2-(2-{[1-(2-aminoacetyl)pyrrolidin-2-yl]formamido}acetamido)acetic acid

• ChemBase ID: 103865
• Molecular Formular: C11H18N4O5
• Molecular Mass: 286.28442
• Monoisotopic Mass: 286.1277197
• SMILES: NCC(=O)N1CCCC1C(=O)NCC(=O)NCC(=O)O
• Canonical SMILES: NCC(=O)N1CCCC1C(=O)NCC(=O)NCC(=O)O
• InChI: InChI=1S/C11H18N4O5/c12-4-9(17)15-3-1-2-7(15)11(20)14-5-8(16)13-6-10(18)19/h7H,1-6,12H2,(H,13,16)(H,14,20)(H,18,19)
• InChIKey: PEZMQPADLFXCJJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-{[1-(2-aminoacetyl)pyrrolidin-2-yl]formamido}acetamido)acetic acid
• IUPAC Traditional name: (2-{[1-(2-aminoacetyl)pyrrolidin-2-yl]formamido}acetamido)acetic acid
• Synonyms: Gly-Pro-Gly-Gly; GLY-PRO-GLY-GLY

Database IDs

• CAS Number: 13054-03-0
• MDL Number: MFCD00133379
• PubChem SID: 24895240; 162090962
• PubChem CID: 259592

CALCULATED PROPERTIES

• Acid pKa: 3.1988602
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -5.8863416
• LogD (pH = 7.4): -6.0109015
• Log P: -5.889213
• Molar Refractivity: 66.5969 cm^3
• Polarizability: 26.163261 Å^3
• Polar Surface Area: 141.83 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 0°C
• 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 - G6011

Biochem/physiol Actions
Inhibitor of dipeptidyl peptidase IV. Inhibits entry of HIV-1 or HIV-2 into T lymphoblastoid and monocytoid cell lines.