Detailed information for compound 351351

Basic information

Technical information
  • TDR Targets ID: 351351
  • Name: (2S)-1-pyrrolo[2,3-f]isoquinolin-1-ylpropan-2 -amine
  • MW: 225.289 | Formula: C14H15N3
  • H donors: 1 H acceptors: 1 LogP: 1.61 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: C[C@@H](Cn1ccc2c1c1ccncc1cc2)N
  • InChi: 1S/C14H15N3/c1-10(15)9-17-7-5-11-2-3-12-8-16-6-4-13(12)14(11)17/h2-8,10H,9,15H2,1H3/t10-/m0/s1
  • InChiKey: DBBQAOGBHMWNBA-JTQLQIEISA-N  

Network

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Synonyms

  • (2S)-1-(1-pyrrolo[2,3-f]isoquinolinyl)-2-propanamine
  • [(1S)-1-methyl-2-pyrrolo[2,3-f]isoquinolin-1-yl-ethyl]amine

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens 5-hydroxytryptamine (serotonin) receptor 2C, G protein-coupled Starlite/ChEMBL References
Homo sapiens 5-hydroxytryptamine (serotonin) receptor 2A, G protein-coupled Starlite/ChEMBL References
Homo sapiens 5-hydroxytryptamine (serotonin) receptor 2B, G protein-coupled Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus multilocularis conserved hypothetical protein Get druggable targets OG5_144688 All targets in OG5_144688
Brugia malayi Serotonin receptor Get druggable targets OG5_135430 All targets in OG5_135430
Echinococcus granulosus hypothetical protein Get druggable targets OG5_144688 All targets in OG5_144688

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
Mycobacterium tuberculosis Hypothetical protein 0.2898 0.3544 0.4574
Onchocerca volvulus 0.6091 0.7742 1
Brugia malayi hypothetical protein 0.2898 0.3544 0.4574
Echinococcus multilocularis dihydrofolate reductase 0.442 0.5545 0.7162
Echinococcus granulosus thymidylate synthase 0.6091 0.7742 1
Trichomonas vaginalis conserved hypothetical protein 0.2898 0.3544 1
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.442 0.5545 0.7162
Brugia malayi Serotonin receptor 0.0564 0.0476 0.061
Echinococcus multilocularis thymidylate synthase 0.6091 0.7742 1
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.6091 0.7742 1
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.7809 1 1
Brugia malayi thymidylate synthase 0.6091 0.7742 1
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.7809 1 1
Loa Loa (eye worm) dihydrofolate reductase 0.442 0.5545 0.7162
Wolbachia endosymbiont of Brugia malayi phosphoribosylamine--glycine ligase 0.1526 0.174 1
Loa Loa (eye worm) thymidylate synthase 0.6091 0.7742 1
Echinococcus granulosus hypothetical protein 0.0842 0.0841 0.1082
Chlamydia trachomatis dihydrofolate reductase 0.442 0.5545 0.5
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.442 0.5545 0.7162
Brugia malayi Dihydrofolate reductase 0.442 0.5545 0.7162
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.2898 0.3544 0.3541
Mycobacterium leprae PROBABLE PHOSPHORIBOSYLAMINE--GLYCINE LIGASE PURD (GARS) (GLYCINAMIDE RIBONUCLEOTIDE SYNTHETASE) (PHOSPHORIBOSYLGLYCINAMIDE SYNT 0.1526 0.174 0.2243
Onchocerca volvulus 0.0268 0.0087 0.0107
Mycobacterium leprae PROBABLE PHOSPHORIBOSYLFORMYLGLYCINAMIDINE CYCLO-LIGASE PURM (AIRS) (PHOSPHORIBOSYL-AMINOIMIDAZOLE SYNTHETASE) (AIR SYNTHASE) 0.0337 0.0177 0.0223
Schistosoma mansoni dihydrofolate reductase 0.442 0.5545 0.7162
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.7809 1 1
Treponema pallidum folylpolyglutamate synthetase (folC) 0.0205 0.0004 0.5
Echinococcus multilocularis conserved hypothetical protein 0.0833 0.083 0.1067
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.6091 0.7742 1
Mycobacterium ulcerans phosphoribosylamine--glycine ligase 0.1526 0.174 0.2243
Echinococcus granulosus dihydrofolate reductase 0.442 0.5545 0.7162
Mycobacterium ulcerans phosphoribosylaminoimidazole synthetase 0.0337 0.0177 0.0223
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.6091 0.7742 1
Leishmania major folylpolyglutamate synthetase 0.0205 0.0004 0.0004
Mycobacterium tuberculosis Probable phosphoribosylamine--glycine ligase PurD (GARS) (glycinamide ribonucleotide synthetase) (phosphoribosylglycinamide synt 0.0223 0.0027 0.003
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.442 0.5545 0.7162
Onchocerca volvulus 0.0337 0.0177 0.0223
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.7809 1 1
Mycobacterium ulcerans thymidylate synthase 0.6091 0.7742 1
Brugia malayi dihydrofolate reductase family protein 0.442 0.5545 0.7162
Mycobacterium tuberculosis Probable phosphoribosylformylglycinamidine CYCLO-ligase PurM (AIRS) (phosphoribosyl-aminoimidazole synthetase) (air synthase) 0.0337 0.0177 0.0223
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.7809 1 1

