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Identification
NameL-N(Omega)-Nitroarginine-(4r)-Amino-L-Proline Amide
Accession NumberDB02077  (EXPT01254)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 330.3436
Monoisotopic: 330.176401232
Chemical FormulaC11H22N8O4
InChI KeyIUFRDGFKAVLPFZ-CSMHCCOUSA-N
InChI
InChI=1S/C11H22N8O4/c12-7(2-1-3-15-11(14)18-19(22)23)10(21)17-6-4-8(9(13)20)16-5-6/h6-8,16H,1-5,12H2,(H2,13,20)(H,17,21)(H3,14,15,18)/t6-,7+,8+/m1/s1
IUPAC Name
(2S,4R)-4-[(2S)-2-amino-5-(1-nitrocarbamimidamido)pentanamido]pyrrolidine-2-carboxamide
SMILES
N[C@@H](CCCNC(=N)N[N+]([O-])=O)C(=O)N[C@H]1CN[C@@H](C1)C(N)=O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganic Acids and Derivatives
ClassCarboxylic Acids and Derivatives
SubclassAmino Acids, Peptides, and Analogues
Direct parentAlpha Amino Acid Amides
Alternative parentsPyrrolidinecarboxamides; Nitramines; Secondary Carboxylic Acid Amides; Guanidines; Primary Carboxylic Acid Amides; Carboxylic Acids; Polyamines; Enolates; Dialkylamines; Amidines; Monoalkylamines
Substituentspyrrolidine-2-carboxamide; pyrrolidine carboxylic acid or derivative; nitramine; pyrrolidine; primary carboxylic acid amide; nitro compound; guanidine; secondary carboxylic acid amide; carboxamide group; amidine; secondary aliphatic amine; carboxylic acid; secondary amine; enolate; polyamine; amine; primary aliphatic amine; primary amine; organonitrogen compound
Classification descriptionThis compound belongs to the alpha amino acid amides. These are amide derivatives of alpha amino acids.
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 - 0.8817
Blood Brain Barrier + 0.7548
Caco-2 permeable - 0.6381
P-glycoprotein substrate Substrate 0.5934
P-glycoprotein inhibitor I Non-inhibitor 0.9314
P-glycoprotein inhibitor II Non-inhibitor 0.9417
Renal organic cation transporter Non-inhibitor 0.838
CYP450 2C9 substrate Non-substrate 0.8241
CYP450 2D6 substrate Non-substrate 0.8017
CYP450 3A4 substrate Non-substrate 0.6534
CYP450 1A2 substrate Non-inhibitor 0.795
CYP450 2C9 substrate Non-inhibitor 0.8259
CYP450 2D6 substrate Non-inhibitor 0.8964
CYP450 2C19 substrate Non-inhibitor 0.7849
CYP450 3A4 substrate Non-inhibitor 0.8707
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9694
Ames test AMES toxic 0.7612
Carcinogenicity Non-carcinogens 0.866
Biodegradation Ready biodegradable 0.8775
Rat acute toxicity 2.5363 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.8174
hERG inhibition (predictor II) Non-inhibitor 0.7411
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.297ALOGPS
logP-2ALOGPS
logP-3.5ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)10.06ChemAxon
pKa (Strongest Basic)8.96ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area203.97 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity90.57 m3·mol-1ChemAxon
Polarizability32.54 Å3ChemAxon
Number of Rings1ChemAxon
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 Compound656912
PubChem Substance46507698
ChemSpider3821230
BindingDB21961
HETDP9
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 17:17