mevidalen   Click here for help

GtoPdb Ligand ID: 10506

Synonyms: compound 3 [PMID: 31532644] | LY-3154207 | LY3154207
PDB Ligand
Compound class: Synthetic organic
Comment: Mevidalen (LY3154207) is a potent, selective and orally active dopamine D1 receptor positive allosteric modulator (PAM) [1]. The allosteric binding site of LY3154207 has been determined to reside at the intracellular loop 2 (ICL2) region of the receptor.
D1 PAMs are being developed to address the poor drug-like properties of selective orthosteric D1 agonists. In particular, LY3154207 does not induce tachyphylaxis in preclinical models, whereas orthosteric agonists do. LY3154207 exhibits pro-cognitive and motor-enhancing effects in vivo, and is being considered for potential utility in the treatment of neuropsychiatric disorders [2].
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Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

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View interactive charts of activity data across species
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 CDK toolkit. 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 2
Rotatable bonds 7
Topological polar surface area 60.77
Molecular weight 449.15
XLogP 4.62
No. Lipinski's rules broken 0
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.

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Canonical SMILES OCC1Cc2c(cccc2C(N1C(=O)Cc1c(Cl)cccc1Cl)C)CCC(O)(C)C
Isomeric SMILES OC[C@H]1Cc2c(cccc2[C@@H](N1C(=O)Cc1c(Cl)cccc1Cl)C)CCC(O)(C)C
InChI InChI=1S/C24H29Cl2NO3/c1-15-18-7-4-6-16(10-11-24(2,3)30)19(18)12-17(14-28)27(15)23(29)13-20-21(25)8-5-9-22(20)26/h4-9,15,17,28,30H,10-14H2,1-3H3/t15-,17+/m0/s1
InChI Key XHCSBQBBGNQINS-DOTOQJQBSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
2-(2,6-dichlorophenyl)-1-[(1S,3R)-3-(hydroxymethyl)-5-(3-hydroxy-3-methylbutyl)-1-methyl-3,4-dihydro-1H-isoquinolin-2-yl]ethanone
International Nonproprietary Names Click here for help
INN number INN
11352 mevidalen
Synonyms Click here for help
compound 3 [PMID: 31532644] | LY-3154207 | LY3154207
Database Links Click here for help
Specialist databases
GPCRdb Ligand mevidalen
Other databases
ChEMBL Ligand CHEMBL3421729
GtoPdb PubChem SID 387065588
PubChem CID 86290953
RCSB PDB Ligand G4C
Search Google for chemical match using the InChIKey XHCSBQBBGNQINS-DOTOQJQBSA-N
Search Google for chemicals with the same backbone XHCSBQBBGNQINS
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UniChem Compound Search for chemical match using the InChIKey XHCSBQBBGNQINS-DOTOQJQBSA-N
UniChem Connectivity Search for chemical match using the InChIKey XHCSBQBBGNQINS-DOTOQJQBSA-N