nemtabrutinib   Click here for help

GtoPdb Ligand ID: 11413

Synonyms: ARQ-531 | ARQ531 | ArQule 531 | MK-1026 | MK1026
PDB Ligand
Compound class: Synthetic organic
Comment: Nemtabrutinib (ARQ-531) is a reversible, ATP-competitive kinase inhibitor, that was originally designed to inhibit Bruton tyrosine kinase (BTK) [2]. It does not interact with BTK's catalytic domain Cys481 so may not be susceptible to resistance conferred by mutation of this residue. This is in contrast to ibrutinib, which is sensitive to alterations at Cys481. Nemtabrutinib has inhibitory activities against a range of other TEC family kinases, as well as Src and Trk kinases [1-2]. This non-selective activity is believed to contribute to nemtabrutinib's efficacy against chronic lymphocytic leukemia cells.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 7
Topological polar surface area 109.36
Molecular weight 478.14
XLogP 4.67
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC[C@@H]1CC[C@H](CO1)Nc1ncnc2c1c(c[nH]2)C(=O)c1ccc(cc1Cl)Oc1ccccc1
Isomeric SMILES OC[C@@H]1CC[C@H](CO1)Nc1ncnc2c1c(c[nH]2)C(=O)c1ccc(cc1Cl)Oc1ccccc1
InChI InChI=1S/C25H23ClN4O4/c26-21-10-17(34-16-4-2-1-3-5-16)8-9-19(21)23(32)20-11-27-24-22(20)25(29-14-28-24)30-15-6-7-18(12-31)33-13-15/h1-5,8-11,14-15,18,31H,6-7,12-13H2,(H2,27,28,29,30)/t15-,18+/m1/s1
InChI Key JSFCZQSJQXFJDS-QAPCUYQASA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2-chloro-4-phenoxyphenyl)-[4-[[(3R,6S)-6-(hydroxymethyl)oxan-3-yl]amino]-7H-pyrrolo[2,3-d]pyrimidin-5-yl]methanone
International Nonproprietary Names Click here for help
INN number INN
11384 nemtabrutinib
Synonyms Click here for help
ARQ-531 | ARQ531 | ArQule 531 | