ASTEMIZOLE

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Synonyms
Status
Molecule Category Free-form
ATC R06AX11
UNII 7HU6337315
EPA CompTox DTXSID9020110

Structure

InChI Key GXDALQBWZGODGZ-UHFFFAOYSA-N
Smiles COc1ccc(CCN2CCC(Nc3nc4ccccc4n3Cc3ccc(F)cc3)CC2)cc1
InChI
InChI=1S/C28H31FN4O/c1-34-25-12-8-21(9-13-25)14-17-32-18-15-24(16-19-32)30-28-31-26-4-2-3-5-27(26)33(28)20-22-6-10-23(29)11-7-22/h2-13,24H,14-20H2,1H3,(H,30,31)

Physicochemical Descriptors

Property Name Value
Molecular Formula C28H31FN4O
Molecular Weight 458.58
AlogP 5.35
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 8.0
Polar Surface Area 42.32
Molecular species BASE
Aromatic Rings 4.0
Heavy Atoms 34.0

Pharmacology

Mechanism of Action Action Reference
Histamine H1 receptor antagonist ANTAGONIST PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1A Cytochrome P450 1A2
- - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C19
- - - - 6
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C8
- - - - 1.1
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- - - - 8.5
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- - - - 20.3
Ion channel Other ion channel Pore-forming toxins (proteins and peptides)
- - - - 20.8
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
1.9 0.9-304.7 - 2.1-20 16-99.9
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- - 3.802 2.089-3 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 22.3-127.51
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC47 family of multidrug and toxin extrusion transporters
- - - - 34
Transporter Electrochemical transporter
- - - - 22.3-127.51
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 300 - - 12.8-39
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Cavia porcellus
- - 3.802 - -
Cricetulus griseus
- - - - 97.68-127.51
Homo sapiens
1.9 0.9-304.7 - 2.089-20 -2.7-99.9
Mus musculus
- - - - 66-74
Oryctolagus cuniculus
- - - - 20.8
Plasmodium berghei
- 114 - - -
Plasmodium falciparum
- 86-734 - - -
Plasmodium falciparum 3D7
- 162 - - -
Plasmodium vinckei
- - - - 80
Plasmodium yoelii
- - - - 44
Rattus norvegicus
- 53.3-156 - - -
Staphylococcus aureus
- - - - 80.6-81.1

Target Conservation

Protein: Histamine H1 receptor
Description: Histamine H1 receptor
Organism : Homo sapiens
P35367 ENSG00000196639

Related Entries

Cross References

Resources Reference
ChEBI 2896
ChEMBL CHEMBL296419
DrugBank DB00637
DrugCentral 249
FDA SRS 7HU6337315
Human Metabolome Database HMDB0014775
Guide to Pharmacology 2603
KEGG C06832
PDB XB7
PharmGKB PA448498
PubChem 2247
SureChEMBL SCHEMBL4385
ZINC ZINC000000601274
CONTENTS