3/23/2021 (2S)-1-(1,3-Benzodioxol-5-yl)-N-methylpropan-2-amine | C11H15NO2 - PubChem

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COMPOUND SUMMARY

(2S)-1-(1,3-Benzodioxol-5-yl)-N-methylpropan-
2-amine
PubChem CID 854031

Structure

2D 3D

Find Similar Structures

Molecular Formula C11H15NO2

(2S)-1-(1,3-benzodioxol-5-yl)-N-methylpropan-2-amine
66142-89-0
(S)-Methylenedioxymethamphetamine
Synonyms ZINC859
(S)-N-BoC-Isoleucinenitrile

More...

Molecular Weight 193.24 g/mol

Modify Create
Dates
2021-03-20 2005-07-07

https://pubchem.ncbi.nlm.nih.gov/compound/854031 1/15
3/23/2021 (2S)-1-(1,3-Benzodioxol-5-yl)-N-methylpropan-2-amine | C11H15NO2 - PubChem

1 Structures

1.1 2D Structure

Chemical Structure
Depiction

PubChem

1.2 3D Conformer

PubChem

1.3 Crystal Structures

PDBe Ligand Code B41

PDBe Structure Code 3GM0

PDBe Conformer

Protein Data Bank in Europe (PDBe)

https://pubchem.ncbi.nlm.nih.gov/compound/854031 2/15
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2 Names and Identifiers

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2S)-1-(1,3-benzodioxol-5-yl)-N-methylpropan-2-amine
Computed by LexiChem 2.6.6 (PubChem release 2019.06.18)

PubChem

2.1.2 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/t8-/m0/s1
Computed by InChI 1.0.5 (PubChem release 2019.06.18)

PubChem

2.1.3 InChI Key

SHXWCVYOXRDMCX-QMMMGPOBSA-N
Computed by InChI 1.0.5 (PubChem release 2019.06.18)

PubChem

2.1.4 Canonical SMILES

CC(CC1=CC2=C(C=C1)OCO2)NC
Computed by OEChem 2.1.5 (PubChem release 2019.06.18)

PubChem

2.1.5 Isomeric SMILES

C[C@@H](CC1=CC2=C(C=C1)OCO2)NC
Computed by OEChem 2.1.5 (PubChem release 2019.06.18)

PubChem

2.2 Molecular Formula

C11H15NO2
Computed by PubChem 2.1 (PubChem release 2019.06.18)

PubChem

2.3 Other Identifiers

2.3.1 CAS

https://pubchem.ncbi.nlm.nih.gov/compound/854031 3/15
3/23/2021 (2S)-1-(1,3-Benzodioxol-5-yl)-N-methylpropan-2-amine | C11H15NO2 - PubChem

66142-89-0

CAS Common Chemistry

2.4 Synonyms

2.4.1 Depositor-Supplied Synonyms

(2S)-1-(1,3-benzodioxol-5-yl)-N-methylpropan-2-amine 142M890
66142-89-0 3,4 methylenedioxy-n-methylamphetamine; MDMA; Ecstasy
(S)-Methylenedioxymethamphetamine Q27458211
ZINC859 UNII-KE1SEN21RM component SHXWCVYOXRDMCX-MRVPVSSYSA-N
(S)-N-BoC-Isoleucinenitrile UNII-KE1SEN21RM component SHXWCVYOXRDMCX-QMMMGPOBSA-N
CHEMBL195390 B41
MDMA, R(-)
SCHEMBL15162286
BDBM85332
PDSP1_001409
PDSP2_001393
(S)-3,4-Methylenedioxymethamphetamine
AKOS006293116

PubChem

https://pubchem.ncbi.nlm.nih.gov/compound/854031 4/15
3/23/2021 (2S)-1-(1,3-Benzodioxol-5-yl)-N-methylpropan-2-amine | C11H15NO2 - PubChem

3 Chemical and Physical Properties

3.1 Computed Properties

Property Name Property Value Reference

Molecular Weight 193.24 g/mol Computed by PubChem 2.1 (PubChem release 2019.06.18)

XLogP3 2.2 Computed by XLogP3 3.0 (PubChem release 2019.06.18)

Hydrogen Bond Donor Count 1 Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)

Hydrogen Bond Acceptor Count 3 Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)

Rotatable Bond Count 3 Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)

Exact Mass 193.110279 g/mol Computed by PubChem 2.1 (PubChem release 2019.06.18)

