Detailed information for compound 52456

Basic information

Technical information
  • TDR Targets ID: 52456
  • Name: (2S)-3-phenyl-2-[[(2S)-3-phenyl-2-(phenylmeth oxycarbonylamino)propanoyl]amino]propanoic ac id
  • MW: 446.495 | Formula: C26H26N2O5
  • H donors: 3 H acceptors: 4 LogP: 4.36 Rotable bonds: 13
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(N[C@H](C(=O)N[C@H](C(=O)O)Cc1ccccc1)Cc1ccccc1)OCc1ccccc1
  • InChi: 1S/C26H26N2O5/c29-24(27-23(25(30)31)17-20-12-6-2-7-13-20)22(16-19-10-4-1-5-11-19)28-26(32)33-18-21-14-8-3-9-15-21/h1-15,22-23H,16-18H2,(H,27,29)(H,28,32)(H,30,31)/t22-,23-/m0/s1
  • InChiKey: JNRHNGGTJOBXHL-GOTSBHOMSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2S)-2-[[(2S)-2-(benzyloxycarbonylamino)-3-phenyl-propanoyl]amino]-3-phenyl-propanoic acid
  • (2S)-2-[[(2S)-2-(benzyloxycarbonylamino)-1-oxo-3-phenylpropyl]amino]-3-phenylpropanoic acid
  • (2S)-2-[[(2S)-2-(benzyloxycarbonylamino)-3-phenyl-propanoyl]amino]-3-phenyl-propionic acid
  • (2S)-2-[[(2S)-1-oxo-2-[[oxo-(phenylmethoxy)methyl]amino]-3-phenylpropyl]amino]-3-phenylpropanoic acid
  • 13122-91-3
  • 3-Phenyl-N-(3-phenyl-N-((phenylmethoxy)carbonyl)-L-alanyl)-L-alanine
  • EINECS 236-051-2

