Detailed information for compound 353964

Basic information

Technical information
  • TDR Targets ID: 353964
  • Name: N-[(2R,3S)-3-amino-2-hydroxy-4-phenylbutyl]-4 -methoxy-2,3,6-trimethylbenzenesulfonamide
  • MW: 392.512 | Formula: C20H28N2O4S
  • H donors: 3 H acceptors: 3 LogP: 2.42 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cc(C)c(c(c1C)C)S(=O)(=O)NC[C@H]([C@H](Cc1ccccc1)N)O
  • InChi: 1S/C20H28N2O4S/c1-13-10-19(26-4)14(2)15(3)20(13)27(24,25)22-12-18(23)17(21)11-16-8-6-5-7-9-16/h5-10,17-18,22-23H,11-12,21H2,1-4H3/t17-,18+/m0/s1
  • InChiKey: HORGTFOBJRCVMO-ZWKOTPCHSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • N-[(2R,3S)-3-amino-2-hydroxy-4-phenyl-butyl]-4-methoxy-2,3,6-trimethyl-benzenesulfonamide
  • N-[(2R,3S)-3-azanyl-2-hydroxy-4-phenyl-butyl]-4-methoxy-2,3,6-trimethyl-benzenesulfonamide
  • C4M

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens coagulation factor II (thrombin) Starlite/ChEMBL References

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
Brugia malayi hypothetical protein 0.0035 0.0104 0.0148
Echinococcus granulosus histone acetyltransferase KAT2B 0.0139 0.3191 0.457
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0067 0.1052 0.1506
Schistosoma mansoni thyroid hormone receptor 0.0189 0.47 0.47
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0049 0.0517 0.074
Loa Loa (eye worm) hypothetical protein 0.0067 0.1052 0.1506
Brugia malayi Nuclear hormone receptor family member nhr-3 0.0067 0.1052 0.1506
Brugia malayi Putative carbonic anhydrase 5 precursor 0.0266 0.6983 1
Loa Loa (eye worm) hypothetical protein 0.0035 0.0113 0.0161
Brugia malayi Nuclear hormone receptor family member nhr-14 0.0067 0.1052 0.1506
Brugia malayi Nuclear hormone receptor family member nhr-1 0.0067 0.1052 0.1506
Loa Loa (eye worm) hypothetical protein 0.0035 0.0113 0.0161
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.0067 0.1052 0.1506
Schistosoma mansoni tar DNA-binding protein 0.0131 0.2974 0.2974
Loa Loa (eye worm) hypothetical protein 0.0067 0.1052 0.1506
Brugia malayi Steroid receptor seven-up type 2 0.0067 0.1052 0.1506
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0288 0.763 1
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.0067 0.1052 0.1732
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0067 0.1052 0.1052
Mycobacterium leprae Probable fructose bisphosphate aldolase Fba 0.0141 0.3247 0.5
Trypanosoma cruzi carbonic anhydrase-like protein, putative 0.0266 0.6983 1
Onchocerca volvulus Protein ultraspiracle homolog 0.0067 0.1052 0.1732
Schistosoma mansoni aminoadipate-semialdehyde dehydrogenase 0.0082 0.1499 0.1499
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0207 0.5221 0.7476
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0035 0.0104 0.0148
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0035 0.0104 0.0148
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.0067 0.1052 0.1506
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.0067 0.1052 0.1506
Plasmodium falciparum histone acetyltransferase GCN5 0.0038 0.0206 0.0162
Brugia malayi acetyltransferase, GNAT family protein 0.0143 0.331 0.4741
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0067 0.1052 0.1506
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.0067 0.1052 0.1506
Loa Loa (eye worm) steroid hormone receptor 0.0067 0.1052 0.1506
Schistosoma mansoni ap endonuclease 0.0038 0.0185 0.0185
Brugia malayi Nuclear hormone receptor-like 1 0.0035 0.0113 0.0161
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0067 0.1052 0.1506
Brugia malayi steroid hormone receptor 0.0067 0.1052 0.1506
Brugia malayi Nuclear hormone receptor family member nhr-49 0.0067 0.1052 0.1506
Echinococcus granulosus carbonic anhydrase 0.0082 0.1489 0.2132
Brugia malayi Carbonic anhydrase like protein 2 precursor 0.0082 0.1489 0.2132
