MIDOMAFETAMINE

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Search structure


Synonyms	3,4-Methylenedioxymethamphetamine 3,4-methylenedioxymetamphetamine Ecstasy Mdma Methylenedioxy Methamphetamine Methylenedioxymetamphetamine Methylenedioxymethamfetamine Methylenedioxymethamphetamine Midomafetamine
Status
Molecule Category	Free-form
UNII	KE1SEN21RM
EPA CompTox	DTXSID90860791

Structure


InChI Key	SHXWCVYOXRDMCX-UHFFFAOYSA-N
Smiles	CNC(C)Cc1ccc2c(c1)OCO2
InChI	InChI=1S/C11H15NO2/c1-8(12-2)5-9-3-4-10-11(6-9)14-7-13-10/h3-4,6,8,12H,5,7H2,1-2H3

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C11H15NO2
Molecular Weight	193.25
AlogP	1.57
Hydrogen Bond Acceptor	3.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	3.0
Polar Surface Area	30.49
Molecular species	BASE
Aromatic Rings	1.0
Heavy Atoms	14.0

Pharmacology

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family	61-278	405-425	-	0.73-948	-

	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Homo sapiens	-	405-425	-	0.73-948	-
Rattus norvegicus	61-278	-	0.123-0.195	-	-

Cross References

Resources	Reference
ChEBI	1391
ChEMBL	CHEMBL43048
DrugBank	DB01454
FDA SRS	KE1SEN21RM
Guide to Pharmacology	4574
KEGG	C07577
PharmGKB	PA131887008
PubChem	1615
SureChEMBL	SCHEMBL44210

CONTENTS

EcoDrug+ was developed under the PREMIER Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information EcoDrug+ contains.

Elements of EcoDrug+ were developed under the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT Center for Science Ltd is thanked for providing computational resources. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).

Content of EcoDrug+ is provided without guarantee for correctness.

Cite Us:

Ashenafi Legehar, Siobhán Monaghan, Mael Briand, Akseli Niemelä, Leo Ghemtio, Ziaurrehman Tanoli, A Ross Brown, Charles R Tyler, Henri Xhaard, EcoDrug PLUS: an advanced database for drug target conservation analysis and environmental risk assessment, Nucleic Acids Research, 2025, gkaf1251 Read...

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Last update: Monday, 3 November 2025