(2S)-6-amino-N-[(1S)-1-{[(1S)-1-{[(1S)-1-[(1-carbamoyl-2-phenylethyl)carbamoyl]-2-phenylethyl](methyl)carbamoyl}-2-methylpropyl]carbamoyl}-3-methylbutyl]-2-acetamido-N-methylhexanamide; trifluoroacetic acid

• ChemBase ID: 154376
• Molecular Formular: C41H60F3N7O8
• Molecular Mass: 835.9524096
• Monoisotopic Mass: 835.44554658
• SMILES: CC(C)C[C@@H](C(=O)N[C@@H](C(C)C)C(=O)N(C)[C@@H](Cc1ccccc1)C(=O)NC(Cc1ccccc1)C(=O)N)N(C)C(=O)[C@H](CCCCN)NC(=O)C.C(=O)(C(F)(F)F)O
• Canonical SMILES: OC(=O)C(F)(F)F.NCCCC[C@@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)N([C@H](C(=O)NC(C(=O)N)Cc1ccccc1)Cc1ccccc1)C)C(C)C)CC(C)C)C)NC(=O)C
• InChI: InChI=1S/C39H59N7O6.C2HF3O2/c1-25(2)22-32(45(6)38(51)30(42-27(5)47)20-14-15-21-40)37(50)44-34(26(3)4)39(52)46(7)33(24-29-18-12-9-13-19-29)36(49)43-31(35(41)48)23-28-16-10-8-11-17-28;3-2(4,5)1(6)7/h8-13,16-19,25-26,30-34H,14-15,20-24,40H2,1-7H3,(H2,41,48)(H,42,47)(H,43,49)(H,44,50);(H,6,7)/t30-,31?,32-,33-,34-;/m0./s1
• InChIKey: FTNLRFFNHYISOF-KOLCXYLVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-amino-N-[(1S)-1-{[(1S)-1-{[(1S)-1-[(1-carbamoyl-2-phenylethyl)carbamoyl]-2-phenylethyl](methyl)carbamoyl}-2-methylpropyl]carbamoyl}-3-methylbutyl]-2-acetamido-N-methylhexanamide; trifluoroacetic acid
• IUPAC Traditional name: (2S)-6-amino-N-[(1S)-1-{[(1S)-1-{[(1S)-1-[(1-carbamoyl-2-phenylethyl)carbamoyl]-2-phenylethyl](methyl)carbamoyl}-2-methylpropyl]carbamoyl}-3-methylbutyl]-2-acetamido-N-methylhexanamide; trifluoroacetic acid
• Synonyms: Aβ16-20m; Ac-Lys-(Me)Leu-Val-(Me)Phe-Phe-NH2 trifluoroacetate salt

Database IDs

• CAS Number: 461640-33-5
• PubChem SID: 162248515
• PubChem CID: 71311852

CALCULATED PROPERTIES

• Acid pKa: 12.128784
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -0.9671438
• LogD (pH = 7.4): -0.5468377
• Log P: 2.0568264
• Molar Refractivity: 199.9657 cm^3
• Polarizability: 78.438896 Å^3
• Polar Surface Area: 197.03 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: >1 mg/mL
• Apperance: white 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: ≥95% (HPLC)
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C39H59N7O6 · xC2HF3O2

DETAILS

Sigma Aldrich - A9229

Amino Acid Sequence
Ac-Lys-Me-Leu-Val-Me-Phe-Phe-NH2
Biochem/physiol Actions
Amyloid β40 fibrillogenesis inhibitor