BDBM50171269 3-[2-(dimethylamino)ethyl]-1H-indol-4-yl dihydrogen phosphate::4-phosphoryloxy-N,N-dimethyltryptamine::CHEMBL194378::Indocybin::O-phosphoryl-4-hydroxy-N,N-dimethyltryptamine::Psilocybine::US11597738, Example 4::psilocin phosphate ester::psilocybin

SMILES CN(C)CCc1c[nH]c2c1c(ccc2)OP(=O)(O)O

InChI Key InChIKey=QVDSEJDULKLHCG-UHFFFAOYSA-N

Data  5 KI  1 IC50  3 EC50

PDB links: 2 PDB IDs match this monomer.

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Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 13 hits for monomerid = 50171269   

Target5-hydroxytryptamine receptor 2A(Rat)
Stanford University

Curated by PDSP Ki Database
LigandChemical structure of BindingDB Monomer ID 50171269BDBM50171269(psilocybin | psilocin phosphate ester | O-phosphor...)
Affinity DataKi:  13nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
11/22/2011
Entry Details
PubMed
Target5-hydroxytryptamine receptor 2B(Human)
Organix

Curated by ChEMBL
LigandChemical structure of BindingDB Monomer ID 50171269BDBM50171269(psilocybin | psilocin phosphate ester | O-phosphor...)
Affinity DataEC50:  74nMAssay Description:Effective concentration required for accumulation of [3H]inositol phosphate in cells transiently expressing human 5-hydroxytryptamine 2B receptor det...More data for this Ligand-Target Pair
In Depth
Date in BDB:
11/10/2009
Entry Details Article
PubMed
Target5-hydroxytryptamine receptor 2B(Human)
Organix

Curated by ChEMBL
LigandChemical structure of BindingDB Monomer ID 50171269BDBM50171269(psilocybin | psilocin phosphate ester | O-phosphor...)
Affinity DataKi:  99nMAssay Description:Inhibition of 5-HT2BR (unknown origin ) assessed as inhibition constantMore data for this Ligand-Target Pair
In Depth
Date in BDB:
12/17/2024
Entry Details
PubMed
Target5-hydroxytryptamine receptor 2C(Human)
Organix

Curated by ChEMBL
LigandChemical structure of BindingDB Monomer ID 50171269BDBM50171269(psilocybin | psilocin phosphate ester | O-phosphor...)
Affinity DataEC50:  506nMAssay Description:Effective concentration required for accumulation of [3H]inositol phosphate in cells stably expressing human 5-hydroxytryptamine 2C receptor determin...More data for this Ligand-Target Pair
In Depth
Date in BDB:
11/10/2009
Entry Details Article
PubMed
Target5-hydroxytryptamine receptor 2B(Bovine)
Stanford University

Curated by PDSP Ki Database
LigandChemical structure of BindingDB Monomer ID 50171269BDBM50171269(psilocybin | psilocin phosphate ester | O-phosphor...)
Affinity DataKi:  600nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
11/22/2011
Entry Details
PubMed
Target5-hydroxytryptamine receptor 2A(Human)
Mindset Pharma

US Patent
LigandChemical structure of BindingDB Monomer ID 50171269BDBM50171269(psilocybin | psilocin phosphate ester | O-phosphor...)
Affinity DataIC50: 2.75E+3nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
4/23/2023
Entry Details
US Patent

Target5-hydroxytryptamine receptor 2A(Human)
Mindset Pharma

US Patent
LigandChemical structure of BindingDB Monomer ID 50171269BDBM50171269(psilocybin | psilocin phosphate ester | O-phosphor...)
Affinity DataEC50:  3.48E+3nMAssay Description:Effective concentration required for accumulation of [3H]inositol phosphate in cells stably expressing human 5-hydroxytryptamine 2A receptor determin...More data for this Ligand-Target Pair
In Depth
Date in BDB:
11/10/2009
Entry Details Article
PubMed
Target5-hydroxytryptamine receptor 1A(Human)
Icahn School of Medicine at Mount Sinai

Curated by ChEMBL
LigandChemical structure of BindingDB Monomer ID 50171269BDBM50171269(psilocybin | psilocin phosphate ester | O-phosphor...)
Affinity DataIC50: 4.79E+3nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
6/6/2026
Entry Details PubMed
Target5-hydroxytryptamine receptor 2B(Human)
Organix

Curated by ChEMBL
LigandChemical structure of BindingDB Monomer ID 50171269BDBM50171269(psilocybin | psilocin phosphate ester | O-phosphor...)
Affinity DataKi: >1.00E+4nMAssay Description:Transactivation of mouse PPARdelta by cell-based luciferase reporter gene assayMore data for this Ligand-Target Pair
In Depth
Date in BDB:
6/4/2026
Entry Details PubMed
Target5-hydroxytryptamine receptor 2A(Human)
Mindset Pharma

US Patent
LigandChemical structure of BindingDB Monomer ID 50171269BDBM50171269(psilocybin | psilocin phosphate ester | O-phosphor...)
Affinity DataKi: >1.00E+4nMAssay Description:Inhibition of 5-HT2AR (unknown origin ) assessed as inhibition constantMore data for this Ligand-Target Pair
In Depth
Date in BDB:
12/17/2024
Entry Details
PubMed
Target5-hydroxytryptamine receptor 1A(Human)
Icahn School of Medicine at Mount Sinai

Curated by ChEMBL
LigandChemical structure of BindingDB Monomer ID 50171269BDBM50171269(psilocybin | psilocin phosphate ester | O-phosphor...)
Affinity DataKi: >1.00E+4nMAssay Description:Inhibition of Jak2 (unknown origin) assessed as inhibition of STAT5 phosphorylation by cell-based assayMore data for this Ligand-Target Pair
In Depth
Date in BDB:
6/4/2026
Entry Details PubMed
Target5-hydroxytryptamine receptor 2A(Human)
Mindset Pharma

US Patent
LigandChemical structure of BindingDB Monomer ID 50171269BDBM50171269(psilocybin | psilocin phosphate ester | O-phosphor...)
Affinity DataKi: >1.00E+4nMAssay Description:Inhibition of Jak2 (unknown origin) assessed as inhibition of STAT5 phosphorylation by cell-based assayMore data for this Ligand-Target Pair
In Depth
Date in BDB:
6/4/2026
Entry Details PubMed
TargetHistamine H1 receptor(Rat)
TBA

Curated by PDSP Ki Database
LigandChemical structure of BindingDB Monomer ID 50171269BDBM50171269(psilocybin | psilocin phosphate ester | O-phosphor...)
Affinity DataKi: >1.00E+4nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
9/24/2011
Entry Details Article
PubMed