potassium 1-{5-[(3-carboxypropyl)carbamoyl]pentyl}-2-[(1E)-3-[(2E)-1-ethyl-3,3-dimethyl-5-sulfonato-2,3-dihydro-1H-indol-2-ylidene]prop-1-en-1-yl]-3,3-dimethyl-3H-indol-1-ium-5-sulfonate

• ChemBase ID: 165085
• Molecular Formular: C35H44KN3O9S2
• Molecular Mass: 753.96686
• Monoisotopic Mass: 753.21560368
• SMILES: c1c(ccc2c1C(C(=[N+]2CCCCCC(=O)NCCCC(=O)O)/C=C/C=C/1\C(c2cc(ccc2N1CC)S(=O)(=O)[O-])(C)C)(C)C)S(=O)(=O)[O-].[K+]
• Canonical SMILES: CCN1c2ccc(cc2C(/C/1=C\C=C\C1=[N+](CCCCCC(=O)NCCCC(=O)O)c2c(C1(C)C)cc(cc2)S(=O)(=O)[O-])(C)C)S(=O)(=O)[O-].[K+]
• InChI: InChI=1S/C35H45N3O9S2.K/c1-6-37-28-18-16-24(48(42,43)44)22-26(28)34(2,3)30(37)12-10-13-31-35(4,5)27-23-25(49(45,46)47)17-19-29(27)38(31)21-9-7-8-14-32(39)36-20-11-15-33(40)41;/h10,12-13,16-19,22-23H,6-9,11,14-15,20-21H2,1-5H3,(H3-,36,39,40,41,42,43,44,45,46,47);/q;+1/p-1
• InChIKey: GWZXIWYQEVTXTE-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: potassium 1-{5-[(3-carboxypropyl)carbamoyl]pentyl}-2-[(1E)-3-[(2E)-1-ethyl-3,3-dimethyl-5-sulfonato-2,3-dihydro-1H-indol-2-ylidene]prop-1-en-1-yl]-3,3-dimethyl-3H-indol-1-ium-5-sulfonate
• IUPAC Traditional name: potassium 1-{5-[(3-carboxypropyl)carbamoyl]pentyl}-2-[(1E)-3-[(2E)-1-ethyl-3,3-dimethyl-5-sulfonatoindol-2-ylidene]prop-1-en-1-yl]-3,3-dimethylindol-1-ium-5-sulfonate
• Synonyms: Cyanine 3 Monofunctional Hexanoic Acid Dye GABA Amide Potassium Salt; 2-[3-[1-[6-[(3-Carboxypropyl)amino]-6-oxohexyl]-1,3-dihydro-3,3-dimethyl-5-sulfo-2H-indol-2-ylidene]-1-propen-1-yl]-1-ethyl-3,3-dimethyl-5-sulfo-3H-indolium Potassium Salt

Database IDs

• PubChem SID: 162259218
• PubChem CID: 71315039

CALCULATED PROPERTIES

• Acid pKa: -3.3442235
• H Acceptors: 10
• H Donor: 2
• LogD (pH = 5.5): 0.64272434
• LogD (pH = 7.4): -1.1414354
• Log P: 2.6786392
• Molar Refractivity: 199.9454 cm^3
• Polarizability: 73.205505 Å^3
• Polar Surface Area: 187.05 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - C960380

Used in the synthesis of a fluorescent gabapentin-choline conjugate for single molecule detection.

REFERENCES

• Wang, H., et al.: J. Biol. Chem., 275, 5626 (2000)
• Catterall, W., et al.: Pharmacol. Rev., 57, 411 (2000)
• Fujimoto, K., et al.: Bioorg. Med. Chem. Lett., 18, 1106 (2000)