General Information of Drug (ID: DMDQBTX)

Drug Name
[3H]quisqualate
Synonyms
Quisqualic acid; QUISQUALIC ACID; Quisqualate; L-Quisqualic acid; 52809-07-1; (+)-Quisqualic acid; UNII-8OC22C1B99; C5H7N3O5; CHEBI:8734; CHEMBL279956; 8OC22C1B99; (2S)-2-amino-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propanoic acid; 3-(3,5-Dioxo-1,2,4-oxadiazolidin-2-yl)-L-alanine; 2jbk; 1,2,4-Oxadiazolidine-2-propanoic acid, alpha-amino-3,5-dioxo-, (S)-; (S)-2-AMINO-3-(3,5-DIOXO-[1,2,4]OXADIAZOLIDIN-2-YL)-PROPIONIC ACID; 2or4; AC1ODZB5; (S)-2-amino-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propanoic acid; QUS; SR-01000075471; QUISQUALATE
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 1 Molecular Weight (mw) 189.13
Logarithm of the Partition Coefficient (xlogp) -3.9
Rotatable Bond Count (rotbonds) 3
Hydrogen Bond Donor Count (hbonddonor) 3
Hydrogen Bond Acceptor Count (hbondacc) 6
Chemical Identifiers
Formula
C5H7N3O5
IUPAC Name
(2S)-2-amino-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propanoic acid
Canonical SMILES
C([C@@H](C(=O)O)N)N1C(=O)NC(=O)O1
InChI
InChI=1S/C5H7N3O5/c6-2(3(9)10)1-8-4(11)7-5(12)13-8/h2H,1,6H2,(H,9,10)(H,7,11,12)/t2-/m0/s1
InChIKey
ASNFTDCKZKHJSW-REOHCLBHSA-N
Cross-matching ID
PubChem CID
40539
ChEBI ID
CHEBI:8734
CAS Number
52809-07-1
DrugBank ID
DB02999
TTD ID
D06DUE

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Glutamate carboxypeptidase II (GCPII) TT9G4N0 FOLH1_HUMAN Inhibitor [2]
Glutamate receptor ionotropic kainate 1 (GRIK1) TT0MYE2 GRIK1_HUMAN Inhibitor [3]
Metabotropic glutamate receptor 1 (mGluR1) TTVBPDM GRM1_HUMAN Agonist [4]
Metabotropic glutamate receptor 2 (mGluR2) TTXJ47W GRM2_HUMAN Inhibitor [5]
Metabotropic glutamate receptor 3 (mGluR3) TT8A9EF GRM3_HUMAN Inhibitor [5]
Metabotropic glutamate receptor 5 (mGluR5) TTHS256 GRM5_HUMAN Inhibitor [5]
Metabotropic glutamate receptor 7 (mGluR7) TT0I76D GRM7_HUMAN Inhibitor [5]
Metabotropic glutamate receptor 8 (mGluR8) TT0IFKL GRM8_HUMAN Inhibitor [5]
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: 1370).
2 Structural insight into the pharmacophore pocket of human glutamate carboxypeptidase II. J Med Chem. 2007 Jul 12;50(14):3267-73.
3 Chemo-enzymatic synthesis of a series of 2,4-syn-functionalized (S)-glutamate analogues: new insight into the structure-activity relation of ionotr... J Med Chem. 2008 Jul 24;51(14):4093-103.
4 Mutational analysis and molecular modeling of the allosteric binding site of a novel, selective, noncompetitive antagonist of the metabotropic glut... J Biol Chem. 2003 Mar 7;278(10):8340-7.
5 Excitatory amino acid receptor ligands: resolution, absolute stereochemistry, and enantiopharmacology of 2-amino-3-(4-butyl-3-hydroxyisoxazol-5-yl)... J Med Chem. 1998 Mar 12;41(6):930-9.