NAV

Glutamine hydroxamate

Identification

Generic Name
Glutamine hydroxamate
DrugBank Accession Number
DB02446
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 162.1439
Monoisotopic: 162.064056818
Chemical Formula
C5H10N2O4
Synonyms
  • gamma-Glutamyl hydroxamate
  • Glutamate-gamma-hydroxamate
  • Glutamate-gamma-hydroxamic acid
  • Glutamic acid gamma-monohydroxamate
  • Glutamyl-gamma-hydroxamate
  • L-gamma-Glutamyl hydroxamate
  • L-glutamic acid γ-hydroxamic acid
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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
UGlutamine--fructose-6-phosphate aminotransferase [isomerizing]Not AvailableEscherichia coli (strain K12)
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 Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

Interactions

Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
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 glutamine and derivatives. These are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine 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
Glutamine and derivatives
Alternative Parents
L-alpha-amino acids / Fatty acids and conjugates / Hydroxamic acids / Amino acids / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives
show 1 more
Substituents
Aliphatic acyclic compound / Alpha-amino acid / Amine / Amino acid / Carbonyl group / Carboxylic acid / Fatty acid / Glutamine or derivatives / Hydrocarbon derivative / Hydroxamic acid
show 10 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
hydroxamic acid, glutamic acid derivative (CHEBI:75305)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
1955-67-5
InChI Key
YVGZXTQJQNXIAU-VKHMYHEASA-N
InChI
InChI=1S/C5H10N2O4/c6-3(5(9)10)1-2-4(8)7-11/h3,11H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m0/s1
IUPAC Name
(2S)-2-amino-4-(hydroxycarbamoyl)butanoic acid
SMILES
N[C@@H](CCC(=O)NO)C(O)=O

References

General References
Not Available
PubChem Compound
449178
PubChem Substance
46506511
ChemSpider
395780
BindingDB
50129196
ChEBI
75305
ChEMBL
CHEMBL63893
ZINC
ZINC000002522574
PDBe Ligand
HGA
PDB Entries
1xfg / 5tv7

Clinical Trials

Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
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 Solubility55.0 mg/mLALOGPS
logP-3ALOGPS
logP-4Chemaxon
logS-0.47ALOGPS
pKa (Strongest Acidic)1.93Chemaxon
pKa (Strongest Basic)9.46Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area112.65 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity34.87 m3·mol-1Chemaxon
Polarizability14.79 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.6435
Blood Brain Barrier+0.9496
Caco-2 permeable-0.8268
P-glycoprotein substrateNon-substrate0.7585
P-glycoprotein inhibitor INon-inhibitor0.9487
P-glycoprotein inhibitor IINon-inhibitor0.9948
Renal organic cation transporterNon-inhibitor0.9712
CYP450 2C9 substrateNon-substrate0.8791
CYP450 2D6 substrateNon-substrate0.8345
CYP450 3A4 substrateNon-substrate0.6665
CYP450 1A2 substrateNon-inhibitor0.9097
CYP450 2C9 inhibitorNon-inhibitor0.9218
CYP450 2D6 inhibitorNon-inhibitor0.9213
CYP450 2C19 inhibitorNon-inhibitor0.9038
CYP450 3A4 inhibitorNon-inhibitor0.9116
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9933
Ames testAMES toxic0.7709
CarcinogenicityNon-carcinogens0.84
BiodegradationReady biodegradable0.7008
Rat acute toxicity1.8275 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9961
hERG inhibition (predictor II)Non-inhibitor0.9647
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 GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-001l-9200000000-4e9c3fcabe483a415b2a
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00kb-1900000000-a64de60a0a488bda0774
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-01rx-0900000000-bfe1c1cb9b0951d11f6c
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-03gi-3900000000-cc87ddfd5afb2a9732ca
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0k9i-9400000000-178a64fa8dbc453e7c0e
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-87d069e4dcb83e98f42a
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-9100000000-ac7179edb0890d730935
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]-127.47435
predicted
DeepCCS 1.0 (2019)
[M+H]+131.12376
predicted
DeepCCS 1.0 (2019)
[M+Na]+140.49837
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Glutamine--fructose-6-phosphate aminotransferase [isomerizing]
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Glutamine-fructose-6-phosphate transaminase (isomerizing) activity
Specific Function
Catalyzes the first step in hexosamine metabolism, converting fructose-6P into glucosamine-6P using glutamine as a nitrogen source.
Gene Name
glmS
Uniprot ID
P17169
Uniprot Name
Glutamine--fructose-6-phosphate aminotransferase [isomerizing]
Molecular Weight
66893.7 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]

Drug created at June 13, 2005 13:24 / Updated at July 02, 2020 13:16