Detailed information for compound 1268856

Basic information

Technical information
  • TDR Targets ID: 1268856
  • Name: SMR000200373
  • MW: 453.486 | Formula: C28H23NO5
  • H donors: 1 H acceptors: 3 LogP: 5.01 Rotable bonds: 11
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(OCc1cccc(c1)C(=O)Oc1ccccc1)CCC(=O)Nc1cccc2c1cccc2
  • InChi: 1S/C28H23NO5/c30-26(29-25-15-7-10-21-9-4-5-14-24(21)25)16-17-27(31)33-19-20-8-6-11-22(18-20)28(32)34-23-12-2-1-3-13-23/h1-15,18H,16-17,19H2,(H,29,30)
  • InChiKey: DSPFSXGNWQIDHU-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • phenyl 3-({[4-(1-naphthylamino)-4-oxobutanoyl]oxy}methyl)benzoate
  • MLS000581134

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Sus scrofa Calpain 2 Starlite/ChEMBL No references
Homo sapiens tumor protein p53 Starlite/ChEMBL No references
Homo sapiens muscleblind-like splicing regulator 1 Starlite/ChEMBL No references
Homo sapiens microtubule-associated protein tau Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_132352 All targets in OG5_132352
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127139 All targets in OG5_127139
Echinococcus granulosus microtubule associated protein 2 Get druggable targets OG5_133504 All targets in OG5_133504
Echinococcus multilocularis microtubule associated protein 2 Get druggable targets OG5_133504 All targets in OG5_133504
Schistosoma japonicum Calpain-1 catalytic subunit, putative Get druggable targets OG5_127139 All targets in OG5_127139
Schistosoma japonicum ko:K04380 microtubule-associated protein tau, putative Get druggable targets OG5_133504 All targets in OG5_133504
Schistosoma japonicum Calpain-A, putative Get druggable targets OG5_127139 All targets in OG5_127139
Echinococcus granulosus tumor protein p63 Get druggable targets OG5_140038 All targets in OG5_140038
Echinococcus multilocularis 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_132352 All targets in OG5_132352
Echinococcus multilocularis tumor protein p63 Get druggable targets OG5_140038 All targets in OG5_140038
Brugia malayi calpain family protein 1 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
Brugia malayi Muscleblind-like protein Get druggable targets OG5_132352 All targets in OG5_132352
Loa Loa (eye worm) calpain family protein 1 Get druggable targets OG5_127139 All targets in OG5_127139
Echinococcus multilocularis calpain A 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
Onchocerca volvulus 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
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127139 All targets in OG5_127139
Echinococcus multilocularis muscleblind protein Get druggable targets OG5_132352 All targets in OG5_132352
Echinococcus granulosus calpain A Get druggable targets OG5_127139 All targets in OG5_127139
Brugia malayi calpain family protein 1 Get druggable targets OG5_127139 All targets in OG5_127139
Echinococcus granulosus muscleblind protein Get druggable targets OG5_132352 All targets in OG5_132352
Echinococcus multilocularis calpain family protein 1, d 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
Schistosoma mansoni family C2 unassigned peptidase (C02 family) Get druggable targets OG5_127139 All targets in OG5_127139
Echinococcus multilocularis muscleblind protein 1 Get druggable targets OG5_132352 All targets in OG5_132352
Schistosoma mansoni family C2 unassigned peptidase (C02 family) 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
Loa Loa (eye worm) calpain family protein 1 Get druggable targets OG5_127139 All targets in OG5_127139
Schistosoma mansoni microtubule-associated protein tau Get druggable targets OG5_133504 All targets in OG5_133504
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus multilocularis calpain Calpain 2   324 aa 320 aa 31.9 %
Plasmodium vivax hypothetical protein, conserved Calpain 2   324 aa 277 aa 19.9 %
Schistosoma mansoni calpain C (C02 family) Calpain 2   324 aa 319 aa 27.3 %
Schistosoma mansoni calpain (C02 family) Calpain 2   324 aa 318 aa 24.2 %
