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

• ChemBase ID: 106518
• Molecular Formular: C25H30FN3O4
• Molecular Mass: 455.5218032
• Monoisotopic Mass: 455.22203468
• SMILES: FCC(=O)[C@H](CCc1ccccc1)NC(=O)[C@H](Cc1ccccc1)NC(=O)N1CCOCC1
• Canonical SMILES: FCC(=O)[C@@H](NC(=O)[C@@H](NC(=O)N1CCOCC1)Cc1ccccc1)CCc1ccccc1
• InChI: InChI=1S/C25H30FN3O4/c26-18-23(30)21(12-11-19-7-3-1-4-8-19)27-24(31)22(17-20-9-5-2-6-10-20)28-25(32)29-13-15-33-16-14-29/h1-10,21-22H,11-18H2,(H,27,31)(H,28,32)/t21-,22-/m0/s1
• InChIKey: AZSXOQSYRMGNPE-VXKWHMMOSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162105710
• PubChem CID: 9846823

CALCULATED PROPERTIES

• Acid pKa: 12.399953
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.759613
• LogD (pH = 7.4): 2.7596092
• Log P: 2.759613
• Molar Refractivity: 122.1833 cm^3
• Polarizability: 47.17108 Å^3
• Polar Surface Area: 87.74 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03FK024

An inhibitor for Cathepsin B and L.

REFERENCES

• Rosenthal, P. et al., J. Clin. Invest., 91:1052 (1993).