Detailed information for compound 424138
Basic information
Technical information
- TDR Targets ID: 424138
- Name: ethyl 3-[1-(benzylamino)but-3-enyl]indole-1-c arboxylate
- MW: 348.438 | Formula: C22H24N2O2
-
H donors: 1
H acceptors: 1
LogP: 4.66
Rotable bonds: 9
Rule of 5 violations (Lipinski): 1 - SMILES: C=CCC(c1cn(c2c1cccc2)C(=O)OCC)NCc1ccccc1
- InChi: 1S/C22H24N2O2/c1-3-10-20(23-15-17-11-6-5-7-12-17)19-16-24(22(25)26-4-2)21-14-9-8-13-18(19)21/h3,5-9,11-14,16,20,23H,1,4,10,15H2,2H3
- InChiKey: CDDPWFZMNQIGMN-UHFFFAOYSA-N
Network
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Synonyms
- 3-[1-(benzylamino)but-3-enyl]-1-indolecarboxylic acid ethyl ester
- ethyl 3-[1-(phenylmethylamino)but-3-enyl]indole-1-carboxylate
- 3-[1-(benzylamino)but-3-enyl]indole-1-carboxylic acid ethyl ester
- 3-[1-(phenylmethylamino)but-3-enyl]-1-indolecarboxylic acid ethyl ester
- NSC732425
Targets
Known targets for this compound
No curated genes were found associated with this compound
Predicted pathogen targets for this compound
By orthology
No druggable targets predicted by orthology data
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 |
|---|---|---|---|---|
| Toxoplasma gondii | 1,3-beta-glucan synthase component protein | 0.1299 | 0.6103 | 0.5 |
| Schistosoma mansoni | neuropeptide receptor | 0.2006 | 1 | 0.5 |
| Echinococcus multilocularis | G protein coupled receptor 139 | 0.2006 | 1 | 1 |
| Loa Loa (eye worm) | hypothetical protein | 0.0787 | 0.3279 | 1 |
| Echinococcus multilocularis | neuropeptide receptor | 0.2006 | 1 | 1 |
| Brugia malayi | Corticotropin releasing factor receptor 2 precursor, putative | 0.0787 | 0.3279 | 1 |
Activities
| Activity type | Activity value | Assay description | Source | Reference |
|---|---|---|---|---|
| GI50 (functional) | < 4 | Growth inhibition of human NCI-H460 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | < 4 | Growth inhibition of human SF268 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | < 4 | Growth inhibition of human MALME-3M cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.19 | Growth inhibition of human SNB19 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.29 | Growth inhibition of human OVCAR4 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.29 | Growth inhibition of human MCF7 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.35 | Growth inhibition of human SKOV3 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.37 | Growth inhibition of human SNB75 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.38 | Growth inhibition of human SK-MEL-28 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.48 | Growth inhibition of human NCI-H322M cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.48 | Growth inhibition of human T47D cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.5 | Growth inhibition of human A549 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.52 | Growth inhibition of human UO31 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.53 | Growth inhibition of human HT29 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.55 | Growth inhibition of human COLO205 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.55 | Growth inhibition of human KM12 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.59 | Growth inhibition of human SN12C cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.61 | Growth inhibition of human HOP62 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.62 | Growth inhibition of human UACC257 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.62 | Growth inhibition of human OVCAR8 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.64 | Growth inhibition of human PC3 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.65 | Growth inhibition of human UACC62 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.66 | Growth inhibition of human SF295 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.67 | Growth inhibition of human NCI/ADR-RES cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.67 | Growth inhibition of human BT549 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.68 | Growth inhibition of human EKVX cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.68 | Growth inhibition of human HCT15 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.68 | Growth inhibition of human DU145 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.69 | Growth inhibition of human MDA-MB-435 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.7 | Growth inhibition of human NCI-H522 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.71 | Growth inhibition of human CCRF-CEM cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.72 | Growth inhibition of human U251 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.72 | Growth inhibition of human RXF393 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.73 | Growth inhibition of human M14 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | < 4.73 | Growth inhibition of human IGROV1 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.73 | Growth inhibition of human 786-0 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.73 | Growth inhibition of human ACHN cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.73 | Growth inhibition of human CAKI1 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.74 | Growth inhibition of human SW620 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.75 | Growth inhibition of human NCI-H23 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.76 | Growth inhibition of human OVCAR3 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.77 | Growth inhibition of human LOX IMVI cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.78 | Growth inhibition of human TK10 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.8 | Growth inhibition of human OVCAR5 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.85 | Growth inhibition of human HCC2998 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.86 | Growth inhibition of human HOP92 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.86 | Growth inhibition of human SK-MEL-5 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.88 | Growth inhibition of human RPMI8226 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.88 | Growth inhibition of human SK-MEL-2 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 4.89 | Growth inhibition of human HCT116 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 5 | Growth inhibition of human MOLT4 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 5.26 | Growth inhibition of human SF539 cells by SRB staining method | ChEMBL. | 17275313 |
