Detailed information for compound 109237

Basic information

Technical information
  • TDR Targets ID: 109237
  • Name: 6-benzyl-3,4-dihydro-2H-pyrimido[2,1-a]isoind ol-6-ol
  • MW: 278.348 | Formula: C18H18N2O
  • H donors: 1 H acceptors: 1 LogP: 2.22 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: OC1(Cc2ccccc2)c2ccccc2C2=NCCCN12
  • InChi: 1S/C18H18N2O/c21-18(13-14-7-2-1-3-8-14)16-10-5-4-9-15(16)17-19-11-6-12-20(17)18/h1-5,7-10,21H,6,11-13H2
  • InChiKey: OURJCPQVBGAQEO-UHFFFAOYSA-N  

Network

Hover on a compound node to display the structore

Synonyms

  • 6-(phenylmethyl)-3,4-dihydro-2H-pyrimido[2,1-a]isoindol-6-ol
  • 6-(phenylmethyl)-3,4-dihydro-2H-pyrimido[1,2-b]isoindol-6-ol
  • 6-(benzyl)-3,4-dihydro-2H-pyrimido[1,2-b]isoindol-6-ol
  • Pyrimido[2,1-a]isoindol-6-ol, 2,3,4,6-tetrahydro-6-(phenylmethyl)-
  • AIDS-368059
  • AIDS368059

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
Echinococcus granulosus laminin 0.133766 0.9572 0.5
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.136997 1 1
Loa Loa (eye worm) hypothetical protein 0.136997 1 1
Echinococcus multilocularis laminin 0.133766 0.9572 0.5
Onchocerca volvulus 0.136997 1 1
Echinococcus multilocularis Tolloid protein 1 0.133766 0.9572 0.5
Brugia malayi Trypsin family protein 0.136997 1 1
Onchocerca volvulus Arrow homolog 0.133766 0.9572 0.913772
Loa Loa (eye worm) hypothetical protein 0.136997 1 1
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.136997 1 1
Echinococcus granulosus Tolloid protein 1 0.133766 0.9572 0.5
Toxoplasma gondii calcium binding egf domain-containing protein 0.133766 0.9572 1
Echinococcus multilocularis fibrillin 1 0.133766 0.9572 0.5
Toxoplasma gondii calcium binding egf domain-containing protein 0.133766 0.9572 1

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) Inhibition of phenylephrine-stimulated Wistar rat aorta contraction at 10 uM ChEMBL. 16513345
Activity (functional) Inhibition of phenylephrine-stimulated Wistar rat aorta contraction at 100 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
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) 0 ug ml-1 Inhibitory concentration against ferriprotoporphyrin in biomineralisation assay (FBIT); Not active ChEMBL. 12873511
IC50 (functional) = 1 ug ml-1 In vitro inhibitory concentration against Plasmodium falciparum (F32) ChEMBL. 12873511
IC50 (functional) = 1 ug ml-1 In vitro inhibitory concentration against Plasmodium falciparum (F32) ChEMBL. 12873511
IC50 (functional) = 45 ug ml-1 In vitro inhibitory activity against Leishmania braziliensis (M2903) ChEMBL. 11514152
IC50 (functional) = 45 ug ml-1 In vitro inhibitory activity against Leishmania amazonensis (PH8) ChEMBL. 11514152
IC50 (functional) = 45 ug ml-1 In vitro inhibitory activity against Leishmania donovani (PP75) ChEMBL. 11514152
IC50 (functional) = 45 ug ml-1 Inhibitory concentration of the compound against Epimastigotes (Tulahuen strain) of Trypanosoma cruzi ChEMBL. 11591517
IC50 (functional) = 45 ug ml-1 In vitro inhibitory activity against Leishmania braziliensis (M2903) ChEMBL. 11514152
IC50 (functional) = 45 ug ml-1 In vitro inhibitory activity against Leishmania donovani (PP75) ChEMBL. 11514152
IC50 (functional) = 45 ug ml-1 Inhibitory concentration of the compound against Epimastigotes (Tulahuen strain) of Trypanosoma cruzi 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 Inhibitory concentration against trypomastigotes (Y strain) of Trypanosoma cruzi; Inactive ChEMBL. 11591517
IC50 (functional) 0 uM In vitro inhibitory concentration against ferriprotoporphyrin in biomineralisation assay (FBIT); Not active ChEMBL. 12873511
IC50 (functional) = 3.6 uM In vitro inhibitory concentration against Plasmodium falciparum (F32) ChEMBL. 12873511
IC50 (functional) = 3.6 uM In vitro inhibitory concentration against Plasmodium falciparum (F32) ChEMBL. 12873511
IC50 (functional) = 161.8 uM Inhibitory concentration of the compound against Epimastigotes (Tulahuen strain) of Trypanosoma cruzi ChEMBL. 11591517
IC50 (functional) = 161.8 uM Inhibitory concentration of the compound against Epimastigotes (Tulahuen strain) of Trypanosoma cruzi ChEMBL. 11591517
Index (functional) = 1.1 % Antiplasmodial potency of the compound measured relative to chloroquine (IC50 chloroquine / IC50 compound) ChEMBL. 12873511
Index (functional) = 1.1 % 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 10 uM ChEMBL. 16513345
Inhibition (functional) 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 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 alpha1B receptor in Wistar rat spleen ChEMBL. 16513345
pD'2 (binding) Affinity to Adrenergic alpha1A receptor in Wistar rat vas deferens 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
Ratio (functional) = 5.4 Ratio of inhibitory concentration of the compound to that of reference drug was determined ChEMBL. 11591517

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.

External resources for this compound

Bibliographic References

4 literature references were collected for this gene.

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