General Information of the Compound
Compound ID
CP0008940
Compound Name
(R,S)-alpha-amino-3-hydroxy-5-methyl-4-isooxazole-propionic acid
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Synonyms
(+-)-alpha-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid
(RS)-AMPA
4-Isoxazolepropanoic acid, alpha-amino-2,3-dihydro-5-methyl-3-oxo-
74341-63-2
77521-29-0
AMPA
AMPA (pharmaceutical)
CHEBI:34018
CHEMBL13378
D,L-alpha-Amino-3-hydroxy-5-methylisoxazole-4-propionic acid
[3H]AMPA
alpha-AMINO-3-HYDROXY-5-METHYL-4-ISOXAZOLEPROPIONIC ACID
ampa
dl-alpha-Amino-3-hydroxy-5-methylisoxazole-4-propionic acid
gamma-Amino-3-hydroxy-5-methylisoxazole-4-propionic acid
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Structure
Formula
C7H10N2O4
Molecular Weight
186.167
Canonical SMILES
Cc1o[nH]c(=O)c1CC(N)C(O)=O
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InChI
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)
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InChIKey
UUDAMDVQRQNNHZ-UHFFFAOYSA-N
CAS
86495-63-8
92614-50-1
110592-37-5
126632-03-9
133481-32-0
139261-99-7
139559-02-7
74341-63-2
77521-29-0
78729-80-3
79697-77-1
81323-87-7
83354-19-2
85506-19-0
Physicochemical Property
logP
-0.76928
Rotatable Bonds
3
Heavy Atom Count
13
Polar Areas
109.32
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
4
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: 1221
SID: 135676919
ChEMBL ID
CHEMBL13378
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: PT02409, Glutamate receptor 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
EC50 = 53000 nM
   TI
   LI
   LO
   TS
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  2
1
Ki = 0.022 nM
   TI
   LI
   LO
   TS
2
Ki = 21.9 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 40 nM
Protein ID: PT01414, Glutamate receptor 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
EC50 = 67000 nM
   TI
   LI
   LO
   TS
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  2
1
Ki = 0.017 nM
   TI
   LI
   LO
   TS
2
Ki = 16.8 nM
   TI
   LI
   LO
   TS
Protein ID: PT03116, Glutamate receptor 3
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
EC50 = 37000 nM
   TI
   LI
   LO
   TS
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  2
1
Ki = 0.021 nM
   TI
   LI
   LO
   TS
2
Ki = 20.6 nM
   TI
   LI
   LO
   TS
Protein ID: PT06060, Glutamate receptor 4
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
EC50 = 16000 nM
   TI
   LI
   LO
   TS
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
Ki = 40 nM
   TI
   LI
   LO
   TS
Protein ID: PT02200, Glutamate receptor ionotropic, kainate 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  2
1
Ki = 1.2 nM
   TI
   LI
   LO
   TS
2
Ki = 1150 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( [3H]AMPA )
Drug Name [3H]AMPA
Target(s)
Glutamate receptor AMPA 1 (GRIA1)
Agonist
Glutamate receptor AMPA 2 (GRIA2)
Agonist
Glutamate receptor AMPA 3 (GRIA3)
Modulator
Glutamate receptor AMPA 4 (GRIA4)
Agonist