basmisanil   Click here for help

GtoPdb Ligand ID: 10427

Synonyms: example 112 [WO2009071476] [1] | RG-1662 | RG1662
PDB Ligand
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
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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
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
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
Search Google for chemical match using the InChIKey VCGRFBXVSFAGGA-UHFFFAOYSA-N
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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