methyltyrosine   Click here for help

GtoPdb Ligand ID: 5094

Synonyms: Demser® | DL-alpha-methyltyrosine | metyrosine
Approved drug
methyltyrosine is an approved drug (FDA (1979))
Comment: The INN for this compound is racemetirosine, indicating that it is a racemic mix of its R and S enantiomers. We show the non-isomeric structure to represent this mixture. The website rxlist.com describes the approved drug, Demser, as (-)-α-methyl-L-tyrosine, but shows a non-stereo molecular structure. We have annotated both versions (racemic and S-enantiomer (L or α) with the same US FDA approval date, as the exact compostion of the approved drug is unclear.
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 3
Hydrogen bond donors 3
Rotatable bonds 3
Topological polar surface area 83.55
Molecular weight 195.09
XLogP -1.68
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES Oc1ccc(cc1)CC(C(=O)O)(N)C
Isomeric SMILES Oc1ccc(cc1)CC(C(=O)O)(N)C
InChI InChI=1S/C10H13NO3/c1-10(11,9(13)14)6-7-2-4-8(12)5-3-7/h2-5,12H,6,11H2,1H3,(H,13,14)
InChI Key NHTGHBARYWONDQ-UHFFFAOYSA-N
Classification Click here for help
Compound class Metabolite or derivative
Approved drug? Yes (FDA (1979))
IUPAC Name Click here for help
2-amino-3-(4-hydroxyphenyl)-2-methylpropanoic acid
International Nonproprietary Names Click here for help
INN number INN
4292 racemetirosine
Synonyms Click here for help
Demser® | DL-alpha-methyltyrosine | metyrosine
Database Links Click here for help
CAS Registry No. 672-87-7
ChEMBL Ligand CHEMBL1330596
GtoPdb PubChem SID 178101787
PubChem CID 3125
Search Google for chemical match using the InChIKey NHTGHBARYWONDQ-UHFFFAOYSA-N
Search Google for chemicals with the same backbone NHTGHBARYWONDQ
Search PubMed clinical trials racemetirosine
Search PubMed titles racemetirosine
Search PubMed titles/abstracts racemetirosine
Search UniChem for chemical match using the InChIKey NHTGHBARYWONDQ-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone NHTGHBARYWONDQ
Wikipedia AMPT