(2R)-2-[(2R)-2-[(2R)-2-[(2R)-2-[(2R)-2-[(2R)-2,6-diaminohexanamido]-4-methylpentanamido]-3-methylbutanamido]-3-phenylpropanamido]-3-phenylpropanamido]propanoic acid; trifluoroacetic acid

• ChemBase ID: 154439
• Molecular Formular: C40H58F3N7O9
• Molecular Mass: 837.9252296
• Monoisotopic Mass: 837.42481113
• SMILES: C[C@H](C(=O)O)NC(=O)[C@@H](Cc1ccccc1)NC(=O)[C@@H](Cc1ccccc1)NC(=O)[C@@H](C(C)C)NC(=O)[C@@H](CC(C)C)NC(=O)[C@@H](CCCCN)N.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)N[C@@H](C(=O)N[C@@H](C(=O)O)C)Cc1ccccc1)Cc1ccccc1)C(C)C)CC(C)C)N
• InChI: InChI=1S/C38H57N7O7.C2HF3O2/c1-23(2)20-29(42-33(46)28(40)18-12-13-19-39)36(49)45-32(24(3)4)37(50)44-31(22-27-16-10-7-11-17-27)35(48)43-30(21-26-14-8-6-9-15-26)34(47)41-25(5)38(51)52;3-2(4,5)1(6)7/h6-11,14-17,23-25,28-32H,12-13,18-22,39-40H2,1-5H3,(H,41,47)(H,42,46)(H,43,48)(H,44,50)(H,45,49)(H,51,52);(H,6,7)/t25-,28-,29-,30-,31-,32-;/m1./s1
• InChIKey: PFZBSKYGYWNCOL-HGIWLFAJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[(2R)-2-[(2R)-2-[(2R)-2-[(2R)-2-[(2R)-2,6-diaminohexanamido]-4-methylpentanamido]-3-methylbutanamido]-3-phenylpropanamido]-3-phenylpropanamido]propanoic acid; trifluoroacetic acid
• IUPAC Traditional name: (2R)-2-[(2R)-2-[(2R)-2-[(2R)-2-[(2R)-2-[(2R)-2,6-diaminohexanamido]-4-methylpentanamido]-3-methylbutanamido]-3-phenylpropanamido]-3-phenylpropanamido]propanoic acid; trifluoroacetic acid
• Synonyms: D-KLVFFA; D-Lys-D-Leu-D-Val-D-Phe-D-Phe-D-Ala trifluoroacetate salt

Database IDs

• CAS Number: 342877-55-8
• MDL Number: MFCD07784505
• PubChem SID: 162248578
• PubChem CID: 71311861

CALCULATED PROPERTIES

• Acid pKa: 3.4490635
• H Acceptors: 9
• H Donor: 8
• LogD (pH = 5.5): -2.6949441
• LogD (pH = 7.4): -1.0082097
• Log P: -0.27923658
• Molar Refractivity: 196.2037 cm^3
• Polarizability: 77.44289 Å^3
• Polar Surface Area: 234.84 Å^2
• Rotatable Bonds: 23
• 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): C38H57N7O7 · xC2HF3O2

DETAILS

Sigma Aldrich - L8542

Amino Acid Sequence
Lys-Leu-Val-Phe-Phe-Ala
Biochem/physiol Actions
Amyloid β40 and β42 fibrillogenesis inhibitor