Detailed information for compound 108145

Basic information

Technical information
  • TDR Targets ID: 108145
  • Name: (3S)-3-[[5-(cyclopropylsulfamoyl)pyridine-3-c arbonyl]amino]-5-(naphthalene-1-carbonyloxy)- 4-oxopentanoic acid
  • MW: 525.53 | Formula: C25H23N3O8S
  • H donors: 3 H acceptors: 8 LogP: 1.76 Rotable bonds: 13
    Rule of 5 violations (Lipinski): 2
  • SMILES: OC(=O)C[C@@H](C(=O)COC(=O)c1cccc2c1cccc2)NC(=O)c1cncc(c1)S(=O)(=O)NC1CC1
  • InChi: 1S/C25H23N3O8S/c29-22(14-36-25(33)20-7-3-5-15-4-1-2-6-19(15)20)21(11-23(30)31)27-24(32)16-10-18(13-26-12-16)37(34,35)28-17-8-9-17/h1-7,10,12-13,17,21,28H,8-9,11,14H2,(H,27,32)(H,30,31)/t21-/m0/s1
  • InChiKey: LWPFULBNAJIXGF-NRFANRHFSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • (3S)-3-[[5-(cyclopropylsulfamoyl)pyridine-3-carbonyl]amino]-5-(naphthalene-1-carbonyloxy)-4-oxo-pentanoic acid
  • (3S)-3-[[[5-(cyclopropylsulfamoyl)-3-pyridyl]-oxomethyl]amino]-5-[1-naphthalenyl(oxo)methoxy]-4-oxopentanoic acid
  • (3S)-3-[[5-(cyclopropylsulfamoyl)pyridin-3-yl]carbonylamino]-5-naphthalen-1-ylcarbonyloxy-4-oxo-pentanoic acid
  • (3S)-3-[[5-(cyclopropylsulfamoyl)nicotinoyl]amino]-4-keto-5-(1-naphthoyloxy)valeric acid
  • (3S)-3-[[[5-(cyclopropylsulfamoyl)-3-pyridyl]-oxomethyl]amino]-5-(1-naphthyl-oxomethoxy)-4-oxopentanoic acid
  • (3S)-3-[[5-(cyclopropylsulfamoyl)pyridine-3-carbonyl]amino]-4-keto-5-(naphthalene-1-carbonyloxy)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
Echinococcus multilocularis caspase 3 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
Echinococcus granulosus caspase 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 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
Schistosoma japonicum ko:K04397 caspase 7, apoptosis-related cysteine protease, putative 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 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
Leishmania major methylcrotonoyl-coa carboxylase biotinylated subunitprotein-like protein 0.0294 0.2654 0.3226
Loa Loa (eye worm) glutaminase 2 0.0311 0.2857 0.2737
Giardia lamblia Fructose-bisphosphate aldolase 0.0289 0.2606 1
Trypanosoma cruzi 3-methylcrotonoyl-CoA carboxylase beta subunit, putative 0.0104 0.0445 0.0927
Echinococcus multilocularis caspase 0.012 0.0625 0.0384
Echinococcus granulosus propionyl coenzyme A carboxylase beta chain 0.0104 0.0445 0.0243
Echinococcus multilocularis propionyl coenzyme A carboxylase alpha chain 0.0294 0.2654 0.2465
Mycobacterium leprae Probable bifunctional protein acetyl-/propionyl-coenzyme A carboxylase, alpha chain AccA3 (BccP) 0.0294 0.2654 1
Leishmania major propionyl-coa carboxylase beta chain, putative 0.0104 0.0445 0.0541
Echinococcus granulosus caspase 3 apoptosis cysteine peptidase 0.012 0.0625 0.0469
Schistosoma mansoni acetyl-CoA carboxylase 0.0771 0.8228 1
Leishmania major acetyl-CoA carboxylase, putative 0.0771 0.8228 1
Schistosoma mansoni methylcrotonyl-CoA carboxylase 0.0294 0.2655 0.3227
Schistosoma mansoni caspase-3 (C14 family) 0.012 0.0625 0.076
Echinococcus granulosus propionyl coenzyme A carboxylase alpha chain 0.0294 0.2654 0.3013
Mycobacterium ulcerans acetyl-/propionyl-CoA carboxylase subunit beta 0.0104 0.0445 0.1557
Schistosoma mansoni glutaminase 0.0311 0.2857 0.3473
Echinococcus multilocularis caspase 3, apoptosis cysteine peptidase 0.012 0.0625 0.0384
Echinococcus granulosus caspase 0.012 0.0625 0.0469
Toxoplasma gondii acyl-CoA carboxyltransferase beta chain, putative 0.0104 0.0445 0.0541
Trypanosoma brucei 3-methylcrotonyl-CoA carboxylase alpha subunit, putative 0.0294 0.2654 0.3226
Schistosoma mansoni methylcrotonyl-CoA carboxylase 0.0294 0.2655 0.3227
Trypanosoma brucei 3-methylcrotonoyl-CoA carboxylase beta subunit, putative 0.0104 0.0445 0.0541
Mycobacterium ulcerans acetyl-/propionyl-coenzyme a carboxylase alpha chain, AccA2 0.0294 0.2654 0.9289
Trypanosoma brucei 3-methylcrotonyl-CoA carboxylase alpha subunit, putative 0.0294 0.2654 0.3226
Trypanosoma cruzi acetyl-CoA carboxylase, putative 0.0104 0.0445 0.0927
Loa Loa (eye worm) carboxyl transferase domain-containing protein 0.0744 0.7912 1
