glovadalen   Click here for help

GtoPdb Ligand ID: 13232

Compound class: Synthetic organic
Comment: The chemical structure for glovadalen was obtained from proposed INN list 130 (Feb. 2024), in which the compound is described as a dopamine D1 receptor positive allosteric modulator (PAM). It is claimed in UCB Biopharma's patent WO2021001288A1 [1]. Exploration of UCB's declared pipeline suggests that glovadalen may be their clinical lead UCB0022, that is being developed for Parkinson's disease [2]. We will update this entry when the structure for UCB0022 and/or glovadalen is published.
2D Structure
Click here for help

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.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

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.

✖
Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 76.37
Molecular weight 476.4
XLogP 1.56
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
Click here for help

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/)

✖
Canonical SMILES C[C@H]1C2=CC=CC(=C2C[C@H](CO)N1C(=O)CC3=C(C=CC4=C3C(=NN4C)Cl)Cl)C(C)(C)O
Isomeric SMILES ClC1=NN(C2=CC=C(C(=C12)CC(=O)N3[C@H](C4=CC=CC(=C4C[C@@H]3CO)C(C)(C)O)C)Cl)C
InChI InChI=1S/C24H27Cl2N3O3/c1-13-15-6-5-7-18(24(2,3)32)16(15)10-14(12-30)29(13)21(31)11-17-19(25)8-9-20-22(17)23(26)27-28(20)4/h5-9,13-14,30,32H,10-12H2,1-4H3/t13-,14+/m0/s1
InChI Key SVTDEVFVOSMAQQ-UONOGXRCSA-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
2-(3,5-dichloro-1-methylindazol-4-yl)-1-[(1S,3R)-3-(hydroxymethyl)-5-(2-hydroxypropan-2-yl)-1-methyl-3,4-dihydro-1H-isoquinolin-2-yl]ethanone
International Nonproprietary Names Click here for help
INN number INN
12927 glovadalen
Database Links Click here for help
CAS Registry No. 2576359-31-2 (source: WHO INN record)
GtoPdb PubChem SID 491300014
PubChem CID 155460962
Search Google for chemical match using the InChIKey SVTDEVFVOSMAQQ-UONOGXRCSA-N
Search Google for chemicals with the same backbone SVTDEVFVOSMAQQ
Search PubMed clinical trials glovadalen
Search PubMed titles glovadalen
Search PubMed titles/abstracts glovadalen
UniChem Compound Search for chemical match using the InChIKey SVTDEVFVOSMAQQ-UONOGXRCSA-N
UniChem Connectivity Search for chemical match using the InChIKey SVTDEVFVOSMAQQ-UONOGXRCSA-N