Detailed information for compound 330576

Basic information

Technical information
  • TDR Targets ID: 330576
  • Name: (2R)-2-[4-[4-(2-benzyl-1-benzothiophen-3-yl)p henyl]-2-bromophenoxy]-3-phenylpropanoic acid
  • MW: 619.567 | Formula: C36H27BrO3S
  • H donors: 1 H acceptors: 2 LogP: 10.4 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 2
  • SMILES: OC(=O)[C@H](Oc1ccc(cc1Br)c1ccc(cc1)c1c(Cc2ccccc2)sc2c1cccc2)Cc1ccccc1
  • InChi: 1S/C36H27BrO3S/c37-30-23-28(19-20-31(30)40-32(36(38)39)21-24-9-3-1-4-10-24)26-15-17-27(18-16-26)35-29-13-7-8-14-33(29)41-34(35)22-25-11-5-2-6-12-25/h1-20,23,32H,21-22H2,(H,38,39)/t32-/m1/s1
  • InChiKey: AEICCHBFXCKZBF-JGCGQSQUSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2R)-2-[4-[4-(2-benzylbenzothiophen-3-yl)phenyl]-2-bromo-phenoxy]-3-phenyl-propanoic acid
  • (2R)-2-[4-[4-(2-benzyl-3-benzothiophenyl)phenyl]-2-bromophenoxy]-3-phenylpropanoic acid
  • (2R)-2-[2-bromo-4-[4-[2-(phenylmethyl)-1-benzothiophen-3-yl]phenyl]phenoxy]-3-phenyl-propanoic acid
  • (2R)-2-[4-[4-(2-benzylbenzothiophen-3-yl)phenyl]-2-bromo-phenoxy]-3-phenyl-propionic acid
  • (2R)-2-[2-bromo-4-[4-[2-(phenylmethyl)-1-benzothiophen-3-yl]phenyl]phenoxy]-3-phenylpropanoic acid
  • (2R)-2-[2-bromo-4-[4-[2-(phenylmethyl)benzothiophen-3-yl]phenyl]phenoxy]-3-phenyl-propanoic acid
  • (2R)-2-[2-bromo-4-[4-[2-(phenylmethyl)-3-benzothiophenyl]phenyl]phenoxy]-3-phenylpropanoic acid
  • (2R)-2-[4-[4-[2-(benzyl)benzothiophen-3-yl]phenyl]-2-bromo-phenoxy]-3-phenyl-propionic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens protein tyrosine phosphatase, non-receptor type 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus multilocularis tyrosine protein phosphatase non receptor type Get druggable targets OG5_133865 All targets in OG5_133865
Echinococcus granulosus tyrosine protein phosphatase non receptor type Get druggable targets OG5_133865 All targets in OG5_133865
Schistosoma japonicum ko:K05696 protein tyrosine phosphatase, non-receptor type 1, putative Get druggable targets OG5_133865 All targets in OG5_133865
Schistosoma japonicum expressed protein Get druggable targets OG5_133865 All targets in OG5_133865
Brugia malayi Protein-tyrosine phosphatase containing protein Get druggable targets OG5_133865 All targets in OG5_133865
Schistosoma mansoni protein tyrosine phosphatase non-receptor type nt1 Get druggable targets OG5_133865 All targets in OG5_133865
Loa Loa (eye worm) protein-tyrosine phosphatase Get druggable targets OG5_133865 All targets in OG5_133865
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) protein-tyrosine phosphatase 0.0423 0.0604 0.0227
Echinococcus granulosus geranylgeranyl transferase type 2 subunit alpha 0.0705 0.1461 0.0912
Loa Loa (eye worm) hypothetical protein 0.272 0.7579 0.7482
Schistosoma mansoni calpain (C02 family) 0.1207 0.2985 0.2985
Trypanosoma cruzi kinesin, putative 0.0856 0.1919 0.1594
Trypanosoma brucei calpain-like protein, putative 0.1207 0.2985 1
Leishmania major cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like 0.1161 0.2844 0.9457
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.3518 1 1
Schistosoma mansoni protein tyrosine phosphatase non-receptor type nt1 0.0423 0.0604 0.0604
Toxoplasma gondii cathepsin B 0.1161 0.2844 0.4866
Loa Loa (eye worm) cathepsin B 0.1161 0.2844 0.2557
Schistosoma mansoni protein farnesyltransferase alpha subunit 0.272 0.7579 0.7579
Brugia malayi calpain family protein 1 0.3228 0.9121 0.9086
Echinococcus granulosus cathepsin b 0.3518 1 1
Trypanosoma brucei Protein prenyltransferase alpha subunit repeat, putative 0.0705 0.1461 0.4135
Trypanosoma brucei calpain-like protein, putative 0.1207 0.2985 1
Trypanosoma brucei Protein prenyltransferase alpha subunit repeat, putative 0.0705 0.1461 0.4135
Echinococcus multilocularis cathepsin b 0.3518 1 1
Leishmania major calpain, putative,cysteine peptidase, Clan CA, family C2, putative 0.1207 0.2985 1
Loa Loa (eye worm) calpain family protein 1 0.2372 0.6522 0.6382
Leishmania major calpain-like cysteine peptidase, putative,cysteine peptidase, Clan CA, family C2, putative 0.1207 0.2985 1
