methyl (2S,3S)-2-[(2S)-2-[(4S)-4-[(2S,3S)-2-[(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-methylbutanamido]-3-methylpentanamido]-2,2-difluoro-3-oxopentanamido]-3-methylbutanamido]-3-methylpentanoate

• ChemBase ID: 106494
• Molecular Formular: C33H57F2N5O9
• Molecular Mass: 705.8305864
• Monoisotopic Mass: 705.41243487
• SMILES: CC[C@H](C)[C@H](NC(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)C)C(=O)N[C@@H](C)C(=O)C(F)(F)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H]([C@@H](C)CC)C(=O)OC
• Canonical SMILES: CC[C@@H]([C@@H](C(=O)N[C@H](C(=O)C(C(=O)N[C@H](C(=O)N[C@H](C(=O)OC)[C@H](CC)C)C(C)C)(F)F)C)NC(=O)[C@H](C(C)C)NC(=O)OC(C)(C)C)C
• InChI: InChI=1S/C33H57F2N5O9/c1-14-18(7)23(37-27(43)22(17(5)6)40-31(47)49-32(10,11)12)28(44)36-20(9)25(41)33(34,35)30(46)39-21(16(3)4)26(42)38-24(19(8)15-2)29(45)48-13/h16-24H,14-15H2,1-13H3,(H,36,44)(H,37,43)(H,38,42)(H,39,46)(H,40,47)/t18-,19-,20-,21-,22-,23-,24-/m0/s1
• InChIKey: BZPZKKSYPNZRTG-LQDRYOBXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S)-2-[(2S)-2-[(4S)-4-[(2S,3S)-2-[(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-methylbutanamido]-3-methylpentanamido]-2,2-difluoro-3-oxopentanamido]-3-methylbutanamido]-3-methylpentanoate
• IUPAC Traditional name: methyl (2S,3S)-2-[(2S)-2-[(4S)-4-[(2S,3S)-2-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-methylbutanamido]-3-methylpentanamido]-2,2-difluoro-3-oxopentanamido]-3-methylbutanamido]-3-methylpentanoate
• Synonyms: Boc-Val-Ile[(S)-4-Amino-2;2-Difluoro-3-Oxo-Pentanoyl]-Val-Ile-OMe; Boc-V-Ile[(S)-4-Amino-2;2-Difluoro-3-Oxo-Pentanoyl]-V-I-OMe; Boc-Val-Ile[(S)-4-Amino-2,2-Difluoro-3-Oxo-Pentanoyl]-Val-Ile-OMe

Database IDs

• PubChem SID: 162105965
• PubChem CID: 10818530

CALCULATED PROPERTIES

• Acid pKa: 7.928387
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): 4.3407526
• LogD (pH = 7.4): 4.243909
• Log P: 4.3421845
• Molar Refractivity: 174.5274 cm^3
• Polarizability: 68.771935 Å^3
• Polar Surface Area: 198.1 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03DFK167

An inhibitor for Secretase

REFERENCES

• Wolfe, M.S. et al., Biochem., 38:4720 (1999).