Detailed information for compound 1357925
Basic information
Technical information
- TDR Targets ID: 1357925
- Name: 4-[2-[(E)-[3-[2-[(4-methoxyphenyl)amino]-2-ox oethyl]-2,4-dioxo-1,3-thiazolidin-5-ylidene]m ethyl]pyrrol-1-yl]benzoic acid
- MW: 477.489 | Formula: C24H19N3O6S
-
H donors: 2
H acceptors: 5
LogP: 3.21
Rotable bonds: 8
Rule of 5 violations (Lipinski): 1 - SMILES: COc1ccc(cc1)NC(=O)CN1C(=O)S/C(=C/c2cccn2c2ccc(cc2)C(=O)O)/C1=O
- InChi: 1S/C24H19N3O6S/c1-33-19-10-6-16(7-11-19)25-21(28)14-27-22(29)20(34-24(27)32)13-18-3-2-12-26(18)17-8-4-15(5-9-17)23(30)31/h2-13H,14H2,1H3,(H,25,28)(H,30,31)/b20-13+
- InChiKey: WYDOJXDGAYAMSS-DEDYPNTBSA-N
Network
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Synonyms
- 4-[2-[(E)-[3-[2-[(4-methoxyphenyl)amino]-2-oxo-ethyl]-2,4-dioxo-thiazolidin-5-ylidene]methyl]pyrrol-1-yl]benzoic acid
- 4-[2-[(E)-[3-[2-[(4-methoxyphenyl)amino]-2-oxoethyl]-2,4-dioxo-5-thiazolidinylidene]methyl]-1-pyrrolyl]benzoic acid
- 4-[2-[(E)-[2,4-diketo-3-[2-keto-2-[(4-methoxyphenyl)amino]ethyl]thiazolidin-5-ylidene]methyl]pyrrol-1-yl]benzoic acid
- 4-[2-[(E)-[3-[2-[(4-methoxyphenyl)amino]-2-oxo-ethyl]-2,4-dioxo-1,3-thiazolidin-5-ylidene]methyl]pyrrol-1-yl]benzoic acid
- AO-081/42039032
Targets
Known targets for this compound
| Species | Target name | Source | Bibliographic reference |
|---|---|---|---|
| Trypanosoma brucei gambiense | ATP-dependent phosphofructokinase,6-phospho-1-fructokinase | No references | |
| Homo sapiens | tyrosyl-DNA phosphodiesterase 1 | Starlite/ChEMBL | No references |
| Homo sapiens | bromodomain adjacent to zinc finger domain, 2B | Starlite/ChEMBL | No references |
| Homo sapiens | APEX nuclease (multifunctional DNA repair enzyme) 1 | Starlite/ChEMBL | No references |
| Trypanosoma brucei | ATP-dependent 6-phosphofructokinase, glycosomal | Starlite/ChEMBL | No references |
| Homo sapiens | ubiquitin-like modifier activating enzyme 2 | Starlite/ChEMBL | No references |
| Homo sapiens | SUMO1 activating enzyme subunit 1 | No references |
Predicted pathogen targets for this compound
By orthology
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 |
|---|---|---|---|---|
| Brugia malayi | Bromodomain containing protein | 0.0046 | 0.2267 | 0.2168 |
| Loa Loa (eye worm) | 6-phosphofructokinase | 0.0131 | 1 | 1 |
| Treponema pallidum | diphosphate--fructose-6-phosphate 1-phosphotransferase | 0.0131 | 1 | 1 |
| Loa Loa (eye worm) | hypothetical protein | 0.0085 | 0.5828 | 0.5828 |
| Echinococcus multilocularis | zinc finger protein | 0.0024 | 0.021 | 0.0086 |
| Echinococcus multilocularis | transcription factor Dp 1 | 0.0046 | 0.2257 | 0.2159 |
| Trichomonas vaginalis | phosphofructokinase, putative | 0.0035 | 0.1285 | 0.1175 |
| Trypanosoma cruzi | tyrosyl-DNA Phosphodiesterase (Tdp1), putative | 0.008 | 0.5311 | 0.5251 |
| Loa Loa (eye worm) | hypothetical protein | 0.0052 | 0.2744 | 0.2744 |
| Echinococcus multilocularis | bromodomain adjacent to zinc finger domain | 0.0043 | 0.2007 | 0.1905 |
| Treponema pallidum | diphosphate--fructose-6-phosphate 1-phosphotransferase | 0.0035 | 0.1285 | 0.1175 |
| Echinococcus multilocularis | 6 phosphofructokinase | 0.0131 | 1 | 1 |
| Plasmodium vivax | 6-phosphofructokinase, putative | 0.0035 | 0.1285 | 0.3592 |
| Echinococcus granulosus | fetal alzheimer antigen falz | 0.0027 | 0.0536 | 0.0416 |
