ASTEMIZOLE

Search structure
Synonyms:
Status: Approved (1988)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: R06AX11
UNII: 7HU6337315

Structure
InChI Key GXDALQBWZGODGZ-UHFFFAOYSA-N
Smile 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

Action Mechanism of Action Reference
ANTAGONIST Histamine H1 receptor antagonist
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
- 13700 - - 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
- 3300-10600 - - 20.3
Enzyme Hydrolase
- - - - 2.497
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase EGFR family
- 13084 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Src family
- 19920 - - -
Enzyme Protease Cysteine protease Cysteine protease CA clan Cysteine protease C19 family
32240 - - - -
Enzyme Transferase
- - - - 12.8-19.87
Ion channel Ligand-gated ion channel Glycine receptor
4200 - - - -
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 0.9-2700 - 2.1-20 16-99.9
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- 1100 - - -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Melanocortin receptor
- 14041 - 13501 -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Neurokinin receptor
- 15793 - 8615 -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Opioid receptor
- 12979 - 2646 -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Somatostatin receptor
- - - 4070-4070 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Acetylcholine receptor
- 1066 - 178 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- 172 - 10037 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- 4010 - 148 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- 14 3.802 1.611-3 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- 12 - 1516 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Nucleotide-like receptor (family A GPCR) Adenosine receptor
- 29120 - 16461 -
Membrane receptor
- 1066 3.802 1.611-3 -
Surface antigen
- - 2500 - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- 1318 - 1364 -
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
- 26400 - - 34
Transporter Electrochemical transporter
- 1318 - 1364 22.3-127.51
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 300-1300 - - 12.8-39
Unclassified protein
- 93800 - 23010 -

Indications

Mesh Heading Maximum Phase Mesh ID Reference

Related Entries

Scaffolds

Cross References

Resources Reference
ChEBI 2896
ChEMBL CHEMBL296419
DrugBank DB00637
DrugCentral 249
EPA CompTox DTXSID9020110
FDA SRS 7HU6337315
Human Metabolome Database HMDB14775
Guide to Pharmacology 2603
KEGG C06832
PDB XB7
PharmGKB PA448498
PubChem 2247
SureChEMBL SCHEMBL4385
ZINC ZINC000000601274
CONTENTS