CLOTHIAPINE

/static/temp/default.svg Search structure
Synonyms
Status
Molecule Category UNKNOWN
UNII Z05HCY0X1T
EPA CompTox DTXSID5022851

Structure

InChI Key KAAZGXDPUNNEFN-UHFFFAOYSA-N
Smiles CN1CCN(C2=Nc3ccccc3Sc3ccc(Cl)cc32)CC1
InChI
InChI=1S/C18H18ClN3S/c1-21-8-10-22(11-9-21)18-14-12-13(19)6-7-16(14)23-17-5-3-2-4-15(17)20-18/h2-7,12H,8-11H2,1H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C18H18ClN3S
Molecular Weight 343.88
AlogP 4.13
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 0.0
Polar Surface Area 18.84
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 23.0

Bioactivity

Mechanism of Action Action Reference
Dopamine D4 receptor antagonist ANTAGONIST PubMed PubMed PubMed PubMed PubMed Other
Protein: Serotonin 3 (5-HT3) receptor
Description: 5-hydroxytryptamine receptor 3E
Organism : Homo sapiens
A5X5Y0 ENSG00000186038
Protein: Serotonin 3 (5-HT3) receptor
Description: 5-hydroxytryptamine receptor 3B
Organism : Homo sapiens
O95264 ENSG00000149305
Protein: Dopamine D4 receptor
Description: D(4) dopamine receptor
Organism : Homo sapiens
P21917 ENSG00000069696
Protein: Serotonin 2 (5-HT2) receptor
Description: 5-hydroxytryptamine receptor 2A
Organism : Homo sapiens
P28223 ENSG00000102468
Protein: Serotonin 2 (5-HT2) receptor
Description: 5-hydroxytryptamine receptor 2C
Organism : Homo sapiens
P28335 ENSG00000147246
Protein: Serotonin 2 (5-HT2) receptor
Description: 5-hydroxytryptamine receptor 2B
Organism : Homo sapiens
P41595 ENSG00000135914
Protein: Serotonin 3 (5-HT3) receptor
Description: 5-hydroxytryptamine receptor 3A
Organism : Homo sapiens
P46098 ENSG00000166736
Protein: Serotonin 3 (5-HT3) receptor
Description: 5-hydroxytryptamine receptor 3D
Organism : Homo sapiens
Q70Z44 ENSG00000186090
Protein: Serotonin 3 (5-HT3) receptor
Description: 5-hydroxytryptamine receptor 3C
Organism : Homo sapiens
Q8WXA8 ENSG00000178084
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 Acetylcholine receptor
- - - 135-136 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- - - 14-14 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- - - 1-1 -
Assay Description Organism Bioactivity Reference
Binding affinity against serotonin 5-hydroxytryptamine 2 receptor None 0.5888 nM
In vitro binding affinity against rat 5-hydroxytryptamine 2 receptor. None 0.6 nM
Binding affinity against dopamine D2 receptor None 4.467 nM
In vitro binding affinity against Dopamine receptor D1 in rat striatal tissue None 14.0 nM
Binding affinity against dopamine receptor D1 None 14.13 nM
In vitro binding affinity against Dopamine D2 receptor in rat striatal tissue. None 4.4 nM
In vitro binding affinity against Muscarinic acetylcholine receptors in rat brain. None 136.0 nM
Binding affinity against muscarinic (M) receptor None 134.9 nM
In vivo inhibition of apomorphine-mediated stereotypy in rats administered subcutaneously at 20 mg/kg expressed as percent inhibition Rattus norvegicus 100.0 %
Inhibitory activity in apomorphine antagonism test at a dose of 20 mg/kg, sc Rattus norvegicus 100.0 %
Binding Assay: The ability of test compounds to displace 3H-raclopride at the D2s receptor can be determined on membranes from D2s-transfected CHO cells (Bmax 13 pmol/mg protein). An assay can use a standard 96-well glass-fiber filter plate to retain radioligand bound by the receptor. Retained 3H can be determined in a TopCount scintillation plate counter following the addition of a liquid scintillant to each well. Compounds can be evaluated for their potency using competition curve analysis, resulting in calculated Ki values. Homo sapiens 0.49 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 -1.32 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 11.6 %
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 0.05 % 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 0.05 %

Related Entries

Cross References

Resources Reference
ChEBI 31424
ChEMBL CHEMBL304902
DrugBank DB13256
DrugCentral 717
FDA SRS Z05HCY0X1T
PubChem 16351
SureChEMBL SCHEMBL122941
ZINC ZINC000026185346
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