Detailed information for compound 1085973

Basic information

Technical information
  • TDR Targets ID: 1085973
  • Name: 2-(3-chloro-4-hydroxyphenyl)-N-(2-methoxyethy l)acetamide
  • MW: 243.687 | Formula: C11H14ClNO3
  • H donors: 2 H acceptors: 2 LogP: 1.26 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: COCCNC(=O)Cc1ccc(c(c1)Cl)O
  • InChi: 1S/C11H14ClNO3/c1-16-5-4-13-11(15)7-8-2-3-10(14)9(12)6-8/h2-3,6,14H,4-5,7H2,1H3,(H,13,15)
  • InChiKey: ZXYALMVKRJSFTL-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-(3-chloro-4-hydroxy-phenyl)-N-(2-methoxyethyl)acetamide
  • 2-(3-chloro-4-hydroxy-phenyl)-N-(2-methoxyethyl)ethanamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Cryptococcus neoformans var. grubii Carbonic anhydrase 2 Starlite/ChEMBL References
Mycobacterium tuberculosis Beta-carbonic anhydrase References
Candida albicans Involved in protection against oxidative damage Starlite/ChEMBL References
Mycobacterium tuberculosis Probable transmembrane carbonic anhydrase (carbonate dehydratase) (carbonic dehydratase) References
Homo sapiens carbonic anhydrase II Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Leishmania infantum carbonic anhydrase family protein, putative Get druggable targets OG5_127503 All targets in OG5_127503
Plasmodium vivax sulfate transporter, putative Get druggable targets OG5_129533 All targets in OG5_129533
Mycobacterium ulcerans integral membrane transporter Get druggable targets OG5_129533 All targets in OG5_129533
Plasmodium berghei inorganic anion antiporter, putative Get druggable targets OG5_129533 All targets in OG5_129533
Schistosoma mansoni carbonic anhydrase Get druggable targets OG5_127503 All targets in OG5_127503
Trichomonas vaginalis conserved hypothetical protein Get druggable targets OG5_135410 All targets in OG5_135410
Candida albicans hypothetical protein Get druggable targets OG5_135410 All targets in OG5_135410
Schistosoma japonicum ko:K01672 carbonic anhydrase [EC4.2.1.1], putative Get druggable targets OG5_127503 All targets in OG5_127503
Leishmania major carbonic anhydrase family protein, putative Get druggable targets OG5_127503 All targets in OG5_127503
Plasmodium yoelii sulfate permease family protein Get druggable targets OG5_129533 All targets in OG5_129533
Neospora caninum hypothetical protein Get druggable targets OG5_129533 All targets in OG5_129533
Trypanosoma congolense Sulfate transporter N-terminal domain with GLY motif/Sulfate transporter family, putative Get druggable targets OG5_129533 All targets in OG5_129533
Toxoplasma gondii inorganic anion transporter, sulfate permease (SulP) family protein Get druggable targets OG5_129533 All targets in OG5_129533
Trichomonas vaginalis conserved hypothetical protein Get druggable targets OG5_135410 All targets in OG5_135410
Trypanosoma brucei carbonic anhydrase-like protein Get druggable targets OG5_127628 All targets in OG5_127628
Schistosoma japonicum ko:K01672 carbonic anhydrase [EC4.2.1.1], putative Get druggable targets OG5_127628 All targets in OG5_127628
Babesia bovis sulfate transporter, putative Get druggable targets OG5_129533 All targets in OG5_129533
Leishmania mexicana carbonic anhydrase-like protein Get druggable targets OG5_127628 All targets in OG5_127628
Leishmania braziliensis carbonic anhydrase-like protein Get druggable targets OG5_127628 All targets in OG5_127628
Mycobacterium ulcerans transmembrane carbonic anhydrase, SulP Get druggable targets OG5_129533 All targets in OG5_129533
Trypanosoma congolense carbonic anhydrase-like protein Get druggable targets OG5_127628 All targets in OG5_127628
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase Get druggable targets OG5_127628 All targets in OG5_127628
Loa Loa (eye worm) carbonic anhydrase 3 Get druggable targets OG5_127628 All targets in OG5_127628