Trypanosoma cruzi 3-methylcrotonoyl-CoA carboxylase beta subunit, putative 0.0104 0.0445 0.0927
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0289 0.2606 1
Leishmania major 3-methylcrotonoyl-CoA carboxylase beta subunit, putative 0.0104 0.0445 0.0541
Loa Loa (eye worm) glutaminase 0.0311 0.2857 0.2737
Plasmodium falciparum biotin carboxylase subunit of acetyl CoA carboxylase, putative 0.0558 0.574 1
Trypanosoma cruzi 3-methylcrotonyl-CoA carboxylase, putative 0.0294 0.2654 0.5531
Echinococcus multilocularis acetyl coenzyme A carboxylase 1 0.0771 0.8228 0.8182
Schistosoma mansoni pyruvate carboxylase 0.0294 0.2654 0.3226
Trypanosoma cruzi 3-methylcrotonyl-CoA carboxylase, putative 0.0294 0.2654 0.5531
Mycobacterium tuberculosis Probable fructose-bisphosphate aldolase Fba 0.0141 0.0876 0.1953
Mycobacterium ulcerans propionyl-CoA carboxylase beta chain 4 AccD4_2 0.0104 0.0445 0.1557
Mycobacterium ulcerans fructose-bisphosphate aldolase 0.0141 0.0876 0.3067
Treponema pallidum fructose-bisphosphate aldolase 0.0289 0.2606 0.5
Brugia malayi Carboxyl transferase domain containing protein 0.0744 0.7912 1
Echinococcus granulosus muscleblind protein 0.0148 0.0953 0.088
Trichomonas vaginalis glutaminase, putative 0.0311 0.2857 1
Echinococcus multilocularis muscleblind protein 1 0.0148 0.0953 0.072
Mycobacterium ulcerans acetyl/propionyl CoA carboxylase subunit beta 0.0104 0.0445 0.1557
Chlamydia trachomatis biotin carboxylase 0.0267 0.2339 1
Mycobacterium ulcerans acetyl-coenzyme a carboxylase carboxyl transferase (subunit beta) AccD3 0.0104 0.0445 0.1557
Toxoplasma gondii acetyl-coA carboxylase ACC2 0.0771 0.8228 1
Mycobacterium ulcerans bifunctional protein acetyl-/propionyl-coenzyme a carboxylase (alpha chain) AccA3 0.0294 0.2654 0.9289
Schistosoma mansoni propionyl-CoA carboxylase beta chain mitochondrial precursor 0.0104 0.0445 0.0541
Wolbachia endosymbiont of Brugia malayi Acetyl-CoA carboxylase, carboxyltransferase component 0.0104 0.0445 0.1676
Mycobacterium ulcerans acetyl-/propionyl-coenzyme a carboxylase alpha chain AccA1 0.0294 0.2654 0.9289
Brugia malayi glutaminase DH11.1 0.0311 0.2857 0.2737
Plasmodium vivax biotin carboxylase subunit of acetyl CoA carboxylase, putative 0.0558 0.574 1
Mycobacterium ulcerans propionyl-CoA carboxylase beta chain 4 AccD4 0.0104 0.0445 0.1557
Wolbachia endosymbiont of Brugia malayi Acetyl/propionyl-CoA carboxylase, alpha subunit 0.0294 0.2654 1
Mycobacterium ulcerans glutaminase 0.0311 0.2857 1
Trypanosoma brucei unspecified product 0.0193 0.1479 0.1798
Schistosoma mansoni caspase-7 (C14 family) 0.012 0.0625 0.076
Mycobacterium leprae Probable fructose bisphosphate aldolase Fba 0.0141 0.0876 0.1953
Mycobacterium ulcerans propionyl-CoA carboxylase beta chain 5 AccD5 0.0104 0.0445 0.1557
Mycobacterium tuberculosis Probable acetyl-/propionyl-coenzyme A carboxylase alpha chain (alpha subunit) AccA2: biotin carboxylase + biotin carboxyl carrie 0.0294 0.2654 1
Toxoplasma gondii pyruvate carboxylase 0.0294 0.2654 0.3226
Trypanosoma brucei acetyl-CoA carboxylase 0.0771 0.8228 1
Echinococcus granulosus acetyl coenzyme A carboxylase 1 0.0771 0.8228 1
Trypanosoma cruzi acetyl-CoA carboxylase 0.0477 0.4798 1
Leishmania major carboxylase, putative 0.0294 0.2654 0.3226
Mycobacterium tuberculosis Probable pyruvate carboxylase Pca (pyruvic carboxylase) 0.0294 0.2654 1
Toxoplasma gondii acetyl-CoA carboxylase ACC1 0.0771 0.8228 1
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0289 0.2606 1
Echinococcus multilocularis propionyl coenzyme A carboxylase beta chain 0.0104 0.0445 0.0199
Echinococcus multilocularis muscleblind protein 0.0148 0.0953 0.072
Mycobacterium ulcerans pyruvate carboxylase 0.0294 0.2654 0.9289

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.13 uM Inhibitory concentration required against human Caspase-3 ChEMBL. 12798321
IC50 (binding) = 0.13 uM Inhibitory concentration required against human Caspase-3 ChEMBL. 12798321
IC50 (functional) = 1.3 uM Inhibitory concentration of the compound required against NT2 cells ChEMBL. 12798321
IC50 (functional) = 1.3 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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