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Identification
NameL-N(Omega)-Nitroarginine-2,4-L-Diaminobutyric Amide
Accession NumberDB01821  (EXPT01252)
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 318.3329
Monoisotopic: 318.176401232
Chemical FormulaC10H22N8O4
InChI KeyKUZKVXUOMSVPOA-NKWVEPMBSA-N
InChI
InChI=1S/C10H22N8O4/c11-4-3-7(8(13)19)16-9(20)6(12)2-1-5-15-10(14)17-18(21)22/h6-7H,1-5,11-12H2,(H2,13,19)(H,16,20)(H3,14,15,17)/t6-,7+/m0/s1
IUPAC Name
(2S)-2-amino-N-[(1R)-3-amino-1-carbamoylpropyl]-5-(1-nitrocarbamimidamido)pentanamide
SMILES
NCC[C@@H](NC(=O)[C@@H](N)CCCNC(=N)N[N+]([O-])=O)C(N)=O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganic Acids and Derivatives
ClassCarboxylic Acids and Derivatives
SubclassAmino Acids, Peptides, and Analogues
Direct parentPeptides
Alternative parentsN-acyl-alpha Amino Acids and Derivatives; Alpha Amino Acid Amides; Nitramines; Secondary Carboxylic Acid Amides; Primary Carboxylic Acid Amides; Guanidines; Enolates; Polyamines; Carboxylic Acids; Amidines; Monoalkylamines
Substituentsn-acyl-alpha amino acid or derivative; alpha-amino acid amide; alpha-amino acid or derivative; nitramine; carboxamide group; primary carboxylic acid amide; guanidine; nitro compound; secondary carboxylic acid amide; carboxylic acid; amidine; polyamine; enolate; primary amine; primary aliphatic amine; amine; organonitrogen compound
Classification descriptionThis compound belongs to the peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.
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 - 0.9032
Blood Brain Barrier + 0.6975
Caco-2 permeable - 0.6424
P-glycoprotein substrate Non-substrate 0.5199
P-glycoprotein inhibitor I Non-inhibitor 0.8885
P-glycoprotein inhibitor II Non-inhibitor 0.943
Renal organic cation transporter Non-inhibitor 0.8714
CYP450 2C9 substrate Non-substrate 0.8088
CYP450 2D6 substrate Non-substrate 0.7956
CYP450 3A4 substrate Non-substrate 0.6677
CYP450 1A2 substrate Non-inhibitor 0.8585
CYP450 2C9 substrate Non-inhibitor 0.8358
CYP450 2D6 substrate Non-inhibitor 0.9102
CYP450 2C19 substrate Non-inhibitor 0.8036
CYP450 3A4 substrate Non-inhibitor 0.8751
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9723
Ames test AMES toxic 0.8454
Carcinogenicity Non-carcinogens 0.7712
Biodegradation Ready biodegradable 0.8824
Rat acute toxicity 2.5862 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.8737
hERG inhibition (predictor II) Non-inhibitor 0.8449
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility2.56e-01 g/lALOGPS
logP-1.9ALOGPS
logP-3.9ChemAxon
logS-3.1ALOGPS
pKa (strongest acidic)10.15ChemAxon
pKa (strongest basic)9.43ChemAxon
physiological charge2ChemAxon
hydrogen acceptor count9ChemAxon
hydrogen donor count7ChemAxon
polar surface area217.96ChemAxon
rotatable bond count10ChemAxon
refractivity88.1ChemAxon
polarizability31.42ChemAxon
number of rings0ChemAxon
bioavailability0ChemAxon
rule of fiveNoChemAxon
Ghose filterNoChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound46936229
PubChem Substance46509184
BindingDB22030
HETDP1
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Nitric oxide synthase, endothelial

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Nitric oxide synthase, endothelial P29474 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

2. Nitric oxide synthase, brain

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Nitric oxide synthase, brain P29475 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 17:16