Detailed information for compound 109978

Basic information

Technical information
  • TDR Targets ID: 109978
  • Name: (3S)-3-[[5-(diethylsulfamoyl)pyridine-3-carbo nyl]amino]-5-[(4-fluorophenyl)methylsulfanyl] -4-oxopentanoic acid
  • MW: 511.587 | Formula: C22H26FN3O6S2
  • H donors: 2 H acceptors: 7 LogP: 1.57 Rotable bonds: 14
    Rule of 5 violations (Lipinski): 2
  • SMILES: CCN(S(=O)(=O)c1cncc(c1)C(=O)N[C@H](C(=O)CSCc1ccc(cc1)F)CC(=O)O)CC
  • InChi: 1S/C22H26FN3O6S2/c1-3-26(4-2)34(31,32)18-9-16(11-24-12-18)22(30)25-19(10-21(28)29)20(27)14-33-13-15-5-7-17(23)8-6-15/h5-9,11-12,19H,3-4,10,13-14H2,1-2H3,(H,25,30)(H,28,29)/t19-/m0/s1
  • InChiKey: SJSOXATXXWUAEH-IBGZPJMESA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • (3S)-3-[[5-(diethylsulfamoyl)pyridine-3-carbonyl]amino]-5-[(4-fluorophenyl)methylsulfanyl]-4-oxo-pentanoic acid
  • (3S)-3-[[[5-(diethylsulfamoyl)-3-pyridyl]-oxomethyl]amino]-5-[(4-fluorophenyl)methylthio]-4-oxopentanoic acid
  • (3S)-3-[[5-(diethylsulfamoyl)pyridin-3-yl]carbonylamino]-5-[(4-fluorophenyl)methylsulfanyl]-4-oxo-pentanoic acid
  • (3S)-3-[[5-(diethylsulfamoyl)nicotinoyl]amino]-5-[(4-fluorobenzyl)thio]-4-keto-valeric acid
  • (3S)-3-[[5-(diethylsulfamoyl)pyridine-3-carbonyl]amino]-5-[(4-fluorobenzyl)thio]-4-keto-valeric acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens caspase 3, apoptosis-related cysteine peptidase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum ko:K04397 caspase 7, apoptosis-related cysteine protease, putative Get druggable targets OG5_130238 All targets in OG5_130238
Schistosoma japonicum ko:K02187 caspase 3, apoptosis-related cysteine protease, putative Get druggable targets OG5_130238 All targets in OG5_130238
Echinococcus multilocularis caspase Get druggable targets OG5_130238 All targets in OG5_130238
Echinococcus multilocularis caspase 3 Get druggable targets OG5_130238 All targets in OG5_130238
Schistosoma mansoni caspase-3 (C14 family) Get druggable targets OG5_130238 All targets in OG5_130238
Echinococcus multilocularis caspase 3, apoptosis cysteine peptidase Get druggable targets OG5_130238 All targets in OG5_130238
Schistosoma mansoni caspase-7 (C14 family) Get druggable targets OG5_130238 All targets in OG5_130238
Echinococcus granulosus caspase Get druggable targets OG5_130238 All targets in OG5_130238
Echinococcus granulosus caspase 3 apoptosis cysteine peptidase Get druggable targets OG5_130238 All targets in OG5_130238
Echinococcus granulosus caspase 3 Get druggable targets OG5_130238 All targets in OG5_130238
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi Cell death protein 3 precursor caspase 3, apoptosis-related cysteine peptidase 277 aa 253 aa 38.7 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0032 0.026 0.0703
Loa Loa (eye worm) hypothetical protein 0.0063 0.122 0.122
Trypanosoma cruzi cysteine peptidase, putative 0.0047 0.0722 1
Loa Loa (eye worm) hypothetical protein 0.0037 0.0406 0.0406
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0046 0.0677 0.0677
Trypanosoma cruzi hypothetical protein, conserved 0.0037 0.0406 0.3154
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0046 0.0677 0.0677
Schistosoma mansoni aldehyde dehydrogenase 0.0045 0.0652 0.0652
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0046 0.0677 0.0677
Loa Loa (eye worm) hypothetical protein 0.0349 1 1
Entamoeba histolytica chromodomain-helicase-DNA-binding protein, putative 0.0024 0 0.5
Loa Loa (eye worm) heterochromatin protein 1 0.0144 0.37 0.37
Loa Loa (eye worm) hypothetical protein 0.0092 0.2106 0.2106
Leishmania major cathepsin L-like protease 0.0047 0.0722 1
Mycobacterium ulcerans aldehyde dehydrogenase 0.0045 0.0652 0.3608
Toxoplasma gondii ICE family protease (caspase) p20 domain-containing protein 0.0032 0.026 0.3993
Echinococcus granulosus caspase 3 0.0088 0.1973 0.1973
Echinococcus granulosus caspase 0.012 0.2957 0.2957
Trichomonas vaginalis D-aminoacylase, putative 0.0037 0.0406 0.1097
Trichomonas vaginalis D-aminoacylase, putative 0.0037 0.0406 0.1097
Schistosoma mansoni chromobox protein 0.0144 0.37 0.37
Trichomonas vaginalis conserved hypothetical protein 0.0032 0.026 0.0703
