haloperidol   

GtoPdb Ligand ID: 86

Synonyms: Haldol® | MCN-JR-1625 | R-1625 | Serenace®
haloperidol is an approved drug (FDA (1967))
Compound class: Synthetic organic
Comment: Haloperidol is a typical antipsychotic drug.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 40.54
Molecular weight 375.14
XLogP 4.02
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES Fc1ccc(cc1)C(=O)CCCN1CCC(CC1)(O)c1ccc(cc1)Cl
Isomeric SMILES Fc1ccc(cc1)C(=O)CCCN1CCC(CC1)(O)c1ccc(cc1)Cl
InChI InChI=1S/C21H23ClFNO2/c22-18-7-5-17(6-8-18)21(26)11-14-24(15-12-21)13-1-2-20(25)16-3-9-19(23)10-4-16/h3-10,26H,1-2,11-15H2
InChI Key LNEPOXFFQSENCJ-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1967))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name
4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-1-(4-fluorophenyl)butan-1-one
International Nonproprietary Names
INN number INN
918 haloperidol
Synonyms
Haldol® | MCN-JR-1625 | R-1625 | Serenace®
Database Links
BindingDB Ligand 21398
BitterDB Ligand 66
CAS Registry No. 52-86-8
ChEBI CHEBI:5613
ChEMBL Ligand CHEMBL54
DrugBank Ligand DB00502
DrugCentral Ligand 1353
GtoPdb PubChem SID 135650345
PubChem CID 3559
RCSB PDB Ligand GMJ
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Search UniChem for chemical match using the InChIKey LNEPOXFFQSENCJ-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone LNEPOXFFQSENCJ
Wikipedia Haloperidol