GSK-1004723

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Synonyms
Status
Molecule Category UNKNOWN
UNII S08212J4ZR

Structure

InChI Key YANGEESWIGIKOP-UUWRZZSWSA-N
Smiles O=c1c2ccccc2c(Cc2ccc(Cl)cc2)nn1C[C@H]1CCCN1CCCCc1ccc(OCCCN2CCCCCC2)cc1
InChI
InChI=1S/C39H49ClN4O2/c40-33-19-15-32(16-20-33)29-38-36-13-3-4-14-37(36)39(45)44(41-38)30-34-12-9-27-43(34)26-8-5-11-31-17-21-35(22-18-31)46-28-10-25-42-23-6-1-2-7-24-42/h3-4,13-22,34H,1-2,5-12,23-30H2/t34-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C39H49ClN4O2
Molecular Weight 641.3
AlogP 7.77
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 14.0
Polar Surface Area 50.6
Molecular species BASE
Aromatic Rings 4.0
Heavy Atoms 46.0

Bioactivity

Mechanism of Action Action Reference
Histamine H1 receptor antagonist ANTAGONIST PubMed PubMed
Protein: Histamine H1 receptor
Description: Histamine H1 receptor
Organism : Homo sapiens
P35367 ENSG00000196639
Protein: Histamine H3 receptor
Description: Histamine H3 receptor
Organism : Homo sapiens
Q9Y5N1 ENSG00000101180
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- 40 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- 300 - - -
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 50-50 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- - - 32-32 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- 10000 1-1 0-0 -
Assay Description Organism Bioactivity Reference
Antagonist activity at human recombinant histamine H1 receptor expressed in intact CHO cells assessed as inhibition of histamine-induced cellular calcium mobilization by FLIPR assay Homo sapiens 10.0 nM
Antagonist activity at human recombinant histamine H3 receptor expressed in CHO cells assessed as inhibition of histamine-induced GTP-gammaS binding Homo sapiens 0.2512 nM
Binding affinity to human adrenergic alpha1A receptor expressed in rat intact fibroblasts Homo sapiens 39.81 nM
Binding affinity to human adrenergic Alpha-1B receptor expressed in rat intact fibroblasts Homo sapiens 31.62 nM
Antagonist activity at human recombinant histamine H1 receptor expressed in intact CHO cells assessed as inhibition of histamine-induced cellular calcium mobilization at 100 nM after 30 mins by FLIPR assay Homo sapiens 0.7943 nM
Displacement of labeled dofetilide human ERG Homo sapiens 50.12 nM
Inhibition of CYP2D6 None 40.0 nM
Inhibition of CYP3A4 None 300.0 nM
Antagonist activity at human H1 receptor expressed in CHO cells assessed as inhibition of calcium mobilization by FLIPR assay Homo sapiens 10.0 nM
Antagonist activity at human H3 receptor expressed in CHO cells assessed as inhibition of histamine-induced GTPgamma[S] binding by scintillation proximity assay Homo sapiens 0.2512 nM
Antagonist activity at human adrenergic alpha1A receptor expressed in rat fibroblasts by by plate-based calcium imaging Homo sapiens 39.81 nM
Displacement of [3H]dofetilide from human ERG Homo sapiens 50.12 nM
Antagonist activity at human adrenergic alpha1B receptor expressed in rat fibroblasts by by plate-based calcium imaging Homo sapiens 31.62 nM
Antagonist activity against human CHO cells H1 receptor at 100 nM after 30 mins by FLIPR assay Homo sapiens 0.7943 nM
Binding affinity to human histamine H3 receptor Homo sapiens 0.2512 nM
Binding affinity to human histamine H1 receptor Homo sapiens 15.85 nM
Antagonist activity at human Histamine H1 receptor expressed in CHO cells assessed as inhibition of histamine-induced calcium flux preincubated for 30 mins followed by histamine addition by Fluo-4-AM dye based FLIPR assay Homo sapiens 10.0 nM
Antagonist activity at human Histamine H3 receptor expressed in CHO cell membranes assessed as inhibition of histamine-induced [35S]GTPgammaS binding after 2 to 6 hrs by scintillation proximity assay Homo sapiens 0.2512 nM
Antagonist activity at adrenergic alpha1A receptor (unknown origin) expressed in Rat1 cells assessed as inhibition of phenylephrine-induced Ca2+ flux preincubated for 30 mins followed by phenylephrine addition by Fluo-4-AM-dye based FLIPR assay Homo sapiens 39.81 nM
Antagonist activity at adrenergic alpha1B receptor (unknown origin) expressed in Rat1 cells assessed as inhibition of phenylephrine-induced Ca2+ flux preincubated for 30 mins followed by phenylephrine addition by Fluo-4-AM-dye based FLIPR assay Homo sapiens 31.62 nM
Displacement of [3H]-dofetilide from human ERG expressed in CHOK1 cell membranes incubated for 4 hrs in dark by luminescent assay Homo sapiens 50.12 nM
Antagonist activity at human Histamine H1 receptor expressed in CHO cells assessed as inhibition of histamine-induced calcium flux at 100 nM preincubated for 30 mins followed by histamine addition by Fluo-4-AM dye based FLIPR assay Homo sapiens 0.7943 nM

Related Entries

Cross References

Resources Reference
ChEMBL CHEMBL1767164
DrugBank DB12806
FDA SRS S08212J4ZR
PubChem 17747460
SureChEMBL SCHEMBL986140
ZINC ZINC000043175204
CONTENTS