spiperone Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
tranquillizers, neuroleptics, 4'-fluoro-4-piperidinobutyrophenone derivatives 2470 749-02-0

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • spiperone
  • spiroperidol
  • spiroperidone
  • spiropitan
A spiro butyrophenone analog similar to HALOPERIDOL and other related compounds. It has been recommended in the treatment of SCHIZOPHRENIA.
  • Molecular weight: 395.48
  • Formula: C23H26FN3O2
  • CLOGP: 2.82
  • LIPINSKI: 0
  • HAC: 5
  • HDO: 1
  • TPSA: 52.65
  • ALOGS: -3.38
  • ROTB: 6

Drug dosage:

None

ADMET properties:

None

Approvals:

DateAgencyCompanyOrphan
Jan. 1, 1969 YEAR INTRODUCED

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
MeSH PA D014150 Antipsychotic Agents
MeSH PA D002491 Central Nervous System Agents
MeSH PA D002492 Central Nervous System Depressants
MeSH PA D015259 Dopamine Agents
MeSH PA D018492 Dopamine Antagonists
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D011619 Psychotropic Drugs
CHEBI has role CHEBI:35471 psychotropic drug
CHEBI has role CHEBI:48561 dopaminergic antagonist
CHEBI has role CHEBI:48279 serotonergic antagonist
CHEBI has role CHEBI:37890 alpha-adrenergic antagonist
CHEBI has role CHEBI:35476 antipsychotic agent
MeSH PA D014149 Tranquilizing Agents

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Schizophrenia indication 58214004 DOID:5419

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 13.57 acidic
pKa2 8.15 Basic
pKa3 5.3 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
5-hydroxytryptamine receptor 2A GPCR ANTAGONIST Ki 8.65 CHEMBL KEGG DRUG
D(2) dopamine receptor GPCR ANTAGONIST Ki 10.22 CHEMBL KEGG DRUG
5-hydroxytryptamine receptor 1E GPCR Ki 5.30 PDSP
5-hydroxytryptamine receptor 1D GPCR ANTAGONIST Ki 6 IUPHAR
Alpha-1B adrenergic receptor GPCR ANTAGONIST Ki 9.20 IUPHAR
Alpha-1D adrenergic receptor GPCR ANTAGONIST Ki 8.10 IUPHAR
5-hydroxytryptamine receptor 2B GPCR ANTAGONIST Ki 6.50 IUPHAR
D(1B) dopamine receptor GPCR ANTAGONIST Ki 5.30 IUPHAR
5-hydroxytryptamine receptor 1A GPCR Kd 7.40 CHEMBL
Sodium channel alpha subunits; brain (Types I, II, III) Ion channel IC50 6.22 CHEMBL
5-hydroxytryptamine receptor 5A GPCR Ki 4.20 CHEMBL
5-hydroxytryptamine receptor 6 GPCR Ki 5.80 CHEMBL
D(1A) dopamine receptor GPCR Ki 6.49 CHEMBL
D(4) dopamine receptor GPCR Ki 9.70 CHEMBL
5-hydroxytryptamine receptor 2C GPCR Ki 5.94 CHEMBL
Alpha-1A adrenergic receptor GPCR Ki 8.10 CHEMBL
D(3) dopamine receptor GPCR Ki 9.92 CHEMBL
Sigma non-opioid intracellular receptor 1 Membrane receptor IC50 6.02 CHEMBL
5-hydroxytryptamine receptor 7 GPCR Ki 6.96 CHEMBL
Histamine H1 receptor GPCR Ki 6.32 PDSP
5-hydroxytryptamine receptor 1F GPCR Ki 8.40 PDSP
5-hydroxytryptamine receptor 7 GPCR Ki 7.20 CHEMBL
Dopamine receptor Unclassified IC50 4.46 CHEMBL
5-hydroxytryptamine receptor 7 GPCR Ki 8 CHEMBL
Muscarinic acetylcholine receptor GPCR Ki 4.30 CHEMBL
Vesicular acetylcholine transporter Transporter Ki 5.99 CHEMBL
Serotonin 2 (5-HT2) receptor GPCR Ki 9.35 CHEMBL
Dopamine receptor GPCR Ki 8.70 CHEMBL
Alpha-1A adrenergic receptor GPCR Ki 8.14 CHEMBL
Serotonin 1 (5-HT1) receptor GPCR Ki 6.80 CHEMBL
5-hydroxytryptamine receptor 1B GPCR Ki 5.32 CHEMBL
5-hydroxytryptamine receptor 1A GPCR Ki 7.52 CHEMBL
Alpha-1B adrenergic receptor GPCR Ki 8.89 CHEMBL
D(2) dopamine receptor GPCR Ki 10.82 CHEMBL
5-hydroxytryptamine receptor 2C GPCR Ki 6 CHEMBL
5-hydroxytryptamine receptor 2A GPCR Ki 9 CHEMBL
Beta-casein Unclassified Ki 8.81 CHEMBL
Alpha-1A adrenergic receptor GPCR Ki 7.87 CHEMBL
Alpha-1D adrenergic receptor GPCR Ki 7.66 CHEMBL
5-hydroxytryptamine receptor 1B Unclassified ANTAGONIST Ki 8.30 IUPHAR
5-hydroxytryptamine receptor 6 GPCR ANTAGONIST Ki 5.80 IUPHAR

External reference:

IDSource
D01051 KEGG_DRUG
4X6E73CJ0Q UNII
1553 INN_ID
77222007 SNOMEDCT_US
CHEMBL267930 ChEMBL_ID
CHEBI:9233 CHEBI
D013134 MESH_DESCRIPTOR_UI
5265 PUBCHEM_CID
99 IUPHAR_LIGAND_ID

Pharmaceutical products:

None