basimglurant   Click here for help

GtoPdb Ligand ID: 9309

Synonyms: compound 2 [PMID: 25565255] | RG-7090 | RO-4917523 | Ro4917523
Compound class: Synthetic organic
Comment: Basimglurant (RO4917523) is a negative allosteric modulator (NAM) of the glutamate metabotropic receptor 5 (mGlu5) GPCR [1], and is a clinical candidate in development for the treatment of psychiatric diseases. Structurally, basimglurant and CTEP [2] are analogues. CTEP has a notably longer half-life in rodents (49 hours) than basimglurant (~10 hours), so is better suited for rodent studies requiring chronic exposure/treatment.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 1
Topological polar surface area 30.19
Molecular weight 325.08
XLogP 4.85
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Fc1ccc(cc1)n1c(C)nc(c1C)C#Cc1ccnc(c1)Cl
Isomeric SMILES Fc1ccc(cc1)n1c(C)nc(c1C)C#Cc1ccnc(c1)Cl
InChI InChI=1S/C18H13ClFN3/c1-12-17(8-3-14-9-10-21-18(19)11-14)22-13(2)23(12)16-6-4-15(20)5-7-16/h4-7,9-11H,1-2H3
InChI Key UPZWINBEAHDTLA-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
2-chloro-4-[2-[1-(4-fluorophenyl)-2,5-dimethylimidazol-4-yl]ethynyl]pyridine
International Nonproprietary Names Click here for help
INN number INN
9756 basimglurant
Synonyms Click here for help
compound 2 [PMID: 25565255] | RG-7090 | RO-4917523 | Ro4917523
Database Links Click here for help
BindingDB Ligand 50071374
CAS Registry No. 802906-73-6 (source: WHO INN record)
ChEMBL Ligand CHEMBL3301626
GtoPdb PubChem SID 318164828
PubChem CID 11438771
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