| Echinococcus granulosus | SUMO activating enzyme subunit 1 | 0.0058 | 0.3355 | 0.3271 |
| Entamoeba histolytica | pyrophosphate-dependent phosphofructokinase | 0.0035 | 0.1285 | 0.1175 |
| Loa Loa (eye worm) | hypothetical protein | 0.0049 | 0.2534 | 0.2534 |
| Echinococcus granulosus | tyrosyl DNA phosphodiesterase 1 | 0.008 | 0.5311 | 0.5251 |
| Echinococcus granulosus | 6 phosphofructokinase | 0.0131 | 1 | 1 |
| Giardia lamblia | Pyrophosphate-fructose 6-phosphate 1-phosphotransferase alpha subunit | 0.0035 | 0.1285 | 1 |
| Trypanosoma brucei | ATP-dependent 6-phosphofructokinase, glycosomal | 0.0131 | 1 | 1 |
| Loa Loa (eye worm) | PHD-finger family protein | 0.0025 | 0.0326 | 0.0326 |
| Entamoeba histolytica | phosphofructokinase, putative | 0.0131 | 1 | 1 |
| Schistosoma mansoni | hypothetical protein | 0.0025 | 0.0326 | 0.0203 |
| Schistosoma mansoni | bromodomain containing protein | 0.0076 | 0.5011 | 0.4948 |
| Plasmodium vivax | ubiquitin activating enzyme, putative | 0.0058 | 0.3355 | 1 |
| Brugia malayi | PHD-finger family protein | 0.003 | 0.0796 | 0.0679 |
| Trypanosoma brucei | ubiquitin-activating enzyme E1, putative | 0.0038 | 0.1544 | 0.1436 |
| Echinococcus multilocularis | bromodomain adjacent to zinc finger domain | 0.0072 | 0.4618 | 0.4549 |
| Leishmania major | ubiquitin-activating enzyme-like protein | 0.0038 | 0.1544 | 0.1436 |
| Trichomonas vaginalis | phosphofructokinase, putative | 0.0035 | 0.1285 | 0.1175 |
| Trypanosoma cruzi | ubiquitin-activating enzyme, putative | 0.0033 | 0.1057 | 0.0944 |
| Trypanosoma cruzi | tyrosyl-DNA Phosphodiesterase (Tdp1), putative | 0.008 | 0.5311 | 0.5251 |
| Leishmania major | tyrosyl-DNA phosphodiesterase 1 | 0.008 | 0.5311 | 0.5251 |
| Brugia malayi | Bromodomain containing protein | 0.0091 | 0.6298 | 0.6251 |
| Schistosoma mansoni | acetyl-CoA C-acetyltransferase | 0.0027 | 0.0536 | 0.0416 |
| Entamoeba histolytica | phosphofructokinase, putative | 0.0131 | 1 | 1 |
| Toxoplasma gondii | phosphofructokinase PFKII | 0.0035 | 0.1285 | 0.3592 |
| Echinococcus multilocularis | SUMO activating enzyme subunit 1 | 0.0058 | 0.3355 | 0.3271 |
| Trichomonas vaginalis | phosphofructokinase, putative | 0.0131 | 1 | 1 |
| Brugia malayi | 6-phosphofructokinase | 0.0131 | 1 | 1 |
| Echinococcus granulosus | bromodomain adjacent to zinc finger domain | 0.0043 | 0.2007 | 0.1905 |
| Echinococcus multilocularis | SUMO activating enzyme subunit 2 | 0.0038 | 0.1544 | 0.1436 |
| Entamoeba histolytica | phosphofructokinase, putative | 0.0131 | 1 | 1 |
| Trichomonas vaginalis | phosphofructokinase, putative | 0.0035 | 0.1285 | 0.1175 |
| Mycobacterium leprae | PROBABLE 6-PHOSPHOFRUCTOKINASE PFKA (PHOSPHOHEXOKINASE) (PHOSPHOFRUCTOKINASE) | 0.0131 | 1 | 0.5 |
| Trichomonas vaginalis | phosphofructokinase, putative | 0.0131 | 1 | 1 |
| Echinococcus granulosus | transcription factor Dp 1 | 0.0046 | 0.2257 | 0.2159 |
| Mycobacterium ulcerans | 6-phosphofructokinase | 0.0131 | 1 | 1 |
| Loa Loa (eye worm) | tyrosyl-DNA phosphodiesterase | 0.008 | 0.5311 | 0.5311 |
| Trypanosoma brucei | tyrosyl-DNA Phosphodiesterase (Tdp1), putative | 0.008 | 0.5311 | 0.5251 |
| Toxoplasma gondii | phosphofructokinase domain-containing protein | 0.0035 | 0.1285 | 0.3592 |
