(2S)-2-({[(1,1-dioxo-1λ6-benzothiophen-2-yl)methoxy]carbonyl}amino)-3-phenylpropanoic acid

• ChemBase ID: 295044
• Molecular Formular: C19H17NO6S
• Molecular Mass: 387.40638
• Monoisotopic Mass: 387.07765827
• SMILES: c1ccc(cc1)C[C@@H](C(=O)O)NC(=O)OCC1=Cc2ccccc2S1(=O)=O
• Canonical SMILES: O=C(N[C@H](C(=O)O)Cc1ccccc1)OCC1=Cc2c(S1(=O)=O)cccc2
• InChI: InChI=1S/C19H17NO6S/c21-18(22)16(10-13-6-2-1-3-7-13)20-19(23)26-12-15-11-14-8-4-5-9-17(14)27(15,24)25/h1-9,11,16H,10,12H2,(H,20,23)(H,21,22)/t16-/m0/s1
• InChIKey: DWLKZXPISLVRER-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-({[(1,1-dioxo-1λ^6-benzothiophen-2-yl)methoxy]carbonyl}amino)-3-phenylpropanoic acid
• IUPAC Traditional name: (2S)-2-({[(1,1-dioxo-1λ^6-benzothiophen-2-yl)methoxy]carbonyl}amino)-3-phenylpropanoic acid
• Synonyms: N-(Benzo[b]thiophenesulfone-2-methoxycarbonyl)-L-phenylalanine; Bsmoc-Phe-OH; N-Bsmoc-L-phenylalanine; N-Bsmoc-L-苯基丙氨酸

Database IDs

• CAS Number: 197245-19-5
• MDL Number: MFCD03792475
• Beilstein Number: 8282210
• PubChem SID: 180680575
• PubChem CID: 7578036

CALCULATED PROPERTIES

• Acid pKa: 3.0946188
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.08883136
• LogD (pH = 7.4): -0.9977736
• Log P: 2.464449
• Molar Refractivity: 98.5005 cm^3
• Polarizability: 38.52455 Å^3
• Polar Surface Area: 109.77 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 167-169°C
• Optical Rotation: -36 (c=1 in DMF)

Safety Information

• TSCA Listed: 否

Product Information

• Purity: 97%