LEMBOREXANT

/static/temp/default.svg Search structure
Synonyms
Status
Molecule Category UNKNOWN
UNII 0K5743G68X

Structure

InChI Key MUGXRYIUWFITCP-PGRDOPGGSA-N
Smiles Cc1ncc(OC[C@@]2(c3cccc(F)c3)C[C@H]2C(=O)Nc2ccc(F)cn2)c(C)n1
InChI
InChI=1S/C22H20F2N4O2/c1-13-19(11-25-14(2)27-13)30-12-22(15-4-3-5-16(23)8-15)9-18(22)21(29)28-20-7-6-17(24)10-26-20/h3-8,10-11,18H,9,12H2,1-2H3,(H,26,28,29)/t18-,22+/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C22H20F2N4O2
Molecular Weight 410.42
AlogP 3.74
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 6.0
Polar Surface Area 77.0
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 30.0

Bioactivity

Mechanism of Action Action Reference
Orexin receptor 1 antagonist ANTAGONIST Other
Protein: Orexin receptor 1
Description: Orexin/Hypocretin receptor type 1
Organism : Homo sapiens
O43613 ENSG00000121764
Protein: Orexin receptor 2
Description: Orexin receptor type 2
Organism : Homo sapiens
O43614 ENSG00000137252
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 6100 - - -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Orexin receptor
- - - 0-3 -
Assay Description Organism Bioactivity Reference
Binding affinity to human OX2R by radioligand displacement binding assay Homo sapiens 3.0 nM
Binding affinity to human OX1R by radioligand displacement binding assay Homo sapiens 6.0 nM
Binding affinity to human OX2R expressed in HEK-293 cells assessed as inhibition of orexin A-induced calcium accumulation by FLIPR assay Homo sapiens 0.44 nM
Binding affinity to human OX1R expressed in HEK-293 cells assessed as inhibition of orexin A-induced calcium accumulation by FLIPR assay Homo sapiens 5.7 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 15.02 %
Displacement of [3H]4-(2,6-Difluoro-4-methoxybenzyl)-2-(5,6-dimethoxypyridin-3-yl)-2H-1,2,4-benzothiadiazin-3(4H)-one 1,1-dioxide from human wild-type OX1 receptor expressed in baculovirus infected Sf21 insect cell membranes measured after 90 mins by liquid scintillation counting method Homo sapiens 2.512 nM
Displacement of [3H]4-(2,6-Difluoro-4-methoxybenzyl)-2-(5,6-dimethoxypyridin-3-yl)-2H-1,2,4-benzothiadiazin-3(4H)-one 1,1-dioxide from human wild-type OX2 receptor expressed in baculovirus infected Sf21 insect cell membranes measured after 90 mins by liquid scintillation counting method Homo sapiens 0.5012 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 24.6 %
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 -0.18 % 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 -0.18 %

Cross References

Resources Reference
ChEMBL CHEMBL3545367
DrugBank DB11951
DrugCentral 5360
FDA SRS 0K5743G68X
Guide to Pharmacology 9302
PDB NRK
PubChem 56944144
SureChEMBL SCHEMBL2116558
ZINC ZINC000118073503
CONTENTS