PMID-sentid Pub_year Sent_text comp_official_name comp_offsetprotein_name organism prot_offset 33761747-6 2021 In the context of the BTK inhibitor ibrutinib, these electrophiles showed lower intrinsic thiol reactivity than the unsubstituted ibrutinib acrylamide. Acrylamide 140-150 Bruton tyrosine kinase Homo sapiens 22-25 30442651-1 2019 Acalabrutinib is a targeted, covalent inhibitor of Bruton tyrosine kinase (BTK) with a unique 2-butynamide warhead that has relatively lower reactivity than other marketed acrylamide covalent inhibitors. Acrylamide 172-182 Bruton tyrosine kinase Homo sapiens 75-78 27641927-9 2016 The drug binds tightly in the ATP-binding pocket of BTK making salt bridges with residues within the hinge that connects the two lobes of the enzyme; then its unsaturated acrylamide group forms a covalent bond with BTK cysteine 481 to form an inactive adduct. Acrylamide 171-181 Bruton tyrosine kinase Homo sapiens 52-55 27641927-9 2016 The drug binds tightly in the ATP-binding pocket of BTK making salt bridges with residues within the hinge that connects the two lobes of the enzyme; then its unsaturated acrylamide group forms a covalent bond with BTK cysteine 481 to form an inactive adduct. Acrylamide 171-181 Bruton tyrosine kinase Homo sapiens 215-218 32979005-2 2021 During the course of screening more potent and selective BTK inhibitors, we discovered that, MM2-48, an Ibrutinib analogue which contains the alkynyl amide functional group in place of the acrylamide warhead, exhibits a much stronger cytotoxicity. Acrylamide 189-199 Bruton tyrosine kinase Homo sapiens 57-60 35247543-4 2022 Remibrutinib is a covalent inhibitor of Bruton"s Tyrosine kinase (BTKi) carrying a reactive acrylamide moiety (warhead), thus the potential contribution of covalent binding (off-target) to observed interactions was investigated as this could lead to prolonged and more potent drug interactions. Acrylamide 92-102 Bruton tyrosine kinase Homo sapiens 66-70 34896750-3 2022 In this study, seven BTK-inhibitor drugs containing acrylamide warheads were incubated with human serum albumin (HSA) and analyzed using an LC-MS/MS peptide mapping approach to determine the amino acid sites of drug covalent binding. Acrylamide 52-62 Bruton tyrosine kinase Homo sapiens 21-24 35587148-5 2022 Using the scaffold of the Bruton"s tyrosine kinase (BTK) inhibitor Ibrutinib for our proof-of-concept, we reasoned that increasing the steric bulk of fumarate-based electrophiles on Ibrutinib should improve selectivity via the steric exclusion of off-targets but retain rates of cysteine reactivity comparable to that of an acrylamide. Acrylamide 324-334 Bruton tyrosine kinase Homo sapiens 26-50 35587148-5 2022 Using the scaffold of the Bruton"s tyrosine kinase (BTK) inhibitor Ibrutinib for our proof-of-concept, we reasoned that increasing the steric bulk of fumarate-based electrophiles on Ibrutinib should improve selectivity via the steric exclusion of off-targets but retain rates of cysteine reactivity comparable to that of an acrylamide. Acrylamide 324-334 Bruton tyrosine kinase Homo sapiens 52-55