Detailed information for compound 51728

Basic information

Technical information
  • TDR Targets ID: 51728
  • Name: benzyl (2S,3S)-1-benzoyl-3-[(4-hydroxyphenyl) methyl]-4-oxoazetidine-2-carboxylate
  • MW: 415.438 | Formula: C25H21NO5
  • H donors: 1 H acceptors: 4 LogP: 3.96 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: Oc1ccc(cc1)C[C@@H]1C(=O)N([C@@H]1C(=O)OCc1ccccc1)C(=O)c1ccccc1
  • InChi: 1S/C25H21NO5/c27-20-13-11-17(12-14-20)15-21-22(25(30)31-16-18-7-3-1-4-8-18)26(24(21)29)23(28)19-9-5-2-6-10-19/h1-14,21-22,27H,15-16H2/t21-,22-/m0/s1
  • InChiKey: VNICUMLGVZWIGM-VXKWHMMOSA-N  


Substructure search Similarity search

Network

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Synonyms

  • benzyl (2S,3S)-1-benzoyl-3-[(4-hydroxyphenyl)methyl]-4-oxo-azetidine-2-carboxylate
  • (2S,3S)-1-benzoyl-3-[(4-hydroxyphenyl)methyl]-4-oxo-2-azetidinecarboxylic acid benzyl ester
  • phenylmethyl (2S,3S)-3-[(4-hydroxyphenyl)methyl]-4-oxo-1-(phenylcarbonyl)azetidine-2-carboxylate
  • (2S,3S)-1-benzoyl-3-(4-hydroxybenzyl)-4-keto-azetidine-2-carboxylic acid benzyl ester
  • phenylmethyl (2S,3S)-1-(benzoyl)-3-[(4-hydroxyphenyl)methyl]-4-oxoazetidine-2-carboxylate
  • phenylmethyl (2S,3S)-1-(benzoyl)-3-[(4-hydroxyphenyl)methyl]-4-oxo-azetidine-2-carboxylate
  • (2S,3S)-3-[(4-hydroxyphenyl)methyl]-4-oxo-1-(oxo-phenylmethyl)-2-azetidinecarboxylic acid phenylmethyl ester
  • (2S,3S)-1-(benzoyl)-3-(4-hydroxybenzyl)-4-keto-azetidine-2-carboxylic acid benzyl ester
  • phenylmethyl (2S,3S)-3-[(4-hydroxyphenyl)methyl]-4-oxo-1-phenylcarbonyl-azetidine-2-carboxylate

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens folate hydrolase (prostate-specific membrane antigen) 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum ko:K01301 glutamate carboxypeptidase II [EC3.4.17.21], putative Get druggable targets OG5_128101 All targets in OG5_128101
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128101 All targets in OG5_128101
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128101 All targets in OG5_128101
Schistosoma mansoni NAALADASE L peptidase (M28 family) Get druggable targets OG5_128101 All targets in OG5_128101
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128101 All targets in OG5_128101
Candida albicans hypothetical protein Get druggable targets OG5_128101 All targets in OG5_128101
Echinococcus multilocularis n acetylated alpha linked acidic dipeptidase 2 Get druggable targets OG5_128101 All targets in OG5_128101
Candida albicans similar to transferrin receptor Get druggable targets OG5_128101 All targets in OG5_128101
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0029 0.0374 0.0374
Loa Loa (eye worm) TK protein kinase 0.0363 1 1
Schistosoma mansoni vesicular amine transporter 0.0029 0.0374 0.027
Echinococcus multilocularis basement membrane specific heparan sulfate 0.0029 0.0374 0.0386
Loa Loa (eye worm) hypothetical protein 0.0033 0.049 0.049
Brugia malayi Immunoglobulin I-set domain containing protein 0.0038 0.064 0.0276
Schistosoma mansoni cell adhesion molecule 0.0033 0.049 0.0391
Loa Loa (eye worm) hypothetical protein 0.0029 0.0374 0.0374
Echinococcus multilocularis basic fibroblast growth factor receptor 1 A 0.0352 0.9699 1
Onchocerca volvulus Tyrosine kinase homolog 0.0016 0 0.5
Echinococcus multilocularis fibroblast growth factor receptor 4 0.0352 0.9699 1
Loa Loa (eye worm) hypothetical protein 0.0029 0.0374 0.0374
Loa Loa (eye worm) hypothetical protein 0.0029 0.0374 0.0374
Echinococcus multilocularis neuroglian 0.0039 0.0676 0.0697
Schistosoma mansoni NAALADASE L peptidase (M28 family) 0.0107 0.2626 0.2619
Echinococcus granulosus neurotracting:lsamp:neurotrimin:obcam 0.0033 0.049 0.0505
Loa Loa (eye worm) hypothetical protein 0.0152 0.3931 0.3931
Loa Loa (eye worm) hypothetical protein 0.0043 0.0791 0.0791
Echinococcus granulosus roundabout 2 0.0043 0.0791 0.0816
Loa Loa (eye worm) hypothetical protein 0.0029 0.0374 0.0374
Schistosoma mansoni nephrin 0.0039 0.0676 0.0585
Echinococcus granulosus basic fibroblast growth factor receptor 1 A 0.0352 0.9699 1
Echinococcus granulosus fibroblast growth factor receptor 4 0.0352 0.9699 1
Schistosoma mansoni tyrosine kinase 0.0352 0.9699 1
Echinococcus multilocularis n acetylated alpha linked acidic dipeptidase 2 0.0163 0.4244 0.4376
Loa Loa (eye worm) hypothetical protein 0.0043 0.0791 0.0791
Echinococcus granulosus defective proboscis extension response 0.0029 0.0374 0.0386
Echinococcus granulosus Immunoglobulin 0.0029 0.0374 0.0386
Loa Loa (eye worm) hypothetical protein 0.0167 0.4359 0.4359
Loa Loa (eye worm) hypothetical protein 0.0029 0.0374 0.0374
Echinococcus granulosus twitchin 0.0039 0.0676 0.0697
Schistosoma mansoni defective proboscis extension response (dpr)-related 0.0029 0.0374 0.027
Echinococcus multilocularis Immunoglobulin 0.0029 0.0374 0.0386
Echinococcus multilocularis roundabout 2 0.0043 0.0791 0.0816
Loa Loa (eye worm) hypothetical protein 0.0111 0.274 0.274
Echinococcus multilocularis Immunoglobulin 0.0029 0.0374 0.0386
Echinococcus granulosus neuroglian 0.0039 0.0676 0.0697
Loa Loa (eye worm) TK/KIN16 protein kinase 0.0038 0.064 0.064
Schistosoma mansoni Neurotrimin precursor (hNT) 0.0029 0.0374 0.027

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 9.14 uM Inhibition of Prostate specific antigen PSA (Serine Protease) ChEMBL. 11334560
IC50 (binding) = 9.14 uM Inhibition of Prostate specific antigen PSA (Serine Protease) ChEMBL. 11334560

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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