Detailed information for compound 253197

Basic information

Technical information
  • TDR Targets ID: 253197
  • Name: 2-(5-chloro-1H-indol-3-yl)-N-(4-hydroxyphenyl )-2-oxoacetamide
  • MW: 314.723 | Formula: C16H11ClN2O3
  • H donors: 3 H acceptors: 3 LogP: 3.04 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: Oc1ccc(cc1)NC(=O)C(=O)c1c[nH]c2c1cc(Cl)cc2
  • InChi: 1S/C16H11ClN2O3/c17-9-1-6-14-12(7-9)13(8-18-14)15(21)16(22)19-10-2-4-11(20)5-3-10/h1-8,18,20H,(H,19,22)
  • InChiKey: HRFUEGPZQUCUSZ-UHFFFAOYSA-N  

Network

Hover on a compound node to display the structore

Synonyms

  • 2-(5-chloro-1H-indol-3-yl)-N-(4-hydroxyphenyl)-2-oxo-acetamide
  • 2-(5-chloro-1H-indol-3-yl)-N-(4-hydroxyphenyl)-2-oxo-ethanamide
  • 2-(5-chloro-1H-indol-3-yl)-N-(4-hydroxyphenyl)-2-keto-acetamide

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Plasmodium falciparum aldehyde reductase, putative 0.0083 0.0919 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0287 0.4011 0.3963
Trichomonas vaginalis glucosylceramidase, putative 0.0267 0.3709 0.5421
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0044 0.0327 0.0464
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0037 0.0222 0.0286
Leishmania major aldo/keto reductase, putative,aldo/keto reductase family-like protein 0.0083 0.0919 0.229
Loa Loa (eye worm) hypothetical protein 0.0037 0.0222 0.0286
Echinococcus multilocularis voltage gated potassium channel subunit 0.0083 0.0919 0.0846
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0287 0.4011 0.3963
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0287 0.4011 0.3963
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.0287 0.4011 0.6689
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0287 0.4011 0.3963
Loa Loa (eye worm) hypothetical protein 0.0037 0.0222 0.0286
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.006 0.0563 0.0487
Entamoeba histolytica aldose reductase, putative 0.0287 0.4011 1
Echinococcus granulosus geminin 0.0355 0.5033 0.4993
Schistosoma mansoni pol-related 0.0287 0.4011 0.3963
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0287 0.4011 0.3963
Brugia malayi RNA, U transporter 1 0.0079 0.0858 0.1361
Onchocerca volvulus 0.0083 0.0919 0.1052
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.0287 0.4011 0.5862
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0037 0.0222 0.0286
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.0287 0.4011 0.6689
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0037 0.0222 0.0144
Trypanosoma cruzi aldo/keto reductase, putative 0.0287 0.4011 1
Echinococcus multilocularis microtubule associated protein 2 0.0682 1 1
Trypanosoma cruzi PAB1-binding protein , putative 0.0026 0.0053 0.0132
Trichomonas vaginalis aldo-keto reductase, putative 0.0083 0.0919 0.1343
Toxoplasma gondii aldo-keto reductase 0.0083 0.0919 0.2187
Trichomonas vaginalis D-aminoacylase, putative 0.0037 0.0222 0.0325
Echinococcus granulosus snurportin 1 0.0297 0.4165 0.4118
Loa Loa (eye worm) follicle stimulating hormone receptor 0.024 0.3291 0.5473
Trichomonas vaginalis glucosylceramidase, putative 0.0175 0.2316 0.3385
Mycobacterium leprae PROBABLE OXIDOREDUCTASE 0.0287 0.4011 1
Echinococcus granulosus aldo keto reductase 0.0287 0.4011 0.3963
Schistosoma mansoni hypothetical protein 0.0355 0.5033 0.4993
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0287 0.4011 0.3963
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0044 0.0327 0.025
Trichomonas vaginalis D-aminoacylase, putative 0.0037 0.0222 0.0325
Onchocerca volvulus 0.0287 0.4011 0.5723
Echinococcus multilocularis aldo keto reductase 0.0287 0.4011 0.3963
Trichomonas vaginalis aldo-keto reductase, putative 0.0287 0.4011 0.5862
Trichomonas vaginalis aldo-keto reductase, putative 0.0287 0.4011 0.5862
Trichomonas vaginalis aldo/keto reductase, putative 0.0287 0.4011 0.5862
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.006 0.0563 0.0487
Loa Loa (eye worm) hypothetical protein 0.0037 0.0222 0.0286
Echinococcus granulosus hypothetical protein 0.0287 0.4011 0.3963
Trichomonas vaginalis glucosylceramidase, putative 0.0175 0.2316 0.3385
