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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL43048
CHEMBL43048
Compound Name MIDOMAFETAMINE
ChEMBL Synonyms 3,4-Methylenedioxymethamphetamine | MIDOMAFETAMINE | Methylenedioxymethamphetamine | Methylenedioxy Methamphetamine
Max Phase 2
Trade Names
Molecular Formula C11H15NO2

Additional synonyms for CHEMBL43048 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CNC(C)Cc1ccc2OCOc2c1
Standard InChI InChI=1S/C11H15NO2/c1-8(12-2)5-9-3-4-10-11(6-9)14-7-13-10/h3 ...
Download InChI
Standard InChI Key SHXWCVYOXRDMCX-UHFFFAOYSA-N

Sources

  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL43048

Molecule Features

CHEMBL43048 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Unclassified Parenteral:Unclassified Topical:Unclassified Black Box:Unclassified Availability Type:Unclassified

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Substance-Related DisordersD019966EFO:0003890drug dependence1ClinicalTrials
Stress Disorders, Post-TraumaticD013313EFO:0001358post-traumatic stress disorder2ClinicalTrials

Clinical Data

ClinicalTrials.gov MIDOMAFETAMINE
The Cochrane Collaboration MIDOMAFETAMINE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL43048. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL4566 Endothelin receptor ET-A Rattus norvegicus 1.000
CHEMBL4481 Nitric oxide synthase, inducible Homo sapiens 1.000
CHEMBL3278 Ghrelin receptor Rattus norvegicus 1.000
CHEMBL252 Endothelin receptor ET-A Homo sapiens 1.000
CHEMBL3898 Bone morphogenetic protein 1 Homo sapiens 1.000
CHEMBL1785 Endothelin receptor ET-B Homo sapiens 1.000
CHEMBL4631 Endothelin receptor ET-B Rattus norvegicus 0.996
CHEMBL3949 Endothelin receptor ET-B Sus scrofa 0.996
CHEMBL5857 Trace amine-associated receptor 1 Homo sapiens 0.979
CHEMBL4376 Dual-specificity tyrosine-phosphorylation regulated kinase 2 Homo sapiens 0.979
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.959
CHEMBL4225 Dual specificity protein kinase CLK2 Homo sapiens 0.907
CHEMBL1075280 Dual specificity protein kinase CLK1 Mus musculus 0.896
CHEMBL4203 Dual specificity protein kinase CLK4 Homo sapiens 0.891
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.603
CHEMBL228 Serotonin transporter Homo sapiens 0.598
CHEMBL313 Serotonin transporter Rattus norvegicus 0.560
CHEMBL4372 Anthrax lethal factor Bacillus anthracis 0.456
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 0.436
CHEMBL4303 Heat shock protein HSP 90-beta Homo sapiens 0.346



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4566 Endothelin receptor ET-A Rattus norvegicus 1.000
CHEMBL4631 Endothelin receptor ET-B Rattus norvegicus 1.000
CHEMBL3278 Ghrelin receptor Rattus norvegicus 1.000
CHEMBL4481 Nitric oxide synthase, inducible Homo sapiens 1.000
CHEMBL252 Endothelin receptor ET-A Homo sapiens 1.000
CHEMBL1785 Endothelin receptor ET-B Homo sapiens 1.000
CHEMBL3898 Bone morphogenetic protein 1 Homo sapiens 0.999
CHEMBL3358 Monoamine oxidase A Rattus norvegicus 0.998
CHEMBL3949 Endothelin receptor ET-B Sus scrofa 0.997
CHEMBL5857 Trace amine-associated receptor 1 Homo sapiens 0.965
CHEMBL4376 Dual-specificity tyrosine-phosphorylation regulated kinase 2 Homo sapiens 0.900
CHEMBL1075282 Dual specificity protein kinase CLK3 Mus musculus 0.828
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.753
CHEMBL4225 Dual specificity protein kinase CLK2 Homo sapiens 0.698
CHEMBL1075280 Dual specificity protein kinase CLK1 Mus musculus 0.640
CHEMBL4226 Dual specificity protein kinase CLK3 Homo sapiens 0.329
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.310
CHEMBL313 Serotonin transporter Rattus norvegicus 0.309
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.274
CHEMBL1293277 Niemann-Pick C1 protein Homo sapiens 0.271

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
193.3 193.1103 1.57 3 30.49 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 1 0 3 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 10.32 2.05 -.65 1 14 0.79

Structural Alerts

There are no structural alerts for CHEMBL43048

Compound Cross References

ChemSpider ChemSpider:SHXWCVYOXRDMCX-UHFFFAOYSA-N
Wikipedia MDMA

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL43048



ACToR 42542-10-9 69610-10-2
BindingDB 50010588
Brenda 49754
ChEBI 1391
DrugBank DB01454
EPA CompTox Dashboard DTXSID90860791
Guide to Pharmacology 4574
IBM Patent System ADFF9A8AEAC975C257F604D3DC23D6BB
KEGG Ligand C07577
Nikkaji J276.360E
PharmGKB PA131887008
PubChem 1615
PubChem: Thomson Pharma 14748568
SureChEMBL SCHEMBL44210

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/SHXWCVYOXRDMCX-UHFFFAOYSA-N spacer
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