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens cathepsin B Starlite/ChEMBL No references
Homo sapiens calpain 2, (m/II) large subunit Starlite/ChEMBL No references
Homo sapiens GNAS complex locus Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
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
Brugia malayi calpain family protein 1 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
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Echinococcus granulosus family C2 unassigned peptidase C02 family 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
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma japonicum Cathepsin B-like cysteine proteinase precursor, putative Get druggable targets OG5_127800 All targets in OG5_127800
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain Get druggable targets OG5_131088 All targets in OG5_131088
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
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative Get druggable targets OG5_131088 All targets in OG5_131088
Loa Loa (eye worm) cathepsin B 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 calpain A Get druggable targets OG5_127139 All targets in OG5_127139
Echinococcus multilocularis family C2 unassigned peptidase (C02 family) Get druggable targets OG5_127139 All targets in OG5_127139
Echinococcus multilocularis calpain A 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 Cathepsin B-like cysteine proteinase precursor, putative 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
Loa Loa (eye worm) calpain family protein 1 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 ko:K08585 calpain, invertebrate, putative Get druggable targets OG5_127139 All targets in OG5_127139
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
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 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
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
Brugia malayi calpain family protein 1 Get druggable targets OG5_127139 All targets in OG5_127139
Brugia malayi cathepsin B-like cysteine proteinase 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
Echinococcus multilocularis cathepsin b 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 multilocularis guanine nucleotide binding protein G(s) subunit Get druggable targets OG5_131088 All targets in OG5_131088
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
Schistosoma japonicum ko:K01363 cathepsin B [EC3.4.22.1], putative 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 mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
Toxoplasma gondii cathepsin B 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 family protein 1, d 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 guanine nucleotide binding protein Gs subunit Get druggable targets OG5_131088 All targets in OG5_131088
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
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 Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
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 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 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 ko:K04632 guanine nucleotide binding protein (G protein), alpha stimulating, putative Get druggable targets OG5_131088 All targets in OG5_131088
Neospora caninum Cathepsin B-like protease (Precursor), related Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
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
Echinococcus multilocularis cathepsin b 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
Schistosoma mansoni cathepsin B-like peptidase (C01 family) Get druggable targets OG5_127800 All targets in OG5_127800
Onchocerca volvulus Get druggable targets OG5_127139 All targets in OG5_127139
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
Echinococcus granulosus cathepsin b 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
Schistosoma japonicum Cathepsin B-like cysteine proteinase precursor, putative 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
Trichomonas vaginalis Clan CA, family C1, cathepsin B-like cysteine peptidase Get druggable targets OG5_127800 All targets in OG5_127800
Echinococcus granulosus guanine nucleotide binding protein Gs subunit Get druggable targets OG5_131088 All targets in OG5_131088
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
Loa Loa (eye worm) hypothetical protein 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
Echinococcus granulosus calpain A calpain 2, (m/II) large subunit 622 aa 663 aa 31.2 %
Schistosoma mansoni GTP-binding protein alpha subunit gna GNAS complex locus 394 aa 450 aa 28.7 %
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
Trypanosoma cruzi cysteine peptidase, Clan CA, family C2, putative 0.0025 0.0503 0.0503
Loa Loa (eye worm) hypothetical protein 0.0058 0.276 0.276
Brugia malayi calpain 7 0.0025 0.0503 0.0503
Leishmania major cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like 0.0055 0.2517 1
Brugia malayi calpain family protein 1 0.0066 0.3263 0.3263
Brugia malayi calpain family protein 1 0.0066 0.3263 0.3263
Trypanosoma cruzi calpain cysteine peptidase, putative 0.0025 0.0503 0.0503
Echinococcus multilocularis cathepsin b 0.0166 1 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0055 0.2551 0.2157
Entamoeba histolytica calpain large subunit domain III containing protein 0.0017 0 0.5
Loa Loa (eye worm) calpain family protein 1 0.0048 0.2094 0.2094
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0055 0.2551 0.2551
Loa Loa (eye worm) hypothetical protein 0.0066 0.3263 0.3263
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.0025 0.0503 0.0503
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.0025 0.0503 0.0503
Toxoplasma gondii cathepsin B 0.0055 0.2517 0.5
Loa Loa (eye worm) calpain family protein 1 0.0066 0.3263 0.3263
Onchocerca volvulus 0.0041 0.1591 0.5
Trypanosoma cruzi cysteine peptidase, Clan CA, family C2, putative 0.0025 0.0503 0.0503
Trypanosoma brucei calpain-like cysteine peptidase, putative 0.0025 0.0503 0.1997
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.0025 0.0503 0.0503
Loa Loa (eye worm) cathepsin B 0.0055 0.2517 0.2517
Echinococcus multilocularis family C2 unassigned peptidase (C02 family) 0.0069 0.3464 0.3118
Trypanosoma brucei calpain-like protein, putative 0.0025 0.0503 0.1997
Trypanosoma brucei cysteine peptidase, Clan CA, family C2, putative 0.0025 0.0503 0.1997
Giardia lamblia Cathepsin B precursor 0.0055 0.2517 0.5
Leishmania major calpain, putative,cysteine peptidase, Clan CA, family C2, putative 0.0025 0.0503 0.1997
Leishmania major calpain-like cysteine peptidase, putative,cysteine peptidase, Clan CA, family C2, putative 0.0025 0.0503 0.1997
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0055 0.2551 0.2157
Leishmania major calpain-like cysteine peptidase, putative,cysteine peptidase, Clan CA, family C2, putative 0.0025 0.0503 0.1997
Echinococcus granulosus cathepsin b 0.0166 1 1
Trypanosoma brucei calpain-like protein, putative 0.0025 0.0503 0.1997
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.0025 0.0503 0.0503
Echinococcus granulosus cathepsin b 0.0166 1 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.2551 0.2157
Trypanosoma brucei cysteine peptidase C (CPC) 0.0055 0.2517 1
Echinococcus multilocularis cathepsin b 0.0166 1 1
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0166 1 1
Trypanosoma brucei antigen, putative 0.0025 0.0503 0.1997
Entamoeba histolytica protein kinase, putative 0.0017 0 0.5
Trypanosoma cruzi cysteine peptidase, Clan CA, family C2, putative 0.0025 0.0503 0.0503
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0055 0.2551 0.2551
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0166 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin B-like cysteine peptidase 0.0055 0.2517 0.5
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.0025 0.0503 0.0503
Echinococcus multilocularis calpain A 0.0069 0.3464 0.3118
Giardia lamblia Cathepsin B precursor 0.0055 0.2517 0.5
Trypanosoma cruzi cysteine peptidase C (CPC), putative 0.0166 1 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0055 0.2551 0.2157
Schistosoma mansoni SmCB2 peptidase (C01 family) 0.0166 1 1
Schistosoma mansoni family C2 unassigned peptidase (C02 family) 0.0066 0.3263 0.2906
Loa Loa (eye worm) hypothetical protein 0.0041 0.1591 0.1591
Schistosoma mansoni family C2 unassigned peptidase (C02 family) 0.0069 0.3464 0.3118
Giardia lamblia Cathepsin B precursor 0.0055 0.2517 0.5
Schistosoma mansoni family C2 unassigned peptidase (C02 family) 0.0069 0.3464 0.3118
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.2551 0.2157
Trypanosoma cruzi cysteine peptidase C (CPC), putative 0.0055 0.2517 0.2517
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0055 0.2517 0.2121
Loa Loa (eye worm) hypothetical protein 0.0048 0.2094 0.2094
Trypanosoma brucei calpain-like protein, putative 0.0025 0.0503 0.1997
Trypanosoma brucei calpain-like protein, putative 0.0025 0.0503 0.1997
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0055 0.2551 0.2157
Trypanosoma cruzi cysteine peptidase, Clan CA, family C2, putative 0.0025 0.0503 0.0503
Loa Loa (eye worm) calpain 0.0025 0.0503 0.0503
Loa Loa (eye worm) hypothetical protein 0.0166 1 1
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0166 1 1
Echinococcus granulosus family C2 unassigned peptidase C02 family 0.0069 0.3464 0.3118
Echinococcus granulosus calpain A 0.0069 0.3464 0.3118
Echinococcus multilocularis calpain family protein 1, d 0.0048 0.2094 0.1675
Plasmodium vivax calpain, putative 0.0025 0.0503 0.5
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.2551 0.2157

