2,7,12,17-tetrakis(pyridin-2-yl)-21,22,23,24-tetraazapentacyclo[16.2.1.13,6.18,11.113,16]tetracosa-1,3,5,7,9,11(23),12,14,16,18(21),19-undecaene

• ChemBase ID: 178449
• Molecular Formular: C40H26N8
• Molecular Mass: 618.68804
• Monoisotopic Mass: 618.22804287
• SMILES: C1=CC2=N/C/1=C(\c1ccc([nH]1)/C(=C\1/C=CC(=N1)/C(=c\1/cc/c(=C/2\c2ccccn2)/[nH]1)/c1ncccc1)/c1ncccc1)/c1ccccn1
• Canonical SMILES: c1ccc(nc1)/C/1=C/2\C=CC(=N2)/C(=c\2/cc/c(=C(/C3=N/C(=C(\c4[nH]c1cc4)/c1ccccn1)/C=C3)\c1ccccn1)/[nH]2)/c1ccccn1
• InChI: InChI=1S/C40H26N8/c1-5-21-41-25(9-1)37-29-13-15-31(45-29)38(26-10-2-6-22-42-26)33-17-19-35(47-33)40(28-12-4-8-24-44-28)36-20-18-34(48-36)39(27-11-3-7-23-43-27)32-16-14-30(37)46-32/h1-24,45,48H/b37-29-,37-30-,38-31-,38-33-,39-32-,39-34-,40-35-,40-36-
• InChIKey: SBTXZBOBSRZUPE-KHQKEXQOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,7,12,17-tetrakis(pyridin-2-yl)-21,22,23,24-tetraazapentacyclo[16.2.1.1^3,^6.1^8,^1^1.1^1^3,^1^6]tetracosa-1,3,5,7,9,11(23),12,14,16,18(21),19-undecaene
• IUPAC Traditional name: 2,7,12,17-tetrakis(pyridin-2-yl)-21,22,23,24-tetraazapentacyclo[16.2.1.1^3,^6.1^8,^1^1.1^1^3,^1^6]tetracosa-1,3,5,7,9,11(23),12,14,16,18(21),19-undecaene
• Synonyms: 5,10,15,20-Tetra-2-pyridinyl-21H,23H-porphine; 5,10,15,20-Tetra-2-pyridylporphine; 5,10,15,20-Tetrakis(2-pyridyl)porphyrin; meso-Tetra-2-pyridylporphine; meso-Tetrakis(2-pyridyl)porphyrin; meso-Tetrakis(o-pyridyl)porphine; meso-Tetrakis(2-pyridyl)porphine

Database IDs

• CAS Number: 40904-90-3
• PubChem SID: 164234359
• PubChem CID: 5147850

CALCULATED PROPERTIES

• Acid pKa: 13.24701
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 7.8599763
• LogD (pH = 7.4): 7.893261
• Log P: 7.8936925
• Molar Refractivity: 182.8858 cm^3
• Polarizability: 81.845856 Å^3
• Polar Surface Area: 108.92 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - T298540

A novel class of substituted macrocyclic meso-tetrakis(N-organopyridinio)porphyrin compounds useful in lowering peroxynitrite levels in a cell or tissue for treatment of a variety of diseases related to physiol. damage caused by peroxynitrite.

REFERENCES

• Heitele, H., et al.: J. Phys. Chem., 98, 7402 (1994)
• Hays, A., et al.: Biochemistry, 37, 11352 (1994)
• Domcke, W., et al.: Science, 302, 1693 (1994)