Detailed information for compound 139015

Basic information

Technical information
  • TDR Targets ID: 139015
  • Name: (2R)-2-[benzyl-(4-methoxyphenyl)sulfonylamino ]-N-hydroxy-4-methylsulfonylbutanamide
  • MW: 456.533 | Formula: C19H24N2O7S2
  • H donors: 2 H acceptors: 6 LogP: 1.16 Rotable bonds: 11
    Rule of 5 violations (Lipinski): 1
  • SMILES: ONC(=O)[C@H](N(S(=O)(=O)c1ccc(cc1)OC)Cc1ccccc1)CCS(=O)(=O)C
  • InChi: 1S/C19H24N2O7S2/c1-28-16-8-10-17(11-9-16)30(26,27)21(14-15-6-4-3-5-7-15)18(19(22)20-23)12-13-29(2,24)25/h3-11,18,23H,12-14H2,1-2H3,(H,20,22)/t18-/m1/s1
  • InChiKey: CFHYUBUDEMRKRQ-GOSISDBHSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2R)-2-[benzyl-(4-methoxyphenyl)sulfonyl-amino]-4-methylsulfonyl-butanehydroxamic acid
  • (2R)-2-[benzyl-(4-methoxyphenyl)sulfonylamino]-4-methylsulfonylbutanehydroxamic acid
  • (2R)-N-hydroxy-2-[(4-methoxyphenyl)sulfonyl-(phenylmethyl)amino]-4-methylsulfonyl-butanamide
  • (2R)-2-[benzyl-(4-methoxyphenyl)sulfonyl-amino]-4-mesyl-butanehydroxamic acid
  • (2R)-N-hydroxy-2-[(4-methoxyphenyl)sulfonyl-(phenylmethyl)amino]-4-methylsulfonylbutanamide
  • (2R)-2-[(4-methoxyphenyl)sulfonyl-(phenylmethyl)amino]-4-methylsulfonyl-butanehydroxamic acid
  • (2R)-2-[(4-methoxyphenyl)sulfonyl-(phenylmethyl)amino]-4-methylsulfonylbutanehydroxamic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens matrix metallopeptidase 3 (stromelysin 1, progelatinase) 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
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus granulosus matrix metallopeptidase 7 M10 family matrix metallopeptidase 3 (stromelysin 1, progelatinase) 477 aa 431 aa 34.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Leishmania major trypanothione reductase 0.0161 0.293 1
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.004 0.0393 0.134
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0046 0.0517 0.0475
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.004 0.0393 0.5
Echinococcus multilocularis matrix metallopeptidase 7 (M10 family) 0.0096 0.1557 0.4442
Loa Loa (eye worm) hypothetical protein 0.0032 0.0217 0.0248
Toxoplasma gondii ABC1 family protein 0.0065 0.0921 0.3143
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.004 0.0393 0.1018
Echinococcus granulosus GPCR family 2 0.0046 0.0517 0.0475
Trichomonas vaginalis penicillin-binding protein, putative 0.0065 0.0921 0.055
Brugia malayi Latrophilin receptor protein 2 0.0046 0.0517 0.0592
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.004 0.0393 0.045
Plasmodium falciparum dihydrolipoyl dehydrogenase, mitochondrial 0.004 0.0393 0.134
Plasmodium falciparum glutathione reductase 0.0161 0.293 1
Loa Loa (eye worm) hypothetical protein 0.0065 0.0921 0.1055
Trichomonas vaginalis set domain proteins, putative 0.0496 1 1
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.004 0.0393 0.134
Leishmania major dihydrolipoamide dehydrogenase, putative 0.004 0.0393 0.134
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0046 0.0517 0.0475
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0146 0.2625 0.3007
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0065 0.0921 0.2828
Brugia malayi Pre-SET motif family protein 0.0063 0.0859 0.0984
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0065 0.0921 0.2828
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.004 0.0393 0.134
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.004 0.0393 0.134
Trypanosoma brucei dihydrolipoamide dehydrogenase 0.004 0.0393 0.134
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0046 0.0517 0.0475
Mycobacterium tuberculosis Probable hydrolase 0.0065 0.0921 0.0866
Mycobacterium ulcerans lipase LipD 0.0065 0.0921 1
Trypanosoma cruzi hypothetical protein, conserved 0.0065 0.0921 0.3143
Trypanosoma brucei dihydrolipoyl dehydrogenase 0.004 0.0393 0.134
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast 0.004 0.0393 0.134
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.004 0.0393 0.2501
Echinococcus multilocularis beta LACTamase domain containing family member 0.0065 0.0921 0.2016
Loa Loa (eye worm) thioredoxin reductase 0.0161 0.293 0.3356
Schistosoma mansoni hypothetical protein 0.0165 0.3014 1
Loa Loa (eye worm) hypothetical protein 0.0065 0.0921 0.1055
Plasmodium vivax thioredoxin reductase, putative 0.0161 0.293 1
Mycobacterium leprae Probable lipase LipE 0.0065 0.0921 1
Trypanosoma cruzi trypanothione reductase, putative 0.004 0.0393 0.134
Loa Loa (eye worm) hypothetical protein 0.0026 0.0096 0.011
