(2S)-2-formamido-4-methyl(5,5,5-2H3)pentanoic acid

• ChemBase ID: 169394
• Molecular Formular: C7H13NO3
• Molecular Mass: 159.18302
• Monoisotopic Mass: 159.08954328
• SMILES: C(C[C@@H](C(=O)O)NC=O)(C)C
• Canonical SMILES: O=CN[C@H](C(=O)O)CC(C)C
• InChI: InChI=1S/C7H13NO3/c1-5(2)3-6(7(10)11)8-4-9/h4-6H,3H2,1-2H3,(H,8,9)(H,10,11)/t6-/m0/s1
• InChIKey: HFBHOAHFRNLZGN-LURJTMIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-formamido-4-methyl(5,5,5-^2H₃)pentanoic acid
• IUPAC Traditional name: (2S)-2-formamido-4-methyl(5,5,5-^2H₃)pentanoic acid
• Synonyms: N-Formyl-S-leucine-d3; N-Formylleucine-d3; NSC 334321-d3; N-Formyl-L-leucine-d3

Database IDs

• PubChem SID: 162263526
• PubChem CID: 46781651

CALCULATED PROPERTIES

• Acid pKa: 4.1166396
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.95232993
• LogD (pH = 7.4): -2.6428614
• Log P: 0.44554675
• Molar Refractivity: 39.1242 cm^3
• Polarizability: 15.423447 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane,
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - F700562

A labelled synthetic substrate of the lipase inhibitor Lipstatin.

REFERENCES

• Eisenreich, W., et al.: J. Biol. Chem., 272, 867 (1997)
• Goese, M., et al.: J. Biol. Chem., 275, 21192 (2000).