1-(1,10-phenanthrolin-5-yl)-2,5-dihydro-1H-pyrrole-2,5-dione

• ChemBase ID: 176443
• Molecular Formular: C16H9N3O2
• Molecular Mass: 275.26156
• Monoisotopic Mass: 275.06947654
• SMILES: c1ccc2c(n1)c1c(c(c2)N2C(=O)C=CC2=O)cccn1
• Canonical SMILES: O=C1C=CC(=O)N1c1cc2cccnc2c2c1cccn2
• InChI: InChI=1S/C16H9N3O2/c20-13-5-6-14(21)19(13)12-9-10-3-1-7-17-15(10)16-11(12)4-2-8-18-16/h1-9H
• InChIKey: IXIRFFCTTLSORQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(1,10-phenanthrolin-5-yl)-2,5-dihydro-1H-pyrrole-2,5-dione
• IUPAC Traditional name: 1-(1,10-phenanthrolin-5-yl)pyrrole-2,5-dione
• Synonyms: 1-(1,10-Phenanthrolin-5-yl)-1H-pyrrole-2,5-dione; 1,10-Phenanthroline Maleimide

Database IDs

• CAS Number: 351870-31-0
• PubChem SID: 164232353
• PubChem CID: 9961599

CALCULATED PROPERTIES

• Polarizability: 31.251303 Å^3
• Polar Surface Area: 63.16 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.5277848
• LogD (pH = 7.4): 1.5606043
• Log P: 1.5610409
• Molar Refractivity: 75.8683 cm^3

DETAILS

Toronto Research Chemicals - P295055

Used in the synthesis of hybrid transition-metalloproteins via thiol-selective covalent anchoring of Rh-phosphine and Ru-phenanthroline complexes.

REFERENCES

• Laan, W., et al.: ChemBioChem., 11, 1236 (2010)
• Trammell, S., et al.: Bioconjugate. Chem., 12, 643 (2010)