prop-2-en-1-yl (2R)-2-acetamido-3-{[5-(2H3)acetamido-2-hydroxy(4,6-2H2)phenyl]sulfanyl}propanoate

• ChemBase ID: 159060
• Molecular Formular: C16H20N2O5S
• Molecular Mass: 352.4054
• Monoisotopic Mass: 352.10929275
• SMILES: c1cc(c(cc1NC(=O)C)SC[C@@H](C(=O)OCC=C)NC(=O)C)O
• Canonical SMILES: CC(=O)N[C@H](C(=O)OCC=C)CSc1cc(NC(=O)C)ccc1O
• InChI: InChI=1S/C16H20N2O5S/c1-4-7-23-16(22)13(18-11(3)20)9-24-15-8-12(17-10(2)19)5-6-14(15)21/h4-6,8,13,21H,1,7,9H2,2-3H3,(H,17,19)(H,18,20)/t13-/m0/s1
• InChIKey: DPOLTMPLLWYRSB-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: prop-2-en-1-yl (2R)-2-acetamido-3-{[5-(^2H₃)acetamido-2-hydroxy(4,6-^2H₂)phenyl]sulfanyl}propanoate
• IUPAC Traditional name: prop-2-en-1-yl (2R)-2-acetamido-3-{[5-(^2H₃)acetamido-2-hydroxy(4,6-^2H₂)phenyl]sulfanyl}propanoate
• Synonyms: N-Acetyl-S-[3-acetamino-6-hydroxphenyl]cysteine-d5 Allyl Ester (Major)

Database IDs

• CAS Number: 1331889-45-2
• PubChem SID: 162253195
• PubChem CID: 46779934

CALCULATED PROPERTIES

• Acid pKa: 9.149835
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.8647722
• LogD (pH = 7.4): 0.8572618
• Log P: 0.8648688
• Molar Refractivity: 93.0193 cm^3
• Polarizability: 35.398346 Å^3
• Polar Surface Area: 104.73 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Pink Solid

DETAILS

Toronto Research Chemicals - A167982

Minimum isotopic incorporation d-3, no d-0 present. 64% isotopic incorporation at the 6-position, 89% at the 4-position.