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0046 0.0677 0.0677
Trichomonas vaginalis conserved hypothetical protein 0.0032 0.026 0.0703
Onchocerca volvulus 0.0037 0.0406 0.2087
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0046 0.0677 0.0677
Plasmodium falciparum metacaspase-like protein 0.0032 0.026 1
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0037 0.0406 0.0406
Mycobacterium leprae Probable lipase LipE 0.0037 0.0406 0.5
Brugia malayi beta-lactamase family protein 0.0037 0.0406 0.0406
Trichomonas vaginalis spcc417.12 protein, putative 0.0059 0.1088 0.294
Brugia malayi Carboxylesterase family protein 0.0059 0.1088 0.1088
Echinococcus granulosus neuroligin 0.0059 0.1088 0.1088
Onchocerca volvulus 0.0059 0.1088 0.5596
Brugia malayi hypothetical protein 0.0059 0.1088 0.1088
Toxoplasma gondii ICE family protease (caspase) p20 domain-containing protein 0.0032 0.026 0.3993
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0047 0.0722 1
Trichomonas vaginalis chromobox protein, putative 0.0144 0.37 1
Trichomonas vaginalis conserved hypothetical protein 0.0032 0.026 0.0703
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0046 0.0677 0.0677
Schistosoma mansoni subfamily C14A unassigned peptidase (C14 family) 0.0032 0.026 0.026
Schistosoma mansoni eyes absent homolog 0.0092 0.2106 0.2106
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0032 0.026 0.0703
Trichomonas vaginalis chromobox protein, putative 0.0087 0.1944 0.5254
Toxoplasma gondii ICE family protease (caspase) p20 domain-containing protein 0.0032 0.026 0.3993
Echinococcus multilocularis caspase 2 0.0032 0.026 0.026
Onchocerca volvulus Cell death protein 3 homolog 0.0032 0.026 0.1339
Plasmodium vivax metacaspase 1, putative 0.0032 0.026 0.6414
Schistosoma mansoni hypothetical protein 0.0177 0.4718 0.4718
Mycobacterium tuberculosis Carboxylesterase LipT 0.0059 0.1088 0.112
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0047 0.0722 1
Trypanosoma cruzi cysteine peptidase, putative 0.0047 0.0722 1
Loa Loa (eye worm) hypothetical protein 0.0032 0.026 0.026
Trichomonas vaginalis esterase, putative 0.0037 0.0406 0.1097
Brugia malayi Carboxylesterase family protein 0.0059 0.1088 0.1088
Plasmodium vivax hypothetical protein, conserved 0.0032 0.026 0.6414
Trypanosoma cruzi major cysteine proteinase, putative 0.0037 0.0412 0.3293
Echinococcus multilocularis acetylcholinesterase 0.0349 1 1
Echinococcus granulosus caspase 2 0.0032 0.026 0.026
Loa Loa (eye worm) hypothetical protein 0.0059 0.1088 0.1088
Echinococcus granulosus acetylcholinesterase 0.0349 1 1
Loa Loa (eye worm) hypothetical protein 0.0037 0.0406 0.0406
Echinococcus multilocularis caspase 3, apoptosis cysteine peptidase 0.012 0.2957 0.2957
Entamoeba histolytica chromodomain-helicase-DNA-binding protein, putative 0.0024 0 0.5
Trichomonas vaginalis chromobox protein, putative 0.0087 0.1944 0.5254
Toxoplasma gondii aldehyde dehydrogenase 0.0045 0.0652 1
Echinococcus granulosus chromobox protein 1 0.0144 0.37 0.37
Loa Loa (eye worm) acetylcholinesterase 1 0.0349 1 1
Brugia malayi hypothetical protein 0.0092 0.2106 0.2106
Leishmania major cathepsin L-like protease 0.0047 0.0722 1
Brugia malayi Carboxylesterase family protein 0.0059 0.1088 0.1088
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0059 0.1088 0.1088
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0045 0.0652 0.0652
Loa Loa (eye worm) hypothetical protein 0.0059 0.1088 0.1088
Loa Loa (eye worm) carboxylesterase 0.0059 0.1088 0.1088
Echinococcus multilocularis BC026374 protein (S09 family) 0.0059 0.1088 0.1088
Echinococcus granulosus caspase 3 apoptosis cysteine peptidase 0.012 0.2957 0.2957
Mycobacterium ulcerans aldehyde dehydrogenase 0.0045 0.0652 0.3608
Trypanosoma cruzi hypothetical protein, conserved 0.0037 0.0406 0.3154
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0045 0.0652 0.0404
Trypanosoma cruzi cysteine peptidase, clan CA, family C1, cathepsin L-like, putative 0.0043 0.0596 0.7281
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0046 0.0677 0.0677
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0047 0.0722 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0047 0.0722 1
