ganaxolone   Click here for help

GtoPdb Ligand ID: 11942

Synonyms: CCD-1042 | CCD1042 | Ztalmy®
Approved drug
ganaxolone is an approved drug (FDA (2022), EMA (2023))
Compound class: Synthetic organic
Comment: Ganaxolone is a synthetic analogue of the neuroactive steroid allopregnanolone (5α-pregnan-3α-ol-20-one). Its anti-seizure effect is likely associated with its activity as a positive allosteric modulator of the GABAA receptor [1,3-4].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 37.3
Molecular weight 332.27
XLogP 6.51
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CC(=O)[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)CC[C@@](C2)(C)O
Isomeric SMILES CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]1[C@H]2CC[C@@H]2[C@@]1(CC[C@@](C2)(C)O)C)C
InChI InChI=1S/C22H36O2/c1-14(23)17-7-8-18-16-6-5-15-13-20(2,24)11-12-21(15,3)19(16)9-10-22(17,18)4/h15-19,24H,5-13H2,1-4H3/t15-,16-,17+,18-,19-,20+,21-,22+/m0/s1
InChI Key PGTVWKLGGCQMBR-FLBATMFCSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2022), EMA (2023))
IUPAC Name Click here for help
1-[(3R,5S,8R,9S,10S,13S,14S,17S)-3-hydroxy-3,10,13-trimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]ethanone
International Nonproprietary Names Click here for help
INN number INN
7476 ganaxolone
Synonyms Click here for help
CCD-1042 | CCD1042 | Ztalmy®
Database Links Click here for help
BindingDB Ligand 50369240
CAS Registry No. 38398-32-2 (source: WHO INN record)
ChEMBL Ligand CHEMBL1568698
DrugBank Ligand DB05087
GtoPdb PubChem SID 461663497
PubChem CID 6918305
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UniChem Compound Search for chemical match using the InChIKey PGTVWKLGGCQMBR-FLBATMFCSA-N
UniChem Connectivity Search for chemical match using the InChIKey PGTVWKLGGCQMBR-FLBATMFCSA-N