(2S)-2-{[(benzyloxy)carbonyl]amino}-5-(1-nitrocarbamimidamido)pentanoic acid

• ChemBase ID: 156561
• Molecular Formular: C14H19N5O6
• Molecular Mass: 353.33056
• Monoisotopic Mass: 353.13353335
• SMILES: c1ccc(cc1)COC(=O)N[C@@H](CCCNC(=N)N[N+](=O)[O-])C(=O)O
• Canonical SMILES: OC(=O)[C@@H](NC(=O)OCc1ccccc1)CCCNC(=N)N[N+](=O)[O-]
• InChI: InChI=1S/C14H19N5O6/c15-13(18-19(23)24)16-8-4-7-11(12(20)21)17-14(22)25-9-10-5-2-1-3-6-10/h1-3,5-6,11H,4,7-9H2,(H,17,22)(H,20,21)(H3,15,16,18)/t11-/m0/s1
• InChIKey: BZPCSFNCKORLQG-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(benzyloxy)carbonyl]amino}-5-(1-nitrocarbamimidamido)pentanoic acid
• IUPAC Traditional name: (2S)-2-{[(benzyloxy)carbonyl]amino}-5-(1-nitrocarbamimidamido)pentanoic acid
• Synonyms: Nα-Z-Nωnitro-L-arginine; Z-Arg(NO2)-OH; Z-Arg(NO2)-OH; Nα-Z-Nω硝基-L-精氨酸

Database IDs

• CAS Number: 2304-98-5
• EC Number: 218-970-0
• MDL Number: MFCD00038092
• Beilstein Number: 2548552
• PubChem SID: 162250698
• PubChem CID: 12695023

CALCULATED PROPERTIES

• Acid pKa: 3.292176
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -6.043134
• LogD (pH = 7.4): -7.35327
• Log P: -7.442131
• Molar Refractivity: 95.5852 cm^3
• Polarizability: 32.52586 Å^3
• Polar Surface Area: 166.68 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 130-132 °C (dec.)

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (T); 95+%
• Grade: purum
• Empirical Formula (Hill Notation): C14H19N5O6