Brugia malayi beta-lactamase family protein 0.0037 0.0222 0.0286
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.0287 0.4011 0.5862
Trypanosoma brucei importin beta-1 subunit, putative 0.0028 0.008 0.0068
Echinococcus granulosus aldo keto reductase family 1, member B4 0.0083 0.0919 0.0846
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.0287 0.4011 0.5862
Brugia malayi beta-lactamase family protein 0.0037 0.0222 0.0286
Echinococcus granulosus aldo keto reductase 0.0287 0.4011 0.3963
Trichomonas vaginalis alcohol dehydrogenase, putative 0.0083 0.0919 0.1343
Mycobacterium ulcerans aldehyde dehydrogenase 0.0122 0.1499 0.337
Trypanosoma brucei aldo/keto reductase, putative 0.0083 0.0919 0.2187
Echinococcus multilocularis geminin 0.0355 0.5033 0.4993
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0287 0.4011 0.3963
Leishmania major hypothetical protein, conserved 0.0037 0.0222 0.0555
Mycobacterium leprae Possible oxidoreductase 0.0083 0.0919 0.1837
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0044 0.0327 0.0464
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0287 0.4011 0.3963
Trichomonas vaginalis aldo/keto reductase, putative 0.0287 0.4011 0.5862
Mycobacterium ulcerans oxidoreductase 0.0287 0.4011 1
Onchocerca volvulus 0.0287 0.4011 0.5723
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0287 0.4011 0.3963
Leishmania major aldo-keto reductase-like protein 0.0287 0.4011 1
Loa Loa (eye worm) oxidoreductase 0.0287 0.4011 0.6689
Trichomonas vaginalis glucosylceramidase, putative 0.0267 0.3709 0.5421
Trichomonas vaginalis aldo-keto reductase, putative 0.0287 0.4011 0.5862
Trichomonas vaginalis set domain proteins, putative 0.0474 0.6842 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0287 0.4011 0.5862
Plasmodium falciparum importin beta, putative 0.0028 0.008 0.0309
Schistosoma mansoni hypothetical protein 0.0355 0.5033 0.4993
Trypanosoma cruzi PAB1-binding protein , putative 0.0026 0.0053 0.0132
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0287 0.4011 0.3963
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.0287 0.4011 0.6689
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0287 0.4011 0.3963
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0287 0.4011 0.3963
Mycobacterium tuberculosis Conserved protein 0.0083 0.0919 0.1837
Mycobacterium ulcerans aldehyde dehydrogenase 0.0122 0.1499 0.337
Loa Loa (eye worm) hypothetical protein 0.006 0.0563 0.0862
Trypanosoma cruzi aldo-keto reductase 0.0287 0.4011 1
Onchocerca volvulus 0.0287 0.4011 0.5723
Loa Loa (eye worm) hypothetical protein 0.0037 0.0222 0.0286
Trichomonas vaginalis glucosylceramidase, putative 0.0267 0.3709 0.5421
Loa Loa (eye worm) oxidoreductase 0.0287 0.4011 0.6689
Toxoplasma gondii oxidoreductase, aldo/keto reductase family protein 0.0083 0.0919 0.2187
Trypanosoma brucei importin beta-1 subunit, putative 0.0028 0.008 0.0068
Loa Loa (eye worm) O-glycosyl hydrolase family 30 protein 0.0267 0.3709 0.6179
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0287 0.4011 0.3963
Trypanosoma cruzi aldo/keto reductase, putative 0.0083 0.0919 0.229
Plasmodium falciparum aldo-keto reductase, putative 0.0083 0.0919 1
Trichomonas vaginalis glucosylceramidase, putative 0.0267 0.3709 0.5421
Echinococcus granulosus beta LACTamase domain containing family member 0.0037 0.0222 0.0144
Schistosoma mansoni aldehyde dehydrogenase 0.0122 0.1499 0.1431
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0058 0.053 0.0454
Plasmodium vivax SET domain protein, putative 0.006 0.0563 0.5892
Toxoplasma gondii aldose reductase, putative 0.0287 0.4011 1
Echinococcus multilocularis aldo keto reductase 0.0287 0.4011 0.3963
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.006 0.0563 0.0487
Onchocerca volvulus Glucosylceramidase homolog 0.0175 0.2316 0.3163
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.006 0.0563 0.0487
Trichomonas vaginalis glucosylceramidase, putative 0.0185 0.2459 0.3594
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0287 0.4011 0.3963
Trichomonas vaginalis glucosylceramidase, putative 0.0267 0.3709 0.5421
