Detailed information for compound 29515

Basic information

Technical information
  • TDR Targets ID: 29515
  • Name: methyl 5-fluoro-3-[[(2S)-3-methyl-2-(phenylme thoxycarbonylamino)butanoyl]amino]-4-oxopenta noate
  • MW: 396.41 | Formula: C19H25FN2O6
  • H donors: 2 H acceptors: 4 LogP: 2.14 Rotable bonds: 14
    Rule of 5 violations (Lipinski): 1
  • SMILES: COC(=O)CC(C(=O)CF)NC(=O)[C@H](C(C)C)NC(=O)OCc1ccccc1
  • InChi: 1S/C19H25FN2O6/c1-12(2)17(22-19(26)28-11-13-7-5-4-6-8-13)18(25)21-14(15(23)10-20)9-16(24)27-3/h4-8,12,14,17H,9-11H2,1-3H3,(H,21,25)(H,22,26)/t14?,17-/m0/s1
  • InChiKey: DPHACENAZHGWHS-JRZJBTRGSA-N  


Substructure search Similarity search

Network

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Synonyms

  • methyl 3-[[(2S)-2-(benzyloxycarbonylamino)-3-methyl-butanoyl]amino]-5-fluoro-4-oxo-pentanoate
  • 3-[[(2S)-2-(benzyloxycarbonylamino)-3-methyl-1-oxobutyl]amino]-5-fluoro-4-oxopentanoic acid methyl ester
  • methyl 5-fluoro-3-[[(2S)-3-methyl-2-(phenylmethoxycarbonylamino)butanoyl]amino]-4-oxo-pentanoate
  • 3-[[(2S)-2-(benzyloxycarbonylamino)-3-methyl-butanoyl]amino]-5-fluoro-4-keto-valeric acid methyl ester
  • 5-fluoro-3-[[(2S)-3-methyl-1-oxo-2-[[oxo-(phenylmethoxy)methyl]amino]butyl]amino]-4-oxopentanoic acid methyl ester

