Detailed information for compound 44452
Basic information
Technical information
- TDR Targets ID: 44452
- Name: N-[(1-benzyl-4-methoxyindol-2-yl)methyl]propa namide
- MW: 322.401 | Formula: C20H22N2O2
-
H donors: 1
H acceptors: 1
LogP: 3.19
Rotable bonds: 7
Rule of 5 violations (Lipinski): 1 - SMILES: CCC(=O)NCc1cc2c(n1Cc1ccccc1)cccc2OC
- InChi: 1S/C20H22N2O2/c1-3-20(23)21-13-16-12-17-18(10-7-11-19(17)24-2)22(16)14-15-8-5-4-6-9-15/h4-12H,3,13-14H2,1-2H3,(H,21,23)
- InChiKey: PXLUOLMBEQOSEC-UHFFFAOYSA-N
Network
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Synonyms
- N-[(1-benzyl-4-methoxy-indol-2-yl)methyl]propanamide
- N-[(1-benzyl-4-methoxy-2-indolyl)methyl]propanamide
- N-[[4-methoxy-1-(phenylmethyl)indol-2-yl]methyl]propanamide
- N-[(1-benzyl-4-methoxy-indol-2-yl)methyl]propionamide
- N-[[4-methoxy-1-(phenylmethyl)-2-indolyl]methyl]propanamide
- N-[[1-(benzyl)-4-methoxy-indol-2-yl]methyl]propionamide
Targets
Known targets for this compound
| Species | Target name | Source | Bibliographic reference |
|---|---|---|---|
| Homo sapiens | melatonin receptor 1B | Starlite/ChEMBL | References |
| Homo sapiens | melatonin receptor 1A | Starlite/ChEMBL | References |
Predicted pathogen targets for this compound
By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
| Species | Potential target | Known druggable target | Length | Alignment span | Identity |
|---|---|---|---|---|---|
| Brugia malayi | hypothetical protein | melatonin receptor 1B | 362 aa | 329 aa | 18.8 % |
Obtained from network model
Ranking Plot
Putative Targets List
Activities
| Activity type | Activity value | Assay description | Source | Reference |
|---|---|---|---|---|
| Activity (functional) | Inhibitory activity of the compound against human Melatonin receptor type 1A; antagonist | ChEMBL. | 9733487 | |
| Activity (functional) | 0 | Inhibitory activity of the compound against human Melatonin receptor type 1A; antagonist | ChEMBL. | 9733487 |
| G-protein activation (functional) | = 106 | Specific binding of [35S]-GTP-gammaS, to the alpha subunit of the G-protein-coupled Melatonin receptor type 1A was measured; expressed as % G-protein activation. | ChEMBL. | 9733487 |
| G-protein activation (functional) | = 106 | Specific binding of [35S]-GTP-gammaS, to the alpha subunit of the G-protein-coupled Melatonin receptor type 1A was measured; expressed as % G-protein activation. | ChEMBL. | 9733487 |
| GTP-gammaS index (functional) | = 0.09 | Basal binding activity towards Melatonin receptor type 1A was measured by incubating with [35S]-GTP-gammaS (100 uM) and NaCl (700 mM). | ChEMBL. | 9733487 |
| GTP-gammaS index (functional) | = 0.09 | Basal binding activity towards Melatonin receptor type 1A was measured by incubating with [35S]-GTP-gammaS (100 uM) and NaCl (700 mM). | ChEMBL. | 9733487 |
| IAr (binding) | = 0.03 | The relative intrinsic values (IAr) obtained by dividing the maximal analogue-induced G-protein activation by that of melatonin-1 | ChEMBL. | 11520198 |
| IAr (binding) | = 0.18 | The relative intrinsic values (IAr) of melatonin receptor type 1B obtained by dividing the maximal analogue-induced G-protein activation by that MLT. | ChEMBL. | 11520198 |
| IAr (binding) | = 0.03 | The relative intrinsic values (IAr) obtained by dividing the maximal analogue-induced G-protein activation by that of melatonin-1 | ChEMBL. | 11520198 |
| IAr (binding) | = 0.18 | The relative intrinsic values (IAr) of melatonin receptor type 1B obtained by dividing the maximal analogue-induced G-protein activation by that MLT. | ChEMBL. | 11520198 |
| Intrinsic activity (functional) | = 0.03 | Relative Intrinsic activity evaluated on [35S]-GTP-gammaS, binding in NIH3T3 cells stably transfected with human Melatonin receptor type 1A | ChEMBL. | 12672242 |
| Intrinsic activity (functional) | = 0.18 | Relative Intrinsic activity evaluated on [35S]-GTP-gammaS, binding in NIH3T3 cells stably transfected with human Melatonin receptor type 1B | ChEMBL. | 12672242 |
