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Identification
NameD-Arginine
Accession NumberDB04027  (EXPT01113)
TypeSmall Molecule
GroupsExperimental
Description

An essential amino acid that is physiologically active in the L-form. [PubChem]

Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number157-06-2
WeightAverage: 175.2089
Monoisotopic: 175.119500744
Chemical FormulaC6H15N4O2
InChI KeyODKSFYDXXFIFQN-BYPYZUCNSA-O
InChI
InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p+1/t4-/m0/s1
IUPAC Name
[amino({[(4S)-4-amino-4-carboxybutyl]amino})methylidene]azanium
SMILES
N[C@@H](CCCNC(N)=[NH2+])C(O)=O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganic Acids and Derivatives
ClassCarboxylic Acids and Derivatives
SubclassAmino Acids, Peptides, and Analogues
Direct parentAlpha Amino Acids and Derivatives
Alternative parentsAmino Fatty Acids; Guanidines; Enolates; Amidines; Polyamines; Carboxylic Acids; Monoalkylamines
Substituentsguanidine; carboxylic acid; enolate; amidine; polyamine; amine; primary amine; primary aliphatic amine; organonitrogen compound
Classification descriptionThis compound belongs to the alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption - 0.7047
Blood Brain Barrier + 0.6875
Caco-2 permeable - 0.7139
P-glycoprotein substrate Non-substrate 0.5629
P-glycoprotein inhibitor I Non-inhibitor 0.988
P-glycoprotein inhibitor II Non-inhibitor 0.8802
Renal organic cation transporter Non-inhibitor 0.7663
CYP450 2C9 substrate Non-substrate 0.7822
CYP450 2D6 substrate Non-substrate 0.6948
CYP450 3A4 substrate Non-substrate 0.8044
CYP450 1A2 substrate Non-inhibitor 0.8491
CYP450 2C9 substrate Non-inhibitor 0.8966
CYP450 2D6 substrate Non-inhibitor 0.9172
CYP450 2C19 substrate Non-inhibitor 0.7693
CYP450 3A4 substrate Non-inhibitor 0.9192
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9951
Ames test AMES toxic 0.7057
Carcinogenicity Non-carcinogens 0.9254
Biodegradation Ready biodegradable 0.9466
Rat acute toxicity 1.6259 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9446
hERG inhibition (predictor II) Non-inhibitor 0.9652
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility25.7ALOGPS
logP-0.59ALOGPS
logP-3.2ChemAxon
logS-0.91ALOGPS
pKa (Strongest Acidic)2.41ChemAxon
pKa (Strongest Basic)12.41ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area126.96 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity54.72 m3·mol-1ChemAxon
Polarizability18.39 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis Reference

Kyriakos Makryaleas, Karlheinz Drauz, Andreas Bommarius, “Method for the preparation of D-arginine and L-ornithine.” U.S. Patent US5591613, issued April, 1995.

US5591613
General ReferenceNot Available
External Links
ResourceLink
KEGG CompoundC00792
PubChem Compound5287702
PubChem Substance46506552
ChEBI15816
ChEMBL
HETDAR
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Creatine kinase M-type

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Creatine kinase M-type P06732 Details

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
  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
  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

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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:23