Detailed information for compound 1565035

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 457.352 | Formula: C23H22Cl2N4O2
  • H donors: 1 H acceptors: 2 LogP: 3.7 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: Clc1ccccc1n1[nH]c2c(c1=O)c1CN(CCCn1c(=O)c2)Cc1ccccc1.Cl
  • InChi: 1S/C23H21ClN4O2.ClH/c24-17-9-4-5-10-19(17)28-23(30)22-18(25-28)13-21(29)27-12-6-11-26(15-20(22)27)14-16-7-2-1-3-8-16;/h1-5,7-10,13,25H,6,11-12,14-15H2;1H
  • InChiKey: DSRNDKNGQPKUQR-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens cytochrome b-245, beta polypeptide Starlite/ChEMBL References
Homo sapiens NADPH oxidase, EF-hand calcium binding domain 5 Starlite/ChEMBL References
Homo sapiens NADPH oxidase 4 Starlite/ChEMBL References
Homo sapiens NADPH oxidase 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi Blistered cuticle protein 3 Get druggable targets OG5_127219 All targets in OG5_127219
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127219 All targets in OG5_127219
Loa Loa (eye worm) blistered cuticle protein 3 Get druggable targets OG5_127219 All targets in OG5_127219
Onchocerca volvulus Dual oxidase homolog Get druggable targets OG5_127219 All targets in OG5_127219
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi Blistered cuticle protein 3 NADPH oxidase, EF-hand calcium binding domain 5 737 aa 730 aa 25.1 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0133 0.4884 0.4884
Plasmodium vivax lysine-specific histone demethylase 1, putative 0.0027 0 0.5
Brugia malayi amine oxidase, flavin-containing family protein 0.0038 0.0519 0.0519
Trichomonas vaginalis alpha-glucosidase, putative 0.0041 0.0626 0.5
Mycobacterium ulcerans dehydrogenase 0.0027 0 0.5
Trichomonas vaginalis neutral alpha-glucosidase ab precursor, putative 0.0041 0.0626 0.5
Mycobacterium ulcerans protoporphyrinogen oxidase 0.0027 0 0.5
Schistosoma mansoni alpha-glucosidase 0.0158 0.6014 1
Toxoplasma gondii glycosyl hydrolase, family 31 protein 0.0041 0.0626 1
Mycobacterium tuberculosis Possible oxidoreductase 0.0027 0 0.5
Trichomonas vaginalis alpha-glucosidase, putative 0.0041 0.0626 0.5
Plasmodium vivax hypothetical protein, conserved 0.0027 0 0.5
Echinococcus multilocularis lysosomal alpha glucosidase 0.0183 0.7189 1
Schistosoma mansoni Lysine-specific histone demethylase 1 0.0133 0.4884 0.8121
Echinococcus multilocularis lysine specific histone demethylase 1A 0.0133 0.4884 0.6794
Plasmodium vivax protoporphyrinogen oxidase, putative 0.0027 0 0.5
Trypanosoma brucei ferric reductase transmembrane protein, putative 0.0151 0.571 1
Trypanosoma cruzi ferric reductase transmembrane protein, putative 0.0151 0.571 1
Brugia malayi Glycosyl hydrolases family 31 protein 0.0183 0.7189 0.7189
Plasmodium falciparum protoporphyrinogen oxidase 0.0027 0 0.5
Onchocerca volvulus 0.0144 0.5403 0.278
Loa Loa (eye worm) glycosyl hydrolase family 31 protein 0.0041 0.0626 0.0626
Echinococcus granulosus lysine specific histone demethylase 1A 0.0133 0.4884 0.6794
Echinococcus multilocularis lysosomal alpha glucosidase 0.0183 0.7189 1
Brugia malayi Glycosyl hydrolases family 31 protein 0.0041 0.0626 0.0626
Trichomonas vaginalis sucrase-isomaltase, putative 0.0041 0.0626 0.5
Plasmodium vivax hypothetical protein, conserved 0.0027 0 0.5
Trypanosoma cruzi ferric reductase transmembrane protein, putative 0.0151 0.571 1
Trichomonas vaginalis alpha-glucosidase, putative 0.0041 0.0626 0.5
Loa Loa (eye worm) hypothetical protein 0.0133 0.4884 0.4884
Plasmodium falciparum lysine-specific histone demethylase 1, putative 0.0027 0 0.5
Plasmodium falciparum conserved Plasmodium protein, unknown function 0.0027 0 0.5
Mycobacterium leprae PROBABLE PROTOPORPHYRINOGEN OXIDASE HEMY (PROTOPORPHYRINOGEN-IX OXIDASE) (PROTOPORPHYRINOGENASE) (PPO) 0.0027 0 0.5
Brugia malayi SWIRM domain containing protein 0.0144 0.5403 0.5403
Mycobacterium ulcerans flavin-containing monoamine oxidase AofH 0.0027 0 0.5
Leishmania major ferric reductase, putative 0.0151 0.571 1
Loa Loa (eye worm) glycosyl hydrolase family 31 protein 0.0183 0.7189 0.7189
