mavoglurant   Click here for help

GtoPdb Ligand ID: 7586

Synonyms: AFQ-056
PDB Ligand
Compound class: Synthetic organic

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2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 49.77
Molecular weight 313.17
XLogP 3.19
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES COC(=O)N1CCC2C1CCCC2(O)C#Cc1cccc(c1)C
Isomeric SMILES COC(=O)N1CC[C@@H]2[C@H]1CCC[C@@]2(O)C#Cc1cccc(c1)C
InChI InChI=1S/C19H23NO3/c1-14-5-3-6-15(13-14)8-11-19(22)10-4-7-17-16(19)9-12-20(17)18(21)23-2/h3,5-6,13,16-17,22H,4,7,9-10,12H2,1-2H3/t16-,17-,19-/m1/s1
InChI Key ZFPZEYHRWGMJCV-ZHALLVOQSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
methyl (3aR,4S,7aR)-4-hydroxy-4-[2-(3-methylphenyl)ethynyl]-3,3a,5,6,7,7a-hexahydro-2H-indole-1-carboxylate
International Nonproprietary Names Click here for help
INN number INN
9395 mavoglurant
Synonyms Click here for help
AFQ-056
Database Links Click here for help
CAS Registry No. 543906-09-8 (source: Scifinder)
ChEMBL Ligand CHEMBL3087515
GtoPdb PubChem SID 223365921
PubChem CID 9926832
RCSB PDB Ligand 2U8
Search Google for chemical match using the InChIKey ZFPZEYHRWGMJCV-ZHALLVOQSA-N
Search Google for chemicals with the same backbone ZFPZEYHRWGMJCV
Search PubMed clinical trials mavoglurant
Search PubMed titles mavoglurant
Search PubMed titles/abstracts mavoglurant
UniChem Compound Search for chemical match using the InChIKey ZFPZEYHRWGMJCV-ZHALLVOQSA-N
UniChem Connectivity Search for chemical match using the InChIKey ZFPZEYHRWGMJCV-ZHALLVOQSA-N
Wikipedia Mavoglurant

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MedChemExpress
Mavoglurant (links to external site)
Cat. No. HY-15257
Mavoglurant racemate (links to external site)
Cat. No. HY-15257A