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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL14376
CHEMBL14376
Compound Name ILOPERIDONE
ChEMBL Synonyms ILOPERIDONE | FANAPT | HP 873
Max Phase 4 (Approved)
Trade Names FANAPT | ILOPERIDONE
Molecular Formula C24H27FN2O4

Additional synonyms for CHEMBL14376 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1cc(ccc1OCCCN2CCC(CC2)c3noc4cc(F)ccc34)C(=O)C
Standard InChI InChI=1S/C24H27FN2O4/c1-16(28)18-4-7-21(23(14-18)29-2)30-13- ...
Download InChI
Standard InChI Key XMXHEBAFVSFQEX-UHFFFAOYSA-N

Sources

  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL14376

Molecule Features

CHEMBL14376 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Dopamine D2 receptor antagonist Dopamine D2 receptor DailyMed
Serotonin 2a (5-HT2a) receptor antagonist Serotonin 2a (5-HT2a) receptor DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Psychotic DisordersD011618EFO:0005407psychosis4ATC
SchizophreniaD012559EFO:0000692schizophrenia4ClinicalTrials
DailyMed
DailyMed
Liver DiseasesD008107EFO:0001421liver disease1ClinicalTrials
Stress Disorders, Post-TraumaticD013313EFO:0001358post-traumatic stress disorder2ClinicalTrials

Clinical Data

ClinicalTrials.gov ILOPERIDONE
The Cochrane Collaboration ILOPERIDONE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL14376. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 1.000
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 1.000
CHEMBL3943 Histamine H1 receptor Cavia porcellus 1.000
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 1.000
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 1.000
CHEMBL234 Dopamine D3 receptor Homo sapiens 1.000
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 1.000
CHEMBL3155 Serotonin 7 (5-HT7) receptor Homo sapiens 1.000
CHEMBL217 Dopamine D2 receptor Homo sapiens 1.000
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.998
CHEMBL229 Alpha-1a adrenergic receptor Homo sapiens 0.998
CHEMBL219 Dopamine D4 receptor Homo sapiens 0.924
CHEMBL240 HERG Homo sapiens 0.437



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3943 Histamine H1 receptor Cavia porcellus 1.000
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 1.000
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 1.000
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 1.000
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 1.000
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 1.000
CHEMBL234 Dopamine D3 receptor Homo sapiens 1.000
CHEMBL3155 Serotonin 7 (5-HT7) receptor Homo sapiens 1.000
CHEMBL1941 Histamine H2 receptor Homo sapiens 1.000
CHEMBL217 Dopamine D2 receptor Homo sapiens 1.000
CHEMBL229 Alpha-1a adrenergic receptor Homo sapiens 0.999
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.996
CHEMBL219 Dopamine D4 receptor Homo sapiens 0.890
CHEMBL240 HERG Homo sapiens 0.833
CHEMBL232 Alpha-1b adrenergic receptor Homo sapiens 0.417
CHEMBL223 Alpha-1d adrenergic receptor Homo sapiens 0.221

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
426.5 426.1955 4.83 8 64.8 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 0 0 6 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 8.43 3.38 2.31 3 31 0.38

Structural Alerts

There are 2 structural alerts for CHEMBL14376. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N05 - PSYCHOLEPTICS
N05A - ANTIPSYCHOTICS
N05AX - Other antipsychotics
N05AX14 - iloperidone

ChemSpider ChemSpider:XMXHEBAFVSFQEX-UHFFFAOYSA-N
DailyMed iloperidone
PubChem SID: 124899318 SID: 144207159 SID: 170465198
Wikipedia Iloperidone

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL14376



ACToR 133454-47-4
BindingDB 50034043
ChEBI 65173
ChemicalBook CB4772066
DrugBank DB04946
DrugCentral 3294
eMolecules 2726053
EPA CompTox Dashboard DTXSID6049060
FDA SRS VPO7KJ050N
Guide to Pharmacology 87
IBM Patent System CF03CCAA8452B4E49042C717A4DA2972
LINCS LSM-5598
Mcule MCULE-1792333504
MolPort MolPort-005-934-272
Nikkaji J550.684K
PubChem 71360
PubChem: Drugs of the Future 12014542
PubChem: Thomson Pharma 14905142
Selleck Iloperidone(Fanapt)
SureChEMBL SCHEMBL115755
ZINC ZINC000001548097

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/XMXHEBAFVSFQEX-UHFFFAOYSA-N spacer
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