Activities

Activity type Activity value Assay description Source Reference
EC50 (binding) = 152 nM Binding to human 5HT2B receptor expressed in CHO cells ChEMBL. 16257207
EC50 (binding) = 152 nM Binding to human 5HT2B receptor expressed in CHO cells ChEMBL. 16257207
EC50 (binding) = 297 nM Binding to human 5HT2C receptor expressed in CHO cells ChEMBL. 16257207
EC50 (binding) = 297 nM Binding to human 5HT2C receptor expressed in CHO cells ChEMBL. 16257207
EC50 (binding) > 1000 nM Binding to human 5HT2A receptor expressed in CHO cells ChEMBL. 16257207
EC50 (binding) > 1000 nM Binding to human 5HT2A receptor expressed in CHO cells ChEMBL. 16257207
Efficacy (binding) = 63 % Binding to human 5HT2A receptor expressed in CHO cells relative to 5HT ChEMBL. 16257207
Efficacy (binding) = 63 % Binding to human 5HT2A receptor expressed in CHO cells relative to 5HT ChEMBL. 16257207
Efficacy (binding) = 70 % Binding to human 5HT2B receptor expressed in CHO cells relative to 5HT ChEMBL. 16257207
Efficacy (binding) = 70 % Binding to human 5HT2B receptor expressed in CHO cells relative to 5HT ChEMBL. 16257207
Efficacy (binding) = 93 % Binding to human 5HT2C receptor expressed in CHO cells relative to 5HT ChEMBL. 16257207
Efficacy (binding) = 93 % Binding to human 5HT2C receptor expressed in CHO cells relative to 5HT ChEMBL. 16257207
Ki (binding) = 72 nM Displacement of [3H]5HT from human 5HT2C ChEMBL. 16257207
Ki (binding) = 72 nM Displacement of [3H]5HT from human 5HT2C ChEMBL. 16257207
Ki (binding) = 778 nM Displacement of [3H]5HT from human 5HT2B ChEMBL. 16257207
Ki (binding) = 778 nM Displacement of [3H]5HT from human 5HT2B ChEMBL. 16257207
Ki (binding) = 1041 nM Displacement of [125I]DOI from human 5HT2A ChEMBL. 16257207
Ki (binding) = 1041 nM Displacement of [125I]DOI from human 5HT2A ChEMBL. 16257207

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.

External resources for this compound

Bibliographic References

1 literature reference was collected for this gene.

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