AMQ

(S)-ALPHA-AMINO-3-HYDROXY-5-METHYL-4-ISOXAZOLEPROPIONIC ACID

Created: 2000-09-27
Last modified:  2020-06-05

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Chemical Details

Formal Charge0
Atom Count23
Chiral Atom Count1
Bond Count23
Aromatic Bond Count5
2D diagram of AMQ
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Chemical Component Summary

Name(S)-ALPHA-AMINO-3-HYDROXY-5-METHYL-4-ISOXAZOLEPROPIONIC ACID
SynonymsAMPA
Systematic Name (OpenEye OEToolkits)(2S)-2-amino-3-(3-hydroxy-5-methyl-1,2-oxazol-4-yl)propanoic acid
FormulaC7 H10 N2 O4
Molecular Weight186.165
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04O=C(O)C(N)Cc1c(onc1O)C
SMILESCACTVS3.341Cc1onc(O)c1C[CH](N)C(O)=O
SMILESOpenEye OEToolkits1.5.0Cc1c(c(no1)O)CC(C(=O)O)N
Canonical SMILESCACTVS3.341 Cc1onc(O)c1C[C@H](N)C(O)=O
Canonical SMILESOpenEye OEToolkits1.5.0 Cc1c(c(no1)O)C[C@@H](C(=O)O)N
InChIInChI1.03 InChI=1S/C7H10N2O4/c1-3-4(6(10)9-13-3)2-5(8)7(11)12/h5H,2,8H2,1H3,(H,9,10)(H,11,12)/t5-/m0/s1
InChIKeyInChI1.03 UUDAMDVQRQNNHZ-YFKPBYRVSA-N

Drug Info: DrugBank

DrugBank IDDB02057 
Name(S)-AMPA
Groups experimental
DescriptionAMPA is a specific agonist for the AMPA receptor.
Synonyms
  • L-AMPA
  • (S)-alpha-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid
  • (S)-AMPA
  • S-AMPA
CAS number83643-88-3

Drug Targets

NameTarget SequencePharmacological ActionActions
Glutamate receptor 2MQKIMHISVLLSPVLWGLIFGVSSNSIQIGGLFPRGADQEYSAFRVGMVQ...unknown
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL276815
PubChem 7000183, 158397
ChEMBL CHEMBL276815