DL-TBOA   

GtoPdb Ligand ID: 4631

Synonyms: dl-threo-β-benzyloxyaspartate
Compound class: Synthetic organic
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 109.85
Molecular weight 239.08
XLogP -2.24
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES NC(C(C(=O)O)OCc1ccccc1)C(=O)O
Isomeric SMILES N[C@@H]([C@@H](C(=O)O)OCc1ccccc1)C(=O)O
InChI InChI=1S/C11H13NO5/c12-8(10(13)14)9(11(15)16)17-6-7-4-2-1-3-5-7/h1-5,8-9H,6,12H2,(H,13,14)(H,15,16)/t8-,9-/m0/s1
InChI Key BYOBCYXURWDEDS-IUCAKERBSA-N
Selectivity at transporters
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Excitatory amino acid transporter 2 Hs Inhibitor Inhibition 6.9 pKB - 2
pKB 6.9 (KB 1.2x10-7 M) [2]
Excitatory amino acid transporter 1 Hs Inhibitor Inhibition 5.0 pKB - 2
pKB 5.0 (KB 9x10-6 M) [2]
Excitatory amino acid transporter 5 Hs Inhibitor Inhibition 5.5 pKi - 1
pKi 5.5 (Ki 3.2x10-6 M) [1]
Excitatory amino acid transporter 4 Hs Inhibitor Inhibition 5.4 pKi - 1
pKi 5.4 (Ki 4.4x10-6 M) [1]
Excitatory amino acid transporter 3 Hs Inhibitor Inhibition 5.1 pIC50 - 3
pIC50 5.1 (IC50 8x10-6 M) [3]