(2R)-2-acetamidopentanedioic acid

• ChemBase ID: 70522
• Molecular Formular: C7H11NO5
• Molecular Mass: 189.16594
• Monoisotopic Mass: 189.06372246
• SMILES: C(=O)([C@@H](CCC(=O)O)NC(=O)C)O
• Canonical SMILES: OC(=O)CC[C@H](C(=O)O)NC(=O)C
• InChI: InChI=1S/C7H11NO5/c1-4(9)8-5(7(12)13)2-3-6(10)11/h5H,2-3H2,1H3,(H,8,9)(H,10,11)(H,12,13)/t5-/m1/s1
• InChIKey: RFMMMVDNIPUKGG-RXMQYKEDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-acetamidopentanedioic acid
• IUPAC Traditional name: (2R)-2-acetamidopentanedioic acid
• Synonyms: (R)-2-Acetamidopentanedioic acid; D-N-Acetyl Glutamic Acid; N-Acetyl-D-glutamic Acid

Database IDs

• CAS Number: 19146-55-5
• MDL Number: MFCD00063196
• PubChem SID: 162036237
• PubChem CID: 1560015

CALCULATED PROPERTIES

• Acid pKa: 3.4320147
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -4.403821
• LogD (pH = 7.4): -7.5122256
• Log P: -1.1130154
• Molar Refractivity: 40.7315 cm^3
• Polarizability: 16.13147 Å^3
• Polar Surface Area: 103.7 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 192-194°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - A178240

A glutarimide that shows anticonvulsant activity.

REFERENCES

• Witiak, D.T., et al.: J. Med. Chem., 15, 1117 (1972)