Detailed information for compound 572884
Basic information
Technical information
- TDR Targets ID: 572884
- Name: taspine
- MW: 369.368 | Formula: C20H19NO6
-
H donors: 0
H acceptors: 2
LogP: 2.77
Rotable bonds: 5
Rule of 5 violations (Lipinski): 1 - SMILES: COc1cc(CCN(C)C)c2c3c1oc(=O)c1c3c(oc2=O)c(cc1)OC
- InChi: 1S/C20H19NO6/c1-21(2)8-7-10-9-13(25-4)18-16-14(10)20(23)27-17-12(24-3)6-5-11(15(16)17)19(22)26-18/h5-6,9H,7-8H2,1-4H3
- InChiKey: MTAWKURMWOXCEO-UHFFFAOYSA-N
Network
Hover on a compound node to display the structore
Synonyms
- 602-07-3
- NSC618155 (HYDROCHLORIDE SALT)
- NSC76022 (ACETATE SALT)
- (1)Benzopyrano(5,4,3-cde)(1)benzopyran-5,10-dione, 1-(2-(dimethylamino)ethyl)-3,8-dimethoxy-
- 1-(2-(Dimethylamino)ethyl)-3,8-dimethoxychromeno(5,4,3-cde)chromene-5,10-dione hydrochloride
- 1-(2-(Dimethylamino)ethyl)-3,8-dimethoxychromeno[5,4,3-cde]chromene-5,10-dione hydrochloride
- NCI60_031857
- Thaspine
- AIDS-011365
- NCI60_041671
- 1-(2-(Dimethylamino)ethyl)-3,8-dimethoxychromeno[5,4,3-cde]chromene-5,10-dione
- 74578-01-1(ACETATE SALT)
- NSC688259
- AIDS011365
Targets
Known targets for this compound
| Species | Target name | Source | Bibliographic reference |
|---|---|---|---|
| Homo sapiens | acetylcholinesterase (Yt blood group) | Starlite/ChEMBL | References |
| Electrophorus electricus | Acetylcholinesterase | 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 |
|---|---|---|---|---|---|
| Onchocerca volvulus | Acetylcholinesterase | 633 aa | 648 aa | 25.3 % | |
| Loa Loa (eye worm) | hypothetical protein | Acetylcholinesterase | 633 aa | 576 aa | 23.4 % |
| Echinococcus multilocularis | neuroligin | Acetylcholinesterase | 633 aa | 507 aa | 23.9 % |
| Loa Loa (eye worm) | hypothetical protein | Acetylcholinesterase | 633 aa | 597 aa | 25.1 % |
| Brugia malayi | Carboxylesterase family protein | Acetylcholinesterase | 633 aa | 620 aa | 28.4 % |
| Onchocerca volvulus | Molybdopterin synthase catalytic subunit homolog | Acetylcholinesterase | 633 aa | 576 aa | 28.8 % |
| Drosophila melanogaster | CG10175 gene product from transcript CG10175-RE | Acetylcholinesterase | 633 aa | 549 aa | 30.4 % |
| Brugia malayi | Carboxylesterase family protein | Acetylcholinesterase | 633 aa | 517 aa | 25.1 % |
| Schistosoma mansoni | family S9 non-peptidase homologue (S09 family) | Acetylcholinesterase | 633 aa | 622 aa | 24.9 % |
| Echinococcus granulosus | BC026374 protein S09 family | Acetylcholinesterase | 633 aa | 690 aa | 31.7 % |
| Brugia malayi | Carboxylesterase family protein | acetylcholinesterase (Yt blood group) | 614 aa | 510 aa | 26.5 % |
| Echinococcus multilocularis | BC026374 protein (S09 family) | Acetylcholinesterase | 633 aa | 690 aa | 32.3 % |
Obtained from network model
Ranking Plot
Putative Targets List
| Species | Potential target | Raw | Global | Species |
|---|---|---|---|---|
| Loa Loa (eye worm) | hypothetical protein | 0.0164 | 0.5 | 0.5 |
| Schistosoma mansoni | family S9 non-peptidase homologue (S09 family) | 0.0164 | 0.5 | 0.5 |
| Loa Loa (eye worm) | acetylcholinesterase 1 | 0.0164 | 0.5 | 0.5 |
| Echinococcus granulosus | acetylcholinesterase | 0.0164 | 0.5 | 0.5 |
| Echinococcus multilocularis | acetylcholinesterase | 0.0164 | 0.5 | 0.5 |
| Loa Loa (eye worm) | carboxylesterase | 0.0164 | 0.5 | 0.5 |
| Echinococcus granulosus | acetylcholinesterase | 0.0164 | 0.5 | 0.5 |
| Loa Loa (eye worm) | hypothetical protein | 0.0164 | 0.5 | 0.5 |
| Echinococcus multilocularis | acetylcholinesterase | 0.0164 | 0.5 | 0.5 |
| Echinococcus granulosus | carboxylesterase 5A | 0.0164 | 0.5 | 0.5 |
| Echinococcus multilocularis | carboxylesterase 5A | 0.0164 | 0.5 | 0.5 |