Monoisotopic Mass 193.110279 g/mol Computed by PubChem 2.1 (PubChem release 2019.06.18)

Topological Polar Surface Area 30.5 Ų Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)

Heavy Atom Count 14 Computed by PubChem

Formal Charge 0 Computed by PubChem

Complexity 186 Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)

Isotope Atom Count 0 Computed by PubChem

Defined Atom Stereocenter Count 1 Computed by PubChem

Undefined Atom Stereocenter Count 0 Computed by PubChem

Defined Bond Stereocenter Count 0 Computed by PubChem

Undefined Bond Stereocenter Count 0 Computed by PubChem

Covalently-Bonded Unit Count 1 Computed by PubChem

Compound Is Canonicalized Yes Computed by PubChem (release 2012.11.26)

PubChem

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4 Related Records

4.1 Related Compounds with Annotation

PubChem

4.2 Related Compounds

Same Connectivity 137 Records

Same Stereo 2 Records

Same Isotope 3 Records

Same Parent, Connectivity 152 Records

Same Parent, Stereo 7 Records

Same Parent, Isotope 14 Records

Same Parent, Exact 6 Records

Mixtures, Components, and

6 Records
Neutralized Forms

Similar Compounds 706 Records

PubChem

4.3 Substances

4.3.1 Related Substances

All 54 Records

Same 29 Records

Mixture 25 Records

PubChem

https://pubchem.ncbi.nlm.nih.gov/compound/854031 6/15
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4.3.2 Substances by Category

PubChem

4.4 Entrez Crosslinks

PubMed 5 Records

Protein Structures 1 Record

PubChem

4.5 NCBI LinkOut

NCBI

https://pubchem.ncbi.nlm.nih.gov/compound/854031 7/15
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5 Chemical Vendors

PubChem

https://pubchem.ncbi.nlm.nih.gov/compound/854031 8/15
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6 Literature

6.1 Depositor Provided PubMed Citations

PubChem

6.2 Chemical Co-Occurrences in Literature

PubChem

6.3 Chemical-Disease Co-Occurrences in Literature

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PubChem

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7 Patents

7.1 Depositor-Supplied Patent Identifiers

PubChem

Link to all deposited patent identifiers

PubChem

https://pubchem.ncbi.nlm.nih.gov/compound/854031 11/15
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8 Biomolecular Interactions and Pathways

8.1 Protein Bound 3-D Structures

RCSB Protein Data Bank (RCSB PDB)

View 1 protein in NCBI Structure

PubChem

https://pubchem.ncbi.nlm.nih.gov/compound/854031 12/15
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9 Biological Test Results

9.1 BioAssay Results

PubChem

https://pubchem.ncbi.nlm.nih.gov/compound/854031 13/15
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10 Classification

10.1 Ontologies

10.1.1 ChEMBL Target Tree

ChEMBL

10.1.2 NORMAN Suspect List Exchange Classification

NORMAN Suspect List Exchange

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11 Information Sources
FILTER BY SOURCE ALL SOURCES

1. CAS Common Chemistry

LICENSE
The data from CAS Common Chemistry is provided under a CC-BY-NC 4.0 license, unless otherwise stated.
https://creativecommons.org/licenses/by-nc/4.0/

(+)-Methylenedioxymethamphetamine
https://commonchemistry.cas.org/detail?cas_rn=66142-89-0&search=66142890

2. Protein Data Bank in Europe (PDBe)

http://www.ebi.ac.uk/pdbe-srv/pdbechem/chemicalCompound/show/B41

3. RCSB Protein Data Bank (RCSB PDB)

LICENSE
Data files contained in the PDB archive (ftp://ftp.wwpdb.org) are free of all copyright restrictions and made fully and freely available for both non-
commercial and commercial use. Users of the data should attribute the original authors of that structural data.
https://www.rcsb.org/pages/policies

http://www.rcsb.org/ligand/B41

4. PubChem
https://pubchem.ncbi.nlm.nih.gov

5. ChEMBL
Target Tree
https://www.ebi.ac.uk/chembl/target/browser

6. NORMAN Suspect List Exchange

NORMAN Suspect List Exchange Classification
https://www.norman-network.com/nds/SLE/

7. NCBI
https://www.ncbi.nlm.nih.gov/projects/linkout

https://pubchem.ncbi.nlm.nih.gov/compound/854031 15/15