4-{3-[(2,5-dioxopyrrolidin-1-yl)oxy]-3-oxopropyl}phenyl acridine-9-carboxylate

• ChemBase ID: 166373
• Molecular Formular: C27H20N2O6
• Molecular Mass: 468.4575
• Monoisotopic Mass: 468.13213637
• SMILES: c1cccc2c1c(c1c(n2)cccc1)C(=O)Oc1ccc(cc1)CCC(=O)ON1C(=O)CCC1=O
• Canonical SMILES: O=C(ON1C(=O)CCC1=O)CCc1ccc(cc1)OC(=O)c1c2ccccc2nc2c1cccc2
• InChI: InChI=1S/C27H20N2O6/c30-23-14-15-24(31)29(23)35-25(32)16-11-17-9-12-18(13-10-17)34-27(33)26-19-5-1-3-7-21(19)28-22-8-4-2-6-20(22)26/h1-10,12-13H,11,14-16H2
• InChIKey: GBOJMSAFBYZBOM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{3-[(2,5-dioxopyrrolidin-1-yl)oxy]-3-oxopropyl}phenyl acridine-9-carboxylate
• IUPAC Traditional name: 4-{3-[(2,5-dioxopyrrolidin-1-yl)oxy]-3-oxopropyl}phenyl acridine-9-carboxylate
• Synonyms: 9-Acridinecarboxylic Acid 4-[3-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-3-oxopropyl]phenyl Ester; Desmethyl Acridinium C2 NHS Ester

Database IDs

• CAS Number: 87198-87-6
• PubChem SID: 162260506
• PubChem CID: 46781148

CALCULATED PROPERTIES

• Acid pKa: 17.709066
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 4.5270267
• LogD (pH = 7.4): 4.618263
• Log P: 4.6195655
• Molar Refractivity: 124.3228 cm^3
• Polarizability: 50.819084 Å^3
• Polar Surface Area: 102.87 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO
• Apperance: Yellow Solid
• Melting Point: 174-178°C

DETAILS

Toronto Research Chemicals - D290700

Intermediate for the preparation of Acridinium NHS Ester.