl)amino]-2-(4-fluorophenyl)-N-(furan-2- ylmethyl)acetamide
  • MW: 498.508 | Formula: C27H23FN6O3
  • H donors: 1 H acceptors: 5 LogP: 2.9 Rotable bonds: 11
    Rule of 5 violations (Lipinski): 1
  • SMILES: Fc1ccc(cc1)C(N(C(=O)Cn1nnc2c1cccc2)Cc1cccnc1)C(=O)NCc1ccco1
  • InChi: 1S/C27H23FN6O3/c28-21-11-9-20(10-12-21)26(27(36)30-16-22-6-4-14-37-22)33(17-19-5-3-13-29-15-19)25(35)18-34-24-8-2-1-7-23(24)31-32-34/h1-15,26H,16-18H2,(H,30,36)
  • InChiKey: QEBUEYOQSXXJOD-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[[2-(benzotriazol-1-yl)acetyl]-(3-pyridylmethyl)amino]-2-(4-fluorophenyl)-N-(2-furylmethyl)acetamide
  • 2-[[2-(1-benzotriazolyl)-1-oxoethyl]-(3-pyridylmethyl)amino]-2-(4-fluorophenyl)-N-(2-furylmethyl)acetamide
  • 2-[2-(benzotriazol-1-yl)ethanoyl-(pyridin-3-ylmethyl)amino]-2-(4-fluorophenyl)-N-(furan-2-ylmethyl)ethanamide
  • ASN 05442063
  • Oprea1_047555
  • 2-[(2-Benzotriazol-1-yl-acetyl)-pyridin-3-ylmethyl-amino]-2-(4-fluoro-phenyl)-N-furan-2-ylmethyl-acetamide
  • MLS000032520
  • SMR000004676
  • MLS000882442
  • Oprea1_015625

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Schistosoma mansoni Thioredoxin glutathione reductase Starlite/ChEMBL No references
Homo sapiens SMAD family member 2 Starlite/ChEMBL No references
Escherichia coli penicillin-binding protein Starlite/ChEMBL No references
Bacillus anthracis Anthrax lethal factor Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Plasmodium yoelii thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Candida albicans similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma congolense trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Loa Loa (eye worm) MH2 domain-containing protein Get druggable targets OG5_131716 All targets in OG5_131716
Leishmania braziliensis trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania donovani trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Brugia malayi glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Brugia malayi Thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Neospora caninum Glutathione reductase, related Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium knowlesi thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium berghei thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Theileria parva thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Echinococcus granulosus thioredoxin glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Loa Loa (eye worm) transcription factor SMAD2 Get druggable targets OG5_131716 All targets in OG5_131716
Plasmodium yoelii glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Mycobacterium tuberculosis Possible penicillin-binding protein Get druggable targets OG5_149948 All targets in OG5_149948
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium berghei glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Loa Loa (eye worm) glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Brugia malayi MH2 domain containing protein Get druggable targets OG5_131716 All targets in OG5_131716
Trypanosoma brucei trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania mexicana trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Cryptosporidium parvum thioredoxin reductase 1 Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma cruzi trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium falciparum glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Neospora caninum MGC84926 protein, related Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium vivax glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma brucei gambiense trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Candida albicans similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase Get druggable targets OG5_126785 All targets in OG5_126785
