D-phenylalanine   

GtoPdb Ligand ID: 5797

Synonyms: D-(+)-phenylalanine
2D Structure
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Physico-chemical Properties
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
SMILES / InChI / InChIKey
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
InChI Key COLNVLDHVKWLRT-MRVPVSSYSA-N
References
1. Christianson DW, Mangani S, Shoham G, Lipscomb WN. (1989)
Binding of D-phenylalanine and D-tyrosine to carboxypeptidase A.
J. Biol. Chem., 264 (22): 12849-53. [PMID:2568989]
2. Irukayama-Tomobe Y, Tanaka H, Yokomizo T, Hashidate-Yoshida T, Yanagisawa M, Sakurai T. (2009)
Aromatic D-amino acids act as chemoattractant factors for human leukocytes through a G protein-coupled receptor, GPR109B.
Proc. Natl. Acad. Sci. U.S.A., 106 (10): 3930-4. [PMID:19237584]