(2S)-2-[(2S)-3-carboxy-2-acetamidopropanamido]pentanedioic acid

• ChemBase ID: 128497
• Molecular Formular: C11H16N2O8
• Molecular Mass: 304.25334
• Monoisotopic Mass: 304.09066548
• SMILES: CC(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)CC[C@@H](C(=O)O)NC(=O)[C@@H](NC(=O)C)CC(=O)O
• InChI: InChI=1S/C11H16N2O8/c1-5(14)12-7(4-9(17)18)10(19)13-6(11(20)21)2-3-8(15)16/h6-7H,2-4H2,1H3,(H,12,14)(H,13,19)(H,15,16)(H,17,18)(H,20,21)/t6-,7-/m0/s1
• InChIKey: OPVPGKGADVGKTG-BQBZGAKWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-3-carboxy-2-acetamidopropanamido]pentanedioic acid
• IUPAC Traditional name: N-acetylaspartylglutamic acid
• Synonyms: 2-[(2-Acetamido-4-hydroxy-4-oxobutanoyl)amino]pentanedioic acid; N-Acetyl-L-α-aspartyl-L-glutamic acid; N-Acetyl-1-aspartylglutamic acid; Spaglumic acid; N-Acetylaspartylglutamic acid

Database IDs

• PubChem SID: 162222804
• PubChem CID: 188803
• Chemspider ID: 164080
• MeSH Name: N-acetyl-1-aspartylglutamic+acid
• Wikipedia Title: N-Acetylaspartylglutamic_acid

CALCULATED PROPERTIES

• Acid pKa: 3.127459
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -7.5994043
• LogD (pH = 7.4): -12.0718355
• Log P: -2.2913463
• Molar Refractivity: 64.0643 cm^3
• Polarizability: 25.43706 Å^3
• Polar Surface Area: 170.1 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true