(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-4-carboxybutanamido]-3-methylbutanamido]hexanamido]-3-methylbutanamido]-3-carboxypropanamido]propanamido]-4-carboxybutanamido]-3-phenylpropanamido]-5-carbamimidamidopentanoic acid

• ChemBase ID: 155696
• Molecular Formular: C51H82N14O18
• Molecular Mass: 1179.27978
• Monoisotopic Mass: 1178.59315185
• SMILES: C[C@@H](C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCNC(=N)N)C(=O)O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CO)N
• Canonical SMILES: 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)N[C@H](C(=O)O)CCCNC(=N)N)Cc1ccccc1)CCC(=O)O)C)CC(=O)O)C(C)C)NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)[C@H](CO)N)CCC(=O)O
• InChI: InChI=1S/C51H82N14O18/c1-25(2)39(65-45(77)32(17-19-37(69)70)59-42(74)29(53)24-66)48(80)60-30(14-9-10-20-52)44(76)64-40(26(3)4)49(81)63-35(23-38(71)72)46(78)57-27(5)41(73)58-31(16-18-36(67)68)43(75)62-34(22-28-12-7-6-8-13-28)47(79)61-33(50(82)83)15-11-21-56-51(54)55/h6-8,12-13,25-27,29-35,39-40,66H,9-11,14-24,52-53H2,1-5H3,(H,57,78)(H,58,73)(H,59,74)(H,60,80)(H,61,79)(H,62,75)(H,63,81)(H,64,76)(H,65,77)(H,67,68)(H,69,70)(H,71,72)(H,82,83)(H4,54,55,56)/t27-,29-,30-,31-,32-,33-,34-,35-,39-,40-/m0/s1
• InChIKey: XVRVLVNUXPHGIL-ZSDPNEGOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-4-carboxybutanamido]-3-methylbutanamido]hexanamido]-3-methylbutanamido]-3-carboxypropanamido]propanamido]-4-carboxybutanamido]-3-phenylpropanamido]-5-carbamimidamidopentanoic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-4-carboxybutanamido]-3-methylbutanamido]hexanamido]-3-methylbutanamido]-3-carboxypropanamido]propanamido]-4-carboxybutanamido]-3-phenylpropanamido]-5-carbamimidamidopentanoic acid
• Synonyms: [Val671]-Amyloid β/A4 Precursor Protein 770 Fragment 667-676 trifluoroacetate salt

Database IDs

• CAS Number: 252256-43-2
• MDL Number: MFCD02684499
• PubChem SID: 162249834
• PubChem CID: 71312205

CALCULATED PROPERTIES

• Acid pKa: 3.0099406
• H Acceptors: 23
• H Donor: 19
• LogD (pH = 5.5): -12.834942
• LogD (pH = 7.4): -14.783462
• Log P: -11.903658
• Molar Refractivity: 298.682 cm^3
• Polarizability: 113.37819 Å^3
• Polar Surface Area: 545.27 Å^2
• Rotatable Bonds: 40
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... APP(351)

Product Information

• Purity: ≥95% (HPLC)
• Empirical Formula (Hill Notation): C51H82N14O18

DETAILS

Sigma Aldrich - A2722

Amino Acid Sequence
Ser-Glu-Val-Lys-Val-Asp-Ala-Glu-Phe-Arg
Biochem/physiol Actions
β-secretase substrate corresponding to the Met/Val substitution of the amyloid precursor protein (APP) β-secretase cleavage site.