Schistosoma mansoni carbonic anhydrase-related 0.0082 0.1489 0.1489
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.0067 0.1052 0.1506
Loa Loa (eye worm) acetyltransferase 0.0143 0.331 0.4741
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0288 0.763 1
Schistosoma mansoni RAR-like nuclear receptor 0.0067 0.1052 0.1052
Loa Loa (eye worm) RNA binding protein 0.0131 0.2974 0.4259
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0049 0.0517 0.074
Loa Loa (eye worm) hypothetical protein 0.0033 0.0056 0.008
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0288 0.763 1
Mycobacterium tuberculosis Probable fructose-bisphosphate aldolase Fba 0.0141 0.3247 1
Trypanosoma brucei carbonic anhydrase-like protein 0.0266 0.6983 1
Echinococcus granulosus carbonic anhydrase 0.0082 0.1489 0.2132
Schistosoma mansoni hypothetical protein 0.0082 0.1489 0.1489
Brugia malayi Carbonic anhydrase like protein 2 precursor 0.0082 0.1489 0.2132
Loa Loa (eye worm) hypothetical protein 0.0082 0.1489 0.2132
Brugia malayi Nuclear hormone receptor family member nhr-41 0.0067 0.1052 0.1506
Loa Loa (eye worm) hypothetical protein 0.0082 0.1489 0.2132
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0067 0.1052 0.1506
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0067 0.1052 0.1506
Schistosoma mansoni Tr4/Tr2 (homologue) 0.0067 0.1052 0.1052
Brugia malayi photoreceptor-specific nuclear receptor 0.0067 0.1052 0.1506
Echinococcus multilocularis thyroid hormone receptor alpha 0.0189 0.47 0.6731
Echinococcus granulosus tar DNA binding protein 0.0131 0.2974 0.4259
Schistosoma mansoni transcription factor LCR-F1 0.0035 0.0104 0.0104
Brugia malayi nuclear receptor RXR 0.0035 0.0113 0.0161
Entamoeba histolytica acetyltransferase, GNAT family 0.0038 0.0206 0.0137
Echinococcus multilocularis carbonic anhydrase II 0.0266 0.6983 1
Brugia malayi hypothetical protein 0.0035 0.0113 0.0161
Plasmodium vivax histone acetyltransferase GCN5, putative 0.0042 0.0311 1
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0116 0.2519 0.3607
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.0067 0.1052 0.1052
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.0067 0.1052 0.1506
Brugia malayi nuclear receptor NHR-88 0.0067 0.1052 0.1506
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0288 0.763 1
Giardia lamblia Histone acetyltransferase GCN5 0.0038 0.0206 0.0028
Echinococcus multilocularis carbonic anhydrase 0.0082 0.1489 0.2132
Schistosoma mansoni ap endonuclease 0.0038 0.0185 0.0185
Brugia malayi exodeoxyribonuclease III family protein 0.0038 0.0185 0.0265
Echinococcus granulosus carbonic anhydrase 0.0082 0.1489 0.2132
Loa Loa (eye worm) hypothetical protein 0.0049 0.0517 0.074
Echinococcus granulosus nuclear receptor subfamily 1 group D 0.0035 0.0113 0.0161
Onchocerca volvulus 0.0236 0.6072 1
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase 0.0266 0.6983 1
Brugia malayi Calcitonin receptor-like protein seb-1 0.0049 0.0517 0.074
Treponema pallidum fructose-bisphosphate aldolase 0.0288 0.763 1
Brugia malayi Pre-SET motif family protein 0.0207 0.5221 0.7476
Loa Loa (eye worm) hypothetical protein 0.0035 0.0113 0.0161
Echinococcus multilocularis L aminoadipate semialdehyde 0.0082 0.1499 0.2146
Echinococcus granulosus histone acetyltransferase KAT2B 0.0042 0.0311 0.0445
Loa Loa (eye worm) hypothetical protein 0.0067 0.1052 0.1506
Loa Loa (eye worm) nuclear hormone receptor-like 1 0.0035 0.0113 0.0161
Echinococcus granulosus FTZ F1 alpha 0.0067 0.1052 0.1506
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0266 0.6983 1
Echinococcus granulosus Mitotic checkpoint protein PRCC C terminal 0.0123 0.271 0.388
Brugia malayi RNA recognition motif domain containing protein 0.0131 0.2974 0.4259
