Detailed information for compound 1101673

Basic information

Technical information
  • TDR Targets ID: 1101673
  • Name: (2R,3R)-2,3-dihydroxy-4-oxo-4-(2-pyridin-2-yl pyrrolidin-1-yl)-N-(2-thiophen-2-ylethyl)buta namide
  • MW: 389.469 | Formula: C19H23N3O4S
  • H donors: 3 H acceptors: 5 LogP: 0.46 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C([C@@H]([C@H](C(=O)N1CCCC1c1ccccn1)O)O)NCCc1cccs1
  • InChi: 1S/C19H23N3O4S/c23-16(18(25)21-10-8-13-5-4-12-27-13)17(24)19(26)22-11-3-7-15(22)14-6-1-2-9-20-14/h1-2,4-6,9,12,15-17,23-24H,3,7-8,10-11H2,(H,21,25)/t15?,16-,17-/m1/s1
  • InChiKey: FHGPIBDBYLIJQI-YJEKIOLLSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2R,3R)-2,3-dihydroxy-4-oxo-4-[2-(2-pyridyl)pyrrolidin-1-yl]-N-[2-(2-thienyl)ethyl]butanamide
  • (2R,3R)-2,3-dihydroxy-4-oxo-4-[2-(2-pyridyl)-1-pyrrolidinyl]-N-[2-(2-thienyl)ethyl]butanamide
  • (2R,3R)-2,3-dihydroxy-4-keto-4-[2-(2-pyridyl)pyrrolidin-1-yl]-N-[2-(2-thienyl)ethyl]butyramide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens ADAM metallopeptidase domain 17 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum ko:K06059 a disintegrin and metalloproteinase domain 17, putative Get druggable targets OG5_132656 All targets in OG5_132656
Echinococcus granulosus Blood coagulation inhibitor Disintegrin Get druggable targets OG5_132656 All targets in OG5_132656
Echinococcus granulosus adam 17 protease Get druggable targets OG5_132656 All targets in OG5_132656
Echinococcus multilocularis Blood coagulation inhibitor, Disintegrin Get druggable targets OG5_132656 All targets in OG5_132656
Schistosoma mansoni ADAM17 peptidase (M12 family) Get druggable targets OG5_132656 All targets in OG5_132656
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_132656 All targets in OG5_132656
Echinococcus multilocularis adam 17 protease Get druggable targets OG5_132656 All targets in OG5_132656
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi Disintegrin family protein ADAM metallopeptidase domain 17 824 aa 724 aa 27.4 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) beta-lactamase 0.0038 0.0149 0.0149
Schistosoma mansoni hypothetical protein 0.0563 0.5186 0.5186
Loa Loa (eye worm) hypothetical protein 0.0038 0.0149 0.0149
Loa Loa (eye worm) CXXC zinc finger family protein 0.0062 0.0384 0.0384
Echinococcus granulosus pyruvate kinase 0.0033 0.01 0.01
Toxoplasma gondii preprocathepsin c precursor, putative 0.0371 0.3349 1
Echinococcus multilocularis pyruvate kinase 0.0026 0.0034 0.0034
Schistosoma mansoni transcription factor LCR-F1 0.0118 0.092 0.092
Loa Loa (eye worm) hypothetical protein 0.0038 0.0149 0.0149
Trypanosoma brucei hypothetical protein, conserved 0.0038 0.0149 0.0193
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0056 0.0327 0.0327
Trichomonas vaginalis penicillin-binding protein, putative 0.0038 0.0149 0.0152
Entamoeba histolytica hypothetical protein 0.0118 0.092 1
Schistosoma mansoni ADAMTS5 peptidase (M12 family) 0.0105 0.0797 0.0797
Plasmodium falciparum dipeptidyl aminopeptidase 2 0.0371 0.3349 1
Mycobacterium tuberculosis Possible conserved lipoprotein LpqK 0.0038 0.0149 0.0246
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0241 0.2102 1
Entamoeba histolytica hypothetical protein 0.0118 0.092 1
Plasmodium vivax dipeptidyl aminopeptidase 2, putative 0.0371 0.3349 1
Echinococcus granulosus a disintegrin and metalloproteinase with 0.0105 0.0797 0.0797
Echinococcus multilocularis pyruvate kinase 0.0033 0.01 0.01
