clozapine   Click here for help

GtoPdb Ligand ID: 38

Synonyms: Clorazil® | HF-1854
Approved drug
clozapine is an approved drug (FDA (1989))
Compound class: Synthetic organic
Comment: Note that PubChem CID 2818 has different double bond structure on the central heptane ring which results in a different InChIKey. Our structure is an exact match for the chemical structure in the INN record for this compound.

The major active metabolite of clozapine is N-desmethylclozapine.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 30.87
Molecular weight 326.13
XLogP 3.86
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CN1CCN(CC1)C1=Nc2cc(Cl)ccc2Nc2c1cccc2
Isomeric SMILES CN1CCN(CC1)C1=Nc2cc(Cl)ccc2Nc2c1cccc2
InChI InChI=1S/C18H19ClN4/c1-22-8-10-23(11-9-22)18-14-4-2-3-5-15(14)20-16-7-6-13(19)12-17(16)21-18/h2-7,12,20H,8-11H2,1H3
InChI Key QZUDBNBUXVUHMW-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1989))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
6-chloro-10-(4-methylpiperazin-1-yl)-2,9-diazatricyclo[9.4.0.03,8]pentadeca-1(11),3,5,7,9,12,14-heptaene
International Nonproprietary Names Click here for help
INN number INN
2612 clozapine
Synonyms Click here for help
Clorazil® | HF-1854
Database Links Click here for help
BindingDB Ligand 50001884
CAS Registry No. 5786-21-0 (source: DrugBank)
ChEMBL Ligand CHEMBL42
DrugBank Ligand DB00363
DrugCentral Ligand 722
GtoPdb PubChem SID 135650115
PubChem CID 2818
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Wikipedia Clozapine

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Tocris
Clozapine
Cat. No. 0444