(2R)-2-acetamido-3-({[4-(pyridin-2-yl)phenyl]methyl}sulfanyl)propanoic acid

• ChemBase ID: 159426
• Molecular Formular: C17H18N2O3S
• Molecular Mass: 330.40142
• Monoisotopic Mass: 330.10381345
• SMILES: c1cccnc1c1ccc(cc1)CSC[C@H](NC(=O)C)C(=O)O
• Canonical SMILES: CC(=O)N[C@H](C(=O)O)CSCc1ccc(cc1)c1ccccn1
• InChI: InChI=1S/C17H18N2O3S/c1-12(20)19-16(17(21)22)11-23-10-13-5-7-14(8-6-13)15-4-2-3-9-18-15/h2-9,16H,10-11H2,1H3,(H,19,20)(H,21,22)/t16-/m0/s1
• InChIKey: XZBPUXNKKKMWON-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-acetamido-3-({[4-(pyridin-2-yl)phenyl]methyl}sulfanyl)propanoic acid
• IUPAC Traditional name: (2R)-2-acetamido-3-({[4-(pyridin-2-yl)phenyl]methyl}sulfanyl)propanoic acid
• Synonyms: N-Acetyl-S-[4-(2-pyridinyl)benzyl]-L-cysteine

Database IDs

• PubChem SID: 162253561
• PubChem CID: 71312977

CALCULATED PROPERTIES

• Acid pKa: 3.8790855
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.6141338
• LogD (pH = 7.4): -1.0202346
• Log P: 1.3191595
• Molar Refractivity: 89.5875 cm^3
• Polarizability: 36.20308 Å^3
• Polar Surface Area: 79.29 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A187620

A metabolite of Atazanavir (A790051).