(2S)-2-amino-5-(1-nitrocarbamimidamido)-N-(4-nitrophenyl)pentanamide hydrobromide

• ChemBase ID: 155331
• Molecular Formular: C12H18BrN7O5
• Molecular Mass: 420.21922
• Monoisotopic Mass: 419.05527871
• SMILES: c1cc(ccc1NC(=O)[C@H](CCCNC(=N)N[N+](=O)[O-])N)[N+](=O)[O-].Br
• Canonical SMILES: [O-][N+](=O)NC(=N)NCCC[C@@H](C(=O)Nc1ccc(cc1)[N+](=O)[O-])N.Br
• InChI: InChI=1S/C12H17N7O5.BrH/c13-10(2-1-7-15-12(14)17-19(23)24)11(20)16-8-3-5-9(6-4-8)18(21)22;/h3-6,10H,1-2,7,13H2,(H,16,20)(H3,14,15,17);1H/t10-;/m0./s1
• InChIKey: VLIUCLVWDVXVTH-PPHPATTJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-5-(1-nitrocarbamimidamido)-N-(4-nitrophenyl)pentanamide hydrobromide
• IUPAC Traditional name: (2S)-2-amino-5-(1-nitrocarbamimidamido)-N-(4-nitrophenyl)pentanamide hydrobromide
• Synonyms: Nω-Nitro-L-arginine p-nitroanilide hydrobromide

Database IDs

• CAS Number: 85697-89-8
• MDL Number: MFCD01318756
• PubChem SID: 162249469; 24897564
• PubChem CID: 71312120

CALCULATED PROPERTIES

• Acid pKa: 10.026671
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -2.632139
• LogD (pH = 7.4): -0.39217854
• Log P: 0.30060247
• Molar Refractivity: 96.5114 cm^3
• Polarizability: 31.01349 Å^3
• Polar Surface Area: 194.67 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 45-46-20/21/22-36/37/38
• Safety Statements: 53-22-36/37/39-45
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H312-H315-H319-H332-H335-H350
• GHS Precautionary statements: P201-P261-P280-P305 + P351 + P338-P308 + P313
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• Storage Temperature: -20°C

Product Information

• Impurities: ≤20% dioxane as solvent of crystallization
• Empirical Formula (Hill Notation): C12H17N7O5 · HBr

DETAILS

Sigma Aldrich - N2268

Biochem/physiol Actions
Nω-Nitro-L-arginine p-nitroanilide hydrobromide inhibits neuronal NO synthase.