10-(piperazin-1-yl)-2-thia-9-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-5-ol

• ChemBase ID: 170434
• Molecular Formular: C17H17N3OS
• Molecular Mass: 311.40138
• Monoisotopic Mass: 311.10923318
• SMILES: N1=C(c2c(Sc3c1ccc(c3)O)cccc2)N1CCNCC1
• Canonical SMILES: Oc1ccc2c(c1)Sc1ccccc1C(=N2)N1CCNCC1
• InChI: InChI=1S/C17H17N3OS/c21-12-5-6-14-16(11-12)22-15-4-2-1-3-13(15)17(19-14)20-9-7-18-8-10-20/h1-6,11,18,21H,7-10H2
• InChIKey: CAWOJGJDGLXKTF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 10-(piperazin-1-yl)-2-thia-9-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-5-ol
• IUPAC Traditional name: 10-(piperazin-1-yl)-2-thia-9-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-5-ol
• Synonyms: 11-(1-Piperazinyl)-dibenzo[b,f][1,4]thiazepin-7-ol Dihydrochloride; M 236303; 7-Hydroxy-N-des{[2-(2-hydroxy)ethoxy]ethyl} Quetiapine Dihydrochloride

Database IDs

• PubChem SID: 164226344
• PubChem CID: 10086800

CALCULATED PROPERTIES

• Acid pKa: 8.3033285
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.09456241
• LogD (pH = 7.4): 1.4535824
• Log P: 2.0603607
• Molar Refractivity: 93.4358 cm^3
• Polarizability: 34.675854 Å^3
• Polar Surface Area: 47.86 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White to Off-White Solid
• Melting Point: 226-228°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Hygroscopic

DETAILS

Toronto Research Chemicals - H936100

A metabolite of Quetiapine.

REFERENCES

• McConville, B., et al.: J. Clin. Psychiatry, 61, 252 (2000)
• Wong, Y., et al.: J. Clin. Psychopharmacol, 21, 89 (2000)
• Cooper, K., et al.: Eur. J. Clin. Pharmacol., 59, 51 (2000)