BDBM50010588 (RS)-3,4-(methylenedioxy)methamphetamine::1-(1,3-Benzodioxol-5-yl)-N-methyl-2-propanamine::1-(1,3-benzodioxol-5-yl)-N-methylpropan-2-amine::3,4-methylenedioxymethamphetamine::CHEMBL43048::DL-(3,4-Methylenedioxy)methamphetamine::MDMA::N,alpha-dimethyl-1,3-benzodioxole-5-ethanamine::N-Methyl-3,4-methylenedioxyamphetamine::US11767305, Compound MDMA

SMILES C[C@@H](Cc1ccc2c(c1)OCO2)NC

InChI Key InChIKey=SHXWCVYOXRDMCX-UHFFFAOYSA-N

Data  66 KI  10 IC50  8 EC50

PDB links: 1 PDB ID matches 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 84 hits for monomerid = 50010588   

TargetSodium-dependent serotonin transporter(Human)
Hadassah Hebrew University Hospital

Curated by ChEMBL
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi:  0.730nMAssay Description:Displacement of [3H]citalopram from human SERT expressed in HEK293 cellsMore data for this Ligand-Target Pair
In Depth
Date in BDB:
1/11/2010
Entry Details Article
PubMed
TargetSodium-dependent serotonin transporter(Human)
Hadassah Hebrew University Hospital

Curated by ChEMBL
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi:  2.03nMAssay Description:Displacement of [3H]paroxetine from human SERT expressed in HEK293 cellsMore data for this Ligand-Target Pair
In Depth
Date in BDB:
1/11/2010
Entry Details Article
PubMed
TargetSodium-dependent serotonin transporter(Rat)
Virginia Commonwealth University

Curated by ChEMBL
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataEC50:  61nMAssay Description:Binding affinity to SERT in Sprague-Dawley rat brain synaptosomes assessed as induction of [3H]5-HT release by liquid scintillation counting methodMore data for this Ligand-Target Pair
In Depth
Date in BDB:
11/23/2016
Entry Details Article
PubMed
TargetSodium-dependent serotonin transporter(Rat)
Virginia Commonwealth University

Curated by ChEMBL
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataEC50:  72nMAssay Description:Activity at SERT in rat synaptosomes assessed as release of [3H]HT after 5 mins by liquid scintillation counting methodMore data for this Ligand-Target Pair
In Depth
Date in BDB:
7/22/2019
Entry Details Article
PubMed
TargetSodium-dependent serotonin transporter(Rat)
Virginia Commonwealth University

Curated by ChEMBL
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi:  72nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
5/26/2012
Entry Details Article
PubMed
TargetSodium-dependent dopamine transporter(Rat)
Virginia Commonwealth University

Curated by ChEMBL
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataEC50:  75nMAssay Description:Binding affinity to DAT in Sprague-Dawley rat brain synaptosomes assessed as induction of [3H]MPP+ release by liquid scintillation counting methodMore data for this Ligand-Target Pair
In Depth
Date in BDB:
11/23/2016
Entry Details Article
PubMed
TargetNorepinephrine transporter(Rat)
Case Western Reserve University

Curated by PDSP Ki Database
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi:  110nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
5/26/2012
Entry Details Article
PubMed
TargetSodium-dependent serotonin transporter(Rat)
Virginia Commonwealth University

Curated by ChEMBL
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi:  238nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
4/24/2012
Entry Details Article
PubMed
TargetSodium-dependent dopamine transporter(Rat)
Virginia Commonwealth University

Curated by ChEMBL
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataEC50:  278nMAssay Description:Activity at DAT in rat synaptosomes assessed as release of [3H]DA after 5 mins by liquid scintillation counting methodMore data for this Ligand-Target Pair
In Depth
Date in BDB:
7/22/2019
Entry Details Article
PubMed
TargetSodium-dependent dopamine transporter(Rat)
Virginia Commonwealth University

Curated by ChEMBL
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi:  278nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
5/26/2012
Entry Details Article
PubMed
TargetSodium-dependent serotonin transporter(Human)
Hadassah Hebrew University Hospital

Curated by ChEMBL
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataIC50: 384nMAssay Description:For the SERT uptake inhibition assay, 5 nM [3H]5-HT was used. To optimize uptake for a single transporter, unlabeled blockers were included to preven...More data for this Ligand-Target Pair
In Depth
Date in BDB:
11/2/2023
Entry Details
Go to US Patent

TargetSodium-dependent noradrenaline transporter(Human)
Trinity College

Curated by ChEMBL
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataIC50: 405nMAssay Description:Inhibition of human noradrenaline transporterMore data for this Ligand-Target Pair
In Depth
Date in BDB:
11/17/2010
Entry Details Article
PubMed
TargetSodium-dependent noradrenaline transporter(Human)
Trinity College

