(2S)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]tridecan-2-yl (2S)-2-formamido-3-methylbutanoate

• ChemBase ID: 179430
• Molecular Formular: C28H51NO5
• Molecular Mass: 481.70824
• Monoisotopic Mass: 481.37672374
• SMILES: C1(=O)[C@H]([C@@H](O1)C[C@@H](OC(=O)[C@H](C(C)C)NC=O)CCCCCCCCCCC)CCCCCC
• Canonical SMILES: CCCCCCCCCCC[C@@H](C[C@@H]1OC(=O)[C@H]1CCCCCC)OC(=O)[C@H](C(C)C)NC=O
• InChI: InChI=1S/C28H51NO5/c1-5-7-9-11-12-13-14-15-16-18-23(33-28(32)26(22(3)4)29-21-30)20-25-24(27(31)34-25)19-17-10-8-6-2/h21-26H,5-20H2,1-4H3,(H,29,30)/t23-,24-,25-,26-/m0/s1
• InChIKey: BKBOLZATQOJKKM-CQJMVLFOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]tridecan-2-yl (2S)-2-formamido-3-methylbutanoate
• IUPAC Traditional name: (2S)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]tridecan-2-yl (2S)-2-formamido-3-methylbutanoate
• Synonyms: N-Formyl-L-valine (1S)-1-[[(2S,3S)-3-Hexyl-4-oxo-2-oxetanyl]methyl]dodecyl Ester; L-Valine Orlistat

Database IDs

• CAS Number: 1243107-50-7
• PubChem SID: 164235340
• PubChem CID: 25224932

CALCULATED PROPERTIES

• Acid pKa: 12.656873
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 7.7399626
• LogD (pH = 7.4): 7.7399607
• Log P: 7.739963
• Molar Refractivity: 135.2663 cm^3
• Polarizability: 54.30871 Å^3
• Polar Surface Area: 81.7 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - V094330

Orlistat (O686500) impurity.

REFERENCES

• Schneider, A., et al.: J. Pharma. Biomed. Anal., 53, 767 (2010)