zandelisib   Click here for help

GtoPdb Ligand ID: 10627

Synonyms: A35 [WO2012135160A1] | Example 51 [WO2012135160A1] | ME-401 | ME401 | PWT-143 | PWT143
Compound class: Synthetic organic
Comment: The chemical structure of example 51 [WO2012135160A1] [1] is identical to the structure that was submitted to the WHO for the INN zandelisib. In the INN submission zandelisib is designated as a PI3 kinase (PI3K) inhibitor and as an antineoplastic. Patent WO2012135160A1 was submitted by the PI3K inhibitor-focussed pharmaceutical company Pathway Therapeutics. Zandelisib has subsequently been declared as MEI Pharma's lead PI3Kδ inhibitor ME-401 [2].
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 8
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 83.71
Molecular weight 576.31
XLogP 5.47
No. Lipinski's rules broken 1
Click here for help
Canonical SMILES CN1CCC(CC1)c1ccccc1CC(Nc1nc(nc(n1)n1c(nc2c1cccc2)C(F)F)N1CCOCC1)(C)C
Isomeric SMILES CN1CCC(CC1)c1ccccc1CC(Nc1nc(nc(n1)n1c(nc2c1cccc2)C(F)F)N1CCOCC1)(C)C
InChI InChI=1S/C31H38F2N8O/c1-31(2,20-22-8-4-5-9-23(22)21-12-14-39(3)15-13-21)38-28-35-29(40-16-18-42-19-17-40)37-30(36-28)41-25-11-7-6-10-24(25)34-27(41)26(32)33/h4-11,21,26H,12-20H2,1-3H3,(H,35,36,37,38)
Classification Click here for help
Compound class Synthetic organic
International Nonproprietary Names Click here for help
INN number INN
11202 zandelisib
Synonyms Click here for help
A35 [WO2012135160A1] | Example 51 [WO2012135160A1] | ME-401 | ME401 | PWT-143 | PWT143
Database Links Click here for help
CAS Registry No. 1401436-95-0 (source: WHO INN record)
GtoPdb PubChem SID 404859074
PubChem CID 66571003
Search Google for chemical match using the InChIKey WPFUFWIHMYZXSF-UHFFFAOYSA-N
Search Google for chemicals with the same backbone WPFUFWIHMYZXSF
Search PubMed clinical trials zandelisib
Search PubMed titles zandelisib
Search PubMed titles/abstracts zandelisib
UniChem Compound Search for chemical match using the InChIKey WPFUFWIHMYZXSF-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey WPFUFWIHMYZXSF-UHFFFAOYSA-N