(2S)-N-[(3S)-1-fluoro-2-oxo-5-phenylpentan-3-yl]-4-methyl-2-[(morpholine-4-carbonyl)amino]pentanamide

• ChemBase ID: 106529
• Molecular Formular: C22H32FN3O4
• Molecular Mass: 421.5055832
• Monoisotopic Mass: 421.23768474
• SMILES: CC(C)C[C@H](NC(=O)N1CCOCC1)C(=O)N[C@@H](CCc1ccccc1)C(=O)CF
• Canonical SMILES: FCC(=O)[C@@H](NC(=O)[C@@H](NC(=O)N1CCOCC1)CC(C)C)CCc1ccccc1
• InChI: InChI=1S/C22H32FN3O4/c1-16(2)14-19(25-22(29)26-10-12-30-13-11-26)21(28)24-18(20(27)15-23)9-8-17-6-4-3-5-7-17/h3-7,16,18-19H,8-15H2,1-2H3,(H,24,28)(H,25,29)/t18-,19-/m0/s1
• InChIKey: DKMMRKMNRYVVBC-OALUTQOASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-[(3S)-1-fluoro-2-oxo-5-phenylpentan-3-yl]-4-methyl-2-[(morpholine-4-carbonyl)amino]pentanamide
• IUPAC Traditional name: (2S)-N-[(3S)-1-fluoro-2-oxo-5-phenylpentan-3-yl]-4-methyl-2-(morpholine-4-carbonylamino)pentanamide
• Synonyms: Mu-Leu-Homophe-FMK; Mu-L-HomoPhe-FMK; Mu-Leu-Homophe-Fluoromethylketone

Database IDs

• PubChem SID: 162105511
• PubChem CID: 25108695

CALCULATED PROPERTIES

• Acid pKa: 12.458253
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.3573968
• LogD (pH = 7.4): 2.3573935
• Log P: 2.3573968
• Molar Refractivity: 111.2379 cm^3
• Polarizability: 43.13123 Å^3
• Polar Surface Area: 87.74 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03FK040

An inhibitor for Cathepsin K.

REFERENCES

• Esser, R. et al., J. of Rheumatology, 20(7):1176 (1993).
• Esser, R.E. et al., Arthritis Rheum., 337(21):236 (1994).