Babesia bovis thiodoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Echinococcus multilocularis thioredoxin glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium vivax thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Loa Loa (eye worm) thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania major trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium falciparum thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Cryptosporidium hominis thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium knowlesi glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania infantum trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Toxoplasma gondii thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Schistosoma japonicum ko:K00384 thioredoxin reductase (NADPH) [EC1.8.1.9], putative Get druggable targets OG5_126785 All targets in OG5_126785
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Neospora caninum hypothetical protein Thioredoxin glutathione reductase   598 aa 485 aa 30.5 %
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast Thioredoxin glutathione reductase   598 aa 513 aa 25.0 %
Brugia malayi MH2 domain containing protein SMAD family member 2 467 aa 405 aa 31.6 %
Toxoplasma gondii NADPH-glutathione reductase Thioredoxin glutathione reductase   598 aa 555 aa 33.5 %
Neospora caninum Dihydrolipoyl dehydrogenase (EC 1.8.1.4), related Thioredoxin glutathione reductase   598 aa 512 aa 28.3 %
Onchocerca volvulus Thioredoxin glutathione reductase   598 aa 533 aa 50.8 %
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative Thioredoxin glutathione reductase   598 aa 521 aa 21.5 %
Neospora caninum glutathione reductase, putative Thioredoxin glutathione reductase   598 aa 532 aa 34.6 %
Plasmodium knowlesi dihydrolipoyl dehydrogenase, apicoplast, putative Thioredoxin glutathione reductase   598 aa 518 aa 22.0 %
Plasmodium berghei dihydrolipoyl dehydrogenase, apicoplast, putative Thioredoxin glutathione reductase   598 aa 538 aa 25.3 %
Plasmodium yoelii dihydrolipoamide dehydrogenase Thioredoxin glutathione reductase   598 aa 537 aa 24.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus fatty acid amide hydrolase 1 0.0137 0.0221 0.0458
Loa Loa (eye worm) hypothetical protein 0.0111 0.0045 0.0009
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0278 0.117 1
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0682 0.3893 0.3866
Trypanosoma cruzi hypothetical protein, conserved 0.0111 0.0045 0.5
Schistosoma mansoni hypothetical protein 0.0682 0.3893 0.3866
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0116 0.0078 0.067
Plasmodium vivax cysteine repeat modular protein 1, putative 0.0111 0.0045 0.5
Brugia malayi hypothetical protein 0.0682 0.3893 0.3871
Schistosoma mansoni integrin beta subunit 0.0424 0.2159 0.2123
Onchocerca volvulus 0.0682 0.3893 0.3866
Onchocerca volvulus 0.0906 0.5404 0.5383
Echinococcus granulosus integrin beta 2 0.0534 0.2897 0.7411
Echinococcus granulosus enteropeptidase 0.0682 0.3893 1
Loa Loa (eye worm) hypothetical protein 0.0137 0.0221 0.0186
Schistosoma mansoni cercarial elastase (S01 family) 0.0682 0.3893 0.3866
Brugia malayi Trypsin family protein 0.0682 0.3893 0.3871
Brugia malayi amidase 0.0137 0.0221 0.0186
Schistosoma mansoni cercarial elastase (S01 family) 0.0682 0.3893 0.3866
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0116 0.0078 0.067
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0682 0.3893 0.3866
Schistosoma mansoni cercarial elastase (S01 family) 0.0682 0.3893 0.3866
Loa Loa (eye worm) hypothetical protein 0.0682 0.3893 0.3871
Brugia malayi Trypsin family protein 0.0682 0.3893 0.3871
Mycobacterium tuberculosis Probable oxidoreductase 0.0116 0.0078 0.067
Loa Loa (eye worm) hypothetical protein 0.0682 0.3893 0.3871
Brugia malayi Chymotrypsin-like protease CTRL-1 precursor 0.0682 0.3893 0.3871
Schistosoma mansoni hypothetical protein 0.0682 0.3893 0.3866
Echinococcus granulosus Mastin 0.0682 0.3893 1
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0682 0.3893 0.3866
Echinococcus multilocularis fatty acid amide hydrolase 1 0.0137 0.0221 0.0458
Echinococcus multilocularis glycoprotein Antigen 5 0.0682 0.3893 1
Echinococcus multilocularis Mastin 0.0682 0.3893 1
Echinococcus multilocularis subfamily S1A unassigned peptidase (S01 family) 0.0682 0.3893 1
Loa Loa (eye worm) integrin beta-2 0.0721 0.4156 0.4135
Onchocerca volvulus 0.0682 0.3893 0.3866
Echinococcus granulosus transmembrane protease serine 3 0.0682 0.3893 1
