Detailed information for compound 172196

Basic information

Technical information
  • TDR Targets ID: 172196
  • Name: 2-chloro-1-(3,4-dihydroxyphenyl)ethanone
  • MW: 186.592 | Formula: C8H7ClO3
  • H donors: 2 H acceptors: 3 LogP: 1.52 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: ClCC(=O)c1ccc(c(c1)O)O
  • InChi: 1S/C8H7ClO3/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,10-11H,4H2
  • InChiKey: LWTJEJCZJFZKEL-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 99-40-1
  • .alpha.-Chloro-3',4'-dihydroxyacetophenone
  • .alpha.-Chloro-3,4-dihydroxyacetophenone
  • 2-Chloro-3',4'-dihydroxyacetophenone
  • 3,4-Dihydroxyphenacyl chloride
  • Acetophenone, 2-chloro-3',4'-dihydroxy-
  • Ethanone, 2-chloro-1-(3,4-dihydroxyphenyl)-
  • NSC13905
  • AI3-25258
  • EINECS 202-754-8
  • ARK076
  • NSC17869
  • ZINC01592068
  • 2-Chloro-3′,4′-dihydroxyacetophenone
  • 4-(Chloroacetyl)catechol
  • C34405_ALDRICH
  • STK077070
  • InChI=1/C8H7ClO3/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,10-11H,4H