Echinococcus multilocularis cpg binding protein 0.0066 0.0418 0.0418
Echinococcus multilocularis epidermal growth factor receptor 0.063 0.5828 0.5828
Loa Loa (eye worm) hypothetical protein 0.0468 0.428 0.428
Loa Loa (eye worm) jmjC domain-containing protein 0.0061 0.0373 0.0373
Leishmania major mitochondrial DNA polymerase beta-PAK, putative 0.0141 0.1142 0.4086
Brugia malayi Calcitonin receptor-like protein seb-1 0.0056 0.0327 0.0327
Trichomonas vaginalis D-aminoacylase, putative 0.0038 0.0149 0.0152
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0147 0.1196 0.1196
Mycobacterium tuberculosis Probable esterase/lipase LipP 0.0038 0.0149 0.0246
Schistosoma mansoni tyrosine kinase 0.0337 0.3023 0.3023
Mycobacterium ulcerans hypothetical protein 0.0157 0.1295 1
Toxoplasma gondii hypothetical protein 0.0048 0.0249 0.0457
Loa Loa (eye worm) hypothetical protein 0.0033 0.01 0.01
Brugia malayi latrophilin 2 splice variant baaae 0.0038 0.0156 0.0156
Brugia malayi jmjC domain containing protein 0.0058 0.0339 0.0339
Trichomonas vaginalis D-aminoacylase, putative 0.0038 0.0149 0.0152
Trichomonas vaginalis Clan CA, family C1, cathepsin B-like cysteine peptidase 0.0371 0.3349 1
Mycobacterium ulcerans hypothetical protein 0.0038 0.0149 0.0413
Leishmania major mitochondrial DNA polymerase beta 0.0298 0.2649 1
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0038 0.0149 0.0149
Echinococcus granulosus adam 17 protease 0.0245 0.2138 0.2138
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0038 0.0149 0.0149
Brugia malayi hypothetical protein 0.0118 0.092 0.092
Echinococcus multilocularis epidermal growth factor receptor 0.1065 1 1
Echinococcus granulosus melanoma receptor tyrosine protein kinase 0.063 0.5828 0.5828
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0147 0.1196 0.1196
Mycobacterium tuberculosis Conserved protein 0.0038 0.0149 0.0246
Schistosoma mansoni tyrosine kinase 0.0624 0.5777 0.5777
Brugia malayi beta-lactamase 0.0038 0.0149 0.0149
Brugia malayi beta-lactamase family protein 0.0038 0.0149 0.0149
Schistosoma mansoni cpg binding protein 0.0066 0.0418 0.0418
Mycobacterium leprae Probable lipase LipE 0.0038 0.0149 1
Chlamydia trachomatis pyruvate kinase 0.0033 0.01 0.5
Echinococcus granulosus epidermal growth factor receptor 0.1065 1 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0147 0.1196 0.1196
Loa Loa (eye worm) hypothetical protein 0.0038 0.0149 0.0149
Mycobacterium tuberculosis Probable lipase LipD 0.0038 0.0149 0.0246
Trypanosoma cruzi hypothetical protein, conserved 0.0038 0.0149 0.0193
Echinococcus granulosus Blood coagulation inhibitor Disintegrin 0.014 0.1129 0.1129
Trichomonas vaginalis D-aminoacylase, putative 0.0038 0.0149 0.0152
Plasmodium vivax dipeptidyl aminopeptidase 1, putative 0.0371 0.3349 1
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0038 0.0149 0.0149
Schistosoma mansoni adam (A disintegrin and metalloprotease 0.0039 0.0159 0.0159
Onchocerca volvulus 0.0038 0.0149 0.1737
Echinococcus granulosus insulin growth factor 1 receptor beta 0.0337 0.3023 0.3023
Mycobacterium tuberculosis Probable conserved lipoprotein 0.0038 0.0149 0.0246
Loa Loa (eye worm) hypothetical protein 0.0023 0.0005 0.0005
Brugia malayi hypothetical protein 0.0039 0.0159 0.0159
Toxoplasma gondii cathepsin CPC1 0.0371 0.3349 1
Mycobacterium ulcerans esterase/lipase LipP 0.0038 0.0149 0.0413
Schistosoma mansoni dipeptidyl-peptidase I (C01 family) 0.0371 0.3349 0.3349
Loa Loa (eye worm) hypothetical protein 0.0038 0.0149 0.0149
