Detailed information for compound 368644
Basic information
Technical information
- TDR Targets ID: 368644
- Name: 2-[4-(2,5-dimethylpyrrol-1-yl)phenyl]acetic a cid
- MW: 229.274 | Formula: C14H15NO2
-
H donors: 1
H acceptors: 2
LogP: 2.58
Rotable bonds: 3
Rule of 5 violations (Lipinski): 1 - SMILES: OC(=O)Cc1ccc(cc1)n1c(C)ccc1C
- InChi: 1S/C14H15NO2/c1-10-3-4-11(2)15(10)13-7-5-12(6-8-13)9-14(16)17/h3-8H,9H2,1-2H3,(H,16,17)
- InChiKey: OJKIUURDWZWFAM-UHFFFAOYSA-N
Network
Hover on a compound node to display the structore
Synonyms
- 2-[4-(2,5-dimethyl-1-pyrrolyl)phenyl]acetic acid
- 2-[4-(2,5-dimethylpyrrol-1-yl)phenyl]ethanoic acid
- AG-690/13508196
- [4-(2,5-dimethyl-1H-pyrrol-1-yl)phenyl]acetic acid
- ChemDiv2_000574
- Oprea1_430537
- Oprea1_575327
- CBMicro_005721
- BIM-0005448.P001
- BAS 01305912
- [4-(2,5-Dimethyl-pyrrol-1-yl)-phenyl]-acetic acid
- ST5008602
Targets
Known targets for this compound
| Species | Target name | Source | Bibliographic reference |
|---|---|---|---|
| Bacillus anthracis | Anthrax lethal factor | Starlite/ChEMBL | References |
| Homo sapiens | cathepsin B | Starlite/ChEMBL | References |
Predicted pathogen targets for this compound
By orthology
By sequence similarity to non orthologous known druggable targets
| Species | Potential target | Known druggable target | Length | Alignment span | Identity |
|---|---|---|---|---|---|
| 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 |
|---|---|---|---|---|
| Schistosoma mansoni | cathepsin B-like peptidase (C01 family) | 0.0166 | 0.5 | 0.5 |
| Echinococcus granulosus | cathepsin b | 0.0166 | 0.5 | 0.5 |
| Echinococcus granulosus | cathepsin b | 0.0166 | 0.5 | 0.5 |
| Loa Loa (eye worm) | hypothetical protein | 0.0166 | 0.5 | 0.5 |
| Schistosoma mansoni | cathepsin B-like peptidase (C01 family) | 0.0166 | 0.5 | 0.5 |
| Schistosoma mansoni | SmCB2 peptidase (C01 family) | 0.0166 | 0.5 | 0.5 |
| Schistosoma mansoni | cathepsin B-like peptidase (C01 family) | 0.0166 | 0.5 | 0.5 |
| Echinococcus multilocularis | cathepsin b | 0.0166 | 0.5 | 0.5 |
| Echinococcus multilocularis | cathepsin b | 0.0166 | 0.5 | 0.5 |
| Trypanosoma cruzi | cysteine peptidase C (CPC), putative | 0.0166 | 0.5 | 0.5 |
Activities
| Activity type | Activity value | Assay description | Source | Reference |
|---|---|---|---|---|
| Activity (binding) | Inhibition of porcine aminopeptidase M at 155 uM | ChEMBL. | 16913712 | |
| Activity (binding) | Inhibition of human chymotrypsin at 155 uM | ChEMBL. | 16913712 | |
| Activity (binding) | Inhibition of human MMP9 at 155 uM | ChEMBL. | 16913712 | |
| Activity (binding) | 0 | Inhibition of human MMP9 at 155 uM | ChEMBL. | 16913712 |
| Activity (binding) | 0 | Inhibition of human chymotrypsin at 155 uM | ChEMBL. | 16913712 |
| Activity (binding) | 0 | Inhibition of porcine aminopeptidase M at 155 uM | ChEMBL. | 16913712 |
| CC50 (ADMET) | = 203.84 uM | Cytotoxicity against human MT2 cells after 4 days by XTT assay | ChEMBL. | 19053778 |
| IC50 (binding) | = 7.6 uM | Inhibition of Anthrax lethal factor activity by microplate assay | ChEMBL. | 16913712 |
| IC50 (binding) | = 7.6 uM | Inhibition of Anthrax lethal factor activity by microplate assay | ChEMBL. | 16913712 |
| IC50 (binding) | = 10.1 uM | Inhibition of human cathepsin B | ChEMBL. | 16913712 |
| IC50 (binding) | = 10.1 uM | Inhibition of human cathepsin B | ChEMBL. | 16913712 |
| IC50 (binding) | = 60.5 uM | Inhibition of human plasma kallikrein | ChEMBL. | 16913712 |
| IC50 (binding) | = 60.5 uM | Inhibition of human plasma kallikrein | ChEMBL. | 16913712 |
| IC50 (binding) | = 124.9 uM | Inhibition of human neutrohil elastase | ChEMBL. | 16913712 |
| IC50 (binding) | = 124.9 uM | Inhibition of human neutrohil elastase | ChEMBL. | 16913712 |
| Ki (binding) | = 0.9 uM | Binding affinity to Anthrax lethal factor | ChEMBL. | 16913712 |
| Ki (binding) | = 0.9 uM | Binding affinity to Anthrax lethal factor | ChEMBL. | 16913712 |
| Ki (binding) | = 10.9 uM | Binding affinity to Anthrax lethal factor-substrate complex | ChEMBL. | 16913712 |
| Ki (binding) | = 10.9 uM | Binding affinity to Anthrax lethal factor-substrate complex | ChEMBL. | 16913712 |
| Log EC50 (binding) | = 5.68 | Inhibition of HIV1 gp41 | ChEMBL. | 18226912 |
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.
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: CHEMBL209974
- PubChem: 767161
- Search by Saint Jude
Bibliographic References
2 literature references were collected for this gene.
If you have references for this compound, please enter them in a user comment (below) or Contact us.