2-{2-[2-(2-aminoacetamido)acetamido]-3-(4-hydroxyphenyl)propanamido}-5-carbamimidamidopentanoic acid

• ChemBase ID: 133655
• Molecular Formular: C19H29N7O6
• Molecular Mass: 451.47686
• Monoisotopic Mass: 451.21793168
• SMILES: c1cc(ccc1CC(C(=O)NC(CCCNC(=N)N)C(=O)O)NC(=O)CNC(=O)CN)O
• Canonical SMILES: NCC(=O)NCC(=O)NC(C(=O)NC(C(=O)O)CCCNC(=N)N)Cc1ccc(cc1)O
• InChI: InChI=1S/C19H29N7O6/c20-9-15(28)24-10-16(29)25-14(8-11-3-5-12(27)6-4-11)17(30)26-13(18(31)32)2-1-7-23-19(21)22/h3-6,13-14,27H,1-2,7-10,20H2,(H,24,28)(H,25,29)(H,26,30)(H,31,32)(H4,21,22,23)
• InChIKey: FJPHHBGPPJXISY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[2-(2-aminoacetamido)acetamido]-3-(4-hydroxyphenyl)propanamido}-5-carbamimidamidopentanoic acid
• IUPAC Traditional name: 2-{2-[2-(2-aminoacetamido)acetamido]-3-(4-hydroxyphenyl)propanamido}-5-carbamimidamidopentanoic acid
• Synonyms: Gly-Gly-Tyr-Arg

Database IDs

• CAS Number: 70195-20-9
• MDL Number: MFCD00076760
• PubChem SID: 24895206; 162227932
• PubChem CID: 3705436

CALCULATED PROPERTIES

• Acid pKa: 3.404484
• H Acceptors: 10
• H Donor: 9
• LogD (pH = 5.5): -6.7920666
• LogD (pH = 7.4): -5.1043096
• Log P: -4.6760073
• Molar Refractivity: 123.4274 cm^3
• Polarizability: 43.718727 Å^3
• Polar Surface Area: 232.75 Å^2
• Rotatable Bonds: 13
• 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 - G5386

Application
Useful for affinity chromatography.