4-nitrophenyl (2S)-6-amino-2-{[(benzyloxy)carbonyl]amino}hexanoate hydrochloride

• ChemBase ID: 134021
• Molecular Formular: C20H24ClN3O6
• Molecular Mass: 437.87406
• Monoisotopic Mass: 437.13536318
• SMILES: c1ccc(cc1)COC(=O)N[C@@H](CCCCN)C(=O)Oc1ccc(cc1)[N+](=O)[O-].Cl
• Canonical SMILES: NCCCC[C@@H](C(=O)Oc1ccc(cc1)[N+](=O)[O-])NC(=O)OCc1ccccc1.Cl
• InChI: InChI=1S/C20H23N3O6.ClH/c21-13-5-4-8-18(22-20(25)28-14-15-6-2-1-3-7-15)19(24)29-17-11-9-16(10-12-17)23(26)27;/h1-3,6-7,9-12,18H,4-5,8,13-14,21H2,(H,22,25);1H/t18-;/m0./s1
• InChIKey: JFZLPXVXTZKFDV-FERBBOLQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-nitrophenyl (2S)-6-amino-2-{[(benzyloxy)carbonyl]amino}hexanoate hydrochloride
• IUPAC Traditional name: 4-nitrophenyl (2S)-6-amino-2-{[(benzyloxy)carbonyl]amino}hexanoate hydrochloride
• Synonyms: Z-L-Lys-ONp hydrochloride; Nα-Z-L-lysine 4-nitrophenyl ester hydrochloride; Z-Lys-ONp hydrochloride; Nα-Z-L-赖氨酸 4-硝基苯酯 盐酸盐; Z-Lys-ONp 盐酸盐

Database IDs

• CAS Number: 2179-15-9
• EC Number: 218-546-5
• MDL Number: MFCD00039055
• Beilstein Number: 7191805
• PubChem SID: 24892631; 162228298; 24890363
• PubChem CID: 2724407

CALCULATED PROPERTIES

• Acid pKa: 12.744047
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.17185333
• LogD (pH = 7.4): 0.59180367
• Log P: 3.1958356
• Molar Refractivity: 105.3609 cm^3
• Polarizability: 40.731663 Å^3
• Polar Surface Area: 136.47 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 146-152 °C
• Optical Rotation: [α]20/D -24±1°, c = 1% in DMF

Safety Information

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

Product Information

• Purity: ≥98.0% (AT)
• Empirical Formula (Hill Notation): C20H23N3O6 · HCl

DETAILS

Sigma Aldrich - C3637

Biochem/physiol Actions
Colorimetric substrate for bromelain

Sigma Aldrich - 96895

Packaging
500 mg in glass bottle