10-{4-[2-(2-hydroxyethoxy)ethyl]piperazin-1-yl}-2λ6-thia-9-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,9,12,14-heptaene-2,2-dione

• ChemBase ID: 177258
• Molecular Formular: C21H25N3O4S
• Molecular Mass: 415.5059
• Monoisotopic Mass: 415.1565773
• SMILES: C1(=Nc2c(S(=O)(=O)c3c1cccc3)cccc2)N1CCN(CC1)CCOCCO
• Canonical SMILES: OCCOCCN1CCN(CC1)C1=Nc2ccccc2S(=O)(=O)c2c1cccc2
• InChI: InChI=1S/C21H25N3O4S/c25-14-16-28-15-13-23-9-11-24(12-10-23)21-17-5-1-3-7-19(17)29(26,27)20-8-4-2-6-18(20)22-21/h1-8,25H,9-16H2
• InChIKey: SQUTWXZEWJNIQN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 10-{4-[2-(2-hydroxyethoxy)ethyl]piperazin-1-yl}-2λ^6-thia-9-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaene-2,2-dione
• IUPAC Traditional name: 10-{4-[2-(2-hydroxyethoxy)ethyl]piperazin-1-yl}-2λ^6-thia-9-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaene-2,2-dione
• Synonyms: 2-[2-[4-(5,5-Dioxidodibenzo[b,f][1,4]thiazepin-11-yl)-1-piperazinyl]ethoxy]ethanol; Quetiapine Sulfone

Database IDs

• CAS Number: 329216-65-1
• PubChem SID: 164233168
• PubChem CID: 10788000

CALCULATED PROPERTIES

• Acid pKa: 15.121227
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 1.2587925
• LogD (pH = 7.4): 1.5682336
• Log P: 1.5740277
• Molar Refractivity: 114.9335 cm^3
• Polarizability: 44.18022 Å^3
• Polar Surface Area: 82.44 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - Q510025

An impurity of the antipsychotic Quetiapine (Q510000).

REFERENCES

• Warawa, E.J. et al.: J. Med. Chem., 44, 372 (2001)