2-{3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl}-3-(1H-imidazol-5-yl)propanoic acid

• ChemBase ID: 113320
• Molecular Formular: C15H15N3O4
• Molecular Mass: 301.2973
• Monoisotopic Mass: 301.10625598
• SMILES: N1(C(=O)C2C(C1=O)C1C=CC2C1)C(C(=O)O)Cc1[nH]cnc1
• Canonical SMILES: OC(=O)C(N1C(=O)C2C(C1=O)C1CC2C=C1)Cc1cnc[nH]1
• InChI: InChI=1S/C15H15N3O4/c19-13-11-7-1-2-8(3-7)12(11)14(20)18(13)10(15(21)22)4-9-5-16-6-17-9/h1-2,5-8,10-12H,3-4H2,(H,16,17)(H,21,22)
• InChIKey: MMZUYMRACDCOMP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{3,5-dioxo-4-azatricyclo[5.2.1.0^2,^6]dec-8-en-4-yl}-3-(1H-imidazol-5-yl)propanoic acid
• IUPAC Traditional name: 2-{3,5-dioxo-4-azatricyclo[5.2.1.0^2,^6]dec-8-en-4-yl}-3-(3H-imidazol-4-yl)propanoic acid
• Synonyms: 2-(1,3-Dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-methanoisoindol-2-yl)-3- (1H-imidazol-5-yl)propanoic acid

Database IDs

• PubChem SID: 162106876
• PubChem CID: 2770226

CALCULATED PROPERTIES

• Acid pKa: 3.4928396
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.5175899
• LogD (pH = 7.4): -2.230395
• Log P: -1.4954928
• Molar Refractivity: 75.6777 cm^3
• Polarizability: 28.72832 Å^3
• Polar Surface Area: 103.36 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Partition Coefficient: -1.527

Product Information

• Purity: 95+%