| Plasmodium falciparum | ATP-dependent 6-phosphofructokinase | 0.0035 | 0.1285 | 0.3592 |
| Echinococcus multilocularis | tyrosyl DNA phosphodiesterase 1 | 0.008 | 0.5311 | 0.5251 |
| Loa Loa (eye worm) | exodeoxyribonuclease III family protein | 0.0023 | 0.0125 | 0.0125 |
| Trichomonas vaginalis | phosphofructokinase, putative | 0.0131 | 1 | 1 |
| Trichomonas vaginalis | phosphofructokinase, putative | 0.0035 | 0.1285 | 0.1175 |
| Schistosoma mansoni | 6-phosphofructokinase | 0.0131 | 1 | 1 |
| Schistosoma mansoni | zinc finger protein | 0.0024 | 0.021 | 0.0086 |
| Echinococcus multilocularis | fetal alzheimer antigen, falz | 0.0027 | 0.0536 | 0.0416 |
| Brugia malayi | Tyrosyl-DNA phosphodiesterase family protein | 0.008 | 0.5311 | 0.5251 |
| Toxoplasma gondii | ThiF family protein | 0.0038 | 0.1544 | 0.4392 |
| Schistosoma mansoni | tyrosyl-DNA phosphodiesterase | 0.008 | 0.5311 | 0.5251 |
| Trichomonas vaginalis | 6-phosphofructokinase, putative | 0.0035 | 0.1285 | 0.1175 |
| Plasmodium vivax | 6-phosphofructokinase, putative | 0.0035 | 0.1285 | 0.3592 |
| Schistosoma mansoni | sumo-1-activating enzyme E1a | 0.0058 | 0.3355 | 0.3271 |
| Wolbachia endosymbiont of Brugia malayi | exonuclease III | 0.0023 | 0.0125 | 0.5 |
| Echinococcus granulosus | sumo-activating enzyme subunit 2 | 0.0038 | 0.1544 | 0.1436 |
| Toxoplasma gondii | 6-phosphofructokinase | 0.0035 | 0.1285 | 0.3592 |
| Brugia malayi | ThiF family protein | 0.0038 | 0.1544 | 0.1436 |
| Mycobacterium tuberculosis | Probable 6-phosphofructokinase PfkA (phosphohexokinase) (phosphofructokinase) | 0.0131 | 1 | 1 |
| Schistosoma mansoni | sumo-1-activating enzyme E1a | 0.0053 | 0.2868 | 0.2778 |
| Chlamydia trachomatis | fructose-6-phosphate phosphotransferase | 0.0035 | 0.1285 | 0.5 |
| Schistosoma mansoni | 6-phosphofructokinase | 0.0131 | 1 | 1 |
| Loa Loa (eye worm) | phosphofructokinase | 0.0131 | 1 | 1 |
| Plasmodium falciparum | SUMO-activating enzyme subunit 1 | 0.0058 | 0.3355 | 1 |
| Trypanosoma cruzi | ubiquitin-activating enzyme, putative | 0.0038 | 0.1544 | 0.1436 |
| Trypanosoma cruzi | ATP-dependent 6-phosphofructokinase, glycosomal | 0.0131 | 1 | 1 |
| Echinococcus granulosus | bromodomain adjacent to zinc finger domain | 0.0072 | 0.4618 | 0.4549 |
| Trichomonas vaginalis | phosphofructokinase, putative | 0.0035 | 0.1285 | 0.1175 |
| Loa Loa (eye worm) | hypothetical protein | 0.0046 | 0.2274 | 0.2274 |
| Chlamydia trachomatis | fructose-6-phosphate phosphotransferase | 0.0035 | 0.1285 | 0.5 |
| Brugia malayi | ThiF family protein | 0.0058 | 0.3355 | 0.3271 |
| Plasmodium falciparum | ATP-dependent 6-phosphofructokinase | 0.0035 | 0.1285 | 0.3592 |
| Loa Loa (eye worm) | 6-phosphofructokinase | 0.0131 | 1 | 1 |
| Loa Loa (eye worm) | hypothetical protein | 0.0058 | 0.3355 | 0.3355 |
| Leishmania major | ATP-dependent phosphofructokinase | 0.0131 | 1 | 1 |
| Entamoeba histolytica | tyrosyl-DNA phosphodiesterase, putative | 0.008 | 0.5311 | 0.5251 |
| Brugia malayi | 6-phosphofructokinase | 0.0131 | 1 | 1 |
| Trichomonas vaginalis | phosphofructokinase, putative | 0.0035 | 0.1285 | 0.1175 |
| Plasmodium vivax | SUMO-activating enzyme subunit 2, putative | 0.0038 | 0.1544 | 0.4392 |
| Trichomonas vaginalis | phosphofructokinase, putative | 0.0131 | 1 | 1 |
| Plasmodium falciparum | SUMO-activating enzyme subunit 2 | 0.0038 | 0.1544 | 0.4392 |
