parsaclisib   Click here for help

GtoPdb Ligand ID: 10098

Synonyms: compound 20 [PMID: 31749910] | IBI376 | INCB-050465
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Parsaclisib (INCB050465) is a PI3Kδ inhibitor that was developed by Incyte Corporation as an antineoplastic and immunomodulatory agent, as claimed in their patent WO2014134426A1 [1]. The chemical structure is one of those claimed in patent WO2013033569A1, but it was not immediately clear which example it was from a mixture of diastereoisomers 345-348 (347 and 348 had the highest inhibitory potency vs. PI3Kδ and 347 was tested in vivo) [2]. The 2019 disclosure by Yue et al. confirmed the structure as patent example 346 [4]. Preclinical and phase 1/2 clinical evidence suggests that compared to first-generation PI3Kδ inhibitors, parsaclisib has reduced hepatotoxicity [3].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 107.95
Molecular weight 432.15
XLogP 2.88
No. Lipinski's rules broken 0
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Canonical SMILES CCOc1c(C2CNC(=O)C2)c(F)c(cc1[C@@H](n1nc(c2c1ncnc2N)C)C)Cl
Isomeric SMILES CCOc1c(C2CNC(=O)C2)c(F)c(cc1[C@@H](n1nc(c2c1ncnc2N)C)C)Cl
InChI InChI=1S/C20H22ClFN6O2/c1-4-30-18-12(6-13(21)17(22)16(18)11-5-14(29)24-7-11)10(3)28-20-15(9(2)27-28)19(23)25-8-26-20/h6,8,10-11H,4-5,7H2,1-3H3,(H,24,29)(H2,23,25,26)/t10-,11?/m0/s1
Classification Click here for help
Compound class Synthetic organic
International Nonproprietary Names Click here for help
INN number INN
10589 parsaclisib
Synonyms Click here for help
compound 20 [PMID: 31749910] | IBI376 | INCB-050465
Database Links Click here for help
BindingDB Ligand 261326
CAS Registry No. 1426698-88-5 (source: WHO INN record)
GtoPdb PubChem SID 381118808
PubChem CID 89420683
Search Google for chemical match using the InChIKey ZQPDJCIXJHUERQ-VUWPPUDQSA-N
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