2-(6-{[2-(2-iodoacetamido)ethyl](methyl)amino}-3-{[2-(2-iodoacetamido)ethyl](methyl)iminiumyl}-3H-xanthen-9-yl)benzoate

• ChemBase ID: 89048
• Molecular Formular: C30H30I2N4O5
• Molecular Mass: 780.39194
• Monoisotopic Mass: 780.03056608
• SMILES: o1c2cc(ccc2c(c2c1c/c(=[N+](/C)\CCNC(=O)CI)/cc2)c1c(cccc1)C(=O)[O-])N(CCNC(=O)CI)C
• Canonical SMILES: ICC(=O)NCCN(c1ccc2c(c1)oc1c(c2c2ccccc2C(=O)[O-])cc/c(=[N+](/CCNC(=O)CI)\C)/c1)C
• InChI: InChI=1S/C30H30I2N4O5/c1-35(13-11-33-27(37)17-31)19-7-9-23-25(15-19)41-26-16-20(36(2)14-12-34-28(38)18-32)8-10-24(26)29(23)21-5-3-4-6-22(21)30(39)40/h3-10,15-16H,11-14,17-18H2,1-2H3,(H2-,33,34,37,38,39,40)
• InChIKey: NJVSCJBMGCELCG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(6-{[2-(2-iodoacetamido)ethyl](methyl)amino}-3-{[2-(2-iodoacetamido)ethyl](methyl)iminiumyl}-3H-xanthen-9-yl)benzoate
• IUPAC Traditional name: 2-(3-{[2-(2-iodoacetamido)ethyl](methyl)amino}-6-{[2-(2-iodoacetamido)ethyl](methyl)iminio}xanthen-9-yl)benzoate
• Synonyms: N,N'-Bis[2-(iodoacetamido)ethyl]-N,N'-dimethylrhodamine

Database IDs

• MDL Number: MFCD08445446
• PubChem SID: 162075934
• PubChem CID: 2735520

CALCULATED PROPERTIES

• Acid pKa: 3.703914
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 0.8439125
• LogD (pH = 7.4): 0.8497348
• Log P: 0.08693782
• Molar Refractivity: 210.7176 cm^3
• Polarizability: 66.61481 Å^3
• Polar Surface Area: 113.81 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

DETAILS

Apollo Scientific Ltd - OR4501T

A thiol reactive bifunctional rhodamine dye that has been designed for two site labelling of proteins that contain two suitably disposed cysteine residues.