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0682 0.3893 0.3866
Loa Loa (eye worm) transcription factor SMAD2 0.0144 0.0269 0.0234
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0116 0.0078 1
Schistosoma mansoni cercarial elastase (S01 family) 0.0682 0.3893 0.3866
Echinococcus granulosus Peptidase S1 S6 chymotrypsin Hap 0.0682 0.3893 1
Toxoplasma gondii PAN domain-containing protein 0.0135 0.0208 1
Loa Loa (eye worm) TK/ROR protein kinase 0.0111 0.0045 0.0009
Onchocerca volvulus 0.0682 0.3893 0.3866
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0682 0.3893 0.3866
Brugia malayi MH2 domain containing protein 0.0144 0.0269 0.0234
Echinococcus multilocularis enteropeptidase 0.0682 0.3893 1
Onchocerca volvulus 0.0682 0.3893 0.3866
Schistosoma mansoni cercarial elastase (S01 family) 0.0682 0.3893 0.3866
Loa Loa (eye worm) MH2 domain-containing protein 0.0144 0.0269 0.0234
Echinococcus granulosus subfamily S1A unassigned peptidase S01 family 0.0682 0.3893 1
Leishmania major hypothetical protein, conserved 0.0111 0.0045 0.5
Loa Loa (eye worm) hypothetical protein 0.0682 0.3893 0.3871
Loa Loa (eye worm) trypsin family protein 0.0682 0.3893 0.3871
Brugia malayi Kringle domain containing protein 0.0111 0.0045 0.0009
Echinococcus granulosus fatty acid amide hydrolase 1 0.0137 0.0221 0.0458
Echinococcus multilocularis fatty acid amide hydrolase 1 0.0137 0.0221 0.0458
Echinococcus multilocularis transmembrane protease serine 3 0.0682 0.3893 1
Echinococcus granulosus glycoprotein Antigen 5 0.0682 0.3893 1
Brugia malayi Protein kinase domain containing protein 0.0111 0.0045 0.0009
Schistosoma mansoni amidase 0.0137 0.0221 0.0177
Schistosoma mansoni cercarial elastase (S01 family) 0.0682 0.3893 0.3866
Brugia malayi Trypsin family protein 0.0682 0.3893 0.3871
Schistosoma mansoni cercarial elastase (S01 family) 0.0682 0.3893 0.3866
Schistosoma mansoni fatty-acid amide hydrolase 0.0137 0.0221 0.0177
Schistosoma mansoni cercarial elastase (S01 family) 0.0682 0.3893 0.3866
Loa Loa (eye worm) hypothetical protein 0.0682 0.3893 0.3871
Schistosoma mansoni cercarial elastase (S01 family) 0.0682 0.3893 0.3866
Mycobacterium ulcerans hypothetical protein 0.0682 0.3893 0.5
Plasmodium falciparum cysteine repeat modular protein 1 0.0111 0.0045 0.5
Schistosoma mansoni aminopeptidase PILS (M01 family) 0.0682 0.3893 0.3866
Brugia malayi Integrin beta pat-3 precursor 0.0721 0.4156 0.4135
Brugia malayi Trypsin-like protease protein 5 0.0682 0.3893 0.3871
Onchocerca volvulus 0.0682 0.3893 0.3866
Echinococcus multilocularis Peptidase S1 S6, chymotrypsin Hap 0.0682 0.3893 1
Toxoplasma gondii PAN domain-containing protein 0.0135 0.0208 1
Echinococcus multilocularis integrin beta 2 0.0534 0.2897 0.7411
Schistosoma mansoni cercarial elastase (S01 family) 0.0682 0.3893 0.3866
Schistosoma mansoni cercarial elastase (S01 family) 0.0682 0.3893 0.3866
Loa Loa (eye worm) hypothetical protein 0.0682 0.3893 0.3871

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) 0.0828 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) 3.5481 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) = 5.0119 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) = 5.0119 um PUBCHEM_BIOASSAY: qHTS Assay for Anthrax Lethal Toxin Internalization. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 5.0119 um PUBCHEM_BIOASSAY: qHTS Inhibitors of AmpC Beta-Lactamase (assay with detergent). (Class of assay: confirmatory) [Related pubchem assays: 1002 (Confirmation Concentration-Response Assay for Inhibitors of AmpC Beta-Lactamase (assay with detergent)), 585 (Promiscuous and Specific Inhibitors of AmpC Beta-Lactamase (assay without detergent) - a screen old NIH MLSMR collection), 584 (Promiscuous and Specific Inhibitors of AmpC Beta-Lactamase (assay with detergent) - a screen of the old NIH MLSMR collection), 1003 (Confirmation Cuvette-Based Assay for Inhibitors of AmpC Beta-Lactamase (assay with detergent))] 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) 89.1251 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

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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