D-phenylalanine   Click here for help

GtoPdb Ligand ID: 5797

Synonyms: D-(+)-phenylalanine
PDB Ligand
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 3
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 63.32
Molecular weight 165.08
XLogP -1.38
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES NC(C(=O)O)Cc1ccccc1
Isomeric SMILES N[C@@H](C(=O)O)Cc1ccccc1
InChI InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m1/s1
No information available.
Summary of Clinical Use Click here for help
D-phenylalanine is not an approved drug. It is sold as a dietary supplement with purported mood enhancing effects.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
D-phenylalanine has been reported to enhance endorphin levels and diminish pain, which may be due to its ability to inhibit carboxypeptidase A-induced enkephalin breakdown [1].