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Identification
NameAMPA
Accession NumberDB02057  (EXPT00513)
Typesmall molecule
Groupsexperimental
Description

AMPA is a specific agonist for the AMPA receptor.

Structure
Thumb
Synonyms
SynonymLanguageCode
1-Aminomethylphosphonic acidNot AvailableNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number1066-51-9
WeightAverage: 186.1653
Monoisotopic: 186.064056818
Chemical FormulaC7H10N2O4
InChI KeyUUDAMDVQRQNNHZ-YFKPBYRVSA-N
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
IUPAC Name
(2S)-2-amino-3-(3-hydroxy-5-methyl-1,2-oxazol-4-yl)propanoic acid
SMILES
CC1=C(C[C@H](N)C(O)=O)C(O)=NO1
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganic Acids and Derivatives
ClassCarboxylic Acids and Derivatives
SubclassAmino Acids, Peptides, and Analogues
Direct parentAlpha Amino Acids and Derivatives
Alternative parentsAmino Fatty Acids; Isoxazoles; Polyols; Enolates; Polyamines; Carboxylic Acids; Monoalkylamines
Substituentsazole; isoxazole; polyol; polyamine; enolate; carboxylic acid; amine; primary amine; primary aliphatic amine; organonitrogen compound
Classification descriptionThis compound belongs to the alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.9774
Blood Brain Barrier - 0.5082
Caco-2 permeable - 0.701
P-glycoprotein substrate Non-substrate 0.5828
P-glycoprotein inhibitor I Non-inhibitor 0.9802
P-glycoprotein inhibitor II Non-inhibitor 0.9972
Renal organic cation transporter Non-inhibitor 0.9574
CYP450 2C9 substrate Non-substrate 0.8715
CYP450 2D6 substrate Non-substrate 0.8076
CYP450 3A4 substrate Non-substrate 0.6301
CYP450 1A2 substrate Non-inhibitor 0.9046
CYP450 2C9 substrate Non-inhibitor 0.5709
CYP450 2D6 substrate Non-inhibitor 0.9231
CYP450 2C19 substrate Non-inhibitor 0.9026
CYP450 3A4 substrate Non-inhibitor 0.904
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9532
Ames test Non AMES toxic 0.6071
Carcinogenicity Non-carcinogens 0.8944
Biodegradation Not ready biodegradable 0.7339
Rat acute toxicity 2.4011 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9962
hERG inhibition (predictor II) Non-inhibitor 0.9661
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility2.45e+01 g/lALOGPS
logP-2.5ALOGPS
logP-2.3ChemAxon
logS-0.88ALOGPS
pKa (strongest acidic)1.56ChemAxon
pKa (strongest basic)8.9ChemAxon
physiological charge-1ChemAxon
hydrogen acceptor count5ChemAxon
hydrogen donor count3ChemAxon
polar surface area109.58ChemAxon
rotatable bond count3ChemAxon
refractivity44ChemAxon
polarizability17.1ChemAxon
number of rings1ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterNoChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis Reference

Wilfried Lubisch, Berthold Behl, Hans-Peter Hofmann, Laszlo Szabo, “Pyrrolyl quinoxalindiones their production and use as AMPA receptor antagonists.” U.S. Patent US6277850, issued June, 1996.

US6277850
General ReferenceNot Available
External Links
ResourceLink
KEGG CompoundC11033
PubChem Compound158397
PubChem Substance46505942
ChemSpider1184
ChEBI28812
ChEMBL
HETAMQ
WikipediaAMPA
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Glutamate receptor 2

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Glutamate receptor 2 P42262 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:17