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Compound Detail

CHEMBL4105630

ZURANOLONE
💊 Approved Drug
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💊 Approved Drug
C[C@@]1(O)CC[C@H]2[C@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@@H](C(=O)Cn4cc(C#N)cn4)CC[C@@H]32)C1

Basic Information

ChEMBL ID CHEMBL4105630
Name ZURANOLONE
Phase Approved
Structure Type MOL
InChI Key HARRKNSQXBRBGZ-GVKWWOCJSA-N
Therapeutic ✓ Yes

Known Names

S-812217 Sage-217 SGE-797 Zuranolone Zurzuvae
5
Targets
8
Activities
2
Assay Types
26
PK Parameters
20
Publications
5
Known Names
7
Indications
1
Mechanisms

Molecular Properties

409.6
MW (Da)
4.34
ALogP
5
HBA
1
HBD
78.9
PSA (Ų)
0.81
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2023
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Black Box Warning
USAN Stem -olone
USAN Year 2019

Extended Properties

Molecular Formula C25H35N3O2
MW 409.57
Aromatic Rings 1
Heavy Atoms 30
NP-Likeness 0.80

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
GABA-A receptor; anion channel positive allosteric modulator POSITIVE ALLOSTERIC MODULATOR GABA-A receptor; anion channel

Indications

Depression, Postpartum Depressive Disorder Depressive Disorder Depressive Disorder, Major Essential Tremor Parkinson Disease Mood Disorders

ATC Classification

N06AX31
zuranolone
Level 1: NERVOUS SYSTEM
Level 2: PSYCHOANALEPTICS

Drug Warnings

Black Box Warning
General Warning
Country: United States

Activity Summary

EC50 6 meas. best 6.87
IC50 2 meas. best 8.15

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
GABA-A receptor; anion channel
CHEMBL1907607
IC50 8.15 8.15 7.0 1
Unchecked
CHEMBL612545
IC50 8.15 8.15 7.0 1
Gamma-aminobutyric acid receptor subunit alpha-4/beta3/delta
CHEMBL3430899
EC50 6.87 6.695 135.0 2
GABA-A receptor; alpha-1/beta-2/gamma-2
CHEMBL2095172
EC50 6.82 6.56 152.0 3
Gamma-aminobutyric acid receptor subunit alpha-4/beta-2/delta
CHEMBL4296046
EC50 6.79 6.79 163.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 2131.81 ng.hr.mL-1 Rattus norvegicus
AUC 4923.03 ng.hr.mL-1 Rattus norvegicus
CL 101.67 mL.min-1.kg-1 Mus musculus
CL 16.67 mL.min-1.kg-1 Rattus norvegicus
CL 10.0 mL.min-1.kg-1 Canis lupus familiaris
CL 15.0 mL.min-1.kg-1 Homo sapiens
CL 3.333 mL.min-1.kg-1 Homo sapiens
CL 36.67 mL.min-1.kg-1 Rattus norvegicus
CL 70.0 mL.min-1.kg-1 Mus musculus
CL 23.33 mL.min-1.kg-1 Rattus norvegicus
CL 25.0 mL.min-1.kg-1 Mus musculus
CL 10.0 mL.min-1.kg-1 Canis lupus familiaris
CL 1.667 mL.min-1.kg-1 Canis lupus familiaris
CL 10.0 % Canis lupus familiaris
CL 51.8 mL.min-1.kg-1 Rattus norvegicus
CL 10.6 mL.min-1.kg-1 Homo sapiens
Cmax 2290.0 nM Rattus norvegicus
F 32.0 % Rattus norvegicus
F 62.0 % Mus musculus
F 68.0 % Canis lupus familiaris
F 57.7 % Rattus norvegicus
T1/2 2.45 hr Rattus norvegicus
T1/2 3.8 hr Rattus norvegicus
Tmax 1.17 hr Rattus norvegicus
Vd 4.66 L.kg-1 Rattus norvegicus
Vd 10.54 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
38971049 10.1016/j.ejmech.2024.116602 ADMET 22
28753313 10.1021/acs.jmedchem.7b00846 ADMET 9
28753313 10.1021/acs.jmedchem.7b00846 Plasma 4
28753313 10.1021/acs.jmedchem.7b00846 Mus musculus 3
28753313 10.1021/acs.jmedchem.7b00846 Canis familiaris 3
28753313 10.1021/acs.jmedchem.7b00846 Unchecked 2
38971049 10.1016/j.ejmech.2024.116602 GABA-A receptor; alpha-1/beta-2/gamma-2 2
38971049 10.1016/j.ejmech.2024.116602 Rattus norvegicus 2
38971049 10.1016/j.ejmech.2024.116602 Gamma-aminobutyric acid receptor subunit alpha-4/beta3/delta 2
28753313 10.1021/acs.jmedchem.7b00846 Rattus norvegicus 2
28753313 10.1021/acs.jmedchem.7b00846 No relevant target 2
28753313 10.1021/acs.jmedchem.7b00846 GABA-A receptor; alpha-1/beta-2/gamma-2 2
28753313 10.1021/acs.jmedchem.7b00846 Cytochrome P450 2C9 1
28753313 10.1021/acs.jmedchem.7b00846 Cytochrome P450 2C19 1
28753313 10.1021/acs.jmedchem.7b00846 Cytochrome P450 2D6 1
28753313 10.1021/acs.jmedchem.7b00846 Cytochrome P450 3A4 1
28753313 10.1021/acs.jmedchem.7b00846 Sodium channel protein type 5 subunit alpha 1
28753313 10.1021/acs.jmedchem.7b00846 GABA-A receptor alpha-4/beta-3/delta 1
28753313 10.1021/acs.jmedchem.7b00846 Voltage-gated potassium channel, IKs; KCNQ1(Kv7.1)/KCNE1(MinK) 1
28753313 10.1021/acs.jmedchem.7b00846 Voltage-dependent L-type calcium channel subunit alpha-1C 1

Data from ChEMBL 36 via Core Engine