Org 21465

ORG-21465 is a synthetic neuroactive steroid, with sedative effects resulting from its action as a GABAA receptor positive allosteric modulator. It is similar to related drugs such as ORG-20599, and was similarly developed as an improved alternative to other sedative steroids such as althesin and allopregnanolone, which despite its superior properties in some respects has not proved to offer enough advantages to be accepted into clinical use.

In the Vinony graph

Vinony's link graph records 493 inbound references to Org 21465, and connects out to benzodiazepine drug, isovaleric acid and allopregnanolone.

Vinony files it under Anticonvulsants, Chemical pages without DrugBank identifier and Drugs missing an ATC code.

Vinony links it to 4 Wikipedia language editions.

Chemical data

Formula: C28H45NO7S
Molecular weight: 539.7 g/mol
IUPAC name: [2-[(2S,3S,5S,8S,9S,10S,13S,14S,17S)-2-(2,2-dimethylmorpholin-4-yl)-3-hydroxy-10,13-dimethyl-11-oxo-1,2,3,4,5,6,7,8,9,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] methanesulfonate
SMILES: C[C@]12C[C@@H]([C@H](C[C@@H]1CC[C@@H]3[C@@H]2C(=O)C[C@]4([C@H]3CC[C@@H]4C(=O)COS(=O)(=O)C)C)O)N5CCOC(C5)(C)C
InChIKey: SUCBEQDWLIEMEH-JDOQEMNXSA-N
XLogP: 2.7
Polar surface area: 119 Å²
H-bond donors: 1
H-bond acceptors: 8
Formal charge: 0

via PubChem

Wikidata facts

Subclass of: chemical compound
Mass: 539.291674

Show 4 more facts

chemical formula: C₂₈H₄₅NO₇S
canonical SMILES: CC1(CN(CCO1)C2CC3(C(CCC4C3C(=O)CC5(C4CCC5C(=O)COS(=O)(=O)C)C)CC2O)C)C
isomeric SMILES: C[C@]12C[C@@H]([C@H](C[C@@H]1CC[C@@H]3[C@@H]2C(=O)C[C@]4([C@H]3CC[C@@H]4C(=O)COS(=O)(=O)C)C)O)N5CCOC(C5)(C)C
Commons category: Org 21465

Sources (1)