Echinococcus multilocularis carbonic anhydrase II Get druggable targets OG5_127628 All targets in OG5_127628
Mycobacterium tuberculosis Beta-carbonic anhydrase CanB Get druggable targets OG5_127503 All targets in OG5_127503
Mycobacterium tuberculosis Probable transmembrane carbonic anhydrase (carbonate dehydratase) (carbonic dehydratase) Get druggable targets OG5_129533 All targets in OG5_129533
Leishmania donovani carbonic anhydrase family protein, putative Get druggable targets OG5_127503 All targets in OG5_127503
Candida albicans hypothetical protein Get druggable targets OG5_135410 All targets in OG5_135410
Trypanosoma congolense carbonic anhydrase-like protein Get druggable targets OG5_127628 All targets in OG5_127628
Mycobacterium ulcerans transmembrane carbonic anhydrase, SulP Get druggable targets OG5_129533 All targets in OG5_129533
Leishmania infantum carbonic anhydrase-like protein Get druggable targets OG5_127628 All targets in OG5_127628
Candida albicans Involved in protection against oxidative damage Get druggable targets OG5_127503 All targets in OG5_127503
Mycobacterium ulcerans carbonic anhydrase Get druggable targets OG5_127503 All targets in OG5_127503
Theileria parva sulfate transporter, putative Get druggable targets OG5_129533 All targets in OG5_129533
Plasmodium falciparum inorganic anion exchanger, inorganic anion antiporter Get druggable targets OG5_129533 All targets in OG5_129533
Mycobacterium leprae Probable transmembrane transport protein Get druggable targets OG5_129533 All targets in OG5_129533
Leishmania major carbonic anhydrase-like protein Get druggable targets OG5_127628 All targets in OG5_127628
Mycobacterium tuberculosis Beta-carbonic anhydrase Get druggable targets OG5_135410 All targets in OG5_135410
Trypanosoma cruzi Sulfate transporter N-terminal domain with GLY motif/Sulfate transporter family, putative Get druggable targets OG5_129533 All targets in OG5_129533
Entamoeba histolytica carbonic anhydrase, putative Get druggable targets OG5_127503 All targets in OG5_127503
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) Get druggable targets OG5_127628 All targets in OG5_127628
Plasmodium knowlesi sulfate transporter, putative Get druggable targets OG5_129533 All targets in OG5_129533
Trypanosoma cruzi carbonic anhydrase-like protein, putative Get druggable targets OG5_127628 All targets in OG5_127628
Trypanosoma cruzi carbonic anhydrase-like protein, putative Get druggable targets OG5_127628 All targets in OG5_127628
Brugia malayi Eukaryotic-type carbonic anhydrase family protein Get druggable targets OG5_127628 All targets in OG5_127628
Trypanosoma congolense hypothetical protein, conserved Get druggable targets OG5_129533 All targets in OG5_129533
Trypanosoma brucei gambiense carbonic anhydrase-like protein Get druggable targets OG5_127628 All targets in OG5_127628
Leishmania braziliensis carbonic anhydrase family protein, putative Get druggable targets OG5_127503 All targets in OG5_127503
Mycobacterium leprae CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE) Get druggable targets OG5_127503 All targets in OG5_127503
Brugia malayi Putative carbonic anhydrase 5 precursor Get druggable targets OG5_127628 All targets in OG5_127628
Trypanosoma cruzi Sulfate transporter N-terminal domain with GLY motif/Sulfate transporter family, putative Get druggable targets OG5_129533 All targets in OG5_129533
Trypanosoma brucei gambiense hypothetical protein, conserved Get druggable targets OG5_129533 All targets in OG5_129533
Leishmania mexicana carbonic anhydrase family protein, putative Get druggable targets OG5_127503 All targets in OG5_127503
Chlamydia trachomatis sulfate transporter Get druggable targets OG5_129533 All targets in OG5_129533
Mycobacterium ulcerans carbonic anhydrase Get druggable targets OG5_135410 All targets in OG5_135410
