omipalisib   

GtoPdb Ligand ID: 8974

Synonyms: GSK 2126458 | GSK-2126458 | GSK2126458
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].
2D Structure
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Physico-chemical Properties
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
SMILES / InChI / InChIKey
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
InChI Key CGBJSGAELGCMKE-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
IUPAC Name
2,4-difluoro-N-[2-methoxy-5-(4-pyridazin-4-ylquinolin-6-yl)pyridin-3-yl]benzenesulfonamide
International Nonproprietary Names
INN number INN
9901 omipalisib
Synonyms
GSK 2126458 | GSK-2126458 | GSK2126458
Comments
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].
Database Links
ChEMBL Ligand CHEMBL1236962
GtoPdb PubChem SID 310264754
PubChem CID 25167777
RCSB PDB Ligand ZIG
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SynPHARM 83277 (in complex with phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit gamma)

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Tocris
Omipalisib
Cat. No. 6792