Molecule Details
| InChIKey | SHXWCVYOXRDMCX-UHFFFAOYSA-N |
|---|---|
| Compound Name | 3,4-Methylenedioxymethamphetamine |
| Canonical SMILES | CNC(C)Cc1ccc2c(c1)OCO2 |
| Clinical Status | Data-mined Candidate |
| Targets (Human+Pathogen) | 5 |
| Pfam Stratification | Cross-Family |
| Avg pChEMBL | 6.36 |
| Source | BindingDB;ChEMBL |
2D Structure
Activity Profile
DrugBank Annotations
| DrugBank ID | DB01454 |
|---|---|
| Drug Name | Midomafetamine |
| CAS Number | 42542-10-9 |
| Groups | illicit investigational |
| ATC Codes | nan |
| Description | An N-substituted amphetamine analog. It is a widely abused drug classified as a hallucinogen and causes marked, long-lasting changes in brain serotonergic systems. It is commonly referred to as MDMA or ecstasy. It is a widely abused drug classified as a hallucinogen and causes marked, long-lasting c... |
Categories: Adrenergic Agents Adrenergic Uptake Inhibitors Agents producing tachycardia Agents that produce hypertension Amines Amphetamines Antidepressive Agents Central Nervous System Agents Central Nervous System Depressants Cytochrome P-450 CYP2D6 Substrates Cytochrome P-450 Substrates Ethylamines Hallucinogens Membrane Transport Modulators Neurotransmitter Agents Neurotransmitter Uptake Inhibitors Phenethylamines Psychotropic Drugs Serotonergic Drugs Shown to Increase Risk of Serotonin Syndrome Serotonin 5-HT2 Receptor Agonists Serotonin Agents Serotonin Receptor Agonists Sympathomimetics
Cross-references: BindingDB: 707600 ChEBI: 1391 CHEMBL43048 ChemSpider: 1556 C07577 PharmGKB: PA131887008 PubChem:1615 PubChem:46506404 Wikipedia: 3,4-Methylenedioxymethamphetamine
Target Activities (5)
| Target | Gene | Organism | Category | Pfam | pChEMBL | Type | Source |
|---|---|---|---|---|---|---|---|
| Q9Y2I1 | NISCH | Homo sapiens | Human | PF25625 PF23142 PF00787 | 6.7 | Ki | BindingDB |
| P31645 | SLC6A4 | Homo sapiens | Human | PF03491 PF00209 | 6.4 | IC50 | ChEMBL;BindingDB |
| P23975 | SLC6A2 | Homo sapiens | Human | PF00209 | 6.4 | IC50 | ChEMBL |
| P41595 | HTR2B | Homo sapiens | Human | PF00001 | 6.3 | Ki | BindingDB |
| Q01959 | SLC6A3 | Homo sapiens | Human | PF00209 | 6.0 | Ki | ChEMBL |
DrugBank Target Actions (11)
| Target | Gene | Target Name | Action | Type |
|---|---|---|---|---|
| P10635 | CYP2D6 | Cytochrome P450 2D6 | substrate | enzymes |
| P28223 | HTR2A | 5-hydroxytryptamine receptor 2A | agonist | targets |
| P28335 | HTR2C | 5-hydroxytryptamine receptor 2C | agonist | targets |
| P41595 | HTR2B | 5-hydroxytryptamine receptor 2B | agonist | targets |
| Q05940 | SLC18A2 | Synaptic vesicular amine transporter | inhibitor | targets |
| P23975 | SLC6A2 | Sodium-dependent noradrenaline transporter | negative modulator | targets |
| P31645 | SLC6A4 | Sodium-dependent serotonin transporter | negative modulator | targets |
| Q01959 | SLC6A3 | Sodium-dependent dopamine transporter | negative modulator | targets |
| P23975 | SLC6A2 | Sodium-dependent noradrenaline transporter | binder | transporters |
| P31645 | SLC6A4 | Sodium-dependent serotonin transporter | binder | transporters |
| Q01959 | SLC6A3 | Sodium-dependent dopamine transporter | binder | transporters |