Schistosoma mansoni ecdysone-induced protein 78c (dr-78) 0.0035 0.0113 0.0113
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0067 0.1052 0.1506
Loa Loa (eye worm) hypothetical protein 0.0082 0.1489 0.2132
Giardia lamblia Fructose-bisphosphate aldolase 0.0288 0.763 1
Echinococcus multilocularis carbonic anhydrase 0.0082 0.1489 0.2132
Onchocerca volvulus Bile acid receptor homolog 0.0067 0.1052 0.1732
Loa Loa (eye worm) hypothetical protein 0.0067 0.1052 0.1506
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.0067 0.1052 0.1506
Wolbachia endosymbiont of Brugia malayi exonuclease III 0.0038 0.0185 0.5
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0035 0.0113 0.0113
Loa Loa (eye worm) hypothetical protein 0.0035 0.0113 0.0161
Trichomonas vaginalis bromodomain-containing protein, putative 0.0042 0.0311 0.0168
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.0067 0.1052 0.1506
Schistosoma mansoni gcn5proteinral control of amino-acid synthesis 5-like 2 gcnl2 0.0143 0.331 0.331
Loa Loa (eye worm) hypothetical protein 0.0067 0.1052 0.1506
Schistosoma mansoni steroid hormone receptor ad4bp 0.0067 0.1052 0.1052
Echinococcus multilocularis DNA (apurinic or apyrimidinic site) lyase 0.0038 0.0185 0.0265
Loa Loa (eye worm) hypothetical protein 0.0067 0.1052 0.1506
Plasmodium falciparum carbonic anhydrase 0.0082 0.1489 1
Brugia malayi Nuclear hormone receptor-like 1 0.0067 0.1052 0.1506
Brugia malayi Nuclear hormone receptor family member nhr-31 0.0067 0.1052 0.1506
Loa Loa (eye worm) hypothetical protein 0.0067 0.1052 0.1506
Toxoplasma gondii histone lysine acetyltransferase GCN5-A 0.0042 0.0311 0.0961
Echinococcus granulosus DNA apurinic or apyrimidinic site lyase 0.0038 0.0185 0.0265
Schistosoma mansoni lipoxygenase 0.0081 0.1478 0.1478
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase 0.0082 0.1489 0.2132
Schistosoma mansoni carbonic anhydrase-related 0.0082 0.1489 0.1489
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0067 0.1052 0.1506
Schistosoma mansoni retinoic acid receptor RXR 0.0067 0.1052 0.1052
Schistosoma mansoni tar DNA-binding protein 0.0131 0.2974 0.2974
Echinococcus multilocularis gcn5proteinral control of amino acid synthesis 0.0143 0.331 0.4741
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.0067 0.1052 0.1506
Echinococcus granulosus L aminoadipate semialdehyde 0.0082 0.1499 0.2146
Brugia malayi nuclear hormone receptor 0.0067 0.1052 0.1506
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0067 0.1052 0.1506
Loa Loa (eye worm) exodeoxyribonuclease III family protein 0.0038 0.0185 0.0265
Schistosoma mansoni lipoxygenase 0.0116 0.2519 0.2519
Echinococcus multilocularis Mitotic checkpoint protein PRCC, C terminal 0.0123 0.271 0.388
Schistosoma mansoni hypothetical protein 0.0033 0.0056 0.0056
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0131 0.2974 0.4259
Schistosoma mansoni carbonic anhydrase 0.0082 0.1489 0.1489
Toxoplasma gondii hypothetical protein 0.0082 0.1489 1
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0082 0.1489 0.2132
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.0067 0.1052 0.1506
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0082 0.1489 0.2132
Brugia malayi TAR-binding protein 0.0131 0.2974 0.4259
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0067 0.1052 0.1506
Echinococcus multilocularis FTZ F1 alpha 0.0067 0.1052 0.1506
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0288 0.763 1
Loa Loa (eye worm) TAR-binding protein 0.0131 0.2974 0.4259
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0288 0.763 1
Schistosoma mansoni thyroid hormone receptor 0.0189 0.47 0.47
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.0067 0.1052 0.1052
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0067 0.1052 0.1506
