GSK163090

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Synonyms
Status
Molecule Category UNKNOWN
UNII 7XI927X82B
EPA CompTox DTXSID30233480

Structure

InChI Key ANGUXJDGJCHGOG-UHFFFAOYSA-N
Smiles Cc1ccc2c(N3CCN(CCc4cccc(N5CCNC5=O)c4)CC3)cccc2n1
InChI
InChI=1S/C25H29N5O/c1-19-8-9-22-23(27-19)6-3-7-24(22)29-16-14-28(15-17-29)12-10-20-4-2-5-21(18-20)30-13-11-26-25(30)31/h2-9,18H,10-17H2,1H3,(H,26,31)

Physicochemical Descriptors

Property Name Value
Molecular Formula C25H29N5O
Molecular Weight 415.54
AlogP 3.44
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 5.0
Polar Surface Area 51.71
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 31.0

Bioactivity

Mechanism of Action Action Reference
Serotonin 1a (5-HT1a) receptor antagonist ANTAGONIST PubMed
Protein: Serotonin 1a (5-HT1a) receptor
Description: 5-hydroxytryptamine receptor 1A
Organism : Homo sapiens
P08908 ENSG00000178394
Protein: Serotonin 1d (5-HT1d) receptor
Description: 5-hydroxytryptamine receptor 1D
Organism : Homo sapiens
P28221 ENSG00000179546
Protein: Serotonin 1b (5-HT1b) receptor
Description: 5-hydroxytryptamine receptor 1B
Organism : Homo sapiens
P28222 ENSG00000135312
Protein: Serotonin transporter
Description: Sodium-dependent serotonin transporter
Organism : Homo sapiens
P31645 ENSG00000108576
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1A Cytochrome P450 1A2
- 96000 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C19
- 76000 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- 60000 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- 86000 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- 21000-67000 - - -
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- - - 12589 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- 25 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- - - 200 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- - - 0 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- - - 794 -
Assay Description Organism Bioactivity Reference
Displacement of [3H]WAY100635 from human recombinant 5-HT1A receptor expressed in CHO cells Homo sapiens 0.3981 nM
Displacement of [3H]5-HT from human recombinant 5-HT1B receptor expressed in CHO cells Homo sapiens 3.162 nM
Displacement of [3H]5-HT from human recombinant 5-HT1D receptor expressed in CHO cells Homo sapiens 0.1995 nM
Inhibition of [3H]5-HT uptake at SERT in rat cortical synaptosomes Rattus norvegicus 794.33 nM
Binding affinity to human recombinant 5-HT2B receptor by radioligand displacement assay Homo sapiens 501.19 nM
Binding affinity to human recombinant 5-HT7 receptor by radioligand displacement assay Homo sapiens 158.49 nM
Binding affinity to human recombinant dopamine D2 receptor by radioligand displacement assay Homo sapiens 501.19 nM
Binding affinity to human recombinant dopamine D3 receptor by radioligand displacement assay Homo sapiens 199.53 nM
Inhibition of rat adrenergic alpha1A receptor Rattus norvegicus 25.12 nM
Inhibition of rat adrenergic Alpha-1B receptor Rattus norvegicus 25.12 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 0.34 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 15.44 %
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 -0.14 % 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 -0.14 %

Cross References

Resources Reference
ChEMBL CHEMBL1631540
FDA SRS 7XI927X82B
SureChEMBL SCHEMBL2881345
ZINC ZINC000034451922
CONTENTS