1-amino-4-{[4-({4-chloro-6-[(2-sulfophenyl)amino]-1,3,5-triazin-2-yl}amino)-3-sulfophenyl]amino}-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid

• ChemBase ID: 2360
• Molecular Formular: C29H20ClN7O11S3
• Molecular Mass: 774.1574
• Monoisotopic Mass: 773.00714518
• SMILES: Nc1c(cc(Nc2ccc(Nc3nc(Cl)nc(Nc4ccccc4S(=O)(=O)O)n3)c(c2)S(=O)(=O)O)c2c1C(=O)c1ccccc1C2=O)S(=O)(=O)O
• Canonical SMILES: OS(=O)(=O)c1ccccc1Nc1nc(Cl)nc(n1)Nc1ccc(cc1S(=O)(=O)O)Nc1cc(c(c2c1C(=O)c1ccccc1C2=O)N)S(=O)(=O)O
• InChI: InChI=1S/C29H20ClN7O11S3/c30-27-35-28(33-16-7-3-4-8-19(16)49(40,41)42)37-29(36-27)34-17-10-9-13(11-20(17)50(43,44)45)32-18-12-21(51(46,47)48)24(31)23-22(18)25(38)14-5-1-2-6-15(14)26(23)39/h1-12,32H,31H2,(H,40,41,42)(H,43,44,45)(H,46,47,48)(H2,33,34,35,36,37)
• InChIKey: YKCWQPZFAFZLBI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-amino-4-{[4-({4-chloro-6-[(2-sulfophenyl)amino]-1,3,5-triazin-2-yl}amino)-3-sulfophenyl]amino}-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid
• IUPAC Traditional name: @cibacron blue; cibacron blue
• Synonyms: Cibacron Blue; Cibacron Blue 3G-A

Database IDs

• CAS Number: 84166-13-2
• PubChem SID: 46507300; 160965811; 24893169
• PubChem CID: 172469

CALCULATED PROPERTIES

JChem

• Acid pKa: -5.5764318
• H Acceptors: 18
• H Donor: 7
• LogD (pH = 5.5): -1.0764681
• LogD (pH = 7.4): -1.078287
• Log P: -1.071485
• Molar Refractivity: 185.0317 cm^3
• Polarizability: 70.11688 Å^3
• Polar Surface Area: 298.03 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 0.93
• LOG S: -4.66
• Solubility (Water): 1.68e-02 g/l

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26

DETAILS

DrugBank - DB02633

Drug information: experimental

Sigma Aldrich - C9534

Other Notes
This dye and some commercially available Reactive Blue 2 preparations have the A-ring o-sulfonic acid structure. However, this is not the isomer recognized in literature (CA Registry No. 12236-82-7) as Reactive Blue 2.
Linkage
Formerly listed as Reactive Blue2 (R4502)