2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)-3-(1H-imidazol-5-yl)propanoic acid

• ChemBase ID: 113319
• Molecular Formular: C14H11N3O4
• Molecular Mass: 285.25484
• Monoisotopic Mass: 285.07495585
• SMILES: N1(C(=O)c2c(C1=O)cccc2)C(C(=O)O)Cc1[nH]cnc1
• Canonical SMILES: OC(=O)C(N1C(=O)c2c(C1=O)cccc2)Cc1cnc[nH]1
• InChI: InChI=1S/C14H11N3O4/c18-12-9-3-1-2-4-10(9)13(19)17(12)11(14(20)21)5-8-6-15-7-16-8/h1-4,6-7,11H,5H2,(H,15,16)(H,20,21)
• InChIKey: CTUUVOUXZNQMSU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)-3-(1H-imidazol-5-yl)propanoic acid
• IUPAC Traditional name: 2-(1,3-dioxoisoindol-2-yl)-3-(3H-imidazol-4-yl)propanoic acid
• Synonyms: (S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(3H-imidazol-4-yl)-propionic acid; 2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(3H-imidazol-4-yl)-propionic acid

Database IDs

• MDL Number: MFCD00412015; MFCD00023055
• PubChem SID: 162098367
• PubChem CID: 261550

CALCULATED PROPERTIES

• Acid pKa: 3.0404718
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.64880955
• LogD (pH = 7.4): -1.3597655
• Log P: -0.63053364
• Molar Refractivity: 72.3517 cm^3
• Polarizability: 26.698444 Å^3
• Polar Surface Area: 103.36 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Partition Coefficient: 0.269
• Hydrophobicity(logP): 0.427

Product Information

• Purity: 95%; 95+%