Trichomonas vaginalis D-aminoacylase, putative 0.0065 0.0921 0.055
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0046 0.0517 0.0592
Schistosoma mansoni hypothetical protein 0.01 0.1649 0.5324
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.004 0.0393 0.0216
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.004 0.0393 0.134
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.004 0.0393 0.2501
Leishmania major acetoin dehydrogenase e3 component-like protein 0.004 0.0393 0.134
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0065 0.0921 0.1055
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.004 0.0393 0.134
Loa Loa (eye worm) matrixin family protein 0.0064 0.0882 0.101
Mycobacterium tuberculosis Conserved protein 0.0065 0.0921 0.0866
Brugia malayi Matrixin family protein 0.0064 0.0882 0.101
Brugia malayi Matrixin family protein 0.0026 0.0096 0.011
Trypanosoma cruzi trypanothione reductase, putative 0.0161 0.293 1
Mycobacterium tuberculosis Conserved protein 0.0065 0.0921 0.0866
Brugia malayi Matrix metalloprotease, N-terminal domain containing protein 0.0032 0.0217 0.0248
Mycobacterium tuberculosis Probable lipase LipD 0.0065 0.0921 0.0866
Brugia malayi beta-lactamase family protein 0.0065 0.0921 0.1055
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0436 0.873 1
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.004 0.0393 0.5
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0063 0.0859 0.2617
Schistosoma mansoni hypothetical protein 0.0046 0.0517 0.1444
Loa Loa (eye worm) hypothetical protein 0.0065 0.0921 0.1055
Brugia malayi Matrixin family protein 0.0026 0.0096 0.011
Schistosoma mansoni hypothetical protein 0.0046 0.0517 0.1444
Mycobacterium ulcerans beta-lactamase 0.0065 0.0921 1
Loa Loa (eye worm) hypothetical protein 0.01 0.1649 0.1889
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0161 0.293 0.3334
Trypanosoma brucei trypanothione reductase 0.0161 0.293 1
Loa Loa (eye worm) hypothetical protein 0.0026 0.0096 0.011
Loa Loa (eye worm) hypothetical protein 0.0146 0.2625 0.3007
Schistosoma mansoni hypothetical protein 0.0165 0.3014 1
Echinococcus granulosus histone lysine methyltransferase setb 0.0063 0.0859 0.1781
Mycobacterium ulcerans fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE 0.0065 0.0921 1
Treponema pallidum NADH oxidase 0.004 0.0393 0.5
Trypanosoma brucei hypothetical protein, conserved 0.0065 0.0921 0.3143
Mycobacterium tuberculosis Probable conserved lipoprotein 0.0065 0.0921 0.0866
Giardia lamblia NADH oxidase lateral transfer candidate 0.004 0.0393 0.5
Toxoplasma gondii thioredoxin reductase 0.0161 0.293 1
Brugia malayi Pyridine nucleotide-disulphide oxidoreductase, dimerisation domain containing protein 0.0023 0.0036 0.0041
Onchocerca volvulus Matrilysin homolog 0.0058 0.0771 0.0682
Schistosoma mansoni hypothetical protein 0.0046 0.0517 0.1444
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0063 0.0859 0.2933
Echinococcus granulosus matrix metallopeptidase 7 M10 family 0.0096 0.1557 0.4442
Toxoplasma gondii pyruvate dehydrogenase complex subunit PDH-E3II 0.004 0.0393 0.134
Brugia malayi Matrixin family protein 0.0026 0.0096 0.011
Plasmodium vivax dihydrolipoyl dehydrogenase, mitochondrial, putative 0.004 0.0393 0.134
Leishmania major 2-oxoglutarate dehydrogenase, e3 component, lipoamidedehydrogenase-like protein 0.004 0.0393 0.134
Mycobacterium ulcerans hypothetical protein 0.0065 0.0921 1
Loa Loa (eye worm) hypothetical protein 0.0046 0.0517 0.0592
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.004 0.0393 0.0216
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0046 0.0517 0.0475
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0065 0.0921 0.1055
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0063 0.0859 0.1781
Loa Loa (eye worm) hypothetical protein 0.0026 0.0096 0.011
Leishmania major dihydrolipoamide dehydrogenase, putative 0.004 0.0393 0.134
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.006 0.0811 0.1596
Plasmodium vivax hypothetical protein, conserved 0.0065 0.0921 0.3143
Plasmodium falciparum thioredoxin reductase 0.004 0.0393 0.134
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.004 0.0393 0.134
Mycobacterium tuberculosis Probable esterase/lipase LipP 0.0065 0.0921 0.0866
Onchocerca volvulus 0.0065 0.0921 0.0833
Echinococcus granulosus beta LACTamase domain containing family member 0.0065 0.0921 0.2016
Loa Loa (eye worm) hypothetical protein 0.0065 0.0921 0.1055
Plasmodium falciparum glutathione reductase 0.004 0.0393 0.134