Loa Loa (eye worm) hypothetical protein 0.0032 0.026 0.026
Trichomonas vaginalis conserved hypothetical protein 0.0032 0.026 0.0703
Trichomonas vaginalis D-aminoacylase, putative 0.0037 0.0406 0.1097
Loa Loa (eye worm) hypothetical protein 0.0037 0.0406 0.0406
Trichomonas vaginalis conserved hypothetical protein 0.0032 0.026 0.0703
Schistosoma mansoni caspase-3 (C14 family) 0.012 0.2957 0.2957
Brugia malayi Heterochromatin protein 1 0.0144 0.37 0.37
Loa Loa (eye worm) hypothetical protein 0.0037 0.0406 0.0406
Echinococcus multilocularis chromobox protein 1 0.0144 0.37 0.37
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0032 0.026 0.0703
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0032 0.026 0.0703
Loa Loa (eye worm) hypothetical protein 0.0059 0.1088 0.1088
Trypanosoma cruzi cruzipain precursor, putative 0.0047 0.0722 1
Plasmodium vivax hypothetical protein, conserved 0.0037 0.0406 1
Echinococcus multilocularis acetylcholinesterase 0.0349 1 1
Echinococcus multilocularis caspase 0.012 0.2957 0.2957
Trichomonas vaginalis penicillin-binding protein, putative 0.0037 0.0406 0.1097
Echinococcus granulosus geminin 0.0177 0.4718 0.4718
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0032 0.026 0.0703
Onchocerca volvulus 0.0037 0.0406 0.2087
Trichomonas vaginalis conserved hypothetical protein 0.0032 0.026 0.0703
Echinococcus granulosus carboxylesterase 5A 0.0349 1 1
Brugia malayi Carboxylesterase family protein 0.0059 0.1088 0.1088
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0059 0.1088 0.112
Entamoeba histolytica hypothetical protein 0.0024 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0059 0.1088 0.1088
Echinococcus granulosus BC026374 protein S09 family 0.0059 0.1088 0.1088
Onchocerca volvulus Heterochromatin protein 1 homolog 0.0087 0.1944 1
Trypanosoma brucei hypothetical protein, conserved 0.0037 0.0406 0.3154
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0045 0.0652 0.849
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0059 0.1088 0.112
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0047 0.0722 1
Loa Loa (eye worm) hypothetical protein 0.0092 0.2106 0.2106
Trichomonas vaginalis penicillin-binding protein, putative 0.0037 0.0406 0.1097
Mycobacterium ulcerans carboxylesterase, LipT 0.0059 0.1088 1
Leishmania major cathepsin L-like protease 0.0047 0.0722 1
Loa Loa (eye worm) carboxylesterase 0.0059 0.1088 0.1088
Entamoeba histolytica hypothetical protein 0.0024 0 0.5
Echinococcus granulosus caspase 8 0.0032 0.026 0.026
Trichomonas vaginalis carboxylesterase domain containing protein, putative 0.0059 0.1088 0.294
Schistosoma mansoni caspase-7 (C14 family) 0.0032 0.026 0.026
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0045 0.0652 0.0652
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0047 0.0722 1
Loa Loa (eye worm) hypothetical protein 0.0037 0.0406 0.0406
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0037 0.0406 0.0406
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0047 0.0722 1
Loa Loa (eye worm) hypothetical protein 0.0059 0.1088 0.1088
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0046 0.0677 0.0677
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0037 0.0406 0.0406
Echinococcus multilocularis para nitrobenzyl esterase 0.0059 0.1088 0.1088
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0032 0.026 0.0703
Onchocerca volvulus 0.0059 0.1088 0.5596
Loa Loa (eye worm) hypothetical protein 0.0349 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0047 0.0722 1
Schistosoma mansoni caspase-7 (C14 family) 0.012 0.2957 0.2957
Echinococcus multilocularis beta LACTamase domain containing family member 0.0037 0.0406 0.0406
Echinococcus granulosus beta LACTamase domain containing family member 0.0037 0.0406 0.0406
Schistosoma mansoni aldehyde dehydrogenase 0.0045 0.0652 0.0652
Entamoeba histolytica hypothetical protein 0.0024 0 0.5
Schistosoma mansoni BC026374 protein (S09 family) 0.0059 0.1088 0.1088
Brugia malayi Cell death protein 3 precursor 0.0032 0.026 0.026
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0032 0.026 0.0703
Brugia malayi beta-lactamase 0.0037 0.0406 0.0406
