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Compound Detail

CHEMBL1568698

GANAXOLONE
💊 Approved Drug
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💊 Approved Drug
CC(=O)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@](C)(O)CC[C@]4(C)[C@H]3CC[C@]12C

Basic Information

ChEMBL ID CHEMBL1568698
Name GANAXOLONE
Phase Approved
Structure Type MOL
InChI Key PGTVWKLGGCQMBR-FLBATMFCSA-N
Therapeutic ✓ Yes

Known Names

CCD 1042 CCD-1042 CCD1042 DEA NO. 2401 Ganaxolona Ganaxolone Ztalmy
5
Targets
8
Activities
3
Assay Types
5
PK Parameters
20
Publications
7
Known Names
12
Indications
1
Mechanisms

Molecular Properties

332.5
MW (Da)
4.99
ALogP
2
HBA
1
HBD
37.3
PSA (Ų)
0.73
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2022
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product First in Class
USAN Stem -olone
USAN Year 1995

Extended Properties

Molecular Formula C22H36O2
MW 332.53
Aromatic Rings 0
Heavy Atoms 24
NP-Likeness 2.19

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

Epilepsy Epileptic Syndromes Seizures Spasms, Infantile Spasms, Infantile Status Epilepticus Tuberous Sclerosis Epilepsies, Partial Epilepsy, Complex Partial Fragile X Syndrome Smoking Cessation Stress Disorders, Post-Traumatic

ATC Classification

N03AX27
ganaxolone
Level 1: NERVOUS SYSTEM
Level 2: ANTIEPILEPTICS

Activity Summary

EC50 5 meas. best 7.0
IC50 2 meas. best 7.38
Ki 1 meas. best 6.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
GABA-A receptor; anion channel
CHEMBL2093872
IC50 7.38 7.38 42.0 1
GABA-A receptor; anion channel
CHEMBL1907607
IC50 7.1 7.1 80.0 1
Gamma-aminobutyric acid receptor subunit alpha-2/beta-1/gamma-2
CHEMBL5291949
EC50 7.0 7.0 100.0 1
GABA-A receptor; agonist GABA site
CHEMBL2109244
EC50 6.99 6.785 103.0 2
GABA-A receptor; alpha-1/beta-2/gamma-2
CHEMBL2095172
EC50 6.7 6.64 200.0 2
GABA-A receptor; anion channel
CHEMBL2093872
Ki 6.1 6.1 790.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 6.5 mL.min-1.kg-1 Homo sapiens
CL 55.67 mL.min-1.kg-1 Rattus norvegicus
CL 67.5 mL.min-1.kg-1 Mus musculus
CL 51.67 mL.min-1.kg-1 Rattus norvegicus
F 10.0 % Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
16019946 10.1080/00498250400028197 ADMET 4
29223589 10.1016/j.bmcl.2017.11.043 Mus musculus 3
29223589 10.1016/j.bmcl.2017.11.043 ADMET 2
9016329 10.1021/jm960021x GABA-A receptor; alpha-1/beta-2/gamma-2 2
25799373 10.1021/acs.jmedchem.5b00032 GABA-A receptor; agonist GABA site 2
25799373 10.1021/acs.jmedchem.5b00032 No relevant target 2
25799373 10.1021/acs.jmedchem.5b00032 Liver microsome 2
25799373 10.1021/acs.jmedchem.5b00032 Rattus norvegicus 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
25799373 10.1021/acs.jmedchem.5b00032 Nucleic Acid 1
39137454 10.1016/j.ejmech.2024.116759 GABA-A receptor; anion channel 1
29223589 10.1016/j.bmcl.2017.11.043 Gamma-aminobutyric acid receptor subunit alpha-2/beta-1/gamma-2 1
29223589 10.1016/j.bmcl.2017.11.043 GABA-A receptor; alpha-1/beta-2/gamma-2 1
29223589 10.1016/j.bmcl.2017.11.043 GABA-A receptor; anion channel 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
9016329 10.1021/jm960021x GABA-A receptor; anion channel 1
25799373 10.1021/acs.jmedchem.5b00032 Liver 1
25799373 10.1021/acs.jmedchem.5b00032 GABA-A receptor; anion channel 1

Data from ChEMBL 36 via Core Engine