Echinococcus granulosus calpain A Calpain 2   324 aa 297 aa 27.6 %
Echinococcus granulosus calpain Calpain 2   324 aa 322 aa 31.7 %
Schistosoma japonicum Calpain-9, putative Calpain 2   324 aa 275 aa 27.6 %
Echinococcus multilocularis hypothetical protein Calpain 2   324 aa 297 aa 27.9 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Toxoplasma gondii phosphatidylinositol 3- and 4-kinase 0.0261 0.0103 0.3253
Entamoeba histolytica phosphatidylinositol3-kinaseTor2, putative 0.0351 0.0316 0.0952
Loa Loa (eye worm) hypothetical protein 0.0238 0.0047 0.008
Trypanosoma brucei phosphatidylinositol 4-kinase alpha, putative 0.0261 0.0103 0.1198
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.1067 0.2017 0.6075
Toxoplasma gondii non-specific serine/threonine protein kinase 0.0238 0.0047 0.1478
Entamoeba histolytica phosphatidylinositol-4,5-bisphosphate 3-kinase, putative 0.0261 0.0103 0.031
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Schistosoma mansoni phosphatidylinositol 4-kinase 0.0261 0.0103 0.0156
Trypanosoma cruzi phosphatidylinositol 4-kinase alpha, putative 0.0261 0.0103 0.031
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.0749 0.1261 0.3799
Entamoeba histolytica phosphatidylinositol 3-kinase 1, putative 0.151 0.3071 0.925
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0351 0.0316 0.0952
Echinococcus granulosus phosphatidylinositol 3 kinase catalytic subunit 0.0261 0.0103 0.0103
Giardia lamblia Phosphoinositide-3-kinase, class 3 0.0423 0.0486 0.1558
Echinococcus granulosus FKBP12 rapamycin complex associated protein 0.0351 0.0316 0.0316
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.0579 0.0858 0.2585
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Trypanosoma brucei phosphatidylinositol 3-related kinase, putative 0.0351 0.0316 0.3684
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0351 0.0316 0.0952
Schistosoma mansoni phosphatidylinositol-45-bisphosphate 3-kinase catalytic subunit alpha PI3K 0.0261 0.0103 0.0156
Brugia malayi phosphatidylinositol 4-kinase, catalytic, alpha polypeptide 0.0261 0.0103 0.031
Trypanosoma cruzi target of rapamycin kinase 3 0.0351 0.0316 0.0952
Echinococcus multilocularis FKBP12 rapamycin complex associated protein 0.0351 0.0316 0.0316
Loa Loa (eye worm) phosphatidylinositol 3 0.0474 0.0609 0.1046
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Echinococcus multilocularis phosphatidylinositol 4 kinase alpha 0.0261 0.0103 0.0103
Echinococcus multilocularis phosphatidylinositol 4 phosphate 3 kinase C2 0.1067 0.2017 0.2017
Echinococcus granulosus tumor protein p63 0.0408 0.0451 0.0451
Trichomonas vaginalis phosphatidylinositol 3-kinase catalytic subunit alpha, beta, delta, putative 0.1127 0.2161 0.6511
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.1615 0.332 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Trypanosoma cruzi phosphatidylinositol 3-kinase vps34-like 0.0579 0.0858 0.2585
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Trypanosoma brucei Phosphatidylinositol 3-kinase tor1 0.0351 0.0316 0.3684
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Echinococcus multilocularis DNA dependent protein kinase catalytic subunit 0.4425 1 1
Entamoeba histolytica phosphatidylinositol 4-kinase, putative 0.0261 0.0103 0.031
Trypanosoma brucei FAT domain/Rapamycin binding domain/Phosphatidylinositol 3- and 4-kinase, putative 0.0238 0.0047 0.0544
Plasmodium falciparum phosphatidylinositol 3-kinase 0.0261 0.0103 0.5
Leishmania major phosphatidylinositol 3-related kinase, putative 0.0351 0.0316 0.0653
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Echinococcus granulosus phosphatidylinositol 45 bisphosphate 3 kinase 0.2985 0.6578 0.6578
Brugia malayi phosphoinositide 3'-hydroxykinase p110-alpha subunit, putative 0.1371 0.2739 0.8252
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Trypanosoma cruzi phosphatidylinositol 3-related kinase, putative 0.0351 0.0316 0.0952