Loa Loa (eye worm) hypothetical protein 0.0059 0.1088 0.1088
Echinococcus multilocularis neuroligin 0.0059 0.1088 0.1088
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0047 0.0722 1
Brugia malayi chromobox protein homolog 3 0.0081 0.1756 0.1756
Loa Loa (eye worm) hypothetical protein 0.0059 0.1088 0.1088
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0047 0.0722 1
Schistosoma mansoni gliotactin 0.0059 0.1088 0.1088
Loa Loa (eye worm) hypothetical protein 0.0081 0.1756 0.1756
Trichomonas vaginalis conserved hypothetical protein 0.0081 0.1756 0.4746
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0349 1 1
Loa Loa (eye worm) carboxylesterase 0.0349 1 1
Schistosoma mansoni neuroligin 3 (S09 family) 0.0059 0.1088 0.1088
Mycobacterium ulcerans aldehyde dehydrogenase 0.0045 0.0652 0.3608
Onchocerca volvulus 0.0059 0.1088 0.5596
Schistosoma mansoni chromobox protein 0.0144 0.37 0.37
Trypanosoma cruzi cysteine peptidase, putative 0.0047 0.0722 1
Mycobacterium leprae conserved hypothetical protein 0.0037 0.0406 0.5
Entamoeba histolytica chromodomain-helicase-DNA-binding protein, putative 0.0024 0 0.5
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0235 0.6494 1
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0037 0.0406 0.0406
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0059 0.1088 0.1088
Echinococcus multilocularis caspase 3 0.0088 0.1973 0.1973
Onchocerca volvulus 0.0059 0.1088 0.5596
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0032 0.026 0.0703
Echinococcus multilocularis carboxylesterase 5A 0.0349 1 1
Echinococcus multilocularis family S9 non peptidase ue (S09 family) 0.0059 0.1088 0.1088
Echinococcus multilocularis caspase 8 0.0032 0.026 0.026
Echinococcus multilocularis chromobox protein 1 0.0144 0.37 0.37
Trichomonas vaginalis chromobox protein, putative 0.0144 0.37 1
Echinococcus granulosus para nitrobenzyl esterase 0.0059 0.1088 0.1088
Onchocerca volvulus 0.0037 0.0406 0.2087
Trichomonas vaginalis conserved hypothetical protein 0.0081 0.1756 0.4746
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0046 0.0677 0.0677
Brugia malayi beta-lactamase family protein 0.0037 0.0406 0.0406
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0059 0.1088 0.1088
Onchocerca volvulus Heterochromatin protein 1 homolog 0.0081 0.1756 0.9031
Leishmania major hypothetical protein, conserved 0.0037 0.0406 0.3154
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0032 0.026 0.0703
Brugia malayi mucosa associated lymphoid tissue lymphoma translocation protein 1 0.0032 0.026 0.026
Echinococcus multilocularis geminin 0.0177 0.4718 0.4718
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0047 0.0722 1
Loa Loa (eye worm) hypothetical protein 0.0037 0.0406 0.0406
Plasmodium falciparum metacaspase 1 0.0032 0.026 1
Schistosoma mansoni hypothetical protein 0.0177 0.4718 0.4718
Trichomonas vaginalis conserved hypothetical protein 0.0057 0.1032 0.2789
Onchocerca volvulus 0.0059 0.1088 0.5596
Echinococcus granulosus family S9 non peptidase ue S09 family 0.0059 0.1088 0.1088
Echinococcus granulosus acetylcholinesterase 0.0349 1 1
Echinococcus granulosus chromobox protein 1 0.0144 0.37 0.37
Brugia malayi Carboxylesterase family protein 0.0349 1 1
Schistosoma mansoni acetylcholinesterase 0.0059 0.1088 0.1088
Toxoplasma gondii ABC1 family protein 0.0037 0.0406 0.6224
Onchocerca volvulus 0.0063 0.122 0.6276
Trichomonas vaginalis conserved hypothetical protein 0.0057 0.1032 0.2789
Loa Loa (eye worm) beta-lactamase 0.0037 0.0406 0.0406

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.17 uM Inhibitory concentration required against human Caspase-3 ChEMBL. 12798321
IC50 (binding) = 0.17 uM Inhibitory concentration required against human Caspase-3 ChEMBL. 12798321
IC50 (functional) = 12 uM Inhibitory concentration of the compound required against NT2 cells ChEMBL. 12798321
IC50 (functional) = 12 uM Inhibitory concentration of the compound required against NT2 cells ChEMBL. 12798321

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 12798321

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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