| Brugia malayi | Carboxylesterase family protein | 0.0164 | 0.5 | 0.5 |
Activities
| Activity type | Activity value | Assay description | Source | Reference |
|---|---|---|---|---|
| ED50 (functional) | = 15 ug/g | Cicatrizant activity in mouse assessed as wound healing by tensile strength method | ChEMBL. | 11678668 |
| GI50 (functional) | -5.736 | PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the HL-60(TB) Leukemia cell line. (Class of assay: confirmatory) | ChEMBL. | No reference |
| GI50 (functional) | -5.244 | PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the ACHN Renal cell line. (Class of assay: confirmatory) | ChEMBL. | No reference |
| GI50 (functional) | -5.162 | PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the SF-539 Central Nervous System cell line. (Class of assay: confirmatory) | ChEMBL. | No reference |
| GI50 (functional) | -5.137 | PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the SK-MEL-5 Melanoma cell line. (Class of assay: confirmatory) | ChEMBL. | No reference |
| GI50 (functional) | -5.109 | PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the SN12C Renal cell line. (Class of assay: confirmatory) | ChEMBL. | No reference |
| GI50 (functional) | -5.107 | PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the MDA-N Breast cell line. (Class of assay: confirmatory) | ChEMBL. | No reference |
| GI50 (functional) | -5.084 | PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the HOP-92 Non-Small Cell Lung cell line. (Class of assay: confirmatory) | ChEMBL. | No reference |
| GI50 (functional) | -5.072 | PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the UO-31 Renal cell line. (Class of assay: confirmatory) | ChEMBL. | No reference |
| GI50 (functional) | -5.07 | PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the DU-145 Prostate cell line. (Class of assay: confirmatory) | ChEMBL. | No reference |
| GI50 (functional) | -5.033 | PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the NCI-H23 Non-Small Cell Lung cell line. (Class of assay: confirmatory) | ChEMBL. | No reference |
| IC50 (functional) | = 4.18 nM | Antiproliferative activity against human A549 cells | ChEMBL. | 20006929 |
| IC50 (functional) | = 22.3 nM | Antiproliferative activity against human ECV304 cells | ChEMBL. | 20006929 |
| IC50 (functional) | = 153 nM | Antiproliferative activity against human Caco-2 cells | ChEMBL. | 20006929 |
| IC50 (binding) | = 0.33 uM | Inhibition of electric eel AChE by Ellman's assay | ChEMBL. | 16989531 |
| IC50 (binding) | = 0.54 uM | Inhibition of human AChE by Ellman's assay | ChEMBL. | 16989531 |
| IC50 (functional) | = 4.18 uM | Antiproliferative activity against human A549 cells after 48 hrs by MTT assay | ChEMBL. | 20304537 |
| IC50 (functional) | = 11.2 uM | Antiproliferative activity against human A431 cells abnormally expressing EGFR after 48 hrs by MTT assay | ChEMBL. | 20304537 |
| IC50 (ADMET) | = 15.95 uM | Antiproliferative activity against human HEK293 cells overexpressing EGFR after 48 hrs by MTT assay | ChEMBL. | 20304537 |
| IC50 (binding) | > 100 uM | Inhibition of horse serum BuChE by Ellman's method | ChEMBL. | 16989531 |
| IC50 (functional) | = 153 uM | Antiproliferative activity against human Caco-2 cells after 48 hrs by MTT assay | ChEMBL. | 20304537 |
Phenotypes
Whole-cell/tissue/organism interactions
| Species name | Source | Reference | Is orphan |
|---|---|---|---|
| Homo sapiens | ChEMBL23 | 20006929 |
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
- Search by CAS
- ChEMBL: CHEMBL470867
- PubChem: 215159
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.