| GI50 (functional) | = 5.63 | Growth inhibition of human K562 cells by SRB staining method | ChEMBL. | 17275313 |
| Inhibition (functional) | = 14 % | Growth inhibition of human NCI-H460 cells at 10 uM | ChEMBL. | 17275313 |
| Inhibition (functional) | = 14 % | Growth inhibition of human NCI-H460 cells at 10 uM | ChEMBL. | 17275313 |
| Inhibition (functional) | = 27 % | Growth inhibition of human MCF7 cells at 10 uM | ChEMBL. | 17275313 |
| Inhibition (functional) | = 27 % | Growth inhibition of human MCF7 cells at 10 uM | ChEMBL. | 17275313 |
| Inhibition (functional) | = 73 % | Growth inhibition of human SF268 cells at 10 uM | ChEMBL. | 17275313 |
| Inhibition (functional) | = 73 % | Growth inhibition of human SF268 cells at 10 uM | ChEMBL. | 17275313 |
| pGI50 (functional) | 0 | Growth inhibition of human HL60 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | 0 | Growth inhibition of human SR cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | 0 | Growth inhibition of human NCI-H226 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | 0 | Growth inhibition of human A498 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | > 4 | Growth inhibition of human NCI-H460 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | > 4 | Growth inhibition of human SF268 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | > 4 | Growth inhibition of human MALME-3M cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.19 | Growth inhibition of human SNB19 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.29 | Growth inhibition of human OVCAR4 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.29 | Growth inhibition of human MCF7 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.35 | Growth inhibition of human SKOV3 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.37 | Growth inhibition of human SNB75 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.38 | Growth inhibition of human SK-MEL-28 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.48 | Growth inhibition of human NCI-H322M cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.48 | Growth inhibition of human T47D cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.5 | Growth inhibition of human A549 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.52 | Growth inhibition of human UO31 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.53 | Growth inhibition of human HT29 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.55 | Growth inhibition of human COLO205 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.55 | Growth inhibition of human KM12 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.59 | Growth inhibition of human SN12C cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.61 | Growth inhibition of human HOP62 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.62 | Growth inhibition of human UACC257 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.62 | Growth inhibition of human OVCAR8 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.64 | Growth inhibition of human PC3 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.65 | Growth inhibition of human UACC62 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.66 | Growth inhibition of human SF295 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.67 | Growth inhibition of human NCI/ADR-RES cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.67 | Growth inhibition of human BT549 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.68 | Growth inhibition of human EKVX cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.68 | Growth inhibition of human HCT15 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.68 | Growth inhibition of human DU145 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.69 | Growth inhibition of human MDA-MB-435 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.7 | Growth inhibition of human NCI-H522 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.7 | Growth inhibition of human HS 578T cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.71 | Growth inhibition of human CCRF-CEM cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.72 | Growth inhibition of human U251 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.72 | Growth inhibition of human RXF393 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.73 | Growth inhibition of human M14 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | > 4.73 | Growth inhibition of human IGROV1 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.73 | Growth inhibition of human 786-0 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.73 | Growth inhibition of human ACHN cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.73 | Growth inhibition of human CAKI1 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.74 | Growth inhibition of human SW620 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.74 | Growth inhibition of human MDA-MB-2321 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.75 | Growth inhibition of human NCI-H23 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.76 | Growth inhibition of human OVCAR3 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.77 | Growth inhibition of human LOX IMVI cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.78 | Growth inhibition of human TK10 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.8 | Growth inhibition of human OVCAR5 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.85 | Growth inhibition of human HCC2998 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.86 | Growth inhibition of human HOP92 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.86 | Growth inhibition of human SK-MEL-5 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.88 | Growth inhibition of human RPMI8226 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.88 | Growth inhibition of human SK-MEL-2 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 4.89 | Growth inhibition of human HCT116 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 5 | Growth inhibition of human MOLT4 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 5.26 | Growth inhibition of human SF539 cells by SRB staining method | ChEMBL. | 17275313 |
| pGI50 (functional) | = 5.63 | Growth inhibition of human K562 cells by SRB staining method | ChEMBL. | 17275313 |
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
- PubChem: 16721048
Bibliographic References
1 literature reference was collected for this gene.
If you have references for this compound, please enter them in a user comment (below) or Contact us.