Trichomonas vaginalis aldo-keto reductase, putative 0.0287 0.4011 0.5862
Loa Loa (eye worm) beta-lactamase 0.0037 0.0222 0.0286
Echinococcus multilocularis beta LACTamase domain containing family member 0.0037 0.0222 0.0144
Trichomonas vaginalis conserved hypothetical protein 0.0083 0.0919 0.1343
Echinococcus granulosus voltage gated potassium channel subunit 0.0083 0.0919 0.0846
Echinococcus multilocularis snurportin 1 0.0297 0.4165 0.4118
Entamoeba histolytica aldose reductase, putative 0.0287 0.4011 1
Toxoplasma gondii ABC1 family protein 0.0037 0.0222 0.0428
Leishmania major aldehyde reductase, putative,oxidoreductase, putative 0.0287 0.4011 1
Brugia malayi follicle stimulating hormone receptor 0.024 0.3291 0.5473
Entamoeba histolytica alcohol dehydrogenase, putative 0.0083 0.0919 0.229
Trypanosoma cruzi hypothetical protein, conserved 0.0037 0.0222 0.0555
Trichomonas vaginalis aldo-keto reductase, putative 0.0287 0.4011 0.5862
Schistosoma mansoni aldo-keto reductase 0.0287 0.4011 0.3963
Plasmodium vivax aldehyde reductase, putative 0.0083 0.0919 1
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0037 0.0222 0.0144
Leishmania major prostaglandin f2-alpha synthase/D-arabinose dehydrogenase 0.0287 0.4011 1
Schistosoma mansoni aldo-keto reductase 0.0287 0.4011 0.3963
Toxoplasma gondii HEAT repeat-containing protein 0.0028 0.008 0.0068
Plasmodium vivax hypothetical protein, conserved 0.0037 0.0222 0.1957
Brugia malayi glutamate-cysteine ligase modifier subunit 0.0083 0.0919 0.1463
Brugia malayi Pre-SET motif family protein 0.0416 0.597 1
Loa Loa (eye worm) oxidoreductase 0.0287 0.4011 0.6689
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0287 0.4011 0.3963
Trichomonas vaginalis esterase, putative 0.0037 0.0222 0.0325
Loa Loa (eye worm) nucleolar RNA-associated protein alpha 0.0297 0.4165 0.6949
Schistosoma mansoni potassium channel beta 0.0083 0.0919 0.0846
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0044 0.0327 0.025
Onchocerca volvulus 0.006 0.0563 0.0514
Trichomonas vaginalis aldo-keto reductase, putative 0.0287 0.4011 0.5862
Brugia malayi Pre-SET motif family protein 0.006 0.0563 0.0862
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0044 0.0327 0.025
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0287 0.4011 0.3963
Trypanosoma cruzi hypothetical protein, conserved 0.0037 0.0222 0.0555
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.006 0.0563 0.1288
Onchocerca volvulus 0.0474 0.6842 1
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0122 0.1499 0.1431
Onchocerca volvulus 0.0287 0.4011 0.5723
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.006 0.0563 0.0487
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0044 0.0327 0.025
Onchocerca volvulus 0.0287 0.4011 0.5723
Trichomonas vaginalis aldo-keto reductase, putative 0.0083 0.0919 0.1343
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0287 0.4011 0.3963
Echinococcus multilocularis aldo keto reductase 0.0287 0.4011 0.3963
Brugia malayi O-Glycosyl hydrolase family 30 protein 0.0267 0.3709 0.6179
Loa Loa (eye worm) hypothetical protein 0.0028 0.008 0.0045
Loa Loa (eye worm) oxidoreductase 0.0287 0.4011 0.6689
Trichomonas vaginalis D-aminoacylase, putative 0.0037 0.0222 0.0325
Plasmodium vivax importin-beta 2, putative 0.0028 0.008 0.0309
Echinococcus granulosus aldehyde reductase 0.0204 0.275 0.2692
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0287 0.4011 0.3963
Schistosoma mansoni aldehyde dehydrogenase 0.0122 0.1499 0.1431
Echinococcus granulosus aldo keto reductase 0.0287 0.4011 0.3963
Trichomonas vaginalis penicillin-binding protein, putative 0.0037 0.0222 0.0325
Trichomonas vaginalis aldo-keto reductase, putative 0.0083 0.0919 0.1343
Schistosoma mansoni hypothetical protein 0.0297 0.4165 0.4118
Trichomonas vaginalis aldo-keto reductase, putative 0.0287 0.4011 0.5862
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0416 0.597 1
Giardia lamblia Aldose reductase 0.0287 0.4011 0.5
Brugia malayi NADH-dependent xylose reductase 0.0083 0.0919 0.1463
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0122 0.1499 0.3738
Toxoplasma gondii aldehyde dehydrogenase 0.0122 0.1499 0.3654