Candida albicans Involved in protection against oxidative damage Get druggable targets OG5_127503 All targets in OG5_127503
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) Get druggable targets OG5_127628 All targets in OG5_127628
Mycobacterium tuberculosis Probable conserved transmembrane protein Get druggable targets OG5_129533 All targets in OG5_129533
Echinococcus granulosus carbonic anhydrase II Get druggable targets OG5_127628 All targets in OG5_127628
Leishmania donovani carbonic anhydrase-like protein Get druggable targets OG5_127628 All targets in OG5_127628
Trypanosoma brucei Sulfate transporter N-terminal domain with GLY motif/Sulfate transporter family, putative Get druggable targets OG5_129533 All targets in OG5_129533
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi Carbonic anhydrase like protein 2 precursor carbonic anhydrase II 260 aa 259 aa 32.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium tuberculosis Beta-carbonic anhydrase CanB 0.0312 0.1889 0.2385
Leishmania major carbonic anhydrase-like protein 0.0147 0.0733 0.1846
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0271 0.1597 0.2017
Schistosoma mansoni aldehyde dehydrogenase 0.0063 0.0141 0.0355
Mycobacterium ulcerans 6-phosphofructokinase 0.0112 0.0487 0.0487
Leishmania major carbonic anhydrase family protein, putative 0.061 0.397 1
Trypanosoma cruzi ATP-dependent 6-phosphofructokinase, glycosomal 0.0112 0.0487 0.6638
Mycobacterium ulcerans aldehyde dehydrogenase 0.0063 0.0141 0.0141
Onchocerca volvulus Putative sulfate transporter 0.0247 0.1428 1
Schistosoma mansoni carbonic anhydrase 0.061 0.397 1
Mycobacterium leprae PROBABLE 6-PHOSPHOFRUCTOKINASE PFKA (PHOSPHOHEXOKINASE) (PHOSPHOFRUCTOKINASE) 0.0112 0.0487 0.1226
Loa Loa (eye worm) 6-phosphofructokinase 0.0112 0.0487 0.6638
Trypanosoma brucei ATP-dependent 6-phosphofructokinase, glycosomal 0.0112 0.0487 0.6638
Trypanosoma brucei carbonic anhydrase-like protein 0.0147 0.0733 1
Brugia malayi phosphofructokinase 0.0112 0.0487 0.6638
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0054 0.008 0.1094
Leishmania major ATP-dependent phosphofructokinase 0.0112 0.0487 0.1226
Mycobacterium ulcerans carbonic anhydrase 0.061 0.397 0.397
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0054 0.008 0.1094
Mycobacterium leprae CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE) 0.061 0.397 1
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0063 0.0141 0.0355
Mycobacterium tuberculosis Beta-carbonic anhydrase 0.1175 0.7919 1
Trypanosoma cruzi carbonic anhydrase-like protein, putative 0.0147 0.0733 1
Onchocerca volvulus 0.0247 0.1428 1
Schistosoma mansoni 6-phosphofructokinase 0.0112 0.0487 0.1226
Loa Loa (eye worm) cytochrome P450 family protein 0.0047 0.0029 0.0402
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0054 0.008 0.1094
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0147 0.0733 1
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase 0.0147 0.0733 1
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0054 0.008 0.1094
Echinococcus multilocularis 6 phosphofructokinase 0.0112 0.0487 0.6638
Toxoplasma gondii aldehyde dehydrogenase 0.0063 0.0141 1
Brugia malayi Cytochrome P450 family protein 0.0047 0.0029 0.0402
Trichomonas vaginalis conserved hypothetical protein 0.1472 1 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0054 0.008 0.1094
Brugia malayi 6-phosphofructokinase 0.0112 0.0487 0.6638
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0054 0.008 0.1094
Mycobacterium tuberculosis Probable 6-phosphofructokinase PfkA (phosphohexokinase) (phosphofructokinase) 0.0112 0.0487 0.0614
Brugia malayi Putative carbonic anhydrase 5 precursor 0.0147 0.0733 1
Treponema pallidum diphosphate--fructose-6-phosphate 1-phosphotransferase 0.0112 0.0487 0.5
