N-Acetyl-L-Glutamate

Identification

Name
N-Acetyl-L-Glutamate
Accession Number
DB04075  (EXPT02356)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
MA61H539YZ
CAS number
1188-37-0
Weight
Average: 189.1659
Monoisotopic: 189.063722467
Chemical Formula
C7H11NO5
InChI Key
RFMMMVDNIPUKGG-YFKPBYRVSA-N
InChI
InChI=1S/C7H11NO5/c1-4(9)8-5(7(12)13)2-3-6(10)11/h5H,2-3H2,1H3,(H,8,9)(H,10,11)(H,12,13)/t5-/m0/s1
IUPAC Name
(2S)-2-acetamidopentanedioic acid
SMILES
CC(=O)N[[email protected]@H](CCC(O)=O)C(O)=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UAcetylglutamate kinaseNot AvailableEscherichia coli (strain K12)
UAcetylglutamate kinaseNot AvailablePseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228)
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
KEGG Compound
C00624
PubChem Compound
70914
PubChem Substance
46507366
ChemSpider
64077
ChEBI
17533
ChEMBL
CHEMBL1234751
HET
NLG
PDB Entries
1gs5 / 1gsj / 1oh9 / 1oha / 2bty / 2buf / 2jj4 / 2rd5 / 2v5h / 3b8g
show 11 more

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)199 °CPhysProp
Predicted Properties
PropertyValueSource
Water Solubility18.6 mg/mLALOGPS
logP-0.67ALOGPS
logP-1.1ChemAxon
logS-1ALOGPS
pKa (Strongest Acidic)3.43ChemAxon
pKa (Strongest Basic)-1.2ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area103.7 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity40.73 m3·mol-1ChemAxon
Polarizability17.44 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.6519
Blood Brain Barrier+0.9482
Caco-2 permeable-0.859
P-glycoprotein substrateNon-substrate0.6774
P-glycoprotein inhibitor INon-inhibitor0.959
P-glycoprotein inhibitor IINon-inhibitor0.9721
Renal organic cation transporterNon-inhibitor0.9592
CYP450 2C9 substrateNon-substrate0.7566
CYP450 2D6 substrateNon-substrate0.8581
CYP450 3A4 substrateNon-substrate0.6074
CYP450 1A2 substrateNon-inhibitor0.8971
CYP450 2C9 inhibitorNon-inhibitor0.9623
CYP450 2D6 inhibitorNon-inhibitor0.9684
CYP450 2C19 inhibitorNon-inhibitor0.9696
CYP450 3A4 inhibitorNon-inhibitor0.967
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9887
Ames testNon AMES toxic0.8822
CarcinogenicityNon-carcinogens0.942
BiodegradationReady biodegradable0.9179
Rat acute toxicity1.4388 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9878
hERG inhibition (predictor II)Non-inhibitor0.9761
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
GC-MS Spectrum - GC-MS (3 TMS)GC-MSsplash10-0a4i-1940000000-78ee4843d1eab79c7ca3
GC-MS Spectrum - GC-MS (2 TMS)GC-MSsplash10-0api-3930000000-e499004b087e5d741b02
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0a4j-0920000000-2d39b0eff0ff23756843
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0aor-1920000000-a2fe62d19e50f9db103f
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0a4j-0920000000-546571923f012476b58b
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0ap0-1910000000-d18f7c4035b189c1f4b6
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0a4r-1900000000-fc8347700abd012bf349
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-000i-0900000000-1f9f80a37aa4e37ee878
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0fb9-0900000000-5423b76f7eb4b2a17fac
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0udi-2900000000-38410c884a2999611065
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0zfr-9700000000-85acd9611312dd7df0db
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0pb9-9100000000-0d780e23d772cf133da2
MS/MS Spectrum - , negativeLC-MS/MSsplash10-0ufr-1900000000-7a57de84cf9c6671cfc2
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0006-0900000000-7b58c7204405ece93fca
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-001i-1900000000-515b33cc5674fc8985c8
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-001i-9300000000-b379a6e4d794e810c478
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-001i-9000000000-2ce098bb9e1b35433878
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-001i-9000000000-8e7d8abde262b7d5cb45
MS/MS Spectrum - , positiveLC-MS/MSsplash10-001i-1900000000-a3bdc3627857c5f47f4b
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable

Taxonomy

Description
This compound belongs to the class of organic compounds known as glutamic acid and derivatives. These are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Glutamic acid and derivatives
Alternative Parents
N-acyl-alpha amino acids / Fatty acids and conjugates / Dicarboxylic acids and derivatives / Propargyl-type 1,3-dipolar organic compounds / Carboxylic acids / Carboximidic acids / Organopnictogen compounds / Organonitrogen compounds / Organic oxides / Hydrocarbon derivatives
show 1 more
Substituents
Glutamic acid or derivatives / N-acyl-alpha-amino acid / N-acyl-alpha amino acid or derivatives / Dicarboxylic acid or derivatives / Fatty acid / Carboximidic acid / Carboximidic acid derivative / Carboxylic acid / Organic 1,3-dipolar compound / Propargyl-type 1,3-dipolar organic compound
show 9 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
N-acetyl-L-amino acid, N-acyl-L-glutamic acid (CHEBI:17533)

Targets

Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Atp binding
Specific Function
Not Available
Gene Name
argB
Uniprot ID
P0A6C8
Uniprot Name
Acetylglutamate kinase
Molecular Weight
27159.285 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. [PubMed:17139284]
  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:17016423]
Kind
Protein
Organism
Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228)
Pharmacological action
Unknown
General Function
Atp binding
Specific Function
Not Available
Gene Name
argB
Uniprot ID
Q9HTN2
Uniprot Name
Acetylglutamate kinase
Molecular Weight
31848.87 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. [PubMed:17139284]
  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:17016423]

Drug created on June 13, 2005 07:24 / Updated on December 01, 2017 15:22