(2R)-2-amino-3-(hexadecanoylsulfanyl)propanoic acid

• ChemBase ID: 5965
• Molecular Formular: C19H37NO3S
• Molecular Mass: 359.56698
• Monoisotopic Mass: 359.24941505
• SMILES: O=C([C@@H](N)CSC(=O)CCCCCCCCCCCCCCC)O
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)SC[C@@H](C(=O)O)N
• InChI: InChI=1S/C19H37NO3S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)24-16-17(20)19(22)23/h17H,2-16,20H2,1H3,(H,22,23)/t17-/m0/s1
• InChIKey: FRAMWPHPFIXRCP-KRWDZBQOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-(hexadecanoylsulfanyl)propanoic acid
• IUPAC Traditional name: (2R)-2-amino-3-(hexadecanoylsulfanyl)propanoic acid
• Synonyms: S-PALMITOYL-L-CYSTEINE

Database IDs

• PubChem SID: 99444813; 160969390
• PubChem CID: 46937142

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.0497305
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.530975
• LogD (pH = 7.4): 3.4815674
• Log P: 3.5311592
• Molar Refractivity: 102.1313 cm^3
• Polarizability: 40.93488 Å^3
• Polar Surface Area: 80.39 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.68
• LOG S: -5.97
• Solubility (Water): 3.85e-04 g/l

DETAILS

DrugBank - DB08342

Drug information: experimental