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.74 nM Compound was tested for its inhibitory activity against cathepsin L ChEMBL. No reference
IC50 (binding) = 69.7 nM Compound was tested for its inhibitory activity against cathepsin B ChEMBL. No reference
IC50 (binding) = 69.7 nM Compound was tested for its inhibitory activity against cathepsin B ChEMBL. No reference
IC50 (binding) = 104 nM Compound was tested for its inhibitory activity against Calpain 2 ChEMBL. No reference
IC50 (binding) = 104 nM Compound was tested for its inhibitory activity against Calpain 2 ChEMBL. No reference
Inhibition (binding) % Compound was tested for its inhibitory activity against alpha-chymotrypsin at concentration less than 1000 ng/ml; no inhibition ChEMBL. No reference
Inhibition (binding) 0 % Compound was tested for its inhibitory activity against alpha-chymotrypsin at concentration less than 1000 ng/ml; no inhibition ChEMBL. No reference
Potency (functional) 2.0787 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 48 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) 10 uM PubChem BioAssay. qHTS for Agonist of gsp, the Etiologic Mutation Responsible for Fibrous Dysplasia/McCune-Albright Syndrome: qHTS. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 89.1251 uM PUBCHEM_BIOASSAY: HTS for Inhibitors of HP1-beta Chromodomain Interactions with Methylated Histone Tails. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488962] ChEMBL. No reference
Ratio (binding) = 94.2 Ratio of Inhibitory activity against cathepsin B/cathepsin L ChEMBL. No reference
Ratio (binding) = 94.2 Ratio of Inhibitory activity against cathepsin B/cathepsin L ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23

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

No literature references available for this target.

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