IMPPAT Phytochemical information: 
Quisqualic acid
Quisqualic acid
Summary

SMILES: OC(=O)[C@H](Cn1oc(=O)[nH]c1=O)N
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
DeepSMILES: OC=O)[C@H]Cnoc=O)[nH]c5=O)))))))N
Scaffold Graph/Node/Bond level: O=c1[nH]oc(=O)[nH]1
Scaffold Graph/Node level: OC1NOC(O)N1
Scaffold Graph level: CC1CCC(C)C1
Functional groups: CC(=O)O; CN; c=O; c[nH]c; con(c)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic acids and derivatives
ClassyFire Class: Carboxylic acids and derivatives
ClassyFire Subclass: Amino acids, peptides, and analogues
NP Classifier Biosynthetic pathway: Amino acids and Peptides
NP Classifier Superclass: Small peptides
NP Classifier Class: Aminoacids
Synonymous chemical names:
quisqualic acid
External chemical identifiers:
CID:40539; ChEMBL:CHEMBL279956; ChEBI:8734; ZINC:ZINC000000897456; FDASRS:8OC22C1B99; SureChEMBL:SCHEMBL136819; MolPort-003-939-212
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Quisqualic acid
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 189.13
Log P RDKit -2.46
Topological polar surface area (Å2) RDKit 131.32
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 5
Number of heavy atoms RDKit 13
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 3
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.2
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 3
Number of sp3 hybridized carbon atoms RDKit 2
Shape complexity RDKit 0.4
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 1
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 1
Quisqualic acid
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 2
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.4829
Quisqualic acid
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Highly soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -10.22
Number of PAINS structural alerts SwissADME 0.0
Number of Brenk structural alerts SwissADME 0.0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
Quisqualic acid
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000256999FOLH1822
ENSP00000264357805
ENSP00000264426GRIA2966
ENSP00000282499GRIA4842
ENSP00000282753GRM1980
ENSP00000285900GRIA1822
ENSP00000306138GRM5974
ENSP00000382791GRIK1831
ENSP00000397026GRIK2977
ENSP00000432481NAALAD2800
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.