BDBM50081701 3-[2-(dimethylamino)ethyl]-1H-indol-4-ol::4-hydroxy-N,N-dimethyltryptamine::CHEMBL65547::N,N-dimethyl-4-hydroxytryptamine::Psilocin::US11427604, Compound (I-45)::US11453689, Compound Psilocin::US11591353, Compound I-45::US11597738, Example 3::US11642336, Compound Psilocin::US20240051978, Compound Psilocin::US20240166618, Compound Psilocin::US20240317683, Compound psilocin

SMILES CN(C)CCc1c[nH]c2cccc(O)c12

InChI Key InChIKey=SPCIYGNTAMCTRO-UHFFFAOYSA-N

Data  72 KI  12 IC50  22 EC50

PDB links: 2 PDB IDs match this monomer.

  Tab Delimited (TSV)   2D SDfile   Computed 3D by Vconf -m prep SDfile
Find this compound or compounds like it in BindingDB:
   Substructure
Similarity at least:  must be >=0.5
Exact match

Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 106 hits for monomerid = 50081701   

Target5-hydroxytryptamine receptor 2A(Rat)
Purdue University

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataEC50:  2.30E+3nMAssay Description:Tested for its ability to activate phospholipase C by quantification of IP3 at cloned rat 5-hydroxytryptamine 2A receptorMore data for this Ligand-Target Pair
In DepthDetails Article
PubMed
Target5-hydroxytryptamine receptor 2A(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataEC50:  24nMAssay 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 DepthDetails Article
PubMed
Target5-hydroxytryptamine receptor 2B(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataEC50:  58nMAssay 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 DepthDetails Article
PubMed
Target5-hydroxytryptamine receptor 2C(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataEC50:  30nMAssay 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 DepthDetails Article
PubMedPDB3D3D Structure (crystal)
Target5-hydroxytryptamine receptor 2A(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataEC50:  4.30nMAssay Description:Agonist activity at human 5-HT2A receptor expressed in Flp-In T-REx 293 cells assessed as induction of Gq-mediated calcium flux incubated for 1 hr by...More data for this Ligand-Target Pair
In DepthDetails Article
PubMed
Target5-hydroxytryptamine receptor 2A(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataEC50:  4.30nMAssay Description:Agonist activity at human 5-HT2A receptor expressed in Flp-In T-REx 293 cells assessed as induction of Gq-mediated calcium flux incubated for 1 hr by...More data for this Ligand-Target Pair
In DepthDetails Article
PubMed
Target5-hydroxytryptamine receptor 2A(Mouse)
Usona Institute

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataEC50:  9.90nMAssay Description:Agonist activity at mouse 5-HT2A receptor expressed in Flp-In T-REx 293 cells assessed as induction of Gq-mediated calcium flux incubated for 1 hr by...More data for this Ligand-Target Pair
In DepthDetails Article
PubMed
Target5-hydroxytryptamine receptor 2A(Mouse)
Usona Institute

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataEC50:  9.80nMAssay Description:Agonist activity at mouse 5-HT2A receptor expressed in Flp-In T-REx 293 cells assessed as induction of Gq-mediated calcium flux incubated for 1 hr by...More data for this Ligand-Target Pair
In DepthDetails Article
PubMed
Target5-hydroxytryptamine receptor 2A(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataEC50:  6.5nMAssay Description:Agonist activity at 5HT2A receptor (unknown origin) expressed in HEK293 cells by FLIPR calcium flux assayMore data for this Ligand-Target Pair
In DepthDetails Article
PubMed
Target5-hydroxytryptamine receptor 2A(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataEC50:  75nMAssay Description:Displacement of [3H]-ketanserin from human 5-HT2A receptor incubated for 90 mins by scintillation counting analysisMore data for this Ligand-Target Pair
In DepthDetails Article
PubMed
Target5-hydroxytryptamine receptor 2A(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataEC50:  75nMAssay Description:Displacement of [3H]-ketanserin from human 5-HT2A receptor incubated for 90 mins by scintillation counting analysisMore data for this Ligand-Target Pair
In DepthDetails Article
PubMed
Target5-hydroxytryptamine receptor 2A(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataEC50:  6.5nMAssay Description:Agonist activity at 5-HT2A receptor (unknown origin) by calcium flux assayMore data for this Ligand-Target Pair
In DepthDetails Article
PubMed
Target5-hydroxytryptamine receptor 2A(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataIC50: 500nMAssay Description:Table 2: i. Prepare the assay buffer following the table below;Reagent ConcentrationTris 50 mMCaCl2  4 mMBSA 0.1% (w/v)Adjust pH to 7.4 followe...More data for this Ligand-Target Pair
In DepthDetails
US Patent

