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Compound Detail

CHEMBL455136

ALMOREXANT
🧪 Phase III
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🧪 Phase III
CNC(=O)[C@@H](c1ccccc1)N1CCc2cc(OC)c(OC)cc2[C@@H]1CCc1ccc(C(F)(F)F)cc1

Basic Information

ChEMBL ID CHEMBL455136
Name ALMOREXANT
Phase Phase III
Structure Type MOL
InChI Key DKMACHNQISHMDN-RPLLCQBOSA-N

Known Names

ACT-078573 Almorexant
2
Targets
11
Activities
2
Assay Types
12
PK Parameters
20
Publications
2
Known Names
1
Indications
1
Mechanisms

Molecular Properties

512.6
MW (Da)
5.74
ALogP
4
HBA
1
HBD
50.8
PSA (Ų)
0.42
QED
2
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Extended Properties

Molecular Formula C29H31F3N2O3
MW 512.57
Aromatic Rings 3
Heavy Atoms 37
NP-Likeness -0.29

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Orexin receptor antagonist ANTAGONIST Orexin receptor

Indications

Sleep Initiation and Maintenance Disorders

Activity Summary

IC50 8 meas. best 8.1
Ki 3 meas. best 8.33

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Orexin receptor type 2
CHEMBL4792
Ki 8.33 8.215 4.7 2
Orexin receptor type 2
CHEMBL4792
IC50 8.1 7.3475 8.0 4
Orexin/Hypocretin receptor type 1
CHEMBL5113
IC50 7.89 7.6475 13.0 4
Orexin/Hypocretin receptor type 1
CHEMBL5113
Ki 7.89 7.89 13.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 43.0 L/hr Homo sapiens
F 11.4 % Homo sapiens
F 8.0 % Rattus norvegicus
F 18.0 % Canis lupus familiaris
F 11.0 % Homo sapiens
T1/2 17.8 hr Homo sapiens
T1/2 8.0 hr Rattus norvegicus
T1/2 13.1 hr Homo sapiens
Tmax 0.8 hr Homo sapiens
Tmax 3.0 hr Homo sapiens
Tmax 0.7 hr Homo sapiens
Vd 683.0 l Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
26317591 10.1021/acs.jmedchem.5b00832 Homo sapiens 19
26317591 10.1021/acs.jmedchem.5b00832 Rattus norvegicus 7
23719231 10.1016/j.bmcl.2013.04.071 Rattus norvegicus 6
- 10.1039/C5MD00074B Rattus norvegicus 6
23431113 10.1124/dmd.112.050120 Homo sapiens 6
25838147 10.1016/j.bmcl.2015.03.035 Rattus norvegicus 5
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
- 10.6019/CHEMBL4651402 SARS-CoV-2 4
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
26317591 10.1021/acs.jmedchem.5b00832 Canis familiaris 2
26317591 10.1021/acs.jmedchem.5b00832 ADMET 2
- 10.6019/CHEMBL4651402 Vero C1008 2
25267004 10.1016/j.bmc.2014.08.034 Orexin receptor type 2 1
26317591 10.1021/acs.jmedchem.5b00832 Orexin/Hypocretin receptor type 1 1
26317591 10.1021/acs.jmedchem.5b00832 Orexin receptor type 2 1
23941044 10.1021/jm400720h Orexin receptor type 2 1
23891187 10.1016/j.bmcl.2013.06.057 Orexin receptor type 2 1
23719231 10.1016/j.bmcl.2013.04.071 Orexin/Hypocretin receptor type 1 1
- 10.6019/EOS300108 HepG2 1

Data from ChEMBL 36 via Core Engine