General Information of the Compound
Compound ID
CP0106623
Compound Name
(2S)-2-amino-3-(3-hydroxy-5-methyl-1,2-oxazol-4-yl)propanoic acid
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Synonyms
(S)-2-Amino-3-(3-hydroxy-5-methyl-isoxazol-4-yl)-propionic acid
(S)-AMPA
(S)-a-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid
(S)-alpha-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid
1ftm
1p1q
83643-88-3
9280SC28GD
AC1L4JUQ
AMPA, L-
AMQ
BDBM17662
BDBM85214
BPBio1_001304
Biomol-NT_000216
CHEMBL276815
CTK7I3476
HMS3266E09
L-AMPA
Lopac-G-017
MolPort-003-940-001
MolPort-003-983-512
S-AMPA
SCHEMBL667915
Tocris-0169
Tocris-0254
Tocris-1074
UNII-9280SC28GD
UUDAMDVQRQNNHZ-YFKPBYRVSA-N
glutamate-AMPA
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Structure
Formula
C7H10N2O4
Molecular Weight
186.167
Canonical SMILES
Cc1o[nH]c(=O)c1C[C@H](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)/t5-/m0/s1
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InChIKey
UUDAMDVQRQNNHZ-YFKPBYRVSA-N
CAS
83643-88-3
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: 7000183
SID: 16202712
ChEMBL ID
CHEMBL276815
DrugBank ID
DB02057
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: PT03542, Glutamate receptor 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
Ki = 21.9 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  1
1
Ki = 103 nM
   TI
   LI
   LO
   TS
Protein ID: PT02409, Glutamate receptor 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000544 CREM010i-SS9-1 Homo sapiens (Human)  1
1
Ki = 22 nM
   TI
   LI
   LO
   TS
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
Ki = 22 nM
   TI
   LI
   LO
   TS
Protein ID: PT01829, Glutamate receptor 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
Ki = 16.8 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  1
1
Ki = 107 nM
   TI
   LI
   LO
   TS
Protein ID: PT01414, Glutamate receptor 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000544 CREM010i-SS9-1 Homo sapiens (Human)  1
1
Ki = 17 nM
   TI
   LI
   LO
   TS
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
Ki = 17 nM
   TI
   LI
   LO
   TS
Protein ID: PT01407, Glutamate receptor 3
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
Ki = 20.6 nM
   TI
   LI
   LO
   TS
Protein ID: PT03116, Glutamate receptor 3
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000544 CREM010i-SS9-1 Homo sapiens (Human)  1
1
Ki = 21 nM
   TI
   LI
   LO
   TS
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
Ki = 21 nM
   TI
   LI
   LO
   TS
Protein ID: PT03593, Glutamate receptor 4
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
Ki = 40 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  1
1
Ki = 155 nM
   TI
   LI
   LO
   TS
Protein ID: PT06060, Glutamate receptor 4
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000544 CREM010i-SS9-1 Homo sapiens (Human)  1
1
Ki = 40 nM
   TI
   LI
   LO
   TS
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
Ki = 40 nM
   TI
   LI
   LO
   TS
Protein ID: PT01518, Glutamate receptor ionotropic, kainate 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
Ki = 1150 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
CL000544 CREM010i-SS9-1 Homo sapiens (Human)  1
1
Ki = 1150 nM
   TI
   LI
   LO
   TS
Protein ID: PT02970, Glutamate receptor ionotropic, kainate 3
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000544 CREM010i-SS9-1 Homo sapiens (Human)  1
1
Ki = 42700 nM
   TI
   LI
   LO
   TS
Protein ID: PT03594, Glutamate receptor ionotropic, kainate 5
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
Ki = 2144 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( (S)-AMPA )
Drug Name (S)-AMPA
Target(s)
Glutamate receptor AMPA 1 (GRIA1)
Inhibitor