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0122 0.1499 0.1431
Trichomonas vaginalis aldo-keto reductase, putative 0.0287 0.4011 0.5862
Onchocerca volvulus 0.0287 0.4011 0.5723
Loa Loa (eye worm) hypothetical protein 0.0287 0.4011 0.6689
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.0287 0.4011 0.6689
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0122 0.1499 0.337
Echinococcus multilocularis aldo keto reductase 0.0287 0.4011 0.3963
Mycobacterium ulcerans hypothetical protein 0.0083 0.0919 0.1837
Trichomonas vaginalis glucosylceramidase, putative 0.0175 0.2316 0.3385
Echinococcus granulosus histone lysine methyltransferase setb 0.006 0.0563 0.0487
Loa Loa (eye worm) hypothetical protein 0.0037 0.0222 0.0286
Mycobacterium leprae Conserved hypothetical protein 0.0204 0.275 0.6672
Trypanosoma brucei prostaglandin f synthase 0.0287 0.4011 1
Trypanosoma brucei aldo-keto reductase, putative 0.0287 0.4011 1
Leishmania major prostaglandin f synthase, putative 0.0287 0.4011 1
Brugia malayi beta-lactamase 0.0037 0.0222 0.0286
Loa Loa (eye worm) glutamate-cysteine ligase modifier subunit 0.0083 0.0919 0.1463
Brugia malayi MH2 domain containing protein 0.0115 0.1406 0.2286
Plasmodium vivax oxidoreductase, aldo/keto reductase domain containing protein 0.0083 0.0919 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0044 0.0327 0.025
Trichomonas vaginalis aldo-keto reductase, putative 0.0287 0.4011 0.5862
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0044 0.0327 0.025
Trichomonas vaginalis glucosylceramidase, putative 0.0267 0.3709 0.5421
Loa Loa (eye worm) oxidoreductase 0.0287 0.4011 0.6689
Leishmania major hypothetical protein, conserved 0.0026 0.0053 0.0132
Mycobacterium tuberculosis Probable oxidoreductase 0.0287 0.4011 1
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.006 0.0563 0.0487
Trichomonas vaginalis aldo-keto reductase, putative 0.0287 0.4011 0.5862
Trichomonas vaginalis glucosylceramidase, putative 0.0175 0.2316 0.3385
Trichomonas vaginalis glucosylceramidase, putative 0.0185 0.2459 0.3594
Toxoplasma gondii aldo/keto reductase family oxidoreductase 0.0083 0.0919 0.2187
Loa Loa (eye worm) transcription factor SMAD2 0.0115 0.1406 0.2286
Trichomonas vaginalis glucosylceramidase, putative 0.0175 0.2316 0.3385
Loa Loa (eye worm) hypothetical protein 0.0037 0.0222 0.0286
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0287 0.4011 0.3963
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0238 0.3266 0.8034
Giardia lamblia Aldose reductase 0.0287 0.4011 0.5
Trichomonas vaginalis aldo-keto reductase, putative 0.0287 0.4011 0.5862
Mycobacterium ulcerans aldehyde dehydrogenase 0.0122 0.1499 0.337
Trichomonas vaginalis penicillin-binding protein, putative 0.0037 0.0222 0.0325
Trichomonas vaginalis glucosylceramidase, putative 0.0175 0.2316 0.3385
Schistosoma mansoni microtubule-associated protein tau 0.0682 1 1
Trypanosoma brucei hypothetical protein, conserved 0.0037 0.0222 0.0428
Entamoeba histolytica aldose reductase, putative 0.0287 0.4011 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0044 0.0327 0.025
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0287 0.4011 0.3963
Trichomonas vaginalis aldo/keto reductase, putative 0.0287 0.4011 0.5862
Loa Loa (eye worm) MH2 domain-containing protein 0.0115 0.1406 0.2286
Entamoeba histolytica alcohol dehydrogenase, putative 0.0083 0.0919 0.229
Echinococcus multilocularis aldehyde reductase 0.0204 0.275 0.2692
Trichomonas vaginalis glucosylceramidase, putative 0.0175 0.2316 0.3385
Brugia malayi Importin beta-1 subunit 0.0028 0.008 0.0045

Activities

Activity type Activity value Assay description Source Reference
Inhibition (binding) = 23 % Inhibition of [3H]- flunitrazepam binding to GABA-A central benzodiazepine receptor of bovine cortical membranes at 10 microM ChEMBL. 8978839
Inhibition (binding) = 23 % Inhibition of [3H]- flunitrazepam binding to GABA-A central benzodiazepine receptor of bovine cortical membranes at 10 microM ChEMBL. 8978839

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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