Entamoeba histolytica hypothetical protein 0.0118 0.092 1
Giardia lamblia Dipeptidyl-peptidase I precursor 0.0371 0.3349 1
Trypanosoma cruzi DNA polymerase beta thumb, putative 0.0042 0.0189 0.0351
Echinococcus multilocularis Blood coagulation inhibitor, Disintegrin 0.014 0.1129 0.1129
Mycobacterium leprae conserved hypothetical protein 0.0038 0.0149 1
Trypanosoma cruzi mitochondrial DNA polymerase beta, putative 0.0298 0.2649 1
Schistosoma mansoni tyrosine kinase 0.0337 0.3023 0.3023
Trypanosoma cruzi hypothetical protein, conserved 0.0038 0.0149 0.0193
Schistosoma mansoni jumonji/arid domain-containing protein 0.0061 0.0373 0.0373
Schistosoma mansoni tyrosine kinase 0.063 0.5828 0.5828
Echinococcus multilocularis adam 17 protease 0.0223 0.1925 0.1925
Echinococcus granulosus beta LACTamase domain containing family member 0.0038 0.0149 0.0149
Echinococcus multilocularis beta LACTamase domain containing family member 0.0038 0.0149 0.0149
Brugia malayi CXXC zinc finger family protein 0.0062 0.0384 0.0384
Echinococcus granulosus epidermal growth factor receptor 0.063 0.5828 0.5828
Echinococcus granulosus Transcription factor JmjC domain containing protein 0.0058 0.0339 0.0339
Echinococcus granulosus pyruvate kinase 0.0033 0.01 0.01
Schistosoma mansoni pyruvate kinase 0.0033 0.01 0.01
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0056 0.0327 0.0327
Echinococcus multilocularis insulin growth factor 1 receptor beta 0.0337 0.3023 0.3023
Loa Loa (eye worm) TK/INSR protein kinase 0.0337 0.3023 0.3023
Loa Loa (eye worm) TK/EGFR protein kinase 0.1065 1 1
Schistosoma mansoni hypothetical protein 0.0563 0.5186 0.5186
Mycobacterium tuberculosis Conserved protein 0.0038 0.0149 0.0246
Schistosoma mansoni mixed-lineage leukemia protein mll 0.0132 0.1053 0.1053
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0147 0.1196 0.1196
Trypanosoma cruzi mitochondrial DNA polymerase beta, putative 0.0298 0.2649 1
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0118 0.092 0.092
Trypanosoma cruzi DNA polymerase beta thumb, putative 0.0042 0.0189 0.0351
Schistosoma mansoni hypothetical protein 0.0118 0.092 0.092
Trypanosoma cruzi mitochondrial DNA polymerase beta-PAK, putative 0.0141 0.1142 0.4086
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0038 0.0149 0.0149
Mycobacterium tuberculosis Conserved hypothetical protein 0.0157 0.1295 0.5966
Echinococcus granulosus insulin receptor 0.0337 0.3023 0.3023
Schistosoma mansoni tyrosine kinase 0.0624 0.5777 0.5777
Schistosoma mansoni jumonji domain containing protein 0.0058 0.0339 0.0339
Onchocerca volvulus 0.0038 0.0149 0.1737
Echinococcus multilocularis lysine specific demethylase 5A 0.0058 0.0339 0.0339
Mycobacterium tuberculosis Conserved protein 0.0038 0.0149 0.0246
Loa Loa (eye worm) hypothetical protein 0.0038 0.0149 0.0149
Loa Loa (eye worm) pyruvate kinase 0.0033 0.01 0.01
Brugia malayi Protein kinase domain containing protein 0.0337 0.3023 0.3023
Trichomonas vaginalis penicillin-binding protein, putative 0.0038 0.0149 0.0152
Brugia malayi Pyruvate kinase, M2 isozyme 0.0033 0.01 0.01
Brugia malayi Pyruvate kinase, muscle isozyme 0.0033 0.01 0.01
Toxoplasma gondii histone lysine methyltransferase SET1 0.0118 0.0918 0.2517
Schistosoma mansoni hypothetical protein 0.0038 0.0156 0.0156
Mycobacterium tuberculosis Probable lipase LipE 0.0038 0.0149 0.0246
Loa Loa (eye worm) hypothetical protein 0.0056 0.0327 0.0327
Trypanosoma cruzi mitochondrial DNA polymerase beta-PAK, putative 0.0051 0.0277 0.0696
