methyl (3S)-3-{[(tert-butoxy)carbonyl]amino}-5-fluoro-4-oxopentanoate

• ChemBase ID: 106505
• Molecular Formular: C11H18FNO5
• Molecular Mass: 263.2627232
• Monoisotopic Mass: 263.1169009
• SMILES: COC(=O)C[C@H](NC(=O)OC(C)(C)C)C(=O)CF
• Canonical SMILES: COC(=O)C[C@@H](C(=O)CF)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C11H18FNO5/c1-11(2,3)18-10(16)13-7(8(14)6-12)5-9(15)17-4/h7H,5-6H2,1-4H3,(H,13,16)/t7-/m0/s1
• InChIKey: MXOOUCRHWJYCAL-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (3S)-3-{[(tert-butoxy)carbonyl]amino}-5-fluoro-4-oxopentanoate
• IUPAC Traditional name: methyl (3S)-3-[(tert-butoxycarbonyl)amino]-5-fluoro-4-oxopentanoate
• Synonyms: Boc-Asp(OMe)-FMK; Boc-D(OMe)-FMK; Boc-Asp(OMe)-Fluoromethylketone; Boc-D-FMK; Boc-Asp(OMe)-fluoromethyl ketone

Database IDs

• CAS Number: 187389-53-3
• MDL Number: MFCD03453073
• PubChem SID: 162087689
• PubChem CID: 9881695

CALCULATED PROPERTIES

• Acid pKa: 12.884029
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.82093745
• LogD (pH = 7.4): 0.8209362
• Log P: 0.82093745
• Molar Refractivity: 59.736 cm^3
• Polarizability: 23.669712 Å^3
• Polar Surface Area: 81.7 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥90% (TLC)
• Empirical Formula (Hill Notation): C11H18NO5F

DETAILS

MP Biomedicals - 03FK011

A cell-permeable, irreversible, broad-spectrum caspase inhibitor.

Sigma Aldrich - B2682

Application
Caspase inhibitor designed as a methyl ester to facilitate cell permeability.

REFERENCES

• Brown, T. et al., Cell Growth Differ, 9:869 (1998).