Trypanosoma cruzi protein farnesyltransferase alpha subunit, putative 0.0705 0.1461 0.1118
Giardia lamblia Cathepsin B precursor 0.1161 0.2844 0.2261
Schistosoma mansoni SmCB2 peptidase (C01 family) 0.3518 1 1
Loa Loa (eye worm) prenyltransferase alpha subunit repeat containing protein 0.272 0.7579 0.7482
Schistosoma mansoni hypothetical protein 0.0351 0.0386 0.0386
Echinococcus multilocularis hypothetical protein 0.1207 0.2985 0.2534
Schistosoma mansoni family C2 unassigned peptidase (C02 family) 0.3395 0.9628 0.9628
Giardia lamblia Cathepsin B precursor 0.1161 0.2844 0.2261
Loa Loa (eye worm) hypothetical protein 0.3518 1 1
Trypanosoma cruzi cysteine peptidase C (CPC), putative 0.3518 1 1
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.1207 0.2985 0.2704
Trypanosoma cruzi cysteine peptidase C (CPC), putative 0.1161 0.2844 0.2557
Schistosoma mansoni family C2 unassigned peptidase (C02 family) 0.3395 0.9628 0.9628
Schistosoma mansoni intracisternal A-particle retropepsin (A02 family) 0.1233 0.3063 0.3063
Echinococcus multilocularis calpain 0.1207 0.2985 0.2534
Toxoplasma gondii hypothetical protein 0.0705 0.1461 0.2128
Echinococcus granulosus calpain A 0.3396 0.963 0.9606
Leishmania major calpain-like cysteine peptidase, putative,cysteine peptidase, Clan CA, family C2, putative 0.1207 0.2985 1
Echinococcus multilocularis protein farnesyltransferase alpha subunit 0.272 0.7579 0.7423
Onchocerca volvulus 0.2021 0.5455 1
Echinococcus multilocularis family C2 unassigned peptidase (C02 family) 0.3395 0.9628 0.9604
Trypanosoma brucei protein farnesyltransferase alpha subunit, putative 0.0705 0.1461 0.4135
Echinococcus granulosus family C2 unassigned peptidase C02 family 0.3395 0.9628 0.9604
Plasmodium vivax calpain, putative 0.1207 0.2985 0.2492
Plasmodium falciparum protein farnesyltransferase subunit alpha 0.272 0.7579 1
Brugia malayi Protein prenyltransferase alpha subunit repeat containing protein 0.0705 0.1461 0.1118
Echinococcus granulosus protein farnesyltransferase alpha subunit 0.272 0.7579 0.7423
Echinococcus granulosus calpain 5 0.1207 0.2985 0.2534
Toxoplasma gondii hypothetical protein 0.2015 0.5437 1
Entamoeba histolytica protein farnesyltransferase alpha subunit, putative 0.272 0.7579 1
Trypanosoma brucei cysteine peptidase C (CPC) 0.1161 0.2844 0.9457
Schistosoma mansoni Mername-AA248 (C02 family) 0.1207 0.2985 0.2985
Echinococcus granulosus protein prenyltransferase alpha subunit 0.0705 0.1461 0.0912
Brugia malayi calpain 7 0.1207 0.2985 0.2704
Trypanosoma cruzi cysteine peptidase, Clan CA, family C2, putative 0.1207 0.2985 0.2704
Giardia lamblia Rab geranylgeranyltransferase 0.272 0.7579 1
Trypanosoma cruzi calpain cysteine peptidase, putative 0.1207 0.2985 0.2704
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.3518 1 1
Echinococcus multilocularis protein prenyltransferase alpha subunit 0.0705 0.1461 0.0912
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.1207 0.2985 0.2704
Echinococcus multilocularis geranylgeranyl transferase type 2 subunit alpha 0.0705 0.1461 0.0912
Trypanosoma brucei cysteine peptidase, Clan CA, family C2, putative 0.1207 0.2985 1
Trypanosoma cruzi hypothetical protein, conserved 0.0705 0.1461 0.1118
Schistosoma mansoni calpain C (C02 family) 0.1207 0.2985 0.2985
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative 0.2015 0.5437 0.7023
Trypanosoma cruzi Protein prenyltransferase alpha subunit repeat, putative 0.0705 0.1461 0.1118
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.1207 0.2985 0.2704
Schistosoma mansoni calpain-7 (C02 family) 0.1207 0.2985 0.2985
Entamoeba histolytica calpain large subunit domain III containing protein 0.0856 0.1919 0.2131
Loa Loa (eye worm) hypothetical protein 0.2021 0.5455 0.5273
Brugia malayi calpain family protein 1 0.3228 0.9121 0.9086
Loa Loa (eye worm) calpain family protein 1 0.3228 0.9121 0.9086
Loa Loa (eye worm) prenyltransferase alpha subunit repeat containing protein 0.0705 0.1461 0.1118
