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

• ChemBase ID: 295046
• Molecular Formular: C21H18N2O6S
• Molecular Mass: 426.44242
• Monoisotopic Mass: 426.08855731
• SMILES: c1ccc2c(c1)C=C(S2(=O)=O)COC(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)O
• Canonical SMILES: O=C(N[C@H](C(=O)O)Cc1c[nH]c2c1cccc2)OCC1=Cc2c(S1(=O)=O)cccc2
• InChI: InChI=1S/C21H18N2O6S/c24-20(25)18(10-14-11-22-17-7-3-2-6-16(14)17)23-21(26)29-12-15-9-13-5-1-4-8-19(13)30(15,27)28/h1-9,11,18,22H,10,12H2,(H,23,26)(H,24,25)/t18-/m0/s1
• InChIKey: UILOLDADSJLWEJ-SFHVURJKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-({[(1,1-dioxo-1λ^6-benzothiophen-2-yl)methoxy]carbonyl}amino)-3-(1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: (2S)-2-({[(1,1-dioxo-1λ^6-benzothiophen-2-yl)methoxy]carbonyl}amino)-3-(1H-indol-3-yl)propanoic acid
• Synonyms: N-(Benzo[b]thiophenesulfone-2-methoxycarbonyl)-L-tryptophan; Bsmoc-Trp-OH; N-Bsmoc-L-tryptophan; N-Bsmoc-L-色氨酸

Database IDs

• CAS Number: 197245-27-5
• MDL Number: MFCD01090981
• Beilstein Number: 8289582
• PubChem SID: 180680577
• PubChem CID: 7578054

CALCULATED PROPERTIES

• Acid pKa: 3.2406323
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.32417285
• LogD (pH = 7.4): -0.87480426
• Log P: 2.5632107
• Molar Refractivity: 109.587 cm^3
• Polarizability: 43.68616 Å^3
• Polar Surface Area: 125.56 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 80-106°C dec.
• Optical Rotation: -28 (c=0.5 in DMF)

Safety Information

• Safety Statements: 22-24/25
• TSCA Listed: 否

Product Information

• Purity: 97%