3-(benzenesulfonyl)-7-(4-methylpiperazin-1-yl)-1H-indole

• ChemBase ID: 154467
• Molecular Formular: C19H21N3O2S
• Molecular Mass: 355.45394
• Monoisotopic Mass: 355.13544793
• SMILES: CN1CCN(CC1)c1cccc2c1[nH]cc2S(=O)(=O)c1ccccc1
• Canonical SMILES: CN1CCN(CC1)c1cccc2c1[nH]cc2S(=O)(=O)c1ccccc1
• InChI: InChI=1S/C19H21N3O2S/c1-21-10-12-22(13-11-21)17-9-5-8-16-18(14-20-19(16)17)25(23,24)15-6-3-2-4-7-15/h2-9,14,20H,10-13H2,1H3
• InChIKey: AOPYPEADLGTXRA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(benzenesulfonyl)-7-(4-methylpiperazin-1-yl)-1H-indole
• IUPAC Traditional name: 3-(benzenesulfonyl)-7-(4-methylpiperazin-1-yl)-1H-indole
• Synonyms: 3-benzenesulfonyl-7-(4-methyl-piperazin-1-yl)-1H-indole; 7-(4-methyl-1-piperazinyl)-3-(phenylsulfonyl)-1H-Indole; Ro4368554

Database IDs

• CAS Number: 478082-99-4
• MDL Number: MFCD16875430
• PubChem SID: 162248606
• PubChem CID: 6918682

CALCULATED PROPERTIES

• Acid pKa: 11.564193
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.9911032
• LogD (pH = 7.4): 2.936264
• Log P: 2.9820058
• Molar Refractivity: 101.1554 cm^3
• Polarizability: 40.766834 Å^3
• Polar Surface Area: 56.41 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL
• Apperance: off-white powder

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Storage Temperature: room temp

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C19H21N3O2S

DETAILS

Sigma Aldrich - R8782

Biochem/physiol Actions
Ro4368554 is a 5-HT6 receptor antagonist. RO4368554 acts selectively at 5-HT6 receptors where it binds with a greater than 100-fold selectivity over other monoamine receptor subtypes (-log M pKi = 9.4 at 5-HT6 and 7.1 at 5-HT2A).