omipalisib   Click here for help

GtoPdb Ligand ID: 8974

Synonyms: GSK 2126458 | GSK-2126458 | GSK2126458
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Omipalisib (GSK2126458) is a potent dual inhibitor of phosphoinositide 3-kinase α (PI3Kα) and the mammalian target of rapamycin (mTOR). It is compound 1 in [1]. It was originally developed for anti-proliferative activity in cancer, but has been repositioned as a potential idiopathic pulmonary fibrosis (IPF) therapy [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 115.34
Molecular weight 505.1
XLogP 4.33
No. Lipinski's rules broken 0
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Canonical SMILES COc1ncc(cc1NS(=O)(=O)c1ccc(cc1F)F)c1ccc2c(c1)c(ccn2)c1ccnnc1
Isomeric SMILES COc1ncc(cc1NS(=O)(=O)c1ccc(cc1F)F)c1ccc2c(c1)c(ccn2)c1ccnnc1
InChI InChI=1S/C25H17F2N5O3S/c1-35-25-23(32-36(33,34)24-5-3-18(26)12-21(24)27)11-17(13-29-25)15-2-4-22-20(10-15)19(7-8-28-22)16-6-9-30-31-14-16/h2-14,32H,1H3
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
9901 omipalisib
Synonyms Click here for help
GSK 2126458 | GSK-2126458 | GSK2126458
Database Links Click here for help
ChEMBL Ligand CHEMBL1236962
GtoPdb PubChem SID 310264754
PubChem CID 25167777
Search Google for chemical match using the InChIKey CGBJSGAELGCMKE-UHFFFAOYSA-N
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SynPHARM 83277 (in complex with phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit gamma)
UniChem Compound Search for chemical match using the InChIKey CGBJSGAELGCMKE-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey CGBJSGAELGCMKE-UHFFFAOYSA-N

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Omipalisib (links to external site)
Cat. No. 6792