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Compound Detail

CHEMBL3545367

LEMBOREXANT
💊 Approved Drug
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💊 Approved Drug
Cc1ncc(OC[C@@]2(c3cccc(F)c3)C[C@H]2C(=O)Nc2ccc(F)cn2)c(C)n1

Basic Information

ChEMBL ID CHEMBL3545367
Name LEMBOREXANT
Phase Approved
Structure Type MOL
InChI Key MUGXRYIUWFITCP-PGRDOPGGSA-N
Therapeutic ✓ Yes

Known Names

Dayvigo E-2006 E2006 Lemborexant
3
Targets
7
Activities
2
Assay Types
13
PK Parameters
20
Publications
4
Known Names
9
Indications
2
Mechanisms

Molecular Properties

410.4
MW (Da)
3.74
ALogP
5
HBA
1
HBD
77.0
PSA (Ų)
0.67
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2020
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral
USAN Year 2014

Extended Properties

Molecular Formula C22H20F2N4O2
MW 410.42
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -0.92

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Orexin receptor 1 antagonist ANTAGONIST Orexin/Hypocretin receptor type 1
Orexin receptor 2 antagonist ANTAGONIST Orexin receptor type 2

Indications

Sleep Initiation and Maintenance Disorders Alcoholism Epilepsy Sleep Wake Disorders Alzheimer Disease Sleep Disorders, Circadian Rhythm Kidney Diseases Liver Diseases Sleep Apnea, Obstructive

ATC Classification

N05CJ02
lemborexant
Level 1: NERVOUS SYSTEM
Level 2: PSYCHOLEPTICS

Activity Summary

Ki 6 meas. best 9.36
IC50 1 meas. best 5.21

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Orexin receptor type 2
CHEMBL4792
Ki 9.36 9.06 0.4 3
Orexin/Hypocretin receptor type 1
CHEMBL5113
Ki 8.6 8.3533 2.5 3
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 5.21 5.21 6100.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1030.0 ng.hr.mL-1 Mus musculus
AUC 1910.0 ng.hr.mL-1 Mus musculus
AUC 4130.0 ng.hr.mL-1 Mus musculus
CL 17.67 mL.min-1.kg-1 Mus musculus
Cmax 1189.03 nM Mus musculus
Cmax 2341.5 nM Mus musculus
F 18.5 % Mus musculus
F 13.4 % Mus musculus
T1/2 2.16 hr Mus musculus
T1/2 2.2 hr Mus musculus
T1/2 1.94 hr Mus musculus
Tmax 0.25 hr Mus musculus
Tmax 1.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
25953512 10.1021/acs.jmedchem.5b00217 Mus musculus 20
25953512 10.1021/acs.jmedchem.5b00217 Plasma 3
25953512 10.1021/acs.jmedchem.5b00217 ADMET 3
25953512 10.1021/acs.jmedchem.5b00217 Orexin/Hypocretin receptor type 1 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
25953512 10.1021/acs.jmedchem.5b00217 Cytochrome P450 3A 2
25953512 10.1021/acs.jmedchem.5b00217 No relevant target 2
25953512 10.1021/acs.jmedchem.5b00217 Orexin receptor type 2 2
25953512 10.1021/acs.jmedchem.5b00217 Liver microsome 1
25953512 10.1021/acs.jmedchem.5b00217 Cytochrome P450 1A2 1
25953512 10.1021/acs.jmedchem.5b00217 Cytochrome P450 2C8 1
25953512 10.1021/acs.jmedchem.5b00217 Cytochrome P450 2C9 1
25953512 10.1021/acs.jmedchem.5b00217 Cytochrome P450 2C19 1
25953512 10.1021/acs.jmedchem.5b00217 Cytochrome P450 2D6 1
25953512 10.1021/acs.jmedchem.5b00217 Voltage-gated inwardly rectifying potassium channel KCNH2 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
31860301 10.1021/acs.jmedchem.9b01787 Orexin/Hypocretin receptor type 1 1
31860301 10.1021/acs.jmedchem.9b01787 Orexin receptor type 2 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1

Data from ChEMBL 36 via Core Engine