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

• ChemBase ID: 295040
• Molecular Formular: C14H14N2O7S
• Molecular Mass: 354.33516
• Monoisotopic Mass: 354.0521718
• SMILES: c1ccc2c(c1)C=C(S2(=O)=O)COC(=O)N[C@@H](CC(=O)N)C(=O)O
• Canonical SMILES: NC(=O)C[C@@H](C(=O)O)NC(=O)OCC1=Cc2c(S1(=O)=O)cccc2
• InChI: InChI=1S/C14H14N2O7S/c15-12(17)6-10(13(18)19)16-14(20)23-7-9-5-8-3-1-2-4-11(8)24(9,21)22/h1-5,10H,6-7H2,(H2,15,17)(H,16,20)(H,18,19)/t10-/m0/s1
• InChIKey: SAYGRVJKBKWLHI-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-carbamoyl-2-({[(1,1-dioxo-1λ^6-benzothiophen-2-yl)methoxy]carbonyl}amino)propanoic acid
• IUPAC Traditional name: (2S)-3-carbamoyl-2-({[(1,1-dioxo-1λ^6-benzothiophen-2-yl)methoxy]carbonyl}amino)propanoic acid
• Synonyms: N-(Benzo[b]thiophenesulfone-2-methoxycarbonyl)-L-asparagine; N-Bsmoc-Asn-OH; N-Bsmoc-L-asparagine; N-Bsmoc-L-天冬酰氨酸

Database IDs

• CAS Number: 197245-31-1
• MDL Number: MFCD03792471
• Beilstein Number: 8282117
• PubChem SID: 180680571
• PubChem CID: 7578002

CALCULATED PROPERTIES

• Acid pKa: 2.801855
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -3.2799098
• LogD (pH = 7.4): -4.1345325
• Log P: -0.64063203
• Molar Refractivity: 81.7391 cm^3
• Polarizability: 32.16156 Å^3
• Polar Surface Area: 152.86 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 134-138°C dec.
• Optical Rotation: -22 (c=1 in DMF)

Safety Information

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

Product Information

• Purity: 98%