Detailed information for compound 283765

Basic information

Technical information
  • TDR Targets ID: 283765
  • Name: (2S)-4-methyl-2-[(4-methylphenyl)sulfonylamin o]-N-(1-oxo-3-phenylpropan-2-yl)pentanamide
  • MW: 416.534 | Formula: C22H28N2O4S
  • H donors: 2 H acceptors: 4 LogP: 3.84 Rotable bonds: 11
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=CC(Cc1ccccc1)NC(=O)[C@@H](NS(=O)(=O)c1ccc(cc1)C)CC(C)C
  • InChi: 1S/C22H28N2O4S/c1-16(2)13-21(24-29(27,28)20-11-9-17(3)10-12-20)22(26)23-19(15-25)14-18-7-5-4-6-8-18/h4-12,15-16,19,21,24H,13-14H2,1-3H3,(H,23,26)/t19?,21-/m0/s1
  • InChiKey: IUYFIAVTVAOUMG-QWAKEFERSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2S)-4-methyl-2-[(4-methylphenyl)sulfonylamino]-N-(1-oxo-3-phenyl-propan-2-yl)pentanamide
  • (2S)-N-(1-benzyl-2-oxo-ethyl)-4-methyl-2-(p-tolylsulfonylamino)pentanamide
  • (2S)-N-(1-benzyl-2-oxoethyl)-4-methyl-2-(p-tolylsulfonylamino)pentanamide
  • (2S)-N-(1-benzyl-2-keto-ethyl)-4-methyl-2-(tosylamino)valeramide
  • (2S)-N-(1-formyl-2-phenyl-ethyl)-4-methyl-2-[(4-methylphenyl)sulfonylamino]pentanamide
  • (2S)-N-(1-formyl-2-phenylethyl)-4-methyl-2-[(4-methylphenyl)sulfonylamino]pentanamide
  • (2S)-N-[1-(benzyl)-2-keto-ethyl]-4-methyl-2-[(4-methylphenyl)sulfonylamino]valeramide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens cathepsin B Starlite/ChEMBL References
Sus scrofa Calpain small subunit 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus multilocularis cathepsin b Get druggable targets OG5_127800 All targets in OG5_127800
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Giardia lamblia Cathepsin B precursor Get druggable targets OG5_127800 All targets in OG5_127800
Echinococcus granulosus cathepsin b Get druggable targets OG5_127800 All targets in OG5_127800
Echinococcus multilocularis cathepsin b Get druggable targets OG5_127800 All targets in OG5_127800
Leishmania donovani cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma japonicum Cathepsin B-like cysteine proteinase precursor, putative Get druggable targets OG5_127800 All targets in OG5_127800
Leishmania mexicana cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like Get druggable targets OG5_127800 All targets in OG5_127800
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma japonicum Cathepsin B-like cysteine proteinase precursor, putative Get druggable targets OG5_127800 All targets in OG5_127800
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma mansoni cathepsin B-like peptidase (C01 family) Get druggable targets OG5_127800 All targets in OG5_127800
Trypanosoma brucei cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma japonicum ko:K01363 cathepsin B [EC3.4.22.1], putative Get druggable targets OG5_127800 All targets in OG5_127800
Loa Loa (eye worm) cathepsin B Get druggable targets OG5_127800 All targets in OG5_127800
Trypanosoma cruzi cysteine peptidase C (CPC), putative Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma mansoni cathepsin B-like peptidase (C01 family) Get druggable targets OG5_127800 All targets in OG5_127800
Echinococcus granulosus cathepsin b Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma japonicum Cathepsin B-like cysteine proteinase precursor, putative Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma japonicum Cathepsin B-like cysteine proteinase precursor, putative Get druggable targets OG5_127800 All targets in OG5_127800
Giardia lamblia Cathepsin B precursor Get druggable targets OG5_127800 All targets in OG5_127800
Leishmania major cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like Get druggable targets OG5_127800 All targets in OG5_127800
Brugia malayi cathepsin B-like cysteine proteinase Get druggable targets OG5_127800 All targets in OG5_127800
Toxoplasma gondii cathepsin B Get druggable targets OG5_127800 All targets in OG5_127800
Leishmania braziliensis cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma mansoni cathepsin B-like peptidase (C01 family) Get druggable targets OG5_127800 All targets in OG5_127800