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.0067 0.1052 0.1052
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0288 0.763 1
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.0067 0.1052 0.1506
Echinococcus multilocularis tar DNA binding protein 0.0131 0.2974 0.4259
Echinococcus multilocularis nuclear receptor subfamily 1 group D 0.0035 0.0113 0.0161
Loa Loa (eye worm) hypothetical protein 0.0035 0.0113 0.0161
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.0067 0.1052 0.1506
Trichomonas vaginalis cat eye syndrome critical region protein 2, cscr2, putative 0.0042 0.0311 0.0168
Loa Loa (eye worm) carbonic anhydrase 3 0.0266 0.6983 1
Trichomonas vaginalis set domain proteins, putative 0.0236 0.6072 0.7907
Schistosoma mansoni tar DNA-binding protein 0.0131 0.2974 0.2974
Schistosoma mansoni coup transcription factor 0.0067 0.1052 0.1052
Schistosoma mansoni tar DNA-binding protein 0.0131 0.2974 0.2974
Loa Loa (eye worm) hypothetical protein 0.0067 0.1052 0.1506
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.0067 0.1052 0.1506
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0082 0.1489 0.2132
Schistosoma mansoni nuclear hormone receptor 0.0067 0.1052 0.1052
Echinococcus granulosus carbonic anhydrase II 0.0266 0.6983 1
Brugia malayi ecdysteroid receptor 0.0067 0.1052 0.1506
Brugia malayi Nuclear hormone receptor family member nhr-40 0.0067 0.1052 0.1506
Brugia malayi latrophilin 2 splice variant baaae 0.0033 0.0056 0.008
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) 0.0266 0.6983 0.6983
Brugia malayi aminoadipate-semialdehyde dehydrogenase-phosphopantetheinyl transferase 0.0082 0.1499 0.2146
Echinococcus multilocularis carbonic anhydrase 0.0082 0.1489 0.2132
Mycobacterium ulcerans fructose-bisphosphate aldolase 0.0141 0.3247 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0288 0.763 1
Loa Loa (eye worm) hypothetical protein 0.0082 0.1499 0.2146
Brugia malayi hypothetical protein 0.0035 0.0113 0.0161
Schistosoma mansoni hypothetical protein 0.0123 0.271 0.271
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0288 0.763 1
Trypanosoma cruzi carbonic anhydrase-like protein, putative 0.0266 0.6983 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0288 0.763 1
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0116 0.2519 0.3607
Toxoplasma gondii histone lysine acetyltransferase GCN5-B 0.0042 0.0311 0.0961
Echinococcus granulosus ecdysone induced protein 78C 0.0067 0.1052 0.1506
Brugia malayi RNA binding protein 0.0131 0.2974 0.4259
Onchocerca volvulus 0.0067 0.1052 0.1732
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.0067 0.1052 0.1052
Schistosoma mansoni hypothetical protein 0.0035 0.0104 0.0104
Schistosoma mansoni carbonic anhydrase-related 0.0082 0.1489 0.1489
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.0067 0.1052 0.1506
Schistosoma mansoni tar DNA-binding protein 0.0131 0.2974 0.2974
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0067 0.1052 0.1506
Brugia malayi Nuclear hormone receptor-like 1 0.0035 0.0113 0.0161
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) 0.0266 0.6983 0.6983
Echinococcus multilocularis ecdysone induced protein 78C 0.0067 0.1052 0.1506
Leishmania major carbonic anhydrase-like protein 0.0266 0.6983 1
Entamoeba histolytica exodeoxyribonuclease III, putative 0.0038 0.0185 0.0109
Onchocerca volvulus 0.0082 0.1499 0.2468
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.0067 0.1052 0.1506

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 12 uM Inhibitory activity against Thrombin ChEMBL. 16480269
IC50 (binding) = 12 uM Inhibitory activity against Thrombin ChEMBL. 16480269
IC50 (binding) = 12 uM Inhibition of thrombin ChEMBL. 18457385

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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