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

• ChemBase ID: 165335
• Molecular Formular: C48H47N3O4S3
• Molecular Mass: 826.09948
• Monoisotopic Mass: 825.27287
• SMILES: c1c(cc2c(c1)N(c1ccc(cc1)/C=C(\c1ccccc1)/c1ccccc1)C1C2CCC1)/C=c/1\c(=O)n(/c(=C\2/C(=O)N(C(=S)S2)CCCCCCCC)/s1)CC(=O)O
• Canonical SMILES: CCCCCCCCN1C(=S)S/C(=c\2/s/c(=C/c3ccc4c(c3)C3CCCC3N4c3ccc(cc3)/C=C(/c3ccccc3)\c3ccccc3)/c(=O)n2CC(=O)O)/C1=O
• InChI: InChI=1S/C48H47N3O4S3/c1-2-3-4-5-6-13-27-49-46(55)44(58-48(49)56)47-50(31-43(52)53)45(54)42(57-47)30-33-23-26-41-39(29-33)37-19-14-20-40(37)51(41)36-24-21-32(22-25-36)28-38(34-15-9-7-10-16-34)35-17-11-8-12-18-35/h7-12,15-18,21-26,28-30,37,40H,2-6,13-14,19-20,27,31H2,1H3,(H,52,53)/b42-30+,47-44+
• InChIKey: WZGXSNHXTGGEGJ-QOMNFUOFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(5E)-5-({4-[4-(2,2-diphenylethenyl)phenyl]-1H,2H,3H,3aH,4H,8bH-cyclopenta[b]indol-7-yl}methylidene)-2-(3-octyl-4-oxo-2-sulfanylidene-1,3-thiazolidin-5-ylidene)-4-oxo-1,3-thiazolidin-3-yl]acetic acid
• IUPAC Traditional name: [(5E)-5-({4-[4-(2,2-diphenylethenyl)phenyl]-1H,2H,3H,3aH,8bH-cyclopenta[b]indol-7-yl}methylidene)-2-(3-octyl-4-oxo-2-sulfanylidene-1,3-thiazolidin-5-ylidene)-4-oxo-1,3-thiazolidin-3-yl]acetic acid
• Synonyms: (2E,5E)-rel-5-[[(3aR,8bR)-4-[4-(2,2-Diphenylethenyl)phenyl]-1,2,3,3a,4,8b-hexahydrocyclopent[b]indol-7-yl]methylene]-2-(3-octyl-4-oxo-2-thioxo-5-thiazolidinylidene)-4-oxo-3-thiazolidineacetic Acid; rac D-205 Dye

Database IDs

• CAS Number: 1093486-14-6
• PubChem SID: 162259468
• PubChem CID: 71315154

CALCULATED PROPERTIES

• Acid pKa: 3.5011804
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 10.047875
• LogD (pH = 7.4): 8.664814
• Log P: 12.040483
• Molar Refractivity: 263.3166 cm^3
• Polarizability: 93.534424 Å^3
• Polar Surface Area: 81.16 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D100035

A novel indoline dye.

REFERENCES

• Kuang, D., et al.: Langmuir, 23, 10906 (2007)
• Tian, H., et al.: Dyes Pigm., 84, 62 (2007)