Detailed information for compound 108570
Basic information
Technical information
- TDR Targets ID: 108570
- Name: 6-[(3,4,5-trimethoxyphenyl)methyl]-3,4-dihydr o-2H-pyrimido[2,1-a]isoindol-6-ol
- MW: 368.426 | Formula: C21H24N2O4
-
H donors: 1
H acceptors: 1
LogP: 2.13
Rotable bonds: 5
Rule of 5 violations (Lipinski): 1 - SMILES: COc1cc(cc(c1OC)OC)CC1(O)c2ccccc2C2=NCCCN12
- InChi: 1S/C21H24N2O4/c1-25-17-11-14(12-18(26-2)19(17)27-3)13-21(24)16-8-5-4-7-15(16)20-22-9-6-10-23(20)21/h4-5,7-8,11-12,24H,6,9-10,13H2,1-3H3
- InChiKey: LDLCQVOWBDOSGO-UHFFFAOYSA-N
Network
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Synonyms
- 6-(3,4,5-trimethoxybenzyl)-3,4-dihydro-2H-pyrimido[2,1-a]isoindol-6-ol
- 6-[(3,4,5-trimethoxyphenyl)methyl]-3,4-dihydro-2H-pyrimido[1,2-b]isoindol-6-ol
- 6-(3,4,5-trimethoxybenzyl)-3,4-dihydro-2H-pyrimido[1,2-b]isoindol-6-ol
- AIDS-368067
- AIDS368067
- Pyrimido[2,1-a]isoindol-6-ol, 2,3,4,6-tetrahydro-6-[(3,4,5-trimethoxyphenyl)methyl]-
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 |
|---|---|---|---|---|
| Schistosoma mansoni | fructose-16-bisphosphatase-related | 0.031 | 1 | 1 |
| Leishmania major | 0.031 | 1 | 0.5 | |
| Trypanosoma cruzi | fructose-1,6-bisphosphatase, cytosolic, putative | 0.031 | 1 | 1 |
| Toxoplasma gondii | fructose-bisphospatase II | 0.031 | 1 | 1 |
| Trypanosoma cruzi | fructose-1,6-bisphosphatase, cytosolic, putative | 0.031 | 1 | 1 |
| Loa Loa (eye worm) | fructose-1,6-bisphosphatase | 0.031 | 1 | 0.5 |
| Trypanosoma brucei | fructose-1,6-bisphosphatase | 0.031 | 1 | 1 |
| Echinococcus granulosus | fructose 16 bisphosphatase 1 | 0.031 | 1 | 1 |
| Echinococcus multilocularis | fructose 1,6 bisphosphatase 1 | 0.031 | 1 | 1 |
Activities
| Activity type | Activity value | Assay description | Source | Reference |
|---|---|---|---|---|
| Activity (functional) | Inhibition of phenylephrine-stimulated Wistar rat aorta contraction at 100 uM | ChEMBL. | 16513345 | |
| Activity (functional) | Inhibition of phenylephrine-stimulated Wistar rat aorta contraction at 10 uM | ChEMBL. | 16513345 | |
| Activity (functional) | 0 | Inhibition of phenylephrine-stimulated Wistar rat aorta contraction at 10 uM | ChEMBL. | 16513345 |
| Activity (functional) | 0 | Inhibition of phenylephrine-stimulated Wistar rat aorta contraction at 100 uM | ChEMBL. | 16513345 |
| Activity (functional) | = 44.2 % | Anxiolytic effect in Albino ICR mouse assessed as time spent on open arms of elevated plus-maze test at 15 mg/ kg, ip | ChEMBL. | 17507222 |
| Activity (functional) | = 44.2 % | Anxiolytic effect in Albino ICR mouse assessed as time spent on open arms of elevated plus-maze test at 15 mg/ kg, ip | ChEMBL. | 17507222 |
| Activity (functional) | = 46.8 % | Anxiolytic effect in Albino ICR mouse assessed as number of entries in open arms of elevated plus-maze test at 15 mg/kg, ip | ChEMBL. | 17507222 |
| Activity (functional) | = 46.8 % | Anxiolytic effect in Albino ICR mouse assessed as number of entries in open arms of elevated plus-maze test at 15 mg/kg, ip | ChEMBL. | 17507222 |
| EC50 (functional) | Vasorelaxation of phenylephrine-stimulated Wistar rat aorta contraction | ChEMBL. | 16513345 | |
| EC50 (functional) | Vasorelaxation of noradrenaline-stimulated Wistar rat vas deferens contraction | ChEMBL. | 16513345 | |
| EC50 (functional) | 0 | Vasorelaxation of phenylephrine-stimulated Wistar rat aorta contraction | ChEMBL. | 16513345 |
| EC50 (functional) | 0 | Vasorelaxation of noradrenaline-stimulated Wistar rat vas deferens contraction | ChEMBL. | 16513345 |
