2-[(5Z)-5-({4-[4-(2,2-diphenylethenyl)phenyl]-1H,2H,3H,3aH,4H,8bH-cyclopenta[b]indol-7-yl}methylidene)-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetic acid

• ChemBase ID: 165333
• Molecular Formular: C37H30N2O3S2
• Molecular Mass: 614.7757
• Monoisotopic Mass: 614.16978483
• SMILES: c12c(N(C3C1CCC3)c1ccc(cc1)/C=C(\c1ccccc1)/c1ccccc1)ccc(c2)/C=C\1/C(=O)N(C(=S)S1)CC(=O)O
• Canonical SMILES: OC(=O)CN1C(=S)S/C(=C\c2ccc3c(c2)C2CCCC2N3c2ccc(cc2)/C=C(/c2ccccc2)\c2ccccc2)/C1=O
• InChI: InChI=1S/C37H30N2O3S2/c40-35(41)23-38-36(42)34(44-37(38)43)22-25-16-19-33-31(21-25)29-12-7-13-32(29)39(33)28-17-14-24(15-18-28)20-30(26-8-3-1-4-9-26)27-10-5-2-6-11-27/h1-6,8-11,14-22,29,32H,7,12-13,23H2,(H,40,41)/b34-22-
• InChIKey: XGMCROHUTRXETK-VQNDASPWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(5Z)-5-({4-[4-(2,2-diphenylethenyl)phenyl]-1H,2H,3H,3aH,4H,8bH-cyclopenta[b]indol-7-yl}methylidene)-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetic acid
• IUPAC Traditional name: [(5Z)-5-({4-[4-(2,2-diphenylethenyl)phenyl]-1H,2H,3H,3aH,8bH-cyclopenta[b]indol-7-yl}methylidene)-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetic acid
• Synonyms: 5-[[4-[4-(2,2-Diphenylethenyl)phenyl]-1,2,3,3a,4,8b-hexahydrocyclopent[b]indol-7-yl]methylene]-4-oxo-2-thioxo-3-thiazolidineacetic Acid; D-102 Dye

Database IDs

• CAS Number: 652145-28-3
• PubChem SID: 162259466
• PubChem CID: 57937215

CALCULATED PROPERTIES

• Acid pKa: 3.5848138
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 6.8462353
• LogD (pH = 7.4): 5.409343
• Log P: 8.758362
• Molar Refractivity: 192.5054 cm^3
• Polarizability: 69.94962 Å^3
• Polar Surface Area: 60.85 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D100000

Organic dye for highly efficient solid-state dye-sensitized solar cells.

REFERENCES

• O'Regan, B., et al.: Nature, 353, 737 (1991)
• Kruger, J., et al.: Appl. Phys. Lett., 81, 367 (1991)
• Sayama, K., et al.: Sol. Energy Mater Sol. Cells., 80, 47 (1991)