General Information of the Compound
Compound ID
CP0040798
Compound Name
(2S)-2-amino-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propanoic acid
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Synonyms
(+)-Quisqualic acid
(2S)-2-amino-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propanoic acid
(S)-2-AMINO-3-(3,5-DIOXO-[1,2,4]OXADIAZOLIDIN-2-YL)-PROPIONIC ACID
(S)-2-amino-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propanoic acid
1,2,4-Oxadiazolidine-2-propanoic acid, alpha-amino-3,5-dioxo-, (S)-
2jbk
2or4
3-(3,5-Dioxo-1,2,4-oxadiazolidin-2-yl)-L-alanine
52809-07-1
8OC22C1B99
AC1ODZB5
C5H7N3O5
CHEBI:8734
CHEMBL279956
L-Quisqualic acid
QUISQUALATE
QUISQUALIC ACID
QUS
Quisqualate
Quisqualic acid
SR-01000075471
UNII-8OC22C1B99
[3H]quisqualate
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Structure
Formula
C5H7N3O5
Molecular Weight
189.127
Canonical SMILES
N[C@@H](Cn1oc(=O)[nH]c1=O)C(O)=O
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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
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InChIKey
ASNFTDCKZKHJSW-REOHCLBHSA-N
CAS
51821-59-1
52284-24-9
52809-07-1
Physicochemical Property
logP
-2.4585
Rotatable Bonds
3
Heavy Atom Count
13
Polar Areas
131.32
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
6
Complexity
13

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 6971145
SID: 14867669
ChEMBL ID
CHEMBL279956
DrugBank ID
DB02999
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT02444, Metabotropic glutamate receptor 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
Ki = 10 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 EC50 = 16400 nM
Clinical Information about the Compound
Drug 1 ( [3H]quisqualate )
Drug Name [3H]quisqualate
Target(s)
Glutamate carboxypeptidase II (GCPII)
Inhibitor
Glutamate receptor ionotropic kainate 1 (GRIK1)
Inhibitor
Metabotropic glutamate receptor 7 (mGluR7)
Inhibitor
Metabotropic glutamate receptor 2 (mGluR2)
Inhibitor
Metabotropic glutamate receptor 3 (mGluR3)
Inhibitor
Metabotropic glutamate receptor 8 (mGluR8)
Inhibitor
Metabotropic glutamate receptor 5 (mGluR5)
Inhibitor
Metabotropic glutamate receptor 1 (mGluR1)
Agonist