L-phenylalanine   Click here for help

GtoPdb Ligand ID: 3313

Abbreviated name: L-Phe
PDB Ligand
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2D Structure
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Physico-chemical Properties
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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
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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-/m0/s1
InChI Key COLNVLDHVKWLRT-QMMMGPOBSA-N
Natural/Endogenous Targets
Target
GPR139
Enzymes Catalysing Reactions with this Compound as a Substrate or Product
Enzyme EC number Reaction Reference
L-Phenylalanine hydroxylase
Transporters Moving this Compound Across a Lipid Membrane
Transporter EC number Reaction Reference
L-type amino acid transporter 3 1
Monocarboxylate transporter 10
L-type amino acid transporter 4
B0AT1 2
sodium-coupled neutral amino acid transporter 2 5
sodium-coupled neutral amino acid transporter 4 4
ATB0,+ 8
B0AT3 9
B0AT2 2
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
GPR139 Primary target of this compound Ligand is endogenous in the given species Hs Agonist Agonist 3.1 pKi - 7
pKi 3.1 (Ki 8.72x10-4 M) [7]
Description: Inhibition equilibrium constant from a radioligand membrane binding assay.
GPR139 Primary target of this compound Ligand is endogenous in the given species Hs Agonist Agonist 3.5 pEC50 - 6
pEC50 3.5 (EC50 3.2x10-4 M) [6]
GPR139 Primary target of this compound Ligand is endogenous in the given species Hs Agonist Agonist 4.5 pIC50 - 7
pIC50 4.5 (IC50 3.1x10-5 M) [7]
Description: Measured using a GTPγS assay in transfected COS7 cells.
Additional information and targets (data relate to human unless otherwise stated)
Description Data Reference
Ligand mentioned in the following text fields