izorlisib   Click here for help

GtoPdb Ligand ID: 7743

Synonyms: CH 5132799 | CH-5132799 | CH5132799 | MEN-1611 | MEN1611
PDB Ligand
Compound class: Synthetic organic
Comment: Izorlisib (MEN1611 and formerly CH5132799) is described as a potent, orally available class I PI3K inhibitor [1]. Clinical development of CH5132799 has been licenced to Menarini Pharma from Chugai Pharmaceutical Co, hence the change in research code.
The chemical structure of MEN1611 is identical to that which was submitted to the WHO for the INN izorlisib (proposed INN list 126, Jan 2022).
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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 10
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 135.81
Molecular weight 377.13
XLogP 0.53
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 Nc1ncc(cn1)c1nc(nc2c1CCN2S(=O)(=O)C)N1CCOCC1
Isomeric SMILES Nc1ncc(cn1)c1nc(nc2c1CCN2S(=O)(=O)C)N1CCOCC1
InChI InChI=1S/C15H19N7O3S/c1-26(23,24)22-3-2-11-12(10-8-17-14(16)18-9-10)19-15(20-13(11)22)21-4-6-25-7-5-21/h8-9H,2-7H2,1H3,(H2,16,17,18)
InChI Key JEGHXKRHKHPBJD-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
5-[7-methanesulfonyl-2-(morpholin-4-yl)-5H,6H,7H-pyrrolo[2,3-d]pyrimidin-4-yl]pyrimidin-2-amine
International Nonproprietary Names Click here for help
INN number INN
12000 izorlisib
Synonyms Click here for help
CH 5132799 | CH-5132799 | CH5132799 | MEN-1611 | MEN1611
Database Links Click here for help
CAS Registry No. 1007207-67-1
ChEMBL Ligand CHEMBL1684984
GtoPdb PubChem SID 223366076
PubChem CID 49784945
RCSB PDB Ligand MMD
Search Google for chemical match using the InChIKey JEGHXKRHKHPBJD-UHFFFAOYSA-N
Search Google for chemicals with the same backbone JEGHXKRHKHPBJD
Search PubMed clinical trials izorlisib
Search PubMed titles izorlisib
Search PubMed titles/abstracts izorlisib
SynPHARM 80292 (in complex with phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit gamma)
UniChem Compound Search for chemical match using the InChIKey JEGHXKRHKHPBJD-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey JEGHXKRHKHPBJD-UHFFFAOYSA-N