methyl (2R)-2-acetamido-3-[(5-acetamido-2-hydroxyphenyl)sulfanyl]propanoate

• ChemBase ID: 159219
• Molecular Formular: C14H18N2O5S
• Molecular Mass: 326.36812
• Monoisotopic Mass: 326.09364269
• SMILES: c1(ccc(c(c1)SC[C@@H](C(=O)OC)NC(=O)C)O)NC(=O)C
• Canonical SMILES: COC(=O)[C@@H](NC(=O)C)CSc1cc(ccc1O)NC(=O)C
• InChI: InChI=1S/C14H18N2O5S/c1-8(17)15-10-4-5-12(19)13(6-10)22-7-11(14(20)21-3)16-9(2)18/h4-6,11,19H,7H2,1-3H3,(H,15,17)(H,16,18)/t11-/m0/s1
• InChIKey: ZANDXAUAPYAINA-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R)-2-acetamido-3-[(5-acetamido-2-hydroxyphenyl)sulfanyl]propanoate
• IUPAC Traditional name: methyl (2R)-2-acetamido-3-[(5-acetamido-2-hydroxyphenyl)sulfanyl]propanoate
• Synonyms: APAP-CYS, methyl ester; 3-(N-Acetyl-L-cystein-S-yl) Acetaminophen Methyl Ester

Database IDs

• PubChem SID: 162253354
• PubChem CID: 29970750

CALCULATED PROPERTIES

• Acid pKa: 9.149659
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.13352233
• LogD (pH = 7.4): 0.12600923
• Log P: 0.13361903
• Molar Refractivity: 83.8566 cm^3
• Polarizability: 31.976173 Å^3
• Polar Surface Area: 104.73 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White to Light Pink Solid