Schistosoma mansoni phosphatidylinositol-45-bisphosphate 3-kinase catalytic subunit alpha PI3K 0.0579 0.0858 0.1305
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Trichomonas vaginalis phosphatidylinositol 3-kinase catalytic subunit gamma, putative 0.1615 0.332 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Echinococcus multilocularis phosphatidylinositol 4,5 bisphosphate 3 kinase 0.2985 0.6578 0.6578
Trypanosoma brucei target of rapamycin kinase 3, putative 0.0351 0.0316 0.3684
Trypanosoma cruzi Phosphatidylinositol 3-kinase tor1 0.0351 0.0316 0.0952
Echinococcus multilocularis microtubule associated protein 2 0.0833 0.1462 0.1462
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Echinococcus granulosus phosphatidylinositol 4 kinase alpha 0.0261 0.0103 0.0103
Leishmania major target of rapamycin kinase (TOR) kinase 3 0.0351 0.0316 0.0653
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.0579 0.0858 0.2585
Echinococcus multilocularis phosphatidylinositol 3 and 4 kinase 0.0351 0.0316 0.0316
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0579 0.0858 0.2585
Trichomonas vaginalis phosphatidylinositol 3-kinase class, putative 0.0579 0.0858 0.2585
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Loa Loa (eye worm) hypothetical protein 0.0548 0.0785 0.1348
Trypanosoma cruzi hypothetical protein, conserved 0.1532 0.3122 0.9405
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Schistosoma mansoni ataxia telangiectasia mutated (atm)-related 0.0351 0.0316 0.0481
Echinococcus granulosus microtubule associated protein 2 0.0833 0.1462 0.1462
Trichomonas vaginalis phosphatidylinositol kinase, putative 0.0261 0.0103 0.031
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Loa Loa (eye worm) phosphatidylinositol 3 0.0351 0.0316 0.0543
Plasmodium vivax phosphatidylinositol 3-kinase, putative 0.0261 0.0103 0.5
Trichomonas vaginalis phosphatidylinositol kinase, putative 0.0579 0.0858 0.2585
Trypanosoma cruzi phosphatidylinositol 3-related kinase, putative 0.0351 0.0316 0.0952
Echinococcus multilocularis Zinc finger, PHD finger 0.0261 0.0103 0.0103
Trypanosoma cruzi phosphatidylinositol 3-kinase 2, putative 0.1615 0.332 1
Entamoeba histolytica FKBP-rapamycin associated protein (FRAP), putative 0.0351 0.0316 0.0952
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Trypanosoma cruzi Phosphatidylinositol 3-kinase tor2 0.0351 0.0316 0.0952
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Trichomonas vaginalis PIKK family atypical protein kinase 0.0238 0.0047 0.0141
Loa Loa (eye worm) phosphatidylinositol 4-kinase type 3 alpha isoform 1 0.0261 0.0103 0.0177
Trichomonas vaginalis phosphatidylinositol kinase, putative 0.1615 0.332 1
Trichomonas vaginalis phosphatidylinositol 3-kinase class, putative 0.1127 0.2161 0.6511
Trypanosoma brucei phosphatidylinositol 4-kinase, putative 0.0351 0.0316 0.3684
Schistosoma mansoni phosphatidylinositol-45-bisphosphate 3-kinase catalytic subunit alpha PI3K 0.2985 0.6578 1
Trichomonas vaginalis phosphatidylinositol 4-kinase, putative 0.0261 0.0103 0.031
Entamoeba histolytica hypothetical protein 0.1297 0.2564 0.7724
Loa Loa (eye worm) phosphatidylinositol 3 0.0351 0.0316 0.0543
Trypanosoma brucei phosphatidylinositol 3-kinase, putative 0.0351 0.0316 0.3684
Leishmania major hypothetical protein, conserved 0.1636 0.3371 1
Trypanosoma cruzi phosphatidylinositol 3-kinase 2, putative 0.1615 0.332 1
Leishmania major phosphatidylinositol 3-kinase, putative 0.0351 0.0316 0.0653
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Trypanosoma cruzi phosphatidylinositol 4-kinase alpha, putative 0.0261 0.0103 0.031
Trichomonas vaginalis phopsphatidylinositol 3-kinase, drosophila, putative 0.1615 0.332 1
Trichomonas vaginalis phosphatidylinositol 3-kinase class, putative 0.0261 0.0103 0.031
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.1615 0.332 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Echinococcus granulosus phosphatidylinositol 4 phosphate 3 kinase C2 0.1067 0.2017 0.2017
Trichomonas vaginalis conserved hypothetical protein 0.0238 0.0047 0.0141
