(2E)-but-2-enedioic acid; 2-[2-(4-{2-thia-9-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-10-yl}piperazin-1-yl)(2H4)ethoxy]ethan-1-ol

• ChemBase ID: 177254
• Molecular Formular: C25H29N3O6S
• Molecular Mass: 499.57926
• Monoisotopic Mass: 499.17770666
• SMILES: N1=C(c2c(Sc3c1cccc3)cccc2)N1CCN(CC1)CCOCCO.C(=C\C(=O)O)/C(=O)O
• Canonical SMILES: OC(=O)/C=C/C(=O)O.OCCOCCN1CCN(CC1)C1=Nc2ccccc2Sc2c1cccc2
• InChI: InChI=1S/C21H25N3O2S.C4H4O4/c25-14-16-26-15-13-23-9-11-24(12-10-23)21-17-5-1-3-7-19(17)27-20-8-4-2-6-18(20)22-21;5-3(6)1-2-4(7)8/h1-8,25H,9-16H2;1-2H,(H,5,6)(H,7,8)/b;2-1+
• InChIKey: VRHJBWUIWQOFLF-WLHGVMLRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-but-2-enedioic acid; 2-[2-(4-{2-thia-9-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-10-yl}piperazin-1-yl)(^2H₄)ethoxy]ethan-1-ol
• IUPAC Traditional name: 2-[2-(4-{2-thia-9-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-10-yl}piperazin-1-yl)(^2H₄)ethoxy]ethanol; fumaric acid
• Synonyms: 2-[2-(4-Dibenzo[b,f][1,4]thiazepin-11-yl-1-piperazinyl)ethoxy]ethanol-d4 (2E)-2-Butenedioate; Quetiapine-d4 FumarateSee Q510002

Database IDs

• PubChem SID: 164233164
• PubChem CID: 71751923

CALCULATED PROPERTIES

• Acid pKa: 15.121227
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.2358336
• LogD (pH = 7.4): 2.6430545
• Log P: 2.8079426
• Molar Refractivity: 114.0854 cm^3
• Polarizability: 42.748154 Å^3
• Polar Surface Area: 48.3 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - Q510003

Labelled Quetiapine (Q510000). Used as an antipsychotic.

REFERENCES

• Wetzel, H., et al.: Psychopharmacology, 119, 231 (1995)