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens calpain 1, (mu/I) large subunit Starlite/ChEMBL References
Homo sapiens caspase 1, apoptosis-related cysteine peptidase Starlite/ChEMBL References
Homo sapiens caspase 3, apoptosis-related cysteine peptidase Starlite/ChEMBL References
Homo sapiens cathepsin B Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Loa Loa (eye worm) calpain family protein 1 Get druggable targets OG5_127139 All targets in OG5_127139
Echinococcus granulosus 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
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 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
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127139 All targets in OG5_127139
Onchocerca volvulus Get druggable targets OG5_127139 All targets in OG5_127139
Echinococcus multilocularis caspase Get druggable targets OG5_130238 All targets in OG5_130238
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma mansoni family C2 unassigned peptidase (C02 family) Get druggable targets OG5_127139 All targets in OG5_127139
Schistosoma japonicum Cathepsin B-like cysteine proteinase precursor, putative Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma mansoni family C2 unassigned peptidase (C02 family) Get druggable targets OG5_127139 All targets in OG5_127139
Schistosoma japonicum Cathepsin B-like cysteine proteinase precursor, putative Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma japonicum Calpain-A, putative Get druggable targets OG5_127139 All targets in OG5_127139
Schistosoma mansoni family C2 unassigned peptidase (C02 family) Get druggable targets OG5_127139 All targets in OG5_127139
Schistosoma japonicum Cathepsin B-like cysteine proteinase precursor, putative Get druggable targets OG5_127800 All targets in OG5_127800
Echinococcus multilocularis cathepsin b Get druggable targets OG5_127800 All targets in OG5_127800
Echinococcus multilocularis caspase 3 Get druggable targets OG5_130238 All targets in OG5_130238
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
Leishmania donovani cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Echinococcus multilocularis caspase 3, apoptosis cysteine peptidase Get druggable targets OG5_130238 All targets in OG5_130238
Toxoplasma gondii 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
Trypanosoma congolense cysteine peptidase C (CPC) 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
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
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
Schistosoma mansoni SmCB2 peptidase (C01 family) 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
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
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127139 All targets in OG5_127139
Loa Loa (eye worm) 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
Giardia lamblia Cathepsin B precursor 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
Trypanosoma cruzi cysteine peptidase C (CPC), putative Get druggable targets OG5_127800 All targets in OG5_127800
Echinococcus multilocularis calpain family protein 1, d Get druggable targets OG5_127139 All targets in OG5_127139
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127139 All targets in OG5_127139
Schistosoma mansoni cathepsin B-like peptidase (C01 family) Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma japonicum Calpain-1 catalytic subunit, putative Get druggable targets OG5_127139 All targets in OG5_127139
Echinococcus granulosus 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
Schistosoma mansoni caspase-7 (C14 family) Get druggable targets OG5_130238 All targets in OG5_130238
Loa Loa (eye worm) calpain family protein 1 Get druggable targets OG5_127139 All targets in OG5_127139
Schistosoma mansoni cathepsin B-like peptidase (C01 family) Get druggable targets OG5_127800 All targets in OG5_127800
Echinococcus multilocularis family C2 unassigned peptidase (C02 family) Get druggable targets OG5_127139 All targets in OG5_127139
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 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
Giardia lamblia Cathepsin B precursor Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma japonicum ko:K04397 caspase 7, apoptosis-related cysteine protease, putative Get druggable targets OG5_130238 All targets in OG5_130238
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma japonicum ko:K08585 calpain, invertebrate, putative Get druggable targets OG5_127139 All targets in OG5_127139
Echinococcus granulosus calpain A Get druggable targets OG5_127139 All targets in OG5_127139
Echinococcus granulosus caspase 3 Get druggable targets OG5_130238 All targets in OG5_130238
Brugia malayi calpain family protein 1 Get druggable targets OG5_127139 All targets in OG5_127139
Echinococcus granulosus family C2 unassigned peptidase C02 family Get druggable targets OG5_127139 All targets in OG5_127139
Giardia lamblia Cathepsin B precursor Get druggable targets OG5_127800 All targets in OG5_127800
Echinococcus granulosus caspase 3 apoptosis cysteine peptidase Get druggable targets OG5_130238 All targets in OG5_130238
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
Schistosoma japonicum ko:K02187 caspase 3, apoptosis-related cysteine protease, putative Get druggable targets OG5_130238 All targets in OG5_130238
Schistosoma japonicum Cathepsin B-like cysteine proteinase precursor, 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
Trichomonas vaginalis Clan CA, family C1, cathepsin B-like cysteine peptidase 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
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127139 All targets in OG5_127139
Echinococcus multilocularis calpain A Get druggable targets OG5_127139 All targets in OG5_127139
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
Echinococcus granulosus caspase Get druggable targets OG5_130238 All targets in OG5_130238
Brugia malayi cathepsin B-like cysteine proteinase Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma mansoni caspase-3 (C14 family) Get druggable targets OG5_130238 All targets in OG5_130238
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Brugia malayi calpain family protein 1 Get druggable targets OG5_127139 All targets in OG5_127139
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 %
Echinococcus granulosus caspase 8 caspase 1, apoptosis-related cysteine peptidase 383 aa 312 aa 26.6 %
Plasmodium falciparum dipeptidyl aminopeptidase 1 cathepsin B 339 aa 368 aa 26.9 %
Echinococcus granulosus calpain A calpain 1, (mu/I) large subunit 714 aa 753 aa 31.7 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) cathepsin B 0.0055 0.1101 0.1101
Echinococcus granulosus caspase 2 0.0103 0.4981 0.4602
Leishmania major cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like 0.0055 0.1101 1
Schistosoma mansoni subfamily C14A unassigned peptidase (C14 family) 0.0053 0.0996 0.0316
Schistosoma mansoni caspase-7 (C14 family) 0.0103 0.4981 0.4602
Loa Loa (eye worm) hypothetical protein 0.0053 0.0996 0.0996
Echinococcus multilocularis caspase 0.0141 0.803 0.7905
Toxoplasma gondii cathepsin B 0.0055 0.1101 1
Schistosoma mansoni family C2 unassigned peptidase (C02 family) 0.0069 0.2227 0.164
Onchocerca volvulus Cell death protein 3 homolog 0.0103 0.4981 1
Plasmodium vivax metacaspase 1, putative 0.0053 0.0996 0.5
Echinococcus multilocularis caspase 3 0.0088 0.3751 0.3354
Echinococcus granulosus caspase 0.0141 0.803 0.7881
Echinococcus granulosus caspase 8 0.0053 0.0996 0.0316
Loa Loa (eye worm) hypothetical protein 0.0066 0.1988 0.1988
Echinococcus multilocularis cathepsin b 0.0166 1 1
Echinococcus multilocularis caspase 8 0.0053 0.0996 0.0424
Echinococcus granulosus family C2 unassigned peptidase C02 family 0.0069 0.2227 0.164
Brugia malayi calpain family protein 1 0.0066 0.1988 0.1383
Loa Loa (eye worm) hypothetical protein 0.0058 0.1391 0.1391
Schistosoma mansoni family C2 unassigned peptidase (C02 family) 0.0066 0.1988 0.1383
Loa Loa (eye worm) hypothetical protein 0.005 0.0702 0.0702
Echinococcus multilocularis caspase 3, apoptosis cysteine peptidase 0.0141 0.803 0.7905
Giardia lamblia Cathepsin B precursor 0.0055 0.1101 0.5
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0166 1 1
Plasmodium vivax hypothetical protein, conserved 0.0053 0.0996 0.5
Echinococcus multilocularis family C2 unassigned peptidase (C02 family) 0.0069 0.2227 0.1733
Echinococcus multilocularis apoptotic protease activating factor 1 0.005 0.0702 0.0111
Plasmodium falciparum metacaspase-like protein 0.0053 0.0996 0.5
Trypanosoma cruzi cysteine peptidase C (CPC), putative 0.0055 0.1101 0.0116
Loa Loa (eye worm) calpain family protein 1 0.0048 0.0598 0.0598
Loa Loa (eye worm) hypothetical protein 0.0103 0.4981 0.4981
Brugia malayi calpain family protein 1 0.0066 0.1988 0.1383
Echinococcus granulosus calpain A 0.0069 0.2227 0.164
Echinococcus granulosus caspase 3 apoptosis cysteine peptidase 0.0141 0.803 0.7881
Echinococcus multilocularis calpain A 0.0069 0.2227 0.1733
Brugia malayi mucosa associated lymphoid tissue lymphoma translocation protein 1 0.0053 0.0996 0.0316
Echinococcus granulosus cathepsin b 0.0166 1 1
Echinococcus granulosus caspase 3 0.0088 0.3751 0.3279
Brugia malayi Cell death protein 3 precursor 0.0103 0.4981 0.4602
Loa Loa (eye worm) hypothetical protein 0.0166 1 1
Loa Loa (eye worm) calpain family protein 1 0.0066 0.1988 0.1988
Loa Loa (eye worm) hypothetical protein 0.0048 0.0598 0.0598
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0166 1 1
Schistosoma mansoni caspase-7 (C14 family) 0.0141 0.803 0.7881
Schistosoma mansoni SmCB2 peptidase (C01 family) 0.0166 1 1
Trypanosoma brucei cysteine peptidase C (CPC) 0.0055 0.1101 1
Echinococcus multilocularis cathepsin b 0.0166 1 1
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0166 1 1
Trypanosoma cruzi cysteine peptidase C (CPC), putative 0.0166 1 1
Echinococcus multilocularis caspase 2 0.0103 0.4981 0.4662
Echinococcus granulosus cathepsin b 0.0166 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin B-like cysteine peptidase 0.0055 0.1101 1
Schistosoma mansoni family C2 unassigned peptidase (C02 family) 0.0069 0.2227 0.164
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0055 0.1101 0.0429
Giardia lamblia Cathepsin B precursor 0.0055 0.1101 0.5
Plasmodium falciparum metacaspase 1 0.0053 0.0996 0.5
Onchocerca volvulus 0.005 0.0702 0.141
Giardia lamblia Cathepsin B precursor 0.0055 0.1101 0.5
Schistosoma mansoni caspase-3 (C14 family) 0.0141 0.803 0.7881

