clozapine   

GtoPdb Ligand ID: 38

Synonyms: Clorazil® | HF-1854
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
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
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
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
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
INN number INN
2612 clozapine
Synonyms
Clorazil® | HF-1854
Database Links
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