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

zegocractin   Click here for help

GtoPdb Ligand ID: 10087

Synonyms: Auxora | CM-4620 | CM4620 | compound I [WO2016138472A1]
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Zegocractin (CM4620) is an investigational Orai1 inhibitor [5]. It is likely to be compound I as claimed in Calcimedica's patent WO2016138472A1 [5].
Click here for help

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.

✖

View interactive charts of activity data across species

zegocractin 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 1
Rotatable bonds 4
Topological polar surface area 73.34
Molecular weight 421.04
XLogP 4.66
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 Clc1cc2OC(Oc2cc1c1ncc(nc1)NC(=O)c1c(C)cccc1F)(F)F
Isomeric SMILES Clc1cc2OC(Oc2cc1c1ncc(nc1)NC(=O)c1c(C)cccc1F)(F)F
InChI InChI=1S/C19H11ClF3N3O3/c1-9-3-2-4-12(21)17(9)18(27)26-16-8-24-13(7-25-16)10-5-14-15(6-11(10)20)29-19(22,23)28-14/h2-8H,1H3,(H,25,26,27)
InChI Key QQMKTHUGOQDEIL-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/)
No information available.
Summary of Clinical Use Click here for help
Zegocractin (CM4620) is a therapeutic lead compound that is in clinical trial. It is proposed to target calcium overload- driven pancreatic injury and inflammation in patients with asparaginase-associated pancreatitis [4]. It was tested in patients with acute/critical COVID-19 pneumonia.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Inhibition of Orai1 blocks store-operated calcium entry (SOCE) via store-operated Ca2+ channels.
Clinical Trials
Clinical Trial ID Title Type Source Comment References
NCT04195347 Study of CM4620 to Reduce the Severity of Pancreatitis Due to Asparaginase Phase 1/Phase 2 Interventional St. Jude Children's Research Hospital
NCT04345614 A Study of Auxora in Patients With Severe COVID-19 Pneumonia Phase 2 Interventional CalciMedica, Inc.
NCT04661540 A Study of Auxora in Patients With Critical COVID-19 Pneumonia Phase 2 Interventional CalciMedica, Inc.
NCT04681066 A Study of Auxora in Patients With Acute Pancreatitis and Accompanying SIRS Phase 2 Interventional CalciMedica, Inc.