| IC50 (functional) | = 5.2 ug ml-1 | In vitro inhibitory concentration against Plasmodium falciparum (F32) | ChEMBL. | 12873511 |
| IC50 (functional) | = 5.2 ug ml-1 | In vitro inhibitory concentration against Plasmodium falciparum (F32) | ChEMBL. | 12873511 |
| IC50 (functional) | > 100 ug ml-1 | Inhibitory concentration against epimastigotes (Tulahuen strain) of Trypanosoma cruzi; Inactive | ChEMBL. | 11591517 |
| IC50 (functional) | > 100 ug ml-1 | Inhibitory concentration against trypomastigotes (Y strain) of Trypanosoma cruzi; Inactive | ChEMBL. | 11591517 |
| IC50 (functional) | >= 100 ug ml-1 | In vitro inhibitory activity against Leishmania braziliensis (M2903) | ChEMBL. | 11514152 |
| IC50 (functional) | >= 100 ug ml-1 | In vitro inhibitory activity against Leishmania amazonensis (PH8) | ChEMBL. | 11514152 |
| IC50 (functional) | >= 100 ug ml-1 | In vitro inhibitory activity against Leishmania donovani (PP75) | ChEMBL. | 11514152 |
| IC50 (functional) | > 100 ug ml-1 | Inhibitory concentration against epimastigotes (Tulahuen strain) of Trypanosoma cruzi; Inactive | ChEMBL. | 11591517 |
| IC50 (functional) | > 100 ug ml-1 | Inhibitory concentration against trypomastigotes (Y strain) of Trypanosoma cruzi; Inactive | ChEMBL. | 11591517 |
| IC50 (functional) | >= 100 ug ml-1 | In vitro inhibitory activity against Leishmania braziliensis (M2903) | ChEMBL. | 11514152 |
| IC50 (functional) | >= 100 ug ml-1 | In vitro inhibitory activity against Leishmania donovani (PP75) | ChEMBL. | 11514152 |
| IC50 (functional) | = 16.1 uM | In vitro inhibitory concentration against Plasmodium falciparum (F32) | ChEMBL. | 12873511 |
| IC50 (functional) | = 16.1 uM | In vitro inhibitory concentration against Plasmodium falciparum (F32) | ChEMBL. | 12873511 |
| Index (functional) | = 0.2 % | Antiplasmodial potency of the compound measured relative to chloroquine (IC50 chloroquine / IC50 compound) | ChEMBL. | 12873511 |
| Index (functional) | = 0.2 % | Antiplasmodial potency of the compound measured relative to chloroquine (IC50 chloroquine / IC50 compound) | ChEMBL. | 12873511 |
| Inhibition (functional) | Inhibition of noradrenaline-stimulated Wistar rat vas deferens contraction at 1 uM | ChEMBL. | 16513345 | |
| Inhibition (functional) | Inhibition of noradrenaline-stimulated Wistar rat vas deferens contraction at 10 uM | ChEMBL. | 16513345 | |
| Inhibition (functional) | 0 | Inhibition of noradrenaline-stimulated Wistar rat vas deferens contraction at 1 uM | ChEMBL. | 16513345 |
| Inhibition (functional) | 0 | Inhibition of noradrenaline-stimulated Wistar rat vas deferens contraction at 10 uM | ChEMBL. | 16513345 |
| pD'2 (binding) | Affinity to Adrenergic alpha1A receptor in Wistar rat vas deferens | ChEMBL. | 16513345 | |
| pD'2 (binding) | Affinity to Adrenergic alpha1B receptor in Wistar rat spleen | ChEMBL. | 16513345 | |
| pD'2 (binding) | Affinity to Adrenergic alpha1D receptor in Wistar rat aorta | ChEMBL. | 16513345 | |
| pD'2 (binding) | 0 | Affinity to Adrenergic alpha1A receptor in Wistar rat vas deferens | ChEMBL. | 16513345 |
| pD'2 (binding) | 0 | Affinity to Adrenergic alpha1B receptor in Wistar rat spleen | ChEMBL. | 16513345 |
| pD'2 (binding) | 0 | Affinity to Adrenergic alpha1D receptor in Wistar rat aorta | ChEMBL. | 16513345 |
Phenotypes
Whole-cell/tissue/organism interactions
| Species name | Source | Reference | Is orphan |
|---|---|---|---|
| Plasmodium falciparum | ChEMBL23 | 12873511 |
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: CHEMBL415017
- PubChem: 15959159
Bibliographic References
5 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.