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

• ChemBase ID: 295042
• Molecular Formular: C16H19NO6S
• Molecular Mass: 353.39016
• Monoisotopic Mass: 353.09330833
• SMILES: CC[C@H](C)[C@@H](C(=O)O)NC(=O)OCC1=Cc2ccccc2S1(=O)=O
• Canonical SMILES: CC[C@@H]([C@@H](C(=O)O)NC(=O)OCC1=Cc2c(S1(=O)=O)cccc2)C
• InChI: InChI=1S/C16H19NO6S/c1-3-10(2)14(15(18)19)17-16(20)23-9-12-8-11-6-4-5-7-13(11)24(12,21)22/h4-8,10,14H,3,9H2,1-2H3,(H,17,20)(H,18,19)/t10-,14-/m0/s1
• InChIKey: IOTFSDWKSLUDSZ-HZMBPMFUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-2-({[(1,1-dioxo-1λ^6-benzothiophen-2-yl)methoxy]carbonyl}amino)-3-methylpentanoic acid
• IUPAC Traditional name: (2S,3S)-2-({[(1,1-dioxo-1λ^6-benzothiophen-2-yl)methoxy]carbonyl}amino)-3-methylpentanoic acid
• Synonyms: N-(Benzo[b]thiophenesulfone-2-methoxycarbonyl)-L-isoleucine; Bsmoc-Ile-OH; N-Bsmoc-L-isoleucine; N-Bsmoc-L-异亮氨酸

Database IDs

• CAS Number: 197245-22-0
• MDL Number: MFCD03792472
• PubChem SID: 180680573
• PubChem CID: 7578015

CALCULATED PROPERTIES

• Acid pKa: 3.0708263
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.25742692
• LogD (pH = 7.4): -1.3253698
• Log P: 2.1401863
• Molar Refractivity: 87.4781 cm^3
• Polarizability: 34.49706 Å^3
• Polar Surface Area: 109.77 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 97-100°C
• Optical Rotation: -4 (c=0.5 in DMF)

Safety Information

• TSCA Listed: 否

Product Information

• Purity: 99%