2-{5,7-dioxo-5H,6H,7H-pyrrolo[3,4-b]pyrazin-6-yl}-2-phenylacetic acid

• ChemBase ID: 121004
• Molecular Formular: C14H9N3O4
• Molecular Mass: 283.23896
• Monoisotopic Mass: 283.05930578
• SMILES: N1(C(=O)c2c(C1=O)nccn2)C(C(=O)O)c1ccccc1
• Canonical SMILES: OC(=O)C(N1C(=O)c2c(C1=O)nccn2)c1ccccc1
• InChI: InChI=1S/C14H9N3O4/c18-12-9-10(16-7-6-15-9)13(19)17(12)11(14(20)21)8-4-2-1-3-5-8/h1-7,11H,(H,20,21)
• InChIKey: IHUIHFKBCYOUMW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{5,7-dioxo-5H,6H,7H-pyrrolo[3,4-b]pyrazin-6-yl}-2-phenylacetic acid
• IUPAC Traditional name: {5,7-dioxopyrrolo[3,4-b]pyrazin-6-yl}(phenyl)acetic acid
• Synonyms: (S)-2-(5,7-dioxo-5H-pyrrolo[3,4-b]pyrazin-6(7H)-yl)-2-phenylacetic acid

Database IDs

• PubChem SID: 162215357
• PubChem CID: 60178106

CALCULATED PROPERTIES

• Acid pKa: 2.728179
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -2.0347514
• LogD (pH = 7.4): -2.8313932
• Log P: 0.6678676
• Molar Refractivity: 69.5962 cm^3
• Polarizability: 26.269173 Å^3
• Polar Surface Area: 100.46 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true