N-(5-Amino-5-Carboxypentyl)Glutamic Acid

Identification

Name
N-(5-Amino-5-Carboxypentyl)Glutamic Acid
Accession Number
DB04207  (EXPT02906)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
WBQ73O8W32
CAS number
Not Available
Weight
Average: 276.2863
Monoisotopic: 276.132136382
Chemical Formula
C11H20N2O6
InChI Key
ZDGJAHTZVHVLOT-YUMQZZPRSA-N
InChI
InChI=1S/C11H20N2O6/c12-7(10(16)17)3-1-2-6-13-8(11(18)19)4-5-9(14)15/h7-8,13H,1-6,12H2,(H,14,15)(H,16,17)(H,18,19)/t7-,8-/m0/s1
IUPAC Name
(2S)-2-{[(5S)-5-amino-5-carboxypentyl]amino}pentanedioic acid
SMILES
N[[email protected]@H](CCCCN[[email protected]@H](CCC(O)=O)C(O)=O)C(O)=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UAlpha-aminoadipic semialdehyde synthase, mitochondrialNot AvailableHuman
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
PathwayCategory
Saccharopinuria/Hyperlysinemia IIDisease
Hyperlysinemia I, FamilialDisease
Glutaric Aciduria Type IDisease
Hyperlysinemia II or SaccharopinuriaDisease
Pyridoxine dependency with seizuresDisease
Lysine DegradationMetabolic
2-aminoadipic 2-oxoadipic aciduriaDisease
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB00279
KEGG Compound
C00449
PubChem Compound
160556
PubChem Substance
46505056
ChemSpider
141086
ChEBI
16927
HET
SHR
PDB Entries
1e5q / 3uh1

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
Not Available
Predicted Properties
PropertyValueSource
Water Solubility5.25 mg/mLALOGPS
logP-2.8ALOGPS
logP-5.4ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)1.44ChemAxon
pKa (Strongest Basic)10.89ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area149.95 Å2ChemAxon
Rotatable Bond Count11ChemAxon
Refractivity63.95 m3·mol-1ChemAxon
Polarizability28.14 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.5377
Blood Brain Barrier-0.5113
Caco-2 permeable-0.8478
P-glycoprotein substrateNon-substrate0.5568
P-glycoprotein inhibitor INon-inhibitor0.9719
P-glycoprotein inhibitor IINon-inhibitor0.9732
Renal organic cation transporterNon-inhibitor0.9101
CYP450 2C9 substrateNon-substrate0.8747
CYP450 2D6 substrateNon-substrate0.8217
CYP450 3A4 substrateNon-substrate0.7953
CYP450 1A2 substrateNon-inhibitor0.92
CYP450 2C9 inhibitorNon-inhibitor0.9603
CYP450 2D6 inhibitorNon-inhibitor0.9586
CYP450 2C19 inhibitorNon-inhibitor0.9649
CYP450 3A4 inhibitorNon-inhibitor0.9169
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9974
Ames testNon AMES toxic0.7985
CarcinogenicityNon-carcinogens0.9125
BiodegradationReady biodegradable0.8264
Rat acute toxicity1.1770 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9593
hERG inhibition (predictor II)Non-inhibitor0.9522
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-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)GC-MSsplash10-0a4i-0923000000-1964addb7be546c2a45a
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)GC-MSsplash10-0a4j-0913000000-49fae417f545c42253dd
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0a4i-0923000000-1964addb7be546c2a45a
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0a4j-0913000000-49fae417f545c42253dd
LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , PositiveLC-MS/MSsplash10-001i-9240000000-d841eea4ebc5da1106f7
LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , NegativeLC-MS/MSsplash10-0a4i-0290000000-c0b375ed0505ad2eab6c
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-QTOF , negativeLC-MS/MSsplash10-0a4i-0290000000-c0b375ed0505ad2eab6c
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-001i-9240000000-d841eea4ebc5da1106f7
1H NMR Spectrum1D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D 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
L-alpha-amino acids / Tricarboxylic acids and derivatives / Amino fatty acids / Amino acids / Dialkylamines / Carboxylic acids / Organopnictogen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives
show 1 more
Substituents
Glutamic acid or derivatives / Alpha-amino acid / L-alpha-amino acid / Tricarboxylic acid or derivatives / Amino fatty acid / Fatty acyl / Amino acid / Carboxylic acid / Secondary aliphatic amine / Secondary amine
show 12 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
L-lysine derivative, amino acid opine (CHEBI:16927)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Saccharopine dehydrogenase (nadp+, l-lysine-forming) activity
Specific Function
Bifunctional enzyme that catalyzes the first two steps in lysine degradation. The N-terminal and the C-terminal contain lysine-ketoglutarate reductase and saccharopine dehydrogenase activity, respe...
Gene Name
AASS
Uniprot ID
Q9UDR5
Uniprot Name
Alpha-aminoadipic semialdehyde synthase, mitochondrial
Molecular Weight
102130.895 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]
  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:10592235]

Drug created on June 13, 2005 07:24 / Updated on November 09, 2017 03:38