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens SMAD family member 2 Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) MH2 domain-containing protein Get druggable targets OG5_131716 All targets in OG5_131716
Loa Loa (eye worm) transcription factor SMAD2 Get druggable targets OG5_131716 All targets in OG5_131716
Brugia malayi MH2 domain containing protein Get druggable targets OG5_131716 All targets in OG5_131716
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 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) transcription factor SMAD2 0.0144 0.0817 0.0817
Trypanosoma cruzi WLM domain containing protein, putative 0.0521 0.3438 1
Giardia lamblia Protein 21.1 0.0027 0 0.5
Giardia lamblia Protein 21.1 0.0027 0 0.5
Plasmodium falciparum SWIB/MDM2 domain-containing protein 0.1466 1 1
Plasmodium vivax SWIB/MDM2 domain-containing protein, putative 0.1466 1 1
Brugia malayi Zn-finger in Ran binding protein and others containing protein 0.0521 0.3438 0.3438
Toxoplasma gondii Zn-finger in Ran binding protein and others domain-containing protein 0.0521 0.3438 0.3438
Loa Loa (eye worm) hypothetical protein 0.0521 0.3438 0.3438
Giardia lamblia Hypothetical protein 0.0027 0 0.5
Schistosoma mansoni zinc finger protein 0.0521 0.3438 0.3438
Onchocerca volvulus 0.0521 0.3438 0.3438
Giardia lamblia Protein 21.1 0.0027 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0521 0.3438 0.3438
Trypanosoma cruzi mitochondrial RNA binding complex 1 subunit, putative 0.0521 0.3438 1
Giardia lamblia Ser/Thr protein kinase 0.0027 0 0.5
Trypanosoma cruzi WLM domain containing protein, putative 0.0521 0.3438 1
Echinococcus multilocularis SWI:SNF matrix associated 0.1466 1 1
Giardia lamblia Protein 21.1 0.0027 0 0.5
Schistosoma mansoni brg-1 associated factor 0.1466 1 1
Trypanosoma cruzi mitochondrial RNA binding complex 1 subunit, putative 0.0521 0.3438 1
Giardia lamblia Hypothetical protein 0.0027 0 0.5
Giardia lamblia Protein 21.1 0.0027 0 0.5
Giardia lamblia Protein 21.1 0.0027 0 0.5
Brugia malayi MH2 domain containing protein 0.0144 0.0817 0.0817
Entamoeba histolytica zinc finger domain containing protein 0.0027 0 0.5
Echinococcus granulosus Nuclear pore complex protein Nup153 0.0521 0.3438 0.3438
Entamoeba histolytica hypothetical protein 0.0027 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0521 0.3438 0.3438
Echinococcus multilocularis ring and YY1 binding protein 0.0521 0.3438 0.3438
Giardia lamblia Protein 21.1 0.0027 0 0.5
Trypanosoma cruzi Zn-finger in Ran binding protein and others, putative 0.0521 0.3438 1
Giardia lamblia Kinase 0.0027 0 0.5
Leishmania major hypothetical protein, conserved 0.0521 0.3438 1
Loa Loa (eye worm) MH2 domain-containing protein 0.0144 0.0817 0.0817
Trypanosoma cruzi Zn-finger in Ran binding protein and others, putative 0.0521 0.3438 1
Plasmodium falciparum SWIB/MDM2 domain-containing protein 0.1466 1 1
Giardia lamblia Ribonuclease 0.0027 0 0.5
Schistosoma mansoni TRABID protein (C64 family) 0.0521 0.3438 0.3438
Trypanosoma brucei hypothetical protein, conserved 0.0521 0.3438 1
Leishmania major hypothetical protein, conserved 0.0521 0.3438 1
Giardia lamblia Hypothetical protein 0.0027 0 0.5
Giardia lamblia Protein 21.1 0.0027 0 0.5
Brugia malayi brahma associated protein 60 kDa 0.1466 1 1
Trypanosoma brucei mitochondrial RNA binding complex 1 subunit 0.0521 0.3438 1
Onchocerca volvulus 0.0521 0.3438 0.3438
Leishmania major hypothetical protein, conserved 0.0521 0.3438 1
Brugia malayi Zn-finger in Ran binding protein and others containing protein 0.0521 0.3438 0.3438
Giardia lamblia Protein 21.1 0.0027 0 0.5
Giardia lamblia Protein 21.1 0.0027 0 0.5
Giardia lamblia Protein 21.1 0.0027 0 0.5
Trypanosoma cruzi hypothetical protein, conserved 0.0521 0.3438 1
Loa Loa (eye worm) brahma associated protein 0.1466 1 1
Schistosoma mansoni fusion 0.0521 0.3438 0.3438
Giardia lamblia Protein 21.1 0.0027 0 0.5
Echinococcus granulosus ring and YY1 binding protein 0.0521 0.3438 0.3438
Giardia lamblia Protein 21.1 0.0027 0 0.5
Loa Loa (eye worm) SWIB/MDM2 domain-containing protein 0.1466 1 1
Onchocerca volvulus 0.0521 0.3438 0.3438
Giardia lamblia Protein 21.1 0.0027 0 0.5
Entamoeba histolytica hypothetical protein 0.0027 0 0.5
Giardia lamblia Protein 21.1 0.0027 0 0.5
Giardia lamblia Zinc finger domain 0.0027 0 0.5
Echinococcus multilocularis SWI:SNF matrix associated 0.1466 1 1
Trypanosoma brucei hypothetical protein, conserved 0.0521 0.3438 1
Giardia lamblia Protein 21.1 0.0027 0 0.5
Schistosoma mansoni hypothetical protein 0.1466 1 1
Echinococcus granulosus SWI:SNF matrix associated 0.1466 1 1
Entamoeba histolytica zinc finger domain containing protein 0.0027 0 0.5
Echinococcus multilocularis Nuclear pore complex protein Nup153 0.0521 0.3438 0.3438
Brugia malayi YY1-associated factor 2 0.0521 0.3438 0.3438
Toxoplasma gondii SWIB/MDM2 domain-containing protein 0.1466 1 1
Entamoeba histolytica zinc finger domain containing protein 0.0027 0 0.5
Giardia lamblia Protein 21.1 0.0027 0 0.5
Schistosoma mansoni hypothetical protein 0.0521 0.3438 0.3438
Loa Loa (eye worm) hypothetical protein 0.0521 0.3438 0.3438
Giardia lamblia Kinase, NEK 0.0027 0 0.5
Giardia lamblia Hypothetical protein 0.0027 0 0.5
Trypanosoma cruzi Zn-finger in Ran binding protein and others/FYVE zinc finger, putative 0.0521 0.3438 1
Giardia lamblia Protein 21.1 0.0027 0 0.5
Entamoeba histolytica SPRY domain protein 0.0027 0 0.5
Chlamydia trachomatis SWIB complex protein 0.1466 1 0.5
Giardia lamblia Hypothetical protein 0.0027 0 0.5
Giardia lamblia Protein 21.1 0.0027 0 0.5
Schistosoma mansoni hypothetical protein 0.1466 1 1
Brugia malayi SWIB/MDM2 domain containing protein 0.1466 1 1
Schistosoma mansoni RNA binding protein 0.0521 0.3438 0.3438
Giardia lamblia Hypothetical protein 0.0027 0 0.5
Giardia lamblia Hypothetical protein 0.0027 0 0.5
Entamoeba histolytica zinc finger domain containing protein 0.0027 0 0.5
Brugia malayi Zn-finger in Ran binding protein and others containing protein 0.0521 0.3438 0.3438
Entamoeba histolytica zinc finger domain containing protein 0.0027 0 0.5
Chlamydia trachomatis DNA topoisomerase I 0.1466 1 0.5
Trypanosoma cruzi hypothetical protein, conserved 0.0521 0.3438 1
Onchocerca volvulus 0.0521 0.3438 0.3438
Giardia lamblia E3 ubiquitin ligase for Rad6p required for the ubiquitination of histone H2B 0.0027 0 0.5
Toxoplasma gondii ran binding protein 0.0521 0.3438 0.3438
Giardia lamblia Zinc finger domain 0.0027 0 0.5
Trypanosoma cruzi hypothetical protein, conserved 0.0521 0.3438 1
Giardia lamblia Kinase, NEK 0.0027 0 0.5
Leishmania major hypothetical protein, conserved 0.0521 0.3438 1
Echinococcus granulosus zinc finger protein Ran binding 0.0521 0.3438 0.3438
Onchocerca volvulus 0.1466 1 1
Echinococcus multilocularis Upstream activation factor subunit UAF30 0.1466 1 1
Schistosoma mansoni hypothetical protein 0.1466 1 1
Entamoeba histolytica zinc finger domain containing protein 0.0027 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0521 0.3438 0.3438
Giardia lamblia Protein 21.1 0.0027 0 0.5
Echinococcus multilocularis Zinc finger, RanBP2 type 0.0521 0.3438 0.3438
Echinococcus granulosus Upstream activation factor subunit UAF30 0.1466 1 1
Giardia lamblia Protein 21.1 0.0027 0 0.5
Entamoeba histolytica zinc finger domain containing protein 0.0027 0 0.5
Echinococcus multilocularis SWI:SNF matrix associated 0.1466 1 1
Toxoplasma gondii DNA topoisomerase domain-containing protein 0.1466 1 1
Giardia lamblia Protein 21.1 0.0027 0 0.5
Leishmania major hypothetical protein, conserved 0.0521 0.3438 1
Giardia lamblia Protein 21.1 0.0027 0 0.5
Entamoeba histolytica zinc finger domain containing protein 0.0027 0 0.5
Onchocerca volvulus Ubiquitin thioesterase ZRANB1 homolog 0.0521 0.3438 0.3438
Echinococcus granulosus Zinc finger RanBP2 type 0.0521 0.3438 0.3438
Giardia lamblia Protein 21.1 0.0027 0 0.5
Trichomonas vaginalis conserved hypothetical protein 0.1466 1 1
Echinococcus multilocularis zinc finger protein Ran binding 0.0521 0.3438 0.3438
Brugia malayi Zn-finger in Ran binding protein and others containing protein 0.0521 0.3438 0.3438
Trypanosoma brucei Zn-finger in Ran binding protein and others/FYVE zinc finger, putative 0.0521 0.3438 1
Plasmodium falciparum zinc finger Ran-binding domain-containing protein 2, putative 0.0521 0.3438 0.3438
Plasmodium vivax hypothetical protein, conserved 0.1466 1 1