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127800 All targets in OG5_127800
Trichomonas vaginalis Clan CA, family C1, cathepsin B-like cysteine peptidase Get druggable targets OG5_127800 All targets in OG5_127800
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Trypanosoma brucei gambiense cysteine peptidase C (CPC), putative,CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like, putative Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma mansoni cathepsin B-like peptidase (C01 family) Get druggable targets OG5_127800 All targets in OG5_127800
Giardia lamblia Cathepsin B precursor Get druggable targets OG5_127800 All targets in OG5_127800
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Trypanosoma cruzi cysteine peptidase C (CPC), putative Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma mansoni SmCB2 peptidase (C01 family) Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma japonicum Cathepsin B-like cysteine proteinase precursor, putative Get druggable targets OG5_127800 All targets in OG5_127800
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma japonicum Cathepsin B-like cysteine proteinase precursor, putative Get druggable targets OG5_127800 All targets in OG5_127800
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma japonicum Cathepsin B-like cysteine proteinase precursor, putative Get druggable targets OG5_127800 All targets in OG5_127800
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Leishmania infantum cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma japonicum Cathepsin B-like cysteine proteinase precursor, putative Get druggable targets OG5_127800 All targets in OG5_127800
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Neospora caninum Cathepsin B-like protease (Precursor), related Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma japonicum Cathepsin B-like cysteine proteinase precursor, putative Get druggable targets OG5_127800 All targets in OG5_127800
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium falciparum dipeptidyl aminopeptidase 1 cathepsin B 339 aa 368 aa 26.9 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus tm gpcr rhodopsin 0.0027 0.0993 0.0993
Echinococcus granulosus g protein linked acetylcholine receptor gar 2a 0.0027 0.0993 0.0993
Echinococcus multilocularis G protein coupled receptor 139 0.0027 0.0993 0.0993
Echinococcus granulosus tm gpcr rhodopsin 0.0027 0.0993 0.0993
Echinococcus granulosus neuropeptide FF receptor 2 0.0027 0.0993 0.0993
Echinococcus multilocularis rhodopsin orphan GPCR 0.0027 0.0993 0.0993
Echinococcus multilocularis g protein coupled receptor 0.0027 0.0993 0.0993
Echinococcus granulosus growth hormone secretagogue receptor type 1 0.0027 0.0993 0.0993
Echinococcus multilocularis orexin receptor type 2 0.0027 0.0993 0.0993
Echinococcus multilocularis dro:myosuppressin receptor 0.0027 0.0993 0.0993
Onchocerca volvulus 0.0027 0.0993 0.5
Echinococcus multilocularis neuropeptide Y receptor 0.0027 0.0993 0.0993
Echinococcus granulosus g-protein coupled receptor 0.0027 0.0993 0.0993
Echinococcus granulosus g protein coupled receptor 0.0027 0.0993 0.0993
Onchocerca volvulus Neuropeptide F receptor homolog 0.0027 0.0993 0.5
Echinococcus granulosus neuropeptide receptor A26 0.0027 0.0993 0.0993
Echinococcus multilocularis sex peptide receptor 0.0027 0.0993 0.0993
Echinococcus granulosus 7TM GPCR rhodopsin 0.0027 0.0993 0.0993
Echinococcus granulosus neuropeptide receptor 0.0027 0.0993 0.0993
Echinococcus multilocularis neuropeptide receptor A26 0.0027 0.0993 0.0993
Echinococcus multilocularis 7TM GPCR, rhodopsin 0.0027 0.0993 0.0993
Echinococcus granulosus sex peptide receptor 0.0027 0.0993 0.0993
Leishmania major cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like 0.0055 0.2814 0.5
Onchocerca volvulus 0.0027 0.0993 0.5
Echinococcus granulosus somatostatin receptor 0.0027 0.0993 0.0993