Mycobacterium ulcerans fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE 0.0038 0.0149 0.0413
Brugia malayi metalloprotease disintegrin 16 with thrombospondin type I motif 0.0105 0.0797 0.0797
Trypanosoma brucei mitochondrial DNA polymerase beta 0.0298 0.2649 1
Echinococcus multilocularis a disintegrin and metalloproteinase with 0.0105 0.0797 0.0797
Trypanosoma brucei DNA polymerase beta thumb, putative 0.0042 0.0189 0.0351
Onchocerca volvulus 0.0062 0.0384 1
Schistosoma mansoni tyrosine kinase 0.1065 1 1
Plasmodium vivax hypothetical protein, conserved 0.0038 0.0149 0.0152
Plasmodium falciparum dipeptidyl aminopeptidase 1 0.0371 0.3349 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0147 0.1196 0.1196
Schistosoma mansoni tyrosine kinase 0.0624 0.5777 0.5777
Echinococcus multilocularis insulin receptor 0.0337 0.3023 0.3023
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0147 0.1196 0.1196
Mycobacterium tuberculosis Probable esterase LipL 0.0038 0.0149 0.0246
Schistosoma mansoni cpg binding protein 0.0066 0.0418 0.0418
Entamoeba histolytica hypothetical protein 0.0118 0.092 1
Echinococcus granulosus cpg binding protein 0.0066 0.0418 0.0418
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0147 0.1196 0.1196
Mycobacterium tuberculosis Probable hydrolase 0.0038 0.0149 0.0246
Echinococcus granulosus geminin 0.0563 0.5186 0.5186
Loa Loa (eye worm) pyruvate kinase-PB 0.0023 0.0005 0.0005
Trichomonas vaginalis esterase, putative 0.0038 0.0149 0.0152
Echinococcus granulosus lysine specific demethylase 5A 0.0061 0.0373 0.0373
Schistosoma mansoni jumonji/arid domain-containing protein 0.0061 0.0373 0.0373
Schistosoma mansoni tyrosine kinase 0.063 0.5828 0.5828
Brugia malayi jmjC domain containing protein 0.0061 0.0373 0.0373
Schistosoma mansoni ADAM17 peptidase (M12 family) 0.0223 0.1925 0.1925
Echinococcus multilocularis Transcription factor, JmjC domain containing protein 0.0058 0.0339 0.0339
Mycobacterium ulcerans lipase LipD 0.0038 0.0149 0.0413
Leishmania major hypothetical protein, conserved 0.0038 0.0149 0.0193
Echinococcus multilocularis geminin 0.0563 0.5186 0.5186
Trypanosoma cruzi mitochondrial DNA polymerase beta-PAK, putative 0.0042 0.0189 0.0351
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0147 0.1196 0.1196
Onchocerca volvulus 0.0038 0.0149 0.1737
Echinococcus multilocularis 0.0416 0.3775 0.3775
Loa Loa (eye worm) hypothetical protein 0.0038 0.0156 0.0156
Loa Loa (eye worm) pyruvate kinase 0.0033 0.01 0.01
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0147 0.1196 0.1196
Trypanosoma brucei mitochondrial DNA polymerase beta-PAK 0.0141 0.1142 0.4086
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0118 0.092 0.092
Echinococcus multilocularis pyruvate kinase 0.0033 0.01 0.01
Schistosoma mansoni cpg binding protein 0.0062 0.0384 0.0384
Loa Loa (eye worm) pyruvate kinase 0.0033 0.01 0.01
Echinococcus granulosus adam 0.0039 0.0159 0.0159
Schistosoma mansoni pyruvate kinase 0.0033 0.01 0.01
Mycobacterium ulcerans beta-lactamase 0.0038 0.0149 0.0413
Brugia malayi beta-lactamase family protein 0.0038 0.0149 0.0149
Toxoplasma gondii ABC1 family protein 0.0038 0.0149 0.0152
Echinococcus multilocularis adam 0.0039 0.0159 0.0159
Loa Loa (eye worm) hypothetical protein 0.0038 0.0149 0.0149

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 188 nM Inhibition of TACE ChEMBL. 20022498

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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