Toxoplasma gondii phosphatidylinositol 3- and 4-kinase 0.0261 0.0103 0.3253
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Trypanosoma cruzi phosphatidylinositol 3-kinase, putative 0.0474 0.0609 0.1835
Schistosoma mansoni microtubule-associated protein tau 0.0833 0.1462 0.2223
Loa Loa (eye worm) phosphatidylinositol 3 0.2668 0.5822 1
Leishmania major target of rapamycin (TOR) kinase 1, putative 0.0351 0.0316 0.0653
Giardia lamblia Phosphoinositide-3-kinase, catalytic, alpha polypeptide 0.081 0.1406 1
Leishmania major target of rapamycin (TOR) kinase 2, putative 0.0351 0.0316 0.0653
Trypanosoma brucei phosphatidylinositol 3-kinase, putative 0.0579 0.0858 1
Trichomonas vaginalis phosphatidylinositol 3-kinase catalytic subunit alpha, beta, delta, putative 0.0579 0.0858 0.2585
Loa Loa (eye worm) hypothetical protein 0.1067 0.2017 0.3464
Echinococcus multilocularis tumor protein p63 0.0408 0.0451 0.0451
Echinococcus granulosus phosphatidylinositol 3 and 4 kinase 0.0351 0.0316 0.0316
Toxoplasma gondii target of rapamycin (TOR), putative 0.0351 0.0316 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Trichomonas vaginalis PIKK family atypical protein kinase 0.0351 0.0316 0.0952
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.1297 0.2564 0.7724
Schistosoma mansoni phosphatidylinositol 3-and 4-kinase 0.0351 0.0316 0.0481

Activities

Activity type Activity value Assay description Source Reference
AC50 (functional) = 23.469 uM PUBCHEM_BIOASSAY: Bacterial Growth Inhibition Counterscreen using BacTiter-Glo Measured in Microorganism System Using Plate Reader - 2093-02_Inhibitor_Dose_CherryPick_Activity. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488938] ChEMBL. No reference
AC50 (functional) = 211.919 uM PUBCHEM_BIOASSAY: High Throughput Screen for Tat Transport Inhibitors Measured in Microorganism System Using Plate Reader - 2093-01_Inhibitor_Dose_CherryPick_Activity_Set2. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488938] ChEMBL. No reference
IC50 (functional) < 0.4 um PUBCHEM_BIOASSAY: Dose Response Confirmation for Calpain Inhibitors. (Class of assay: confirmatory) [Related pubchem assays: 1236 (Primary screen preceding this confirmatory assay.)] ChEMBL. No reference
Potency (binding) 1 uM PubChem BioAssay. qHTS Assay for Inhibitors of MBNL1-poly(CUG) RNA binding. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 2.8184 uM PUBCHEM_BIOASSAY: qHTS assay for re-activators of p53 using a Luc reporter. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504709] ChEMBL. No reference
Potency (functional) = 3.9811 um PUBCHEM_BIOASSAY: qHTS for Inhibitors of Tau Fibril Formation, Fluorescence Polarization. (Class of assay: confirmatory) [Related pubchem assays: 596 ] ChEMBL. No reference
Potency (functional) 8.2753 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 96 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488745, AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) 21.3313 uM PUBCHEM_BIOASSAY: qHTS profiling assay for firefly luciferase inhibitor/activator using purified enzyme and Km concentrations of substrates (counterscreen for miR-21 project). (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID2288, AID2289, AID2598, AID411] ChEMBL. No reference
Potency (functional) = 25.1189 um PUBCHEM_BIOASSAY: Counterscreen qHTS for Inhibitors of Tau Fibril Formation, Fluorescence Polarization. This assay monitors tau fibrillation by fluorescence polarization (FP) of Alexa 594-labeled K18 P301L, which does not fibrillize readily but incorporates into growing filaments of unlabeled tau. (Class of assay: confirmatory) [Related pubchem assays: 596 ] 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
Potency (functional) 112.2018 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of Polymerase Iota. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588623] 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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