RADIPRODIL

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Synonyms
Status
Molecule Category UNKNOWN
UNII 5XGC17ZKUF

Structure

InChI Key GKGRZLGAQZPEHO-UHFFFAOYSA-N
Smiles O=C(Nc1ccc2nc(O)oc2c1)C(=O)N1CCC(Cc2ccc(F)cc2)CC1
InChI
InChI=1S/C21H20FN3O4/c22-15-3-1-13(2-4-15)11-14-7-9-25(10-8-14)20(27)19(26)23-16-5-6-17-18(12-16)29-21(28)24-17/h1-6,12,14H,7-11H2,(H,23,26)(H,24,28)

Physicochemical Descriptors

Property Name Value
Molecular Formula C21H20FN3O4
Molecular Weight 397.41
AlogP 2.68
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 3.0
Polar Surface Area 95.41
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 29.0

Bioactivity

Mechanism of Action Action Reference
Glutamate NMDA receptor; GRIN1/GRIN2B antagonist ANTAGONIST
Protein: Glutamate NMDA receptor; GRIN1/GRIN2B
Description: Glutamate receptor ionotropic, NMDA 1
Organism : Homo sapiens
Q05586 ENSG00000176884
Protein: Glutamate NMDA receptor; GRIN1/GRIN2B
Description: Glutamate receptor ionotropic, NMDA 2B
Organism : Homo sapiens
Q13224 ENSG00000273079
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Ion channel Ligand-gated ion channel Ionotropic glutamate receptor NMDA receptor
- 4-70 - - 5-10
Assay Description Organism Bioactivity Reference
Inhibition of [3H]-Ro-25-6981 binding to NMDA receptor None 6.0 nM
Inhibition of NMDA-evoked increased intracellular [Ca2+] in cells expressing NR1/NR2B receptor None 4.0 nM
Inhibitory activity against recombinant NR1/NR2A receptor expressed in cells None 5.0 %
Displacement of [3H]-Ro-256981 from recombinant NR1/NR2B receptor None 6.0 nM
Antagonist activity against NR1a/NR2B receptor transfected in human HEK293 cells assessed as inhibition of NMDA-induced Ca2+ influx None 69.91 nM
Antagonist activity against NR1a/NR2A receptor transfected in human HEK293 cells assessed as inhibition of NMDA-induced Ca2+ influx at 10 uM None 10.14 %
Antagonist activity against NR1/NR2B receptor None 4.0 nM
Displacement of [3H]-ifenprodil from NR2B in Wistar rat brain membrane after 120 mins by liquid scintillation counting analysis Rattus norvegicus 31.62 nM
Antagonist activity at mouse NR2B expressed in Hek293 cells co-expressing mouse NR1 assessed as inhibition of glutamic acid/glycine-induced intracellular Ca2+ levels measured after 1 day post induction by Fluo-3/AM dye-based fluorescence assay Mus musculus 3.162 nM
Displacement of [3H]-ifenprodil from NR2B receptor in rat brain cerebral cortex membranes incubated for 120 mins by liquid scintillation counting method Rattus norvegicus 31.62 nM
Antagonist activity at mouse NR2B receptor expressed in HEK293 cells co-expressing NR1 subunit assessed as reduction in glutamic acid/glycine-induced calcium ion influx by fluorescence based assay Mus musculus 3.162 nM
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 13.41 %
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 -0.25 % 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 -0.25 %

Cross References

Resources Reference
ChEMBL CHEMBL182066
DrugBank DB12260
FDA SRS 5XGC17ZKUF
PubChem 10200813
SureChEMBL SCHEMBL99256
ZINC ZINC000028363953
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