| Intrinsic activity (functional) | = 0.03 | Relative Intrinsic activity evaluated on [35S]-GTP-gammaS, binding in NIH3T3 cells stably transfected with human Melatonin receptor type 1A | ChEMBL. | 12672242 |
| Intrinsic activity (functional) | = 0.18 | Relative Intrinsic activity evaluated on [35S]-GTP-gammaS, binding in NIH3T3 cells stably transfected with human Melatonin receptor type 1B | ChEMBL. | 12672242 |
| Ki (binding) | = -8.12 | Binding affinity towards melatonin receptor type 1B stably expressed in NIH3T3 rat fibroblast cells using 2-[125I]-iodomelatonin | ChEMBL. | 11520198 |
| Ki (binding) | = -6.2 | Binding affinity was measured against cloned human Melatonin receptor type 1A subtype stably expressed in rat fibroblasts NIH3T3 cells | ChEMBL. | 9733487 |
| Ki (binding) | = -6.2 | Binding affinity towards melatonin receptor type 1A stably expressed in NIH3T3 rat fibroblast cells using 2-[125I]-iodomelatonin (100 pM) as radioligand | ChEMBL. | 11520198 |
| Log Ki (binding) | = 6.2 | Binding affinity was measured against cloned human Melatonin receptor type 1A subtype stably expressed in rat fibroblasts NIH3T3 cells | ChEMBL. | 9733487 |
| Log Ki (binding) | = 6.2 | Binding affinity towards melatonin receptor type 1A stably expressed in NIH3T3 rat fibroblast cells using 2-[125I]-iodomelatonin (100 pM) as radioligand | ChEMBL. | 11520198 |
| Log Ki (binding) | = 8.12 | Binding affinity towards melatonin receptor type 1B stably expressed in NIH3T3 rat fibroblast cells using 2-[125I]-iodomelatonin | ChEMBL. | 11520198 |
| pKi1-pKi2 (binding) | = -1.92 | The difference (pKi1-pKi2) represents selectivity towards the melatonin receptors MT1 (positive values ) or the MT2 (negative values) subtype | ChEMBL. | 11520198 |
| pKi1-pKi2 (binding) | = -1.92 | The difference (pKi1-pKi2) represents selectivity towards the melatonin receptors MT1 (positive values ) or the MT2 (negative values) subtype | ChEMBL. | 11520198 |
| pRA (binding) | = -3.59 | Negative logarithm of relative affinity against human Melatonin receptor type 1A | ChEMBL. | 9733487 |
| pRA (binding) | = -3.59 | Negative logarithm of relative affinity against human Melatonin receptor type 1A | ChEMBL. | 9733487 |
| pRA1 (binding) | = -3.34 | Relative Binding Affinity (pRA1) to cloned human Melatonin receptor type 1A, stably expressed in NIH3T3 rat fibroblast cells, determined using 2-[125I]-iodomelatonin | ChEMBL. | 12672242 |
| pRA1 (binding) | = -3.34 | Relative Binding Affinity (pRA1) to cloned human Melatonin receptor type 1A, stably expressed in NIH3T3 rat fibroblast cells, determined using 2-[125I]-iodomelatonin | ChEMBL. | 12672242 |
| pRA2 (binding) | = -1.43 | Relative Binding Affinity (pRA1) to cloned human Melatonin receptor type 1B, stably expressed in NIH3T3 rat fibroblast cells, determined using 2-[125I]-iodomelatonin | ChEMBL. | 12672242 |
| pRA2 (binding) | = -1.43 | Relative Binding Affinity (pRA1) to cloned human Melatonin receptor type 1B, stably expressed in NIH3T3 rat fibroblast cells, determined using 2-[125I]-iodomelatonin | ChEMBL. | 12672242 |
| Relative affinity (binding) | = 3900 | IC50 of the compound to IC50 of Melatonin(MLT) | ChEMBL. | 9733487 |
| Relative affinity (binding) | = 3900 | IC50 of the compound to IC50 of Melatonin(MLT) | ChEMBL. | 9733487 |
| Relative intrinsic activity (functional) | = 0.03 | Specific binding of [35S]-GTP-gammaS, to the alpha subunit of the G-protein-coupled Melatonin receptor type 1A was measured expressed as % G-protein activation expressed as relative intrinsic activity with respect to MLT | ChEMBL. | 9733487 |
| Relative intrinsic activity (functional) | = 0.03 | Specific binding of [35S]-GTP-gammaS, to the alpha subunit of the G-protein-coupled Melatonin receptor type 1A was measured expressed as % G-protein activation expressed as relative intrinsic activity with respect to MLT | ChEMBL. | 9733487 |
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: CHEMBL33346
- PubChem: 10639585
Bibliographic References
3 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.