dexamfetamine   Click here for help

GtoPdb Ligand ID: 2147

Synonyms: (+)-alpha-methylphenylethylamine | d-amphetamine | Dexadrine® | dextroamphetamine | Dextrostat® | S(+)amphetamine
Approved drug PDB Ligand
dexamfetamine is an approved drug (FDA (1955, in complex; 1975 as Dextroamphetamine sulphate))
Compound class: Synthetic organic
Comment: Dextroamphetamine was first approved by the FDA in 1955 as dextroamphetamine resin complex in combination with amphetamine complex.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 26.02
Molecular weight 135.1
XLogP 1.76
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CC(Cc1ccccc1)N
Isomeric SMILES C[C@@H](Cc1ccccc1)N
InChI InChI=1S/C9H13N/c1-8(10)7-9-5-3-2-4-6-9/h2-6,8H,7,10H2,1H3/t8-/m0/s1
InChI Key KWTSXDURSIMDCE-QMMMGPOBSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1955, in complex; 1975 as Dextroamphetamine sulphate))
Prodrug lisdexamfetamine
IUPAC Name Click here for help
(2S)-1-phenylpropan-2-amine
International Nonproprietary Names Click here for help
INN number INN
1430 dexamfetamine
Synonyms Click here for help
(+)-alpha-methylphenylethylamine | d-amphetamine | Dexadrine® | dextroamphetamine | Dextrostat® | S(+)amphetamine
Database Links Click here for help
Specialist databases
GPCRdb Ligand dexamfetamine
Other databases
BindingDB Ligand 50022723
CAS Registry No. 51-64-9
ChEBI CHEBI:4469
ChEMBL Ligand CHEMBL612
DrugBank Ligand DB01576
DrugCentral Ligand 841
GtoPdb PubChem SID 135650979
PubChem CID 5826
RCSB PDB Ligand 1WE
Search Google for chemical match using the InChIKey KWTSXDURSIMDCE-QMMMGPOBSA-N
Search Google for chemicals with the same backbone KWTSXDURSIMDCE
Search PubMed clinical trials dexamfetamine
Search PubMed titles dexamfetamine
Search PubMed titles/abstracts dexamfetamine
UniChem Compound Search for chemical match using the InChIKey KWTSXDURSIMDCE-QMMMGPOBSA-N
UniChem Connectivity Search for chemical match using the InChIKey KWTSXDURSIMDCE-QMMMGPOBSA-N
Wikipedia Dexamfetamine