(2S)-2-dodecanamido-3-(4-hydroxyphenyl)propanoic acid

• ChemBase ID: 5899
• Molecular Formular: C21H33NO4
• Molecular Mass: 363.49102
• Monoisotopic Mass: 363.24095854
• SMILES: N(C(=O)CCCCCCCCCCC)[C@@H](Cc1ccc(cc1)O)C(=O)O
• Canonical SMILES: CCCCCCCCCCCC(=O)N[C@H](C(=O)O)Cc1ccc(cc1)O
• InChI: InChI=1S/C21H33NO4/c1-2-3-4-5-6-7-8-9-10-11-20(24)22-19(21(25)26)16-17-12-14-18(23)15-13-17/h12-15,19,23H,2-11,16H2,1H3,(H,22,24)(H,25,26)/t19-/m0/s1
• InChIKey: SVQAZCRYIXURJT-IBGZPJMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-dodecanamido-3-(4-hydroxyphenyl)propanoic acid
• IUPAC Traditional name: (2S)-2-dodecanamido-3-(4-hydroxyphenyl)propanoic acid
• Synonyms: N-DODECANOYL-L-TYROSINE

Database IDs

• PubChem SID: 160969325; 99444746
• PubChem CID: 6710104

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.8478422
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 3.6384923
• LogD (pH = 7.4): 2.0514083
• Log P: 5.29455
• Molar Refractivity: 102.5769 cm^3
• Polarizability: 40.274185 Å^3
• Polar Surface Area: 86.63 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 4.9
• LOG S: -4.93
• Solubility (Water): 4.27e-03 g/l

DETAILS

DrugBank - DB08275

Drug information: experimental