Echinococcus multilocularis GPCR, family 2 0.0046 0.0517 0.0475
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0063 0.0859 0.2617
Loa Loa (eye worm) matrixin family protein 0.0058 0.0771 0.0883
Mycobacterium leprae conserved hypothetical protein 0.0065 0.0921 1
Trichomonas vaginalis penicillin-binding protein, putative 0.0065 0.0921 0.055
Onchocerca volvulus Matrix metalloproteinase homolog 0.0058 0.0771 0.0682
Onchocerca volvulus 0.0065 0.0921 0.0833
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0063 0.0859 0.2617
Trypanosoma cruzi hypothetical protein, conserved 0.0065 0.0921 0.3143
Brugia malayi beta-lactamase family protein 0.0065 0.0921 0.1055
Echinococcus granulosus thioredoxin glutathione reductase 0.0162 0.2956 0.978
Loa Loa (eye worm) hypothetical protein 0.0065 0.0921 0.1055
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0418 0.8355 1
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0063 0.0859 0.1781
Trichomonas vaginalis esterase, putative 0.0065 0.0921 0.055
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0063 0.0859 0.2617
Echinococcus multilocularis geminin 0.0165 0.3014 1
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.004 0.0393 0.134
Schistosoma mansoni hypothetical protein 0.0037 0.0327 0.0794
Trypanosoma brucei dihydrolipoamide dehydrogenase 0.004 0.0393 0.134
Brugia malayi latrophilin 2 splice variant baaae 0.01 0.1649 0.1889
Mycobacterium tuberculosis Probable soluble pyridine nucleotide transhydrogenase SthA (STH) (NAD(P)(+) transhydrogenase [B-specific]) (nicotinamide nucleot 0.004 0.0393 0.0216
Brugia malayi Calcitonin receptor-like protein seb-1 0.0146 0.2625 0.3007
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0146 0.2625 0.3007
Brugia malayi Matrixin family protein 0.0026 0.0096 0.011
Loa Loa (eye worm) hypothetical protein 0.0065 0.0921 0.1055
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.004 0.0393 0.2501
Brugia malayi Hemopexin family protein 0.0037 0.0327 0.0375
Mycobacterium tuberculosis Conserved protein 0.0065 0.0921 0.0866
Plasmodium vivax glutathione reductase, putative 0.0161 0.293 1
Mycobacterium tuberculosis Probable oxidoreductase 0.004 0.0393 0.0216
Onchocerca volvulus 0.0037 0.0327 0.0234
Plasmodium falciparum thioredoxin reductase 0.0161 0.293 1
Onchocerca volvulus 0.0063 0.0859 0.0771
Mycobacterium ulcerans flavoprotein disulfide reductase 0.004 0.0393 0.2501
Schistosoma mansoni hypothetical protein 0.0046 0.0517 0.1444
Onchocerca volvulus 0.0065 0.0921 0.0833
Echinococcus multilocularis thioredoxin glutathione reductase 0.0162 0.2956 0.978
Mycobacterium tuberculosis Possible conserved lipoprotein LpqK 0.0065 0.0921 0.0866
Mycobacterium ulcerans esterase/lipase LipP 0.0065 0.0921 1
Brugia malayi beta-lactamase 0.0065 0.0921 0.1055
Loa Loa (eye worm) glutathione reductase 0.0161 0.293 0.3356
Echinococcus granulosus geminin 0.0165 0.3014 1
Loa Loa (eye worm) beta-lactamase 0.0065 0.0921 0.1055
Loa Loa (eye worm) hypothetical protein 0.0063 0.0859 0.0984
Trichomonas vaginalis D-aminoacylase, putative 0.0065 0.0921 0.055
Toxoplasma gondii NADPH-glutathione reductase 0.004 0.0393 0.134
Loa Loa (eye worm) matrix metalloproteinase 0.0026 0.0096 0.011
Brugia malayi Pre-SET motif family protein 0.0436 0.873 1
Leishmania major hypothetical protein, conserved 0.0065 0.0921 0.3143
Brugia malayi Thioredoxin reductase 0.0161 0.293 0.3356
Loa Loa (eye worm) latrophilin receptor protein 2 0.0046 0.0517 0.0592
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.004 0.0393 0.5
Trichomonas vaginalis D-aminoacylase, putative 0.0065 0.0921 0.055
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative 0.004 0.0393 0.134
Mycobacterium tuberculosis Probable lipase LipE 0.0065 0.0921 0.0866
Trypanosoma brucei dihydrolipoamide dehydrogenase, point mutation 0.004 0.0393 0.134
Plasmodium vivax SET domain protein, putative 0.0063 0.0859 0.2933
Mycobacterium tuberculosis Probable esterase LipL 0.0065 0.0921 0.0866
Brugia malayi alpha keto acid dehydrogenase complex, E3 component, lipoamide dehydrogenase 0.0023 0.0036 0.0041
Brugia malayi glutathione reductase 0.0161 0.293 0.3356

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 0.085 uM Inhibition activity against recombinant human stromelysin (Matrix metalloproteinase-3) ChEMBL. 9258358
Ki (binding) = 0.085 uM Inhibition activity against recombinant human stromelysin (Matrix metalloproteinase-3) ChEMBL. 9258358

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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