benzyl N-[(1S)-3-methyl-1-{[(1S)-3-methyl-1-{[(2S)-1-oxohexan-2-yl]carbamoyl}butyl]carbamoyl}butyl]carbamate

• ChemBase ID: 155392
• Molecular Formular: C26H41N3O5
• Molecular Mass: 475.62084
• Monoisotopic Mass: 475.30462143
• SMILES: CCCC[C@@H](C=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)OCc1ccccc1
• Canonical SMILES: CCCC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)OCc1ccccc1)CC(C)C)CC(C)C)C=O
• InChI: InChI=1S/C26H41N3O5/c1-6-7-13-21(16-30)27-24(31)22(14-18(2)3)28-25(32)23(15-19(4)5)29-26(33)34-17-20-11-9-8-10-12-20/h8-12,16,18-19,21-23H,6-7,13-15,17H2,1-5H3,(H,27,31)(H,28,32)(H,29,33)/t21-,22-,23-/m0/s1
• InChIKey: RNPDUXVFGTULLP-VABKMULXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-[(1S)-3-methyl-1-{[(1S)-3-methyl-1-{[(2S)-1-oxohexan-2-yl]carbamoyl}butyl]carbamoyl}butyl]carbamate
• IUPAC Traditional name: benzyl N-[(1S)-3-methyl-1-{[(1S)-3-methyl-1-{[(2S)-1-oxohexan-2-yl]carbamoyl}butyl]carbamoyl}butyl]carbamate
• Synonyms: γ-Secretase inhibitor

Database IDs

• MDL Number: MFCD02179375
• PubChem SID: 162249530
• PubChem CID: 11754711

CALCULATED PROPERTIES

• Acid pKa: 12.473918
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 4.2721252
• LogD (pH = 7.4): 4.272122
• Log P: 4.2721252
• Molar Refractivity: 130.9199 cm^3
• Polarizability: 51.56013 Å^3
• Polar Surface Area: 113.6 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble
• Apperance: powder

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)
• Shipped in: dry ice
• Empirical Formula (Hill Notation): C33H57F2N5O9

DETAILS

Sigma Aldrich - S2188

Biochem/physiol Actions
A reversible γ-secretase inhibitor.