Curated by ChEMBL
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataIC50: 405nMAssay Description:Binding affinity to human NETMore data for this Ligand-Target Pair
In Depth
Date in BDB:
11/20/2010
Entry Details Article
PubMed
TargetSodium-dependent serotonin transporter(Human)
Hadassah Hebrew University Hospital

Curated by ChEMBL
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataIC50: 425nMAssay Description:Inhibition of [3H]5-HT uptake at SERTMore data for this Ligand-Target Pair
In Depth
Date in BDB:
11/17/2010
Entry Details Article
PubMed
TargetSodium-dependent serotonin transporter(Human)
Hadassah Hebrew University Hospital

Curated by ChEMBL
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataIC50: 425nMAssay Description:Binding affinity to human SERTMore data for this Ligand-Target Pair
In Depth
Date in BDB:
11/20/2010
Entry Details Article
PubMed
TargetNorepinephrine transporter(Rat)
Case Western Reserve University

Curated by PDSP Ki Database
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi:  462nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
4/24/2012
Entry Details Article
PubMed
Target5-hydroxytryptamine receptor 2B(Human)
Case Western Reserve University

Curated by PDSP Ki Database
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi:  500nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
5/26/2012
Entry Details Article
PubMed
TargetSodium-dependent noradrenaline transporter(Human)
Trinity College

Curated by ChEMBL
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataEC50:  1.00E+3nMAssay Description:Binding affinity to human NET expressed in HEK293 cells assessed as induction of [3H]MPP+ release by liquid scintillation counting methodMore data for this Ligand-Target Pair
In Depth
Date in BDB:
11/23/2016
Entry Details Article
PubMed
TargetSodium-dependent serotonin transporter(Human)
Hadassah Hebrew University Hospital

Curated by ChEMBL
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataEC50:  1.00E+3nMAssay Description:Binding affinity to human SERT expressed in HEK293 cells assessed as induction of [3H]5-HT release by liquid scintillation counting methodMore data for this Ligand-Target Pair
In Depth
Date in BDB:
11/23/2016
Entry Details Article
PubMed
TargetSodium-dependent dopamine transporter(Human)
Virginia Commonwealth University

Curated by ChEMBL
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataEC50:  1.00E+3nMAssay Description:Binding affinity to human DAT expressed in HEK293 cells assessed as induction of [3H]MPP+ release by liquid scintillation counting methodMore data for this Ligand-Target Pair
In Depth
Date in BDB:
11/23/2016
Entry Details Article
PubMed
TargetSodium-dependent serotonin transporter(Rat)
Virginia Commonwealth University

Curated by ChEMBL
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataIC50: 1.06E+3nMAssay Description:Inhibition of [3H]5-HT reuptake at rat SERT expressed in HEK293 cells after 2 mins by liquid scintillation countingMore data for this Ligand-Target Pair
In Depth
Date in BDB:
11/17/2010
Entry Details Article
PubMed
TargetSodium-dependent serotonin transporter(Human)
Hadassah Hebrew University Hospital

Curated by ChEMBL
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataIC50: 1.10E+3nMAssay Description:Inhibition of [3H]-serotonin reuptake at human SERT expressed in HEK293 cells after 15 to 20 mins by fluorescence neurotransmitter transporter assayMore data for this Ligand-Target Pair
In Depth
Date in BDB:
8/23/2011
Entry Details Article
PubMed
TargetAlpha-2C adrenergic receptor(Human)
Case Western Reserve University

Curated by PDSP Ki Database
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi:  1.12E+3nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
5/26/2012
Entry Details Article
PubMed
TargetVoltage-dependent L-type calcium channel subunit alpha-1C(Rat)
Case Western Reserve University

Curated by PDSP Ki Database
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi:  1.20E+3nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
5/26/2012
Entry Details Article
PubMed
TargetNeuronal acetylcholine receptor subunit alpha-4/beta-2(Rat)
University of Barcelona

Curated by ChEMBL
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi:  1.44E+3nMAssay Description:Displacement of [3H]epibatidine from alpha4beta2 nAChR in Sprague-Dawley rat brain cortical membrane after 3 hrsMore data for this Ligand-Target Pair
In Depth
Date in BDB:
2/10/2015
Entry Details Article
PubMed
TargetSodium-dependent dopamine transporter(Human)
Virginia Commonwealth University

Curated by ChEMBL
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataIC50: 1.44E+3nMAssay Description:Binding affinity to human DATMore data for this Ligand-Target Pair
In Depth
Date in BDB:
11/20/2010
Entry Details Article
PubMed
TargetSodium-dependent dopamine transporter(Human)
Virginia Commonwealth University

Curated by ChEMBL
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataIC50: 1.44E+3nMAssay Description:Inhibition of human dopamine transporterMore data for this Ligand-Target Pair
In Depth
Date in BDB:
11/17/2010
Entry Details Article
PubMed
TargetSodium-dependent dopamine transporter(Rat)
Virginia Commonwealth University