Target5-hydroxytryptamine receptor 2A(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataIC50: 500nMAssay Description:Table 2: i. Prepare the assay buffer following the table below;Reagent ConcentrationTris 50 mMCaCl2  4 mMBSA 0.1% (w/v)Adjust pH to 7.4 followe...More data for this Ligand-Target Pair
In DepthDetails
US Patent

Target5-hydroxytryptamine receptor 2A(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataEC50: <1.00E+3nMAssay Description:i. Prepare the assay buffer following the table below;Reagent ConcentrationTris 50 mMCaCl2  4 mMBSA 0.1% (w/v)Adjust pH to 7.4 followed by 0.2 ...More data for this Ligand-Target Pair
In DepthDetails
US Patent

Target5-hydroxytryptamine receptor 2A(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataIC50: 500nMAssay Description:i. Prepare the assay buffer following the table below;Reagent ConcentrationTris 50 mMCaCl2  4 mMBSA 0.1% (w/v)Adjust pH to 7.4 followed by 0.2 ...More data for this Ligand-Target Pair
In DepthDetails
US Patent

Target5-hydroxytryptamine receptor 2A(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataIC50: 112nMAssay Description:1. Culture the cells in cell culture medium (DMEM containing 10% FBS 1× penicillin-streptomycin 300 μg/ml G418 and 100 μg/ml hygromycin B) ...More data for this Ligand-Target Pair
In DepthDetails
US Patent

Target5-hydroxytryptamine receptor 2A(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataIC50: 352nMAssay Description:1. Culture the cells in cell culture medium (DMEM containing 10% FBS 1× penicillin-streptomycin 300 μg/ml G418 and 100 μg/ml hygromycin B) ...More data for this Ligand-Target Pair
In DepthDetails
US Patent

Target5-hydroxytryptamine receptor 2A(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataIC50: 8.30nMAssay Description:Modulation of human 5HT2A expressed in HEK293T cells co-transfected with Galphaq-RLuc8, Ggamma1-GFP2 and Gbeta1 assessed as dissociation of Galphaq f...More data for this Ligand-Target Pair
In DepthDetails Article
PubMed
Target5-hydroxytryptamine receptor 2B(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataIC50: 1.10nMAssay Description:Modulation of human 5HT2B expressed in HEK293T cells co-transfected with Galphaq-RLuc8, Ggamma1-GFP2 and Gbeta1 assessed as dissociation of Galphaq f...More data for this Ligand-Target Pair
In DepthDetails Article
PubMed
Target5-hydroxytryptamine receptor 2C(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataIC50: 7.80nMAssay Description:Modulation of human 5HT2C expressed in HEK293T cells co-transfected with Galphaq-RLuc8, Ggamma1-GFP2 and Gbeta1 assessed as dissociation of Galphaq f...More data for this Ligand-Target Pair
In DepthDetails Article
PubMedPDB3D3D Structure (crystal)
Target5-hydroxytryptamine receptor 2A(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataIC50: 500nMMore data for this Ligand-Target Pair
In DepthDetails
US Patent

Target5-hydroxytryptamine receptor 2A(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataIC50: 500nMMore data for this Ligand-Target Pair
In DepthDetails
US Patent

Target5-hydroxytryptamine receptor 2A(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataEC50: <1.00E+3nMAssay Description:Agonist activity at human 5-HT2A receptor expressed in cells assessed as increase in calcium mobilization by Calcium-6 dye based FLIPR assayMore data for this Ligand-Target Pair
In DepthDetails
PubMed
Target5-hydroxytryptamine receptor 2A(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataIC50: 1.00E+3nMAssay Description:Adjust pH to 7.4 followed by 0.2 μM sterile filtration ii. 8 doses of reference and exemplary test compounds were prepared starting from 10 mM s...More data for this Ligand-Target Pair
In DepthDetails
US Patent

Target5-hydroxytryptamine receptor 2A(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataEC50: <1.00E+3nMAssay Description:Agonist activity at human 5-HT2A receptor assessed as activation of calcium mobilization incubated for 2 mins by Calcium-6 dye based FLIPR assayMore data for this Ligand-Target Pair
In DepthDetails
PubMed
TargetSodium-dependent serotonin transporter(Human)
Gilgamesh Pharmaceuticals

US Patent
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataIC50: 2.04E+3nMAssay Description:The ability of test compounds to block monoamine uptake by SERT was determined using the Neurotransmitter Transporter Uptake Assay Kit manufactured b...More data for this Ligand-Target Pair
In DepthDetails
US Patent

