FENOBAM

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Synonyms
Status
Molecule Category Mixture
UNII 078RCY7I27
EPA CompTox DTXSID5046770

Structure

InChI Key DWPQODZAOSWNHB-UHFFFAOYSA-N
Smiles CN1CC(=O)N=C1NC(=O)Nc1cccc(Cl)c1
InChI
InChI=1S/C11H11ClN4O2/c1-16-6-9(17)14-10(16)15-11(18)13-8-4-2-3-7(12)5-8/h2-5H,6H2,1H3,(H2,13,14,15,17,18)

Physicochemical Descriptors

Property Name Value
Molecular Formula C11H11ClN4O2
Molecular Weight 266.69
AlogP 1.29
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 1.0
Polar Surface Area 73.8
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 18.0
Assay Description Organism Bioactivity Reference
Inhibition of glutamate-induced calcium influx in human mGluR5d by FLIPR Homo sapiens 330.0 nM
Displacement of [3H]MPEP from mGluR5d in rat brain membrane Rattus norvegicus 460.0 nM
Displacement of [3H]MPEP from mGlu5 receptor None 61.0 nM
Antagonist activity at mGluR5 by FLIPR None 38.0 nM
Inhibition of human FAAH at 1 uM Homo sapiens 8.34 %
Binding affinity to human mGluR5 Homo sapiens 6.761 nM
Antagonist activity at human mGLUR1 Homo sapiens 6.7 nM
Antagonist activity at human mGluR5 expressed in CHO-K1 cells assessed as inhibition of glutamate-induced intracellular calcium mobilization Homo sapiens 43.0 nM
Displacement of [3H]MPEP from mGluR5 receptor in Sprague-Dawley rat forebrain membrane after 60 mins by liquid scintillation spectrometry Rattus norvegicus 312.7 nM
Displacement of [3H]MPEP from human cloned mGluR5 receptor expressed in CHO-T-Rex cells after 60 mins by liquid scintillation spectrometry Homo sapiens 162.2 nM
Negative allosteric modulatory activity at human cloned mGluR5 receptor expressed in CHO-T-Rex cells assessed as inhibiton of quisqualate-induced calcium mobilization treated 10 mins prior to agonist application by fluorescence analysis Homo sapiens 36.3 nM
Displacement of [3H]-MPEP from rat mGlu5 receptor expressed in HEK293 cell membranes after 1 hr by scintillation counting analysis Rattus norvegicus 51.0 nM
Displacement of [3H]-MPEP from human mGlu5 receptor expressed in HEK293 cell membranes after 1 hr by scintillation counting analysis Homo sapiens 51.0 nM
Displacement of MPEP from mGluR5 (unknown origin) after 3 hrs by liquid scintillation counting method Homo sapiens 33.0 nM Displacement of MPEP from mGluR5 (unknown origin) after 3 hrs by liquid scintillation counting method Homo sapiens 31.62 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 6.6 %
Displacement of [3H]MPEP from human mGlu5 receptor expressed in CHO-TREx cell membranes after 60 mins by liquid scintillation spectrometric analysis Homo sapiens 162.2 nM
Negative allosteric modulation of human mGlu5 receptor expressed in CHO-TREx cell membranes assessed as reduction in quisqualate-induced Ca2+ mobilization incubated for 18 hrs and measured every 1.5 secs intervals for 60 secs by Fluo-4/AM dye-based fluorescence analysis Homo sapiens 36.3 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 14.46 %
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 -0.08 % 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 -0.08 %
Primary screen in NF54 nanoGlo assay, in single point, at 2uM, 72h Plasmodium falciparum -3.0 %

Cross References

Resources Reference
ChEBI 92728
ChEMBL CHEMBL239800
DrugBank DB12931
FDA SRS 078RCY7I27
Guide to Pharmacology 1434
PDB D7W
PubChem 216215
SureChEMBL SCHEMBL15951593
ZINC ZINC000000001436
ChEMBL CHEMBL2103779
FDA SRS 07O6708M02
Guide to Pharmacology 1434
PubChem 216215
SureChEMBL SCHEMBL7319975
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