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 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
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Physico-chemical Properties
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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
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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)
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
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UniChem Compound Search for chemical match using the InChIKey NHTGHBARYWONDQ-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey NHTGHBARYWONDQ-UHFFFAOYSA-N
Wikipedia AMPT