| Loa Loa (eye worm) | ThiF family protein | 0.0038 | 0.1544 | 0.1544 |
| Echinococcus granulosus | zinc finger protein | 0.0024 | 0.021 | 0.0086 |
| Toxoplasma gondii | hypothetical protein | 0.0058 | 0.3355 | 1 |
| Schistosoma mansoni | ubiquitin-activating enzyme E1b | 0.0038 | 0.1544 | 0.1436 |
Activities
| Activity type | Activity value | Assay description | Source | Reference |
|---|---|---|---|---|
| IC50 (functional) | = 5.52 uM | PUBCHEM_BIOASSAY: AlphaScreen confirmatory assay for validation of inhibitors of SUMOylation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID2006, AID2011, AID2069, AID2614, AID2658] | ChEMBL. | No reference |
| IC50 (binding) | = 10.54 uM | PUBCHEM_BIOASSAY: uHTS HTRF assay for identification of inhibitors of SUMOylation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID2011, AID2018, AID2069, AID2614, AID2658] | ChEMBL. | No reference |
| Potency (functional) | 1.6834 uM | PubChem BioAssay. qHTS Assay for Inhibitors of the Human Apurinic/apyrimidinic Endonuclease 1 (APE1). (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | 9.5283 uM | PUBCHEM_BIOASSAY: qHTS Assay to Find Inhibitors of T. brucei phosphofructokinase. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488768, AID492961] | ChEMBL. | No reference |
| Potency (functional) | 17.7828 uM | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of BAZ2B. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504391] | ChEMBL. | No reference |
| Potency (functional) | 18.526 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) | 19.0115 uM | PUBCHEM_BIOASSAY: Tb PFK orthogonal confirmatory assay using ATP depletion (Kinase-Glo Plus) as an alternative measure of Tb PFK activity: Hit Validation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488768] | ChEMBL. | No reference |
| Potency (binding) | = 19.9526 um | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Tyrosyl-DNA Phosphodiesterase (TDP1). (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | 22.3872 uM | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Histone Lysine Methyltransferase G9a. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504404] | ChEMBL. | No reference |
| Potency (functional) | 25.1189 uM | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of GCN5L2. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504398] | ChEMBL. | No reference |
| Potency (functional) | = 28.1838 um | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Bloom's syndrome helicase (BLM). (Class of assay: confirmatory) [Related pubchem assays: 593 (Fluorescein region spectral profiling screen), 2386 (Probe Development Summary for Inhibitors of Bloom's syndrome helicase (BLM)), 594 (Rhodamine region spectral profiling screen), 2364 (qHTS Validation Assay for Inhibitors of Bloom's syndrome helicase (BLM))] | ChEMBL. | No reference |
| Potency (functional) | 30.1313 uM | PUBCHEM_BIOASSAY: Inhibitors of T. brucei phosphofructokinase: Hit Validation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488768] | 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.
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
- ChEMBL: CHEMBL1480342
Bibliographic References
No literature references available for this target.
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