Curated by ChEMBL
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi:  1.57E+3nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
4/24/2012
Entry Details Article
PubMed
TargetTrace amine-associated receptor 1(Rat)
Research Triangle Institute

Curated by ChEMBL
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataEC50:  1.70E+3nMAssay Description:Activation of rat TAAR1 expressed in HEK293 cells assessed as accumulation of [3H]cAMP after 1 hr by competitive binding assayMore data for this Ligand-Target Pair
In Depth
Date in BDB:
7/21/2012
Entry Details Article
PubMed
TargetAlpha-2B adrenergic receptor(Human)
Case Western Reserve University

Curated by PDSP Ki Database
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi:  1.79E+3nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
5/26/2012
Entry Details Article
PubMed
TargetMuscarinic acetylcholine receptor M3(Human)
Case Western Reserve University

Curated by PDSP Ki Database
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi:  1.85E+3nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
5/26/2012
Entry Details Article
PubMed
Target5-hydroxytryptamine receptor 2B(Human)
Case Western Reserve University

Curated by PDSP Ki Database
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi:  2.00E+3nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
5/26/2012
Entry Details Article
PubMed
TargetHistamine H1 receptor(Human)
Case Western Reserve University

Curated by PDSP Ki Database
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi:  2.14E+3nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
5/26/2012
Entry Details Article
PubMed
TargetAlpha-2A adrenergic receptor(Human)
Case Western Reserve University

Curated by PDSP Ki Database
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi:  2.53E+3nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
5/26/2012
Entry Details Article
PubMed
TargetMuscarinic acetylcholine receptor M5(Human)
Case Western Reserve University

Curated by PDSP Ki Database
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi:  6.34E+3nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
5/26/2012
Entry Details Article
PubMed
TargetMuscarinic acetylcholine receptor M4(Human)
Case Western Reserve University

Curated by PDSP Ki Database
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi:  8.25E+3nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
5/26/2012
Entry Details Article
PubMed
TargetHistamine H2 receptor(Human)
Case Western Reserve University

Curated by PDSP Ki Database
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi: >1.00E+4nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
5/26/2012
Entry Details Article
PubMed
TargetNischarin(Rat)
Case Western Reserve University

Curated by PDSP Ki Database
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi: >1.00E+4nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
5/26/2012
Entry Details Article
PubMed
Target5-hydroxytryptamine receptor 1E(Human)
Case Western Reserve University

Curated by PDSP Ki Database
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi: >1.00E+4nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
5/26/2012
Entry Details Article
PubMed
TargetGlutamate receptor ionotropic, NMDA 1(Rat)
Case Western Reserve University

Curated by PDSP Ki Database
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi: >1.00E+4nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
5/26/2012
Entry Details Article
PubMed
Target5-hydroxytryptamine receptor 2A(Rat)
Case Western Reserve University

Curated by PDSP Ki Database
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi: >1.00E+4nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
5/26/2012
Entry Details Article
PubMed
TargetMetabotropic glutamate receptor 4(Rat)
Case Western Reserve University

Curated by PDSP Ki Database
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi: >1.00E+4nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
5/26/2012
Entry Details Article
PubMed
TargetMetabotropic glutamate receptor 5(Rat)
Case Western Reserve University

Curated by PDSP Ki Database
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi: >1.00E+4nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
5/26/2012
Entry Details Article
PubMed
TargetMetabotropic glutamate receptor 1(Rat)
Case Western Reserve University

Curated by PDSP Ki Database
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi: >1.00E+4nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
5/26/2012
Entry Details Article
PubMed
TargetMetabotropic glutamate receptor 2(Human)
Case Western Reserve University

Curated by PDSP Ki Database
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi: >1.00E+4nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
5/26/2012
Entry Details Article
PubMed
TargetMetabotropic glutamate receptor 8(Rat)
Case Western Reserve University

Curated by PDSP Ki Database
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi: >1.00E+4nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
5/26/2012
Entry Details Article
PubMed
TargetSodium-dependent noradrenaline transporter(Human)
Trinity College

Curated by ChEMBL
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi: >1.00E+4nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
5/26/2012
Entry Details Article
PubMed
TargetProstaglandin E2 receptor EP3 subtype(Human)
Case Western Reserve University

Curated by PDSP Ki Database
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi: >1.00E+4nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
5/26/2012
Entry Details Article
PubMed
Target5-hydroxytryptamine receptor 3A(Human)
Case Western Reserve University

Curated by PDSP Ki Database
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi: >1.00E+4nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
5/26/2012
Entry Details Article
PubMed
Target5-hydroxytryptamine receptor 5A(Human)
Case Western Reserve University

Curated by PDSP Ki Database
LigandPNGBDBM50010588(DL-(3,4-Methylenedioxy)methamphetamine | N-Methyl-...)
Affinity DataKi: >1.00E+4nMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
5/26/2012
Entry Details Article
PubMed
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