Echinococcus multilocularis calpain family protein 1, d 0.2372 0.6522 0.6298
Entamoeba histolytica protein kinase, putative 0.0856 0.1919 0.2131
Echinococcus multilocularis calpain 5 0.1207 0.2985 0.2534
Trypanosoma cruzi kinesin, putative 0.0856 0.1919 0.1594
Brugia malayi Protein-tyrosine phosphatase containing protein 0.0423 0.0604 0.0227
Plasmodium falciparum geranylgeranyl transferase type-2 subunit alpha, putative 0.0705 0.1461 0.1494
Loa Loa (eye worm) hypothetical protein 0.2877 0.8054 0.7976
Trypanosoma brucei calpain-like cysteine peptidase, putative 0.1207 0.2985 1
Leishmania major kinesin, putative 0.0856 0.1919 0.5897
Brugia malayi calpain 5 0.0856 0.1919 0.1594
Trypanosoma cruzi hypothetical protein, conserved 0.0705 0.1461 0.1118
Trypanosoma cruzi cysteine peptidase, Clan CA, family C2, putative 0.1207 0.2985 0.2704
Brugia malayi Protein prenyltransferase alpha subunit repeat containing protein 0.272 0.7579 0.7482
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.0705 0.1461 0.1494
Loa Loa (eye worm) hypothetical protein 0.3228 0.9121 0.9086
Schistosoma mansoni family C2 unassigned peptidase (C02 family) 0.3228 0.9121 0.9121
Loa Loa (eye worm) calpain 0.1207 0.2985 0.2704
Echinococcus granulosus cathepsin b 0.3518 1 1
Trypanosoma brucei calpain-like protein, putative 0.1207 0.2985 1
Plasmodium vivax prenyltransferase alpha subunit, putative 0.272 0.7579 1
Trypanosoma brucei hypothetical protein, conserved 0.0705 0.1461 0.4135
Trypanosoma brucei calpain-like protein, putative 0.1207 0.2985 1
Schistosoma mansoni rab geranylgeranyl transferase alpha subunit 0.0705 0.1461 0.1461
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.3518 1 1
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.1207 0.2985 0.2704
Schistosoma mansoni calpain-2 (C02 family) 0.0351 0.0386 0.0386
Echinococcus multilocularis cathepsin b 0.3518 1 1
Trypanosoma brucei kinesin, putative 0.0856 0.1919 0.5897
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.272 0.7579 1
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.272 0.7579 1
Trypanosoma cruzi cysteine peptidase, Clan CA, family C2, putative 0.1207 0.2985 0.2704
Trypanosoma cruzi protein farnesyltransferase alpha subunit, putative 0.0705 0.1461 0.1118
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.1207 0.2985 0.2704
Echinococcus multilocularis calpain 7 (C02 family) 0.1207 0.2985 0.2534
Loa Loa (eye worm) calpain 5 0.0856 0.1919 0.1594
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative 0.272 0.7579 1
Leishmania major protein farnesyltransferase alpha subunit, putative 0.0705 0.1461 0.4135
Echinococcus granulosus calpain 7 C02 family 0.1207 0.2985 0.2534
Trypanosoma cruzi cysteine peptidase, Clan CA, family C2, putative 0.1207 0.2985 0.2704
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.1161 0.2844 0.2844
Trichomonas vaginalis Clan CA, family C1, cathepsin B-like cysteine peptidase 0.1161 0.2844 0.3417
Echinococcus granulosus calpain 0.1207 0.2985 0.2534
Echinococcus granulosus calpain A 0.1207 0.2985 0.2534
Echinococcus multilocularis calpain A 0.3396 0.963 0.9606
Giardia lamblia Cathepsin B precursor 0.1161 0.2844 0.2261
Trypanosoma brucei antigen, putative 0.1207 0.2985 1
Entamoeba histolytica Rab geranylgeranyltransferase alpha subunit, putative 0.0705 0.1461 0.1494
Loa Loa (eye worm) hypothetical protein 0.2372 0.6522 0.6382
Schistosoma mansoni calpain-7 (C02 family) 0.1207 0.2985 0.2985

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = -1.23 Concentration required for 50% inhibition of tyrosine phosphatase 1B ChEMBL. 15537353
IC50 (binding) = 7.24 Binding affinity to human recombinant PTP1B ChEMBL. 20452766
IC50 (binding) = 0.058 uM In vitro inhibitory activity against human recombinant protein tyrosine phosphatase 1b (PTP1B) ChEMBL. 10753467
Log IC50 (binding) = 1.23 Concentration required for 50% inhibition of tyrosine phosphatase 1B ChEMBL. 15537353

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

3 literature references were collected for this gene.

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