(2S)-2-({[(1,1-dioxo-1λ6-benzothiophen-2-yl)methoxy]carbonyl}amino)-4-(methylsulfanyl)butanoic acid

• ChemBase ID: 295043
• Molecular Formular: C15H17NO6S2
• Molecular Mass: 371.42858
• Monoisotopic Mass: 371.04972927
• SMILES: CSCC[C@@H](C(=O)O)NC(=O)OCC1=Cc2ccccc2S1(=O)=O
• Canonical SMILES: CSCC[C@@H](C(=O)O)NC(=O)OCC1=Cc2c(S1(=O)=O)cccc2
• InChI: InChI=1S/C15H17NO6S2/c1-23-7-6-12(14(17)18)16-15(19)22-9-11-8-10-4-2-3-5-13(10)24(11,20)21/h2-5,8,12H,6-7,9H2,1H3,(H,16,19)(H,17,18)/t12-/m0/s1
• InChIKey: RBUIRQRLLHQRDV-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-({[(1,1-dioxo-1λ^6-benzothiophen-2-yl)methoxy]carbonyl}amino)-4-(methylsulfanyl)butanoic acid
• IUPAC Traditional name: (2S)-2-({[(1,1-dioxo-1λ^6-benzothiophen-2-yl)methoxy]carbonyl}amino)-4-(methylsulfanyl)butanoic acid
• Synonyms: N-(Benzo[b]thiophenesulfone-2-methoxycarbonyl)-L-methionine; Bsmoc-Met-OH; N-Bsmoc-L-methionine; N-Bsmoc-L-蛋氨酸

Database IDs

• CAS Number: 197245-29-7
• MDL Number: MFCD03792474
• Beilstein Number: 8278161
• PubChem SID: 180680574
• PubChem CID: 7578031

CALCULATED PROPERTIES

• Acid pKa: 3.0117083
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.99234277
• LogD (pH = 7.4): -2.0136354
• Log P: 1.4595509
• Molar Refractivity: 90.9702 cm^3
• Polarizability: 35.734684 Å^3
• Polar Surface Area: 109.77 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ca 116°C
• Optical Rotation: +7.9 (c=0.5 in chloroform)

Safety Information

• TSCA Listed: 否

Product Information

• Purity: 99%