Target5-hydroxytryptamine receptor 2A(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataEC50:  21nMMore data for this Ligand-Target Pair
In DepthDetails

Target5-hydroxytryptamine receptor 2C(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataEC50:  19nMMore data for this Ligand-Target Pair
In DepthDetails
PDB3D3D Structure (crystal)
Target5-hydroxytryptamine receptor 2A(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataEC50:  25.5nMMore data for this Ligand-Target Pair
In DepthDetails

Target5-hydroxytryptamine receptor 2C(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataEC50:  1.95nMMore data for this Ligand-Target Pair
In DepthDetails
PDB3D3D Structure (crystal)
Target5-hydroxytryptamine receptor 2C(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataEC50:  5.62nMMore data for this Ligand-Target Pair
In DepthDetails
PDB3D3D Structure (crystal)
Target5-hydroxytryptamine receptor 2A(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataEC50:  162nMMore data for this Ligand-Target Pair
In DepthDetails

Target5-hydroxytryptamine receptor 2C(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataEC50:  21.8nMMore data for this Ligand-Target Pair
In DepthDetails
PDB3D3D Structure (crystal)
Target5-hydroxytryptamine receptor 2B(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataKi:  4.60nMAssay Description:Inhibition of 5-HT2BR (unknown origin ) assessed as inhibition constantMore data for this Ligand-Target Pair
In DepthDetails
PubMed
Target5-hydroxytryptamine receptor 2B(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataKi:  4.70nMAssay Description:The binding affinities shown in table 5 of psilocin and compound 8 at various monoaminergic receptors were determined in radioligand competition bind...More data for this Ligand-Target Pair
In DepthDetails
US Patent

Target5-hydroxytryptamine receptor 2B(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataKi:  4.70nMMore data for this Ligand-Target Pair
In DepthDetails

Target5-hydroxytryptamine receptor 2A(Rat)
Purdue University

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataKi:  12nMMore data for this Ligand-Target Pair
In DepthDetails
PubMed
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataKi:  18.6nMMore data for this Ligand-Target Pair
In DepthDetails

LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataKi:  19nMAssay Description:The binding affinities shown in table 5 of psilocin and compound 8 at various monoaminergic receptors were determined in radioligand competition bind...More data for this Ligand-Target Pair
In DepthDetails
US Patent

TargetD(1A) dopamine receptor(Human)TBA
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataKi:  19.9nMMore data for this Ligand-Target Pair
In DepthDetails

TargetD(1A) dopamine receptor(Human)TBA
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataKi:  20nMAssay Description:The binding affinities shown in table 5 of psilocin and compound 8 at various monoaminergic receptors were determined in radioligand competition bind...More data for this Ligand-Target Pair
In DepthDetails
US Patent

Target5-hydroxytryptamine receptor 2A(Rat)
Purdue University

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataKi:  25nMAssay Description:In vitro binding to 5-hydroxytryptamine 2A receptor using [125 I]-DOIMore data for this Ligand-Target Pair
In DepthDetails Article
PubMed
Target5-hydroxytryptamine receptor 1E(Human)
Lophora

US Patent
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataKi:  44nMAssay Description:The binding affinities shown in table 5 of psilocin and compound 8 at various monoaminergic receptors were determined in radioligand competition bind...More data for this Ligand-Target Pair
In DepthDetails
US Patent

Target5-hydroxytryptamine receptor 1E(Human)
Lophora

US Patent
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataKi:  44.3nMMore data for this Ligand-Target Pair
In DepthDetails

Target5-hydroxytryptamine receptor 2A(Human)
Organix

Curated by ChEMBL
LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataKi:  58.6nMAssay Description:5-HT2A Receptor Radioligand Binding. Affinity of the test compounds for the 5-HT2A receptor was determined in radioligand binding experiments with [3...More data for this Ligand-Target Pair
In DepthDetails
US Patent

LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataKi:  62.6nMMore data for this Ligand-Target Pair
In DepthDetails

LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataKi:  63nMAssay Description:The binding affinities shown in table 5 of psilocin and compound 8 at various monoaminergic receptors were determined in radioligand competition bind...More data for this Ligand-Target Pair
In DepthDetails
US Patent

LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataKi:  69.9nMMore data for this Ligand-Target Pair
In DepthDetails

LigandPNGBDBM50081701(4-hydroxy-N,N-dimethyltryptamine | N,N-dimethyl-4-...)
Affinity DataKi:  70nMAssay Description:The binding affinities shown in table 5 of psilocin and compound 8 at various monoaminergic receptors were determined in radioligand competition bind...More data for this Ligand-Target Pair
In DepthDetails
US Patent

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