Echinococcus multilocularis g protein linked acetylcholine receptor gar 2a 0.0027 0.0993 0.0993
Echinococcus multilocularis somatostatin receptor 0.0027 0.0993 0.0993
Onchocerca volvulus 0.0027 0.0993 0.5
Echinococcus granulosus g protein coupled receptor 0.0027 0.0993 0.0993
Echinococcus granulosus pyroglutamylated rfamide peptide receptor 0.0027 0.0993 0.0993
Loa Loa (eye worm) cathepsin B 0.0055 0.2814 0.2022
Echinococcus multilocularis rhodopsin orphan GPCR 0.0027 0.0993 0.0993
Onchocerca volvulus 0.0027 0.0993 0.5
Echinococcus multilocularis rhodopsin orphan GPCR 0.0027 0.0993 0.0993
Echinococcus granulosus rhodopsin orphan GPCR 0.0027 0.0993 0.0993
Echinococcus multilocularis neuropeptides capa receptor 0.0027 0.0993 0.0993
Onchocerca volvulus 0.0027 0.0993 0.5
Echinococcus granulosus orexin receptor type 2 0.0027 0.0993 0.0993
Echinococcus granulosus cathepsin b 0.0166 1 1
Echinococcus granulosus neuropeptides capa receptor 0.0027 0.0993 0.0993
Echinococcus granulosus cathepsin b 0.0166 1 1
Echinococcus multilocularis growth hormone secretagogue receptor type 1 0.0027 0.0993 0.0993
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0055 0.2814 0.2022
Echinococcus granulosus neuropeptides capa receptor 0.0027 0.0993 0.0993
Echinococcus granulosus alpha 1A adrenergic receptor 0.0027 0.0993 0.0993
Echinococcus multilocularis neuropeptide receptor 0.0027 0.0993 0.0993
Echinococcus multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily 0.0027 0.0993 0.0993
Echinococcus multilocularis g-protein coupled receptor 0.0027 0.0993 0.0993
Echinococcus multilocularis pyroglutamylated rfamide peptide receptor 0.0027 0.0993 0.0993
Echinococcus granulosus g protein coupled receptor 0.0027 0.0993 0.0993
Echinococcus granulosus G protein coupled receptor 139 0.0027 0.0993 0.0993
Toxoplasma gondii cathepsin B 0.0055 0.2814 0.5
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0166 1 1
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0166 1 1
Echinococcus granulosus neuropeptide Y receptor 0.0027 0.0993 0.0993
Trypanosoma cruzi cysteine peptidase C (CPC), putative 0.0055 0.2814 0.2814
Echinococcus granulosus neuropeptide receptor 0.0027 0.0993 0.0993
Onchocerca volvulus 0.0027 0.0993 0.5
Echinococcus granulosus g protein linked acetylcholine receptor gar 2a 0.0027 0.0993 0.0993
Echinococcus granulosus hypothetical protein 0.0027 0.0993 0.0993
Onchocerca volvulus 0.0027 0.0993 0.5
Echinococcus multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily 0.0027 0.0993 0.0993
Echinococcus multilocularis rhodopsin orphan GPCR 0.0027 0.0993 0.0993
Onchocerca volvulus 0.0027 0.0993 0.5
Echinococcus multilocularis allatostatin A receptor 0.0027 0.0993 0.0993
Echinococcus granulosus G protein coupled 5 hydroxytryptamine receptor 0.0027 0.0993 0.0993
Echinococcus granulosus dro:myosuppressin receptor 0.0027 0.0993 0.0993
Giardia lamblia Cathepsin B precursor 0.0055 0.2814 0.5
Echinococcus granulosus fmrfamide receptor 0.0027 0.0993 0.0993
Echinococcus multilocularis neuropeptides capa receptor 0.0027 0.0993 0.0993
Echinococcus granulosus peptide allatostatin:somatostatin 0.0027 0.0993 0.0993
Onchocerca volvulus Dopamine\/Ecdysteroid receptor homolog 0.0027 0.0993 0.5
Echinococcus granulosus neuropeptide Y receptor 0.0027 0.0993 0.0993
Trichomonas vaginalis Clan CA, family C1, cathepsin B-like cysteine peptidase 0.0055 0.2814 1
Echinococcus multilocularis rhodopsin orphan GPCR 0.0027 0.0993 0.0993
Onchocerca volvulus 0.0027 0.0993 0.5
Entamoeba histolytica grainin 2 0.0011 0 0.5
Echinococcus granulosus serotonin receptor 0.0027 0.0993 0.0993
Echinococcus multilocularis g protein linked acetylcholine receptor gar 2a 0.0027 0.0993 0.0993
Echinococcus multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily 0.0027 0.0993 0.0993
Echinococcus multilocularis neuropeptide Y receptor 0.0027 0.0993 0.0993
Echinococcus granulosus thyrotropin releasing hormone receptor 0.0027 0.0993 0.0993