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) uM Compound was evaluated for its inhibitory activity against the Caspase-7 enzyme; ND = Not Determined ChEMBL. 14980679
IC50 (binding) uM Compound was evaluated for its inhibitory activity against the Caspase-8 enzyme; ND = Not Determined ChEMBL. 14980679
IC50 (binding) uM Compound was evaluated for its inhibitory activity against the Caspase-6 enzyme; ND = Not Determined ChEMBL. 14980679
IC50 (binding) uM Compound was evaluated for its inhibitory activity against the Caspase-9 enzyme; ND = Not Determined ChEMBL. 14980679
IC50 (binding) 0 uM Compound was evaluated for its inhibitory activity against the Caspase-6 enzyme; ND = Not Determined ChEMBL. 14980679
IC50 (binding) 0 uM Compound was evaluated for its inhibitory activity against the Caspase-7 enzyme; ND = Not Determined ChEMBL. 14980679
IC50 (binding) 0 uM Compound was evaluated for its inhibitory activity against the Caspase-8 enzyme; ND = Not Determined ChEMBL. 14980679
IC50 (binding) 0 uM Compound was evaluated for its inhibitory activity against the Caspase-9 enzyme; ND = Not Determined ChEMBL. 14980679
IC50 (binding) = 0.12 uM Compound was evaluated for its inhibitory activity against the Calpain-1 enzyme ChEMBL. 14980679
IC50 (binding) = 0.12 uM Compound was evaluated for its inhibitory activity against the Calpain-1 enzyme ChEMBL. 14980679
IC50 (binding) = 0.3 uM Compound was evaluated for its inhibitory activity against Cathepsin B ChEMBL. 14980679
IC50 (binding) = 0.3 uM Compound was evaluated for its inhibitory activity against Cathepsin B ChEMBL. 14980679
IC50 (binding) = 0.9 uM Compound was evaluated for its inhibitory activity against the Caspase-1 enzyme ChEMBL. 14980679
IC50 (binding) = 0.9 uM Compound was evaluated for its inhibitory activity against the Caspase-1 enzyme ChEMBL. 14980679
IC50 (binding) = 1.1 uM Inhibitory activity against human recombinant Caspase-3 enzyme ChEMBL. 14980679
IC50 (binding) = 1.1 uM Inhibitory activity against human recombinant Caspase-3 enzyme ChEMBL. 14980679
IC50 (binding) > 100 uM Compound was evaluated for its inhibitory activity against the Thrombin ChEMBL. 14980679
IC50 (binding) > 100 uM Compound was evaluated for its inhibitory activity against the Coagulation factor X ChEMBL. 14980679
IC50 (binding) > 100 uM Compound was evaluated for its inhibitory activity against the Thrombin ChEMBL. 14980679
IC50 (binding) > 100 uM Compound was evaluated for its inhibitory activity against the Coagulation factor X ChEMBL. 14980679

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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