Details of the Drug

General Information of Drug (ID: DM2HGNU)

Drug Name
DL-TBOA
Synonyms dl-threo-beta-benzyloxyaspartate
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Drug Type
Small molecular drug
Structure
3D MOL is unavailable 2D MOL
#Ro5 Violations (Lipinski): 1 Molecular Weight (mw) 239.22
Logarithm of the Partition Coefficient (xlogp) -2.4
Rotatable Bond Count (rotbonds) 6
Hydrogen Bond Donor Count (hbonddonor) 3
Hydrogen Bond Acceptor Count (hbondacc) 6
Chemical Identifiers
Formula
C11H13NO5
IUPAC Name
(2S,3S)-2-amino-3-phenylmethoxybutanedioic acid
Canonical SMILES
C1=CC=C(C=C1)CO[C@@H]([C@@H](C(=O)O)N)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
InChIKey
BYOBCYXURWDEDS-IUCAKERBSA-N
Cross-matching ID
PubChem CID
5311218
ChEBI ID
CHEMBL79140
CAS Number
208706-75-6
TTD ID
D07GUB
VARIDT ID
DR01066
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Drug Pharmacogenomic Perturbation (DPP)NEW Click to Jump to the Detailed DPP Information of This Drug
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Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Excitatory amino acid transporter 1 (SLC1A3) TT8WRDA EAA1_HUMAN Inhibitor [2]
Excitatory amino acid transporter 2 (SLC1A2) TT2F078 EAA2_HUMAN Inhibitor [2]
Excitatory amino acid transporter 3 (SLC1A1) TTG2A6F EAA3_HUMAN Inhibitor [3]
Excitatory amino acid transporter 4 (SLC1A6) TT6KMPN EAA4_HUMAN Inhibitor [4]
Excitatory amino acid transporter 5 (SLC1A7) TTK41DM EAA5_HUMAN Inhibitor [4]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 4631).
2 DL-threo-beta-benzyloxyaspartate, a potent blocker of excitatory amino acid transporters. Mol Pharmacol. 1998 Feb;53(2):195-201.
3 Syntheses of optically pure beta-hydroxyaspartate derivatives as glutamate transporter blockers. Bioorg Med Chem Lett. 2000 Nov 6;10(21):2407-10.
4 Effects of threo-beta-hydroxyaspartate derivatives on excitatory amino acid transporters (EAAT4 and EAAT5). J Neurochem. 2001 Oct;79(2):297-302.