(2S,3R,4S,5S)-3-hydroxy-5-[(hydroxycarbamoyl)methyl]-2-(hydroxymethyl)oxan-4-yl tetradecanoate

• ChemBase ID: 1758
• Molecular Formular: C22H41NO7
• Molecular Mass: 431.56344
• Monoisotopic Mass: 431.28830266
• SMILES: CCCCCCCCCCCCCC(=O)O[C@H]1[C@H](CO[C@@H](CO)[C@@H]1O)CC(=O)NO
• Canonical SMILES: CCCCCCCCCCCCCC(=O)O[C@H]1[C@H](CO[C@H]([C@@H]1O)CO)CC(=O)NO
• InChI: InChI=1S/C22H41NO7/c1-2-3-4-5-6-7-8-9-10-11-12-13-20(26)30-22-17(14-19(25)23-28)16-29-18(15-24)21(22)27/h17-18,21-22,24,27-28H,2-16H2,1H3,(H,23,25)/t17-,18-,21-,22-/m0/s1
• InChIKey: INAPDIIIYSWKOC-GPHNJDIKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5S)-3-hydroxy-5-[(hydroxycarbamoyl)methyl]-2-(hydroxymethyl)oxan-4-yl tetradecanoate
• IUPAC Traditional name: (2S,3R,4S,5S)-3-hydroxy-5-[(hydroxycarbamoyl)methyl]-2-(hydroxymethyl)oxan-4-yl tetradecanoate
• Synonyms: Tu-514

Database IDs

• PubChem SID: 46506311; 160965214
• PubChem CID: 46936279

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.90265
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 2.947251
• LogD (pH = 7.4): 2.934046
• Log P: 2.947422
• Molar Refractivity: 112.4554 cm^3
• Polarizability: 45.114143 Å^3
• Polar Surface Area: 125.32 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.77
• LOG S: -4.09
• Solubility (Water): 3.49e-02 g/l

DETAILS

DrugBank - DB01991

Drug information: experimental