(2S)-2-{[(benzyloxy)carbonyl]amino}-5-carbamimidamidopentanoic acid

• ChemBase ID: 109836
• Molecular Formular: C14H20N4O4
• Molecular Mass: 308.333
• Monoisotopic Mass: 308.14845514
• SMILES: NC(=N)NCCC[C@H](NC(=O)OCc1ccccc1)C(=O)O
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)O)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C14H20N4O4/c15-13(16)17-8-4-7-11(12(19)20)18-14(21)22-9-10-5-2-1-3-6-10/h1-3,5-6,11H,4,7-9H2,(H,18,21)(H,19,20)(H4,15,16,17)/t11-/m0/s1
• InChIKey: SJSSFUMSAFMFNM-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(benzyloxy)carbonyl]amino}-5-carbamimidamidopentanoic acid
• IUPAC Traditional name: (2S)-2-{[(benzyloxy)carbonyl]amino}-5-carbamimidamidopentanoic acid
• Synonyms: CARBOBENZOXY-L-ARGININE; Z-Arg-OH; Nα-Z-L-Arginine; N2-Carbobenzyloxy-L-arginine; N(alpha)-Cbz-L-arginine; Z-Arg-OH; N(alpha)-Benzyloxycarbonyl-L-arginine; N2-苄氧羰基-L-精氨酸; Nα-CBZ-L-精氨酸; N(α)-苄氧基羰基-L-精氨酸

Database IDs

• CAS Number: 1234-35-1
• EC Number: 214-973-6
• MDL Number: MFCD00001762
• Beilstein Number: 2169267
• PubChem SID: 162096311; 24890219
• PubChem CID: 71055

CALCULATED PROPERTIES

• Acid pKa: 3.5456467
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -0.9752472
• LogD (pH = 7.4): -0.9713254
• Log P: -0.9713116
• Molar Refractivity: 89.6031 cm^3
• Polarizability: 30.55152 Å^3
• Polar Surface Area: 137.53 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 171-174 °C (dec.); 171-174 °C (dec.)(lit.); 173-175°C
• Optical Rotation: [α]20/D -9±1°, c = 5% in 1 M HCl; -9.5 (c=5 in 0.2N HCl)

Safety Information

• German water hazard class: 3
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥96.0% (NT); 99%
• Impurities: ~3% water
• Linear Formula: HN=C(NH2)NH(CH2)3CH(NHCOOCH2C6H5)COOH

DETAILS

MP Biomedicals - 05212757

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 95930

Packaging
5 g in glass bottle