quetiapine   

GtoPdb Ligand ID: 50

Synonyms: Seroquel® | ZM-204636
quetiapine is an approved drug (FDA (1997))
Compound class: Synthetic organic
Comment: Quetiapine displays affinity for numerous receptors from the dopamine, serotonin and adrenergic families, in addition to the histamine H1 receptor. The anti-psychotic properties of the drug are believed to result from its antagonism of dopamine D2 and 5-HT2A receptors.
Marketed formulations may contain quetiapine fumarate (PubChem CID 5281025) or quetiapine hemifumarate (PubChem CID 73013330).
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 73.6
Molecular weight 383.17
XLogP 2.95
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OCCOCCN1CCN(CC1)C1=Nc2ccccc2Sc2c1cccc2
Isomeric SMILES OCCOCCN1CCN(CC1)C1=Nc2ccccc2Sc2c1cccc2
InChI InChI=1S/C21H25N3O2S/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/h1-8,25H,9-16H2
InChI Key URKOMYMAXPYINW-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1997))
IUPAC Name
2-[2-(4-benzo[b][1,5]benzothiazepin-6-ylpiperazin-1-yl)ethoxy]ethanol
International Nonproprietary Names
INN number INN
7467 quetiapine
Synonyms
Seroquel® | ZM-204636
Comments
Quetiapine displays affinity for numerous receptors from the dopamine, serotonin and adrenergic families, in addition to the histamine H1 receptor. The anti-psychotic properties of the drug are believed to result from its antagonism of dopamine D2 and 5-HT2A receptors.
Marketed formulations may contain quetiapine fumarate (PubChem CID 5281025) or quetiapine hemifumarate (PubChem CID 73013330).
Database Links
BindingDB Ligand 50095890
CAS Registry No. 111974-69-7
ChEBI CHEBI:8707
ChEMBL Ligand CHEMBL716
DrugBank Ligand DB01224
DrugCentral Ligand 2337
GtoPdb PubChem SID 135650869
PubChem CID 5002
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Wikipedia Quetiapine