AMG28   Click here for help

GtoPdb Ligand ID: 12186

Synonyms: example 240 [WO2009158011A1] | inhibitor 3 [PMID: 33944571]
PDB Ligand
Compound class: Synthetic organic
Comment: AMG28 is a small molecule multi-kinase inhibitor, with activity against NF-κB inducing kinase (NIK; MAP3K14), Tau tubulin kinase 1 (TTBK1), and the lipid modifying phosphoinositide kinase, FYVE-type zinc finger containing (PIKFYVE), amongst others [3]. It is one of the kinase inhibitors claimed in Amgen patent WO2009158011A1 [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 3
Rotatable bonds 0
Topological polar surface area 87.82
Molecular weight 332.16
XLogP 2.81
No. Lipinski's rules broken 0
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Canonical SMILES Nc1ncc2c(n1)c1c(CCC2)[nH]c2c1cc(C#CC(O)(C)C)cc2
Isomeric SMILES CC(C)(C#Cc1cc2c(cc1)[nH]c1c2c2c(CCC1)cnc(n2)N)O
InChI InChI=1S/C20H20N4O/c1-20(2,25)9-8-12-6-7-15-14(10-12)17-16(23-15)5-3-4-13-11-22-19(21)24-18(13)17/h6-7,10-11,23,25H,3-5H2,1-2H3,(H2,21,22,24)
1. Chen G, Cushing TD, Fisher B, He X, Li K, Li Z, Mcgee L, Pattaropong V, Faulder P, Seganish JL et al.. (2009)
Alkynyl alcohols as kinase inhibitors.
Patent number: WO2009158011A1. Assignee: Amgen Inc.. Priority date: 26/06/2008. Publication date: 30/12/2009.
2. Drewry DH, Potjewyd FM, Bayati A, Smith JL, Dickmander RJ, Howell S, Taft-Benz S, Min SM, Hossain MA, Heise M et al.. (2022)
Identification and Utilization of a Chemical Probe to Interrogate the Roles of PIKfyve in the Lifecycle of β-Coronaviruses.
J Med Chem, 65 (19): 12860-12882. [PMID:36111834]
3. Halkina T, Henderson JL, Lin EY, Himmelbauer MK, Jones JH, Nevalainen M, Feng J, King K, Rooney M, Johnson JL et al.. (2021)
Discovery of Potent and Brain-Penetrant Tau Tubulin Kinase 1 (TTBK1) Inhibitors that Lower Tau Phosphorylation In Vivo.
J Med Chem, 64 (9): 6358-6380. [PMID:33944571]