Trypanosoma cruzi carbonic anhydrase-like protein, putative 0.0147 0.0733 1
Schistosoma mansoni 6-phosphofructokinase 0.0112 0.0487 0.1226
Trichomonas vaginalis phosphofructokinase, putative 0.0112 0.0487 0.0487
Loa Loa (eye worm) carbonic anhydrase 3 0.0147 0.0733 1
Brugia malayi 6-phosphofructokinase 0.0112 0.0487 0.6638
Entamoeba histolytica carbonic anhydrase, putative 0.061 0.397 1
Echinococcus granulosus 6 phosphofructokinase 0.0112 0.0487 0.6638
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0054 0.008 0.0202
Loa Loa (eye worm) 6-phosphofructokinase 0.0112 0.0487 0.6638
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) 0.0147 0.0733 0.1846
Plasmodium vivax hypothetical protein, conserved 0.0042 0 0.5
Trichomonas vaginalis conserved hypothetical protein 0.1472 1 1
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0063 0.0141 0.1923
Mycobacterium ulcerans aldehyde dehydrogenase 0.0063 0.0141 0.0141
Trichomonas vaginalis phosphofructokinase, putative 0.0112 0.0487 0.0487
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0054 0.008 0.0202
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0063 0.0141 0.0178
Loa Loa (eye worm) phosphofructokinase 0.0112 0.0487 0.6638
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) 0.0147 0.0733 0.1846
Trichomonas vaginalis phosphofructokinase, putative 0.0112 0.0487 0.0487
Echinococcus granulosus carbonic anhydrase II 0.0147 0.0733 1
Schistosoma mansoni aldehyde dehydrogenase 0.0063 0.0141 0.0355
Mycobacterium ulcerans aldehyde dehydrogenase 0.0063 0.0141 0.0141
Trichomonas vaginalis phosphofructokinase, putative 0.0112 0.0487 0.0487
Mycobacterium tuberculosis Probable transmembrane carbonic anhydrase (carbonate dehydratase) (carbonic dehydratase) 0.0583 0.3777 0.477
Echinococcus multilocularis carbonic anhydrase II 0.0147 0.0733 1
Mycobacterium tuberculosis Probable conserved transmembrane protein 0.0285 0.1696 0.2142
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0063 0.0141 0.1923
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0054 0.008 0.0202
Mycobacterium leprae Probable transmembrane transport protein 0.0285 0.1696 0.4271

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 0.95 uM Inhibition of Cryptococcus neoformans recombinant Can2 beta-carbonic anhydrase after 15 mins by stopped flow CO2 hydration assay ChEMBL. 21332115
Ki (binding) = 0.99 uM Inhibition of Candida albicans recombinant Nce103 beta-carbonic anhydrase after 15 mins by stopped flow CO2 hydration assay ChEMBL. 21332115
Ki (binding) = 1.14 uM Inhibition of Mycobacterium tuberculosis recombinant Rv3273 beta-carbonic anhydrase after 15 mins by stopped flow CO2 hydration assay ChEMBL. 21332115
Ki (binding) = 10.4 uM Inhibition of human recombinant alpha-carbonic anhydrase 2 after 15 mins by stopped flow CO2 hydration assay ChEMBL. 21332115
Ki (binding) = 11 uM Inhibition of Mycobacterium tuberculosis recombinant Rv1284 beta-carbonic anhydrase after 15 mins by stopped flow CO2 hydration assay ChEMBL. 21332115
Ki (binding) = 158 uM Inhibition of human recombinant alpha-carbonic anhydrase 1 after 15 mins by stopped flow CO2 hydration assay ChEMBL. 21332115
Kinact (binding) = 84 nM Inhibition of human recombinant carbonic anhydrase 5B by stopped flow CO2 hydration method ChEMBL. 19962903
Kinact (binding) = 102 nM Inhibition of human recombinant carbonic anhydrase 5A by stopped flow CO2 hydration method ChEMBL. 19962903
Kinact (binding) = 10.4 uM Inhibition of human recombinant carbonic anhydrase 2 by stopped flow CO2 hydration method ChEMBL. 19962903
Kinact (binding) = 158 uM Inhibition of human recombinant carbonic anhydrase 1 by stopped flow CO2 hydration method ChEMBL. 19962903

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

2 literature references were collected for this gene.

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