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
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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
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
9756 basimglurant
Synonyms Click here for help
compound 2 [PMID: 25565255] | RG-7090 | RO-4917523 | Ro4917523
Database Links Click here for help
Specialist databases
GPCRdb Ligand basimglurant
Other databases
BindingDB Ligand 50071374
CAS Registry No. 802906-73-6 (source: WHO INN record)
ChEMBL Ligand CHEMBL3301626
GtoPdb PubChem SID 318164828
PubChem CID 11438771
Search Google for chemical match using the InChIKey UPZWINBEAHDTLA-UHFFFAOYSA-N
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UniChem Compound Search for chemical match using the InChIKey UPZWINBEAHDTLA-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey UPZWINBEAHDTLA-UHFFFAOYSA-N