ILOPERIDONE

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Trade Names
Synonyms
Status
Molecule Category UNKNOWN
ATC N05AX14
UNII VPO7KJ050N
EPA CompTox DTXSID6049060

Structure

InChI Key XMXHEBAFVSFQEX-UHFFFAOYSA-N
Smiles COc1cc(C(C)=O)ccc1OCCCN1CCC(c2noc3cc(F)ccc23)CC1
InChI
InChI=1S/C24H27FN2O4/c1-16(28)18-4-7-21(23(14-18)29-2)30-13-3-10-27-11-8-17(9-12-27)24-20-6-5-19(25)15-22(20)31-26-24/h4-7,14-15,17H,3,8-13H2,1-2H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C24H27FN2O4
Molecular Weight 426.49
AlogP 4.83
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 8.0
Polar Surface Area 64.8
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 31.0

Bioactivity

Mechanism of Action Action Reference
Dopamine D2 receptor antagonist ANTAGONIST DailyMed
Protein: Dopamine D2 receptor
Description: D(2) dopamine receptor
Organism : Homo sapiens
P14416 ENSG00000149295
Protein: Serotonin 2a (5-HT2a) receptor
Description: 5-hydroxytryptamine receptor 2A
Organism : Homo sapiens
P28223 ENSG00000102468
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- 0 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- 110 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- 210 - - -
Membrane receptor
- 0 - - -
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 23400 - - -
Assay Description Organism Bioactivity Reference
Binding affinity against 5-hydroxytryptamine 1A receptor was determined using [3H]-8-OH-DPAT radioligand None 210.0 nM
Affinity for 5-hydroxytryptamine 2 receptor binding sites by its ability to displace [3H]spiperone from rat frontal cortex. None 9.0 nM
Binding affinity against 5-hydroxytryptamine 2 receptor was determined using [ [3H]spiperone radioligand None 9.0 nM
Binding affinity against Alpha-1 adrenergic receptor was determined using [3H]WB-4101 radioligand None 0.4 nM
Affinity for dopamine receptor D2 binding sites by its ability to displace [3H]spiperone from rat striatum. None 110.0 nM
Binding affinity against Dopamine receptor D1 was determined using [3H]SCH-23390 radioligand None 750.0 nM
Binding affinity against Dopamine receptor D2 was determined using [ [3H]-spiperone radioligand None 110.0 nM
Binding affinity against sigma receptor using [3H]-( +)-SKF10,047 radioligand None 64.0 nM
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging Homo sapiens 3.38 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 -2.095 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.09 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.09 %

Cross References

Resources Reference
ChEBI 65173
ChEMBL CHEMBL14376
DrugBank DB04946
DrugCentral 3294
FDA SRS VPO7KJ050N
Guide to Pharmacology 87
KEGG D02666
PubChem 71360
SureChEMBL SCHEMBL115755
ZINC ZINC000001548097
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