Echinococcus multilocularis rhodopsin orphan GPCR 0.0027 0.0993 0.0993
Giardia lamblia Cathepsin B precursor 0.0055 0.2814 0.5
Echinococcus multilocularis neuropeptide s receptor 0.0027 0.0993 0.0993
Echinococcus multilocularis fmrfamide receptor 0.0027 0.0993 0.0993
Echinococcus multilocularis G-protein coupled receptor, putative 0.0027 0.0993 0.0993
Echinococcus granulosus rhodopsin orphan GPCR 0.0027 0.0993 0.0993
Echinococcus granulosus biogenic amine 5HT receptor 0.0027 0.0993 0.0993
Giardia lamblia Cathepsin B precursor 0.0055 0.2814 0.5
Onchocerca volvulus 0.0027 0.0993 0.5
Echinococcus multilocularis serotonin receptor 0.0027 0.0993 0.0993
Echinococcus multilocularis alpha 1A adrenergic receptor 0.0027 0.0993 0.0993
Echinococcus granulosus 7tm_1 domain containing protein 0.0027 0.0993 0.0993
Onchocerca volvulus 0.0027 0.0993 0.5
Onchocerca volvulus 0.0027 0.0993 0.5
Echinococcus granulosus tm gpcr rhodopsin 0.0027 0.0993 0.0993
Echinococcus granulosus biogenic amine 5HT receptor 0.0027 0.0993 0.0993
Echinococcus granulosus allatostatin A receptor 0.0027 0.0993 0.0993
Echinococcus multilocularis G protein coupled 5 hydroxytryptamine receptor 0.0027 0.0993 0.0993
Echinococcus multilocularis peptide (allatostatin:somatostatin) 0.0027 0.0993 0.0993
Echinococcus multilocularis biogenic amine (5HT) receptor 0.0027 0.0993 0.0993
Trypanosoma cruzi cysteine peptidase C (CPC), putative 0.0166 1 1
Onchocerca volvulus 0.0027 0.0993 0.5
Loa Loa (eye worm) hypothetical protein 0.0166 1 1
Echinococcus granulosus rhodopsin orphan GPCR 0.0027 0.0993 0.0993
Echinococcus multilocularis g protein coupled receptor 0.0027 0.0993 0.0993
Echinococcus multilocularis rhodopsin orphan GPCR 0.0027 0.0993 0.0993
Echinococcus multilocularis rhodopsin orphan GPCR 0.0027 0.0993 0.0993
Onchocerca volvulus 0.0027 0.0993 0.5
Echinococcus granulosus rhodopsin orphan GPCR 0.0027 0.0993 0.0993
Echinococcus multilocularis cathepsin b 0.0166 1 1
Echinococcus multilocularis cathepsin b 0.0166 1 1
Echinococcus granulosus rhodopsin orphan GPCR 0.0027 0.0993 0.0993
Schistosoma mansoni SmCB2 peptidase (C01 family) 0.0166 1 1
Onchocerca volvulus 0.0027 0.0993 0.5
Echinococcus multilocularis neuropeptide receptor 0.0027 0.0993 0.0993
Echinococcus granulosus rhodopsin orphan GPCR 0.0027 0.0993 0.0993
Onchocerca volvulus 0.0027 0.0993 0.5
Echinococcus multilocularis tachykinin peptides receptor 99D 0.0027 0.0993 0.0993
Echinococcus multilocularis fmrfamide receptor 0.0027 0.0993 0.0993
Echinococcus multilocularis thyrotropin releasing hormone receptor 0.0027 0.0993 0.0993
Echinococcus multilocularis neuropeptide FF receptor 2 0.0027 0.0993 0.0993
Echinococcus multilocularis g protein coupled receptor 0.0027 0.0993 0.0993
Trypanosoma brucei cysteine peptidase C (CPC) 0.0055 0.2814 1
Onchocerca volvulus 0.0027 0.0993 0.5
Echinococcus granulosus rhodopsin orphan GPCR 0.0027 0.0993 0.0993
Echinococcus granulosus tachykinin peptides receptor 99D 0.0027 0.0993 0.0993
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0166 1 1
Echinococcus multilocularis serotonin receptor 0.0027 0.0993 0.0993
Echinococcus granulosus neuropeptide s receptor 0.0027 0.0993 0.0993

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 0.02 uM Compound tested for inhibition of porcine calpain I ChEMBL. 12617890
Ki (binding) = 0.02 uM Compound tested for inhibition of porcine calpain I ChEMBL. 12617890
Ki (binding) = 0.07 uM Compound tested for inhibition of human liver cathepsin B ChEMBL. 12617890
Ki (binding) = 0.07 uM Compound tested for inhibition of human liver cathepsin B ChEMBL. 12617890
Selectivity ratio (binding) = 4 Selectivity ratio of cathepsin B to calpain I ChEMBL. 12617890
Selectivity ratio (binding) = 4 Selectivity ratio of cathepsin B to calpain I ChEMBL. 12617890

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.

If you have references for this compound, please enter them in a user comment (below) or Contact us.