3-{4-[2-(6-chloro-2-oxo-2,3-dihydro-1H-indol-5-yl)ethyl]piperazin-1-yl}-1λ4,2-benzothiazol-1-one

• ChemBase ID: 179642
• Molecular Formular: C21H21ClN4O2S
• Molecular Mass: 428.93504
• Monoisotopic Mass: 428.10737461
• SMILES: c1c2c(cc(c1Cl)CCN1CCN(CC1)c1ns(=O)c3c1cccc3)CC(=O)N2
• Canonical SMILES: O=C1Nc2c(C1)cc(c(c2)Cl)CCN1CCN(CC1)c1ns(=O)c2c1cccc2
• InChI: InChI=1S/C21H21ClN4O2S/c22-17-13-18-15(12-20(27)23-18)11-14(17)5-6-25-7-9-26(10-8-25)21-16-3-1-2-4-19(16)29(28)24-21/h1-4,11,13H,5-10,12H2,(H,23,27)
• InChIKey: XYYQWGUKBVTGJQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{4-[2-(6-chloro-2-oxo-2,3-dihydro-1H-indol-5-yl)ethyl]piperazin-1-yl}-1λ^4,2-benzothiazol-1-one
• IUPAC Traditional name: 3-{4-[2-(6-chloro-2-oxo-1,3-dihydroindol-5-yl)ethyl]piperazin-1-yl}-1λ^4,2-benzothiazol-1-one
• Synonyms: 6-Chloro-1,3-dihydro-5-[2-[4-(1-oxido-1,2-benzisothiazol-3-yl)-1-piperazinyl]ethyl]-2H-indol-2-one; Ziprasidone Sulfoxide

Database IDs

• CAS Number: 188797-80-0
• PubChem SID: 164235552
• PubChem CID: 15959407

CALCULATED PROPERTIES

• Acid pKa: 13.181678
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.1894001
• LogD (pH = 7.4): 1.9360147
• Log P: 1.9514445
• Molar Refractivity: 118.7158 cm^3
• Polarizability: 44.27693 Å^3
• Polar Surface Area: 65.01 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Pale Pink Solid
• Melting Point: 145-148°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - Z485015

A metabolite of Ziprasidone (Z485000).

REFERENCES

• Huang, M., et al.: Clin. Pharmacol. Ther., 54, 257 (1993)
• Prakash, C., et al.: Drug Metab. Dispos., 25, 206 (1993)
• Brosen, K., et al.: Eur. J. Clin. Pharmacol., 44, 349 (1993)