2-[(2S)-3-(4H-imidazol-4-yl)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanamido]acetic acid

• ChemBase ID: 129200
• Molecular Formular: C13H17N5O5
• Molecular Mass: 323.30458
• Monoisotopic Mass: 323.12296867
• SMILES: O=C1N[C@H](C(=O)N[C@H](C(=O)NCC(=O)O)CC2N=CN=C2)CC1
• Canonical SMILES: OC(=O)CNC(=O)[C@@H](NC(=O)[C@@H]1CCC(=O)N1)CC1N=CN=C1
• InChI: InChI=1S/C13H17N5O5/c19-10-2-1-8(17-10)13(23)18-9(3-7-4-14-6-16-7)12(22)15-5-11(20)21/h4,6-9H,1-3,5H2,(H,15,22)(H,17,19)(H,18,23)(H,20,21)/t7?,8-,9-/m0/s1
• InChIKey: VTKWFWXOVZIATL-NPPUSCPJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2S)-3-(4H-imidazol-4-yl)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanamido]acetic acid
• IUPAC Traditional name: pyroglutamyl-histidyl-glycine
• Synonyms: Pyroglutamyl-histidyl-glycine

Database IDs

• CAS Number: 69275-10-1
• PubChem SID: 162223497
• PubChem CID: 122313
• Chemspider ID: 109067
• Wikipedia Title: Pyroglutamyl-histidyl-glycine

CALCULATED PROPERTIES

• Acid pKa: 3.8085525
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -5.55105
• LogD (pH = 7.4): -7.003854
• Log P: -4.2978477
• Molar Refractivity: 75.3273 cm^3
• Polarizability: 29.090971 Å^3
• Polar Surface Area: 149.32 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true