(3S,4S,6R)-3-hexyl-2-oxo-6-undecyloxan-4-yl (2S)-2-formamido-4-methyl(5,5,5-2H3)pentanoate

• ChemBase ID: 169396
• Molecular Formular: C29H53NO5
• Molecular Mass: 495.73482
• Monoisotopic Mass: 495.3923738
• SMILES: [C@@H]1([C@H](C[C@H](OC1=O)CCCCCCCCCCC)OC(=O)[C@H](CC(C)C)NC=O)CCCCCC
• Canonical SMILES: CCCCCCCCCCC[C@@H]1C[C@H](OC(=O)[C@H](CC(C)C)NC=O)[C@@H](C(=O)O1)CCCCCC
• InChI: InChI=1S/C29H53NO5/c1-5-7-9-11-12-13-14-15-16-18-24-21-27(25(28(32)34-24)19-17-10-8-6-2)35-29(33)26(30-22-31)20-23(3)4/h22-27H,5-21H2,1-4H3,(H,30,31)/t24-,25+,26+,27+/m1/s1
• InChIKey: IYWNIYFHQZQPBP-WKAQUBQDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4S,6R)-3-hexyl-2-oxo-6-undecyloxan-4-yl (2S)-2-formamido-4-methyl(5,5,5-^2H₃)pentanoate
• IUPAC Traditional name: (3S,4S,6R)-3-hexyl-2-oxo-6-undecyloxan-4-yl (2S)-2-formamido-4-methyl(5,5,5-^2H₃)pentanoate
• Synonyms: [3S-(3α,4α,6β)]-N-Formyl-L-leucine 3-Hexyltetrahydro-2-oxo-6-undecyl-2H-pyran-4-yl-d3 Ester; Ro 40-4441-d3; N-Formyl-L-leucine (3S,4S,6S)-3-Hexyltetrahydro-2-oxo-6-undecyl-2H-pyran-4-yl-d3 Ester

Database IDs

• PubChem SID: 162263528
• PubChem CID: 71316946

CALCULATED PROPERTIES

• Acid pKa: 12.743759
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 8.106578
• LogD (pH = 7.4): 8.106576
• Log P: 8.106578
• Molar Refractivity: 139.9443 cm^3
• Polarizability: 56.149376 Å^3
• Polar Surface Area: 81.7 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - F700567

Labelled N-Formyl-L-leucine (3S,4S,6S)-3-Hexyltetrahydro-2-oxo-6-undecyl-2H-pyran-4-yl ester is an impurity of Orlistat (O686500).

REFERENCES

• Stalder, H., et al.: Helv. Chim. Acta , 75, 1593 (1992)