NAV

2s,4r-4-Methylglutamate

Identification

Generic Name
2s,4r-4-Methylglutamate
DrugBank Accession Number
DB03425
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 160.1479
Monoisotopic: 160.060982813
Chemical Formula
C6H10NO4
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UGlutamate receptor ionotropic, kainate 2Not AvailableHumans
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
L-alpha-amino acids
Alternative Parents
Methyl-branched fatty acids / Dicarboxylic acids and derivatives / Quaternary ammonium salts / Carboxylic acid salts / Amino acids / Carboxylic acids / Organic salts / Organic oxides / Monoalkylamines / Hydrocarbon derivatives
show 2 more
Substituents
Aliphatic acyclic compound / Amine / Amino acid / Branched fatty acid / Carbonyl group / Carboxylic acid / Carboxylic acid salt / Dicarboxylic acid or derivatives / Fatty acid / Fatty acyl
show 13 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
KRKRAOXTGDJWNI-DMTCNVIQSA-M
InChI
InChI=1S/C6H11NO4/c1-3(5(8)9)2-4(7)6(10)11/h3-4H,2,7H2,1H3,(H,8,9)(H,10,11)/p-1/t3-,4+/m1/s1
IUPAC Name
(2R,4S)-4-amino-4-carboxy-2-methylbutanoate
SMILES
[H][C@@](C)(C[C@]([H])(N)C(O)=O)C([O-])=O

References

General References
Not Available
PubChem Compound
131704245
PubChem Substance
46508238
ChemSpider
5341968
PDBe Ligand
SYM
PDB Entries
1sd3 / 5cmm / 5kuf / 6jmv

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility267.0 mg/mLALOGPS
logP-2.8ALOGPS
logP-2.7Chemaxon
logS0.18ALOGPS
pKa (Strongest Acidic)2.01Chemaxon
pKa (Strongest Basic)9.53Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area103.45 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity46.7 m3·mol-1Chemaxon
Polarizability14.73 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.6259
Blood Brain Barrier+0.5285
Caco-2 permeable-0.8758
P-glycoprotein substrateNon-substrate0.6628
P-glycoprotein inhibitor INon-inhibitor0.9872
P-glycoprotein inhibitor IINon-inhibitor0.9834
Renal organic cation transporterNon-inhibitor0.9704
CYP450 2C9 substrateNon-substrate0.833
CYP450 2D6 substrateNon-substrate0.8214
CYP450 3A4 substrateNon-substrate0.78
CYP450 1A2 substrateNon-inhibitor0.891
CYP450 2C9 inhibitorNon-inhibitor0.9507
CYP450 2D6 inhibitorNon-inhibitor0.9475
CYP450 2C19 inhibitorNon-inhibitor0.9569
CYP450 3A4 inhibitorNon-inhibitor0.966
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity1.0
Ames testNon AMES toxic0.9043
CarcinogenicityNon-carcinogens0.8272
BiodegradationReady biodegradable0.9515
Rat acute toxicity1.3539 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9876
hERG inhibition (predictor II)Non-inhibitor0.9869
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-137.8397664
predicted
DarkChem Lite v0.1.0
[M-H]-130.22679
predicted
DeepCCS 1.0 (2019)
[M+H]+138.5592664
predicted
DarkChem Lite v0.1.0
[M+H]+132.62239
predicted
DeepCCS 1.0 (2019)
[M+Na]+138.2678664
predicted
DarkChem Lite v0.1.0
[M+Na]+138.83215
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Glutamate receptor ionotropic, kainate 2
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Kainate selective glutamate receptor activity
Specific Function
Ionotropic glutamate receptor. L-glutamate acts as an excitatory neurotransmitter at many synapses in the central nervous system. Binding of the excitatory neurotransmitter L-glutamate induces a co...
Gene Name
GRIK2
Uniprot ID
Q13002
Uniprot Name
Glutamate receptor ionotropic, kainate 2
Molecular Weight
102582.475 Da
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. [Article]
  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. [Article]
  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. [Article]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52