Schistosoma mansoni alpha glucosidase 0.0041 0.0626 0.1041
Mycobacterium ulcerans monoamine oxidase 0.0027 0 0.5
Trypanosoma cruzi hypothetical protein, conserved 0.0041 0.0626 0.1096
Trichomonas vaginalis alpha-glucosidase, putative 0.0041 0.0626 0.5
Trypanosoma cruzi hypothetical protein, conserved 0.0041 0.0626 0.1096
Entamoeba histolytica hypothetical protein 0.0043 0.0741 1
Schistosoma mansoni alpha-glucosidase 0.0158 0.6014 1
Mycobacterium ulcerans oxidoreductase 0.0027 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0093 0.3044 0.3044
Echinococcus granulosus neutral alpha glucosidase AB 0.0041 0.0626 0.0871
Treponema pallidum hypothetical protein 0.0043 0.0741 0.5
Onchocerca volvulus Dual oxidase homolog 0.0244 1 1
Mycobacterium tuberculosis Conserved hypothetical protein 0.0027 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0144 0.5403 0.5403
Echinococcus granulosus lysosomal alpha glucosidase 0.0183 0.7189 1
Leishmania major alpha glucosidase II subunit, putative 0.0041 0.0626 0.1096
Trichomonas vaginalis maltase-glucoamylase, putative 0.0041 0.0626 0.5
Chlamydia trachomatis protoporphyrinogen oxidase 0.0027 0 0.5
Trichomonas vaginalis alpha-glucosidase, putative 0.0041 0.0626 0.5
Echinococcus multilocularis neutral alpha glucosidase AB 0.0041 0.0626 0.0871
Loa Loa (eye worm) blistered cuticle protein 3 0.0244 1 1
Loa Loa (eye worm) hypothetical protein 0.0038 0.0519 0.0519
Trichomonas vaginalis neutral alpha-glucosidase ab precursor, putative 0.0041 0.0626 0.5
Mycobacterium ulcerans flavin-containing monoamine oxidase AofH 0.0027 0 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (ADMET) > 25 uM Inhibition of human recombinant CYP1A2 assessed as inhibition of fluorescent metabolite formation ChEMBL. 22041175
IC50 (ADMET) > 25 uM Inhibition of human recombinant CYP2C9 by mass spectrophotometry ChEMBL. 22041175
IC50 (ADMET) > 25 uM Inhibition of human recombinant CYP2C19 by mass spectrophotometry ChEMBL. 22041175
IC50 (ADMET) > 25 uM Inhibition of human recombinant CYP2D6 by mass spectrophotometry ChEMBL. 22041175
IC50 (ADMET) > 25 uM Inhibition of human recombinant CYP3A4 by mass spectrophotometry ChEMBL. 22041175
Inhibition = 8.7 % Inhibition of hERG at 1 uM by patch clamp assay ChEMBL. 22041175
Inhibition (functional) = 12 % Antifibrotic activity in C57BL/6 mouse pulmonary fibrosis curative model assessed as reduction in bleomycin-induced collagen deposition at 100 mg/kg, po qd administered 10 days post challenge for 25 days measured on day 25 by SIRCOL assay ChEMBL. 22041175
Inhibition (functional) = 64 % Antifibrotic activity in C57BL/6 mouse pulmonary fibrosis curative model assessed as reduction in bleomycin-induced collagen deposition at 10 mg/kg, po qd administered 10 days post challenge for 25 days measured on day 25 by SIRCOL assay ChEMBL. 22041175
Ki (functional) = 72 nM Antagonist activity at human NOX4 expressed in CHO cell membrane coexpressing tetracylin repressor assessed as inhibition of ROS production after 20 mins by cell-free amplex red assay ChEMBL. 22041175
Ki (functional) = 101 nM Antagonist activity at human NOX1 expressed in CHO cell membrane coexpressing tetracylin repressor assessed as inhibition of ROS production after 20 mins by cell-free amplex red assay ChEMBL. 22041175
Ki (functional) = 414 nM Antagonist activity at human NOX5 assessed as inhibition of ROS production after 20 mins by cell-free amplex red assay ChEMBL. 22041175
Ki (functional) = 1340 nM Antagonist activity at human NOX2 in human polymorphonuclear cell membrane assessed as inhibition of ROS production after 20 mins by cell-free amplex red assay ChEMBL. 22041175
Ki (binding) > 30000 nM Inhibition of xanthine oxidase assessed as inhibition of ROS production after 20 mins by cell-free amplex red assay ChEMBL. 22041175
Papp (ADMET) = 42.2 10'-6 cm/s Apparent permeability across human Caco2 cells at 10 uM after 2 hrs ChEMBL. 22041175

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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