emavusertib   Click here for help

GtoPdb Ligand ID: 10152

Synonyms: AU-4948 | AU4948 | CA4948 | compound 24 [PMID: 33335659]
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: CA-4948 is an orally available, reversible inhibitor of interleukin 1 receptor associated kinase 4 (IRAK4) [2]. It downmodulates the IRAK4 activity that is required for Toll-like receptor (TLR) and interleukin-1 receptor (IL-1R) signalling in a variety of myeloid and lymphoid cell types, notably in cancer cells (e.g. diffuse large B-cell lymphoma cells) in which the MYD88 adaptor protein carries an activating mutation (MYD88L265P) [1]. In such mutant cells NF-κB signaling is constitutively active and this is indicative of a poorer prognosis. Hence, IRAK4 inhibitors such as CA-4948 are expected to provide clinical benefit in MYD88 mutation +ve hematological cancers. The chemical structure of CA-4948 matches that submitted to the WHO for the INN emavusertib.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 142.88
Molecular weight 491.19
XLogP 1.78
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O[C@@H]1CCN(C1)c1nc2nc(oc2cc1NC(=O)c1coc(n1)c1ccnc(c1)C)N1CCOCC1
Isomeric SMILES O[C@@H]1CCN(C1)c1nc2nc(oc2cc1NC(=O)c1coc(n1)c1ccnc(c1)C)N1CCOCC1
InChI InChI=1S/C24H25N7O5/c1-14-10-15(2-4-25-14)23-27-18(13-35-23)22(33)26-17-11-19-20(28-21(17)31-5-3-16(32)12-31)29-24(36-19)30-6-8-34-9-7-30/h2,4,10-11,13,16,32H,3,5-9,12H2,1H3,(H,26,33)/t16-/m1/s1
InChI Key SJHNWSAWWOAWJH-MRXNPFEDSA-N
Classification Click here for help
Compound class Synthetic organic
International Nonproprietary Names Click here for help
INN number INN
11558 emavusertib
Synonyms Click here for help
AU-4948 | AU4948 | CA4948 | compound 24 [PMID: 33335659]
Database Links Click here for help
CAS Registry No. 1801344-14-8 (source: WHO INN record)
GtoPdb PubChem SID 381118862
PubChem CID 118224491
RCSB PDB Ligand FJ0
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