N-Alpha-L-Acetyl-Arginine

Identification

Name
N-Alpha-L-Acetyl-Arginine
Accession Number
DB01985  (EXPT00382)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
TQ7DL04CAE
CAS number
Not Available
Weight
Average: 216.2376
Monoisotopic: 216.122240398
Chemical Formula
C8H16N4O3
InChI Key
SNEIUMQYRCDYCH-LURJTMIESA-N
InChI
InChI=1S/C8H16N4O3/c1-5(13)12-6(7(14)15)3-2-4-11-8(9)10/h6H,2-4H2,1H3,(H,12,13)(H,14,15)(H4,9,10,11)/t6-/m0/s1
IUPAC Name
(2S)-5-carbamimidamido-2-acetamidopentanoic acid
SMILES
CC(=O)N[[email protected]@H](CCCNC(N)=N)C(O)=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UClavaminate synthase 1Not AvailableStreptomyces clavuligerus (strain ATCC 27064 / DSM 738 / JCM 4710 / NBRC 13307 / NCIMB 12785 / NRRL 3585 / VKM Ac-602)
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
Human Metabolome Database
HMDB04620
PubChem Compound
67427
PubChem Substance
46508435
ChemSpider
60752
ChEBI
40521
HET
AAG
PDB Entries
1dry / 4fxa / 5jgi

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 Solubility0.767 mg/mLALOGPS
logP-1.7ALOGPS
logP-3.3ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)3.68ChemAxon
pKa (Strongest Basic)12.24ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area128.3 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity63.37 m3·mol-1ChemAxon
Polarizability22.04 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.7174
Blood Brain Barrier+0.8969
Caco-2 permeable-0.7982
P-glycoprotein substrateSubstrate0.5194
P-glycoprotein inhibitor INon-inhibitor0.9579
P-glycoprotein inhibitor IINon-inhibitor0.8704
Renal organic cation transporterNon-inhibitor0.8627
CYP450 2C9 substrateNon-substrate0.7345
CYP450 2D6 substrateNon-substrate0.7599
CYP450 3A4 substrateNon-substrate0.7326
CYP450 1A2 substrateNon-inhibitor0.9043
CYP450 2C9 inhibitorNon-inhibitor0.8903
CYP450 2D6 inhibitorNon-inhibitor0.9375
CYP450 2C19 inhibitorNon-inhibitor0.8711
CYP450 3A4 inhibitorNon-inhibitor0.8393
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9935
Ames testNon AMES toxic0.5388
CarcinogenicityNon-carcinogens0.9155
BiodegradationReady biodegradable0.8578
Rat acute toxicity1.8562 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.989
hERG inhibition (predictor II)Non-inhibitor0.9605
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-MSNot Available
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

Taxonomy

Description
This compound belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated 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
N-acyl-L-alpha-amino acids
Alternative Parents
Fatty acids and conjugates / Acetamides / Secondary carboxylic acid amides / Guanidines / Propargyl-type 1,3-dipolar organic compounds / Monocarboxylic acids and derivatives / Carboxylic acids / Carboximidamides / Organopnictogen compounds / Organic oxides
show 2 more
Substituents
N-acyl-l-alpha-amino acid / Fatty acid / Acetamide / Carboxamide group / Guanidine / Secondary carboxylic acid amide / Carboxylic acid / Monocarboxylic acid or derivatives / Carboximidamide / Propargyl-type 1,3-dipolar organic compound
show 10 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
N-acetyl-L-amino acid (CHEBI:40521)

Targets

Kind
Protein
Organism
Streptomyces clavuligerus (strain ATCC 27064 / DSM 738 / JCM 4710 / NBRC 13307 / NCIMB 12785 / NRRL 3585 / VKM Ac-602)
Pharmacological action
Unknown
General Function
Iron ion binding
Specific Function
Not Available
Gene Name
cs1
Uniprot ID
Q05581
Uniprot Name
Clavaminate synthase 1
Molecular Weight
35369.325 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 November 09, 2017 03:07