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 1400 uM Dissociation constant of the compound towards Protein-tyrosine phosphatase 1B ChEMBL. 12372498
Ki (binding) = 1400 uM Dissociation constant of the compound towards Protein-tyrosine phosphatase 1B ChEMBL. 12372498
kinact (binding) = 0.59 min-1 First-order rate constant (K inact) for conversion of the ExI complex (Protein-tyrosine phosphatase 1B -inhibitor complex) into the covalent adduct, EI was determimed using PNP as substrate ChEMBL. 12372498
kinact (binding) = 0.59 min-1 First-order rate constant (K inact) for conversion of the ExI complex (Protein-tyrosine phosphatase 1B -inhibitor complex) into the covalent adduct, EI was determimed using PNP as substrate ChEMBL. 12372498
Potency (functional) 15.8489 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) 22.3872 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) 50.1187 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Mammalian Selenoprotein Thioredoxin Reductase 1 (TrxR1): qHTS. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488771] ChEMBL. No reference
Ratio (binding) = 420 M-1 min-1 Ratio between dissociation constant and First-order rate constant (Ki / K inact) was determined ChEMBL. 12372498
Ratio (binding) = 420 M-1 min-1 Ratio between dissociation constant and First-order rate constant (Ki / K inact) was determined ChEMBL. 12372498

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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