GtoPdb is requesting financial support from commercial users. Please see our sustainability page for more information.

roluperidone   Click here for help

GtoPdb Ligand ID: 13306

Synonyms: Compound I [WO2020041504A1] | CYR-101 [4] | CYR101 | MIN-101 | MIN101
PDB Ligand
Compound class: Synthetic organic
Comment: Roluperidone (MIN-101; Minerva Neurosciences) has antagonist actions at 5-HT2A receptors, α1A- and α1B-adrenoceptors, and the sigma2 receptor (σ2). A crystal structure of roluperidone bound to the bovine σ2 has been reported [1].

roluperidone is commercially available from our sponsors

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 4
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 40.62
Molecular weight 366.43
XLogP 1.13
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 C1=CC2=C(C=C1)C(=O)N(CC3CCN(CC3)CC(=O)C4=CC=C(C=C4)F)C2
Isomeric SMILES C1CN(CCC1CN2CC3=CC=CC=C3C2=O)CC(=O)C4=CC=C(C=C4)F
InChI InChI=1S/C22H23FN2O2/c23-19-7-5-17(6-8-19)21(26)15-24-11-9-16(10-12-24)13-25-14-18-3-1-2-4-20(18)22(25)27/h1-8,16H,9-15H2
InChI Key RNRYULFRLCBRQS-UHFFFAOYSA-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-[[1-[2-(4-fluorophenyl)-2-oxoethyl]piperidin-4-yl]methyl]-3H-isoindol-1-one
International Nonproprietary Names Click here for help
INN number INN
10810 roluperidone
Synonyms Click here for help
Compound I [WO2020041504A1] | CYR-101 [4] | CYR101 | MIN-101 | MIN101
Database Links Click here for help
CAS Registry No. 359625-79-9 (source: WHO INN record)
ChEMBL Ligand CHEMBL4297605
DrugBank Ligand DB13080
GtoPdb PubChem SID 496703276
PubChem CID 9799284
RCSB PDB Ligand YT7
Search Google for chemical match using the InChIKey RNRYULFRLCBRQS-UHFFFAOYSA-N
Search Google for chemicals with the same backbone RNRYULFRLCBRQS
Search PubMed clinical trials roluperidone
Search PubMed titles roluperidone
Search PubMed titles/abstracts roluperidone
UniChem Compound Search for chemical match using the InChIKey RNRYULFRLCBRQS-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey RNRYULFRLCBRQS-UHFFFAOYSA-N

Product suppliers

View disclaimer

Sponsored products disclaimer

Product supplier links are provided as a service to assist in identifying commercial suppliers of reagents that are mentioned on the IUPHAR/BPS Guide to PHARMACOLOGY database website, and do not imply their endorsement by NC-IUPHAR.

Links are provided in return for sponsorship, used to fund improvements to this database. The sponsorship account is managed and audited by the University of Edinburgh, a charitable body registered in Scotland, SC005336. If you are interested in sponsoring the database, please contact us.

✖

MedChemExpress
Roluperidone (links to external site)
Cat. No. HY-19469