CHEBI:230531 - PLS-123

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name PLS-123
ChEBI ID CHEBI:230531
Definition A member of the class of pyrimidines that is pyrimidine substituted by (3-{[N-(prop-2-enoyl)glycyl]amino}phenyl)amino and {2-methyl-5-[3-(trifluoromethyl)benzamido]benzoyl}nitrilo groups at positions 2 and 5, respectively. It is a covalent BTK inhibitor with potential anti-proliferative activity. It exhibits more potent anti-proliferative effects than ibrutinib in multiple cellular and in vivo preclinical models of B-cell lineage malignancy, including tumor cell lines and mouse xenograft models.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Delphine Zhou
Supplier Information
Download Molfile XML SDF
Formula C31H26F3N7O4
Net Charge 0
Average Mass 617.589
Monoisotopic Mass 617.19984
InChI InChI=1S/C31H26F3N7O4/c1-3-26(42)35-17-27(43)38-21-8-5-9-22(13-21)41-30-36-15-24(16-37-30)40-29(45)25-14-23(11-10-18(25)2)39-28(44)19-6-4-7-20(12-19)31(32,33)34/h3-16H,1,17H2,2H3,(H,35,42)(H,38,43)(H,39,44)(H,40,45)(H,36,37,41)
InChIKey SMOPKEHQPPXRSH-UHFFFAOYSA-N
SMILES CC1=CC=C(NC(=O)C2=CC=CC(=C2)C(F)(F)F)C=C1C(=O)NC1=CN=C(NC2=CC=CC(NC(=O)CNC(=O)C=C)=C2)N=C1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor
An EC 2.7.10.* (protein-tyrosine kinase) inhibitor that specifically blocks the action of non-specific protein-tyrosine kinase (EC 2.7.10.2).
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing PLS-123 (CHEBI:230531) has role antineoplastic agent (CHEBI:35610)
PLS-123 (CHEBI:230531) has role apoptosis inducer (CHEBI:68495)
PLS-123 (CHEBI:230531) has role EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor (CHEBI:76617)
PLS-123 (CHEBI:230531) is a (trifluoromethyl)benzenes (CHEBI:83565)
PLS-123 (CHEBI:230531) is a acrylamides (CHEBI:22216)
PLS-123 (CHEBI:230531) is a aminopyrimidine (CHEBI:38338)
PLS-123 (CHEBI:230531) is a benzamides (CHEBI:22702)
PLS-123 (CHEBI:230531) is a secondary amino compound (CHEBI:50995)
PLS-123 (CHEBI:230531) is a secondary carboxamide (CHEBI:140325)
PLS-123 (CHEBI:230531) is a toluenes (CHEBI:27024)
IUPAC Name
2-methyl-N-[2-(3-{[N-(prop-2-enoyl)glycyl]amino}anilino)pyrimidin-5-yl]-5-[3-(trifluoromethyl)benzamido]benzamide
Synonyms Sources
N-(2-((3-(2-acrylamidoacetamido)phenyl)amino)pyrimidin-5-yl)-2-methyl-5-(3-(trifluoromethyl)benzamido)benzamide SUBMITTER
PLS 123 SUBMITTER
PLS123 SUBMITTER
Registry Number Type Source
1431727-04-6 CAS Registry Number SUBMITTER
Citations Waiting for Citations Types Sources
24915291 PubMed citation Europe PMC
25944695 PubMed citation Europe PMC
28905990 PubMed citation Europe PMC
33479682 PubMed citation Europe PMC
Last Modified
03 May 2024