benzyl N-{1-[(1-{[4-fluoro-1-(4-hydroxyphenyl)-3-oxobutan-2-yl]carbamoyl}-3-methylbutyl)carbamoyl]-3-methylbutyl}carbamate

• ChemBase ID: 106136
• Molecular Formular: C30H40FN3O6
• Molecular Mass: 557.6535032
• Monoisotopic Mass: 557.29011424
• SMILES: CC(C)CC(NC(=O)OCc1ccccc1)C(=O)NC(CC(C)C)C(=O)NC(Cc1ccc(O)cc1)C(=O)CF
• Canonical SMILES: FCC(=O)C(Cc1ccc(cc1)O)NC(=O)C(NC(=O)C(NC(=O)OCc1ccccc1)CC(C)C)CC(C)C
• InChI: InChI=1S/C30H40FN3O6/c1-19(2)14-25(28(37)32-24(27(36)17-31)16-21-10-12-23(35)13-11-21)33-29(38)26(15-20(3)4)34-30(39)40-18-22-8-6-5-7-9-22/h5-13,19-20,24-26,35H,14-18H2,1-4H3,(H,32,37)(H,33,38)(H,34,39)
• InChIKey: JCRSHQCFRMCMOC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-{1-[(1-{[4-fluoro-1-(4-hydroxyphenyl)-3-oxobutan-2-yl]carbamoyl}-3-methylbutyl)carbamoyl]-3-methylbutyl}carbamate
• IUPAC Traditional name: benzyl N-{1-[(1-{[4-fluoro-1-(4-hydroxyphenyl)-3-oxobutan-2-yl]carbamoyl}-3-methylbutyl)carbamoyl]-3-methylbutyl}carbamate
• Synonyms: CALPAIN INHIBITOR

Database IDs

• PubChem SID: 162105913
• PubChem CID: 16760337

CALCULATED PROPERTIES

• Acid pKa: 9.501871
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 4.775269
• LogD (pH = 7.4): 4.7719126
• Log P: 4.775312
• Molar Refractivity: 148.2804 cm^3
• Polarizability: 57.79904 Å^3
• Polar Surface Area: 133.83 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 02199404

White lyophilized powder
Soluble in DMSO.
Also acts as an inhibitor of Cathepsin L.
Sequence: Z-Leu-Leu-Tyr-FMK