(2S)-6-amino-2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-(2-aminoacetamido)-5-carbamimidamidopentanamido]propanamido]-3-carboxypropanamido]-3-hydroxypropanoyl]pyrrolidin-2-yl]formamido}hexanoic acid

• ChemBase ID: 131365
• Molecular Formular: C29H51N11O11
• Molecular Mass: 729.78234
• Monoisotopic Mass: 729.37695151
• SMILES: C[C@@H](C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CO)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCCN)C(=O)O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)CN
• Canonical SMILES: NCCCC[C@@H](C(=O)O)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CN)CCCNC(=N)N)C)CC(=O)O)CO
• InChI: InChI=1S/C29H51N11O11/c1-15(35-24(46)16(36-21(42)13-31)7-4-10-34-29(32)33)23(45)38-18(12-22(43)44)25(47)39-19(14-41)27(49)40-11-5-8-20(40)26(48)37-17(28(50)51)6-2-3-9-30/h15-20,41H,2-14,30-31H2,1H3,(H,35,46)(H,36,42)(H,37,48)(H,38,45)(H,39,47)(H,43,44)(H,50,51)(H4,32,33,34)/t15-,16-,17-,18-,19-,20-/m0/s1
• InChIKey: QCZSKTVOHRZIAQ-RABCQHRBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-amino-2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-(2-aminoacetamido)-5-carbamimidamidopentanamido]propanamido]-3-carboxypropanamido]-3-hydroxypropanoyl]pyrrolidin-2-yl]formamido}hexanoic acid
• IUPAC Traditional name: (2S)-6-amino-2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-(2-aminoacetamido)-5-carbamimidamidopentanamido]propanamido]-3-carboxypropanamido]-3-hydroxypropanoyl]pyrrolidin-2-yl]formamido}hexanoic acid
• Synonyms: GRADSPK; Gly-Arg-Ala-Asp-Ser-Pro-Lys

Database IDs

• CAS Number: 125455-58-5
• MDL Number: MFCD00076447
• PubChem SID: 162225643
• PubChem CID: 71308429

CALCULATED PROPERTIES

• Acid pKa: -1.0276725
• H Acceptors: 16
• H Donor: 13
• LogD (pH = 5.5): -12.973398
• LogD (pH = 7.4): -11.281954
• Log P: -10.783575
• Molar Refractivity: 185.794 cm^3
• Polarizability: 68.82288 Å^3
• Polar Surface Area: 374.58 Å^2
• Rotatable Bonds: 23
• 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)
• Compostion: Peptide content, ~60%

DETAILS

Sigma Aldrich - G4144

Biochem/physiol Actions
Negative control peptide for the integrin-binding peptide GRGDSPK.