basmisanil   Click here for help

GtoPdb Ligand ID: 10427

Synonyms: example 112 [WO2009071476] [1] | RG-1662 | RG1662
Compound class: Synthetic organic
Comment: Basmisanil (RG1662) is a small molecule negative allosteric modulator that is selective for gamma-aminobutyric acid (GABA) A receptors alpha 5, GABRA5, which are expressed in discrete brain regions that are associated with cognitive processing [3]. It has been proposed for rescuing learning/memory deficits in individuals with intellectual disabilities such as those associated with Down syndrome [2]. RG1662 has also been described as an inverse agonist of the α5subunit-containing GABAA receptors.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 0
Rotatable bonds 6
Topological polar surface area 110.98
Molecular weight 445.11
XLogP 3.14
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Fc1ccc(cc1)c1noc(c1COc1ccc(cn1)C(=O)N1CCS(=O)(=O)CC1)C
Isomeric SMILES Fc1ccc(cc1)c1noc(c1COc1ccc(cn1)C(=O)N1CCS(=O)(=O)CC1)C
InChI InChI=1S/C21H20FN3O5S/c1-14-18(20(24-30-14)15-2-5-17(22)6-3-15)13-29-19-7-4-16(12-23-19)21(26)25-8-10-31(27,28)11-9-25/h2-7,12H,8-11,13H2,1H3
InChI Key VCGRFBXVSFAGGA-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(1,1-dioxo-1,4-thiazinan-4-yl)-[6-[[3-(4-fluorophenyl)-5-methyl-1,2-oxazol-4-yl]methoxy]pyridin-3-yl]methanone
International Nonproprietary Names Click here for help
INN number INN
9936 basmisanil
Synonyms Click here for help
example 112 [WO2009071476] [1] | RG-1662 | RG1662
Database Links Click here for help
BindingDB Ligand BDBM133427
CAS Registry No. 1159600-41-5 (source: WHO INN record)
ChEMBL Ligand CHEMBL3681419
DrugBank Ligand DB11877
GtoPdb PubChem SID 385612187
PubChem CID 57336276
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UniChem Compound Search for chemical match using the InChIKey VCGRFBXVSFAGGA-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey VCGRFBXVSFAGGA-UHFFFAOYSA-N