2-[2-(2-{2-[4-carbamoyl-2-(2,6-diaminohexanamido)butanamido]propanamido}acetamido)-3-carboxypropanamido]-3-methylbutanoic acid

• ChemBase ID: 133992
• Molecular Formular: C25H44N8O10
• Molecular Mass: 616.66446
• Monoisotopic Mass: 616.31803965
• SMILES: CC(C)C(C(=O)O)NC(=O)C(CC(=O)O)NC(=O)CNC(=O)C(C)NC(=O)C(CCC(=O)N)NC(=O)C(CCCCN)N
• Canonical SMILES: NCCCCC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)O)C(C)C)CC(=O)O)C)CCC(=O)N)N
• InChI: InChI=1S/C25H44N8O10/c1-12(2)20(25(42)43)33-24(41)16(10-19(36)37)31-18(35)11-29-21(38)13(3)30-23(40)15(7-8-17(28)34)32-22(39)14(27)6-4-5-9-26/h12-16,20H,4-11,26-27H2,1-3H3,(H2,28,34)(H,29,38)(H,30,40)(H,31,35)(H,32,39)(H,33,41)(H,36,37)(H,42,43)
• InChIKey: AFAFFVKJJYBBTC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(2-{2-[4-carbamoyl-2-(2,6-diaminohexanamido)butanamido]propanamido}acetamido)-3-carboxypropanamido]-3-methylbutanoic acid
• IUPAC Traditional name: 2-[2-(2-{2-[4-carbamoyl-2-(2,6-diaminohexanamido)butanamido]propanamido}acetamido)-3-carboxypropanamido]-3-methylbutanoic acid
• Synonyms: Lys-Gln-Ala-Gly-Asp-Val

Database IDs

• CAS Number: 80755-87-9
• MDL Number: MFCD00133515
• PubChem SID: 162228269; 24896326
• PubChem CID: 4615194

CALCULATED PROPERTIES

• Acid pKa: 3.0953517
• H Acceptors: 12
• H Donor: 10
• LogD (pH = 5.5): -9.40612
• LogD (pH = 7.4): -9.467036
• Log P: -9.403118
• Molar Refractivity: 147.4462 cm^3
• Polarizability: 58.474377 Å^3
• Polar Surface Area: 315.23 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

PROPERTIES

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: ≥97% (HPLC)

DETAILS

Sigma Aldrich - L2776

Amino Acid Sequence
Lys-Gln-Ala-Gly-Asp-Val
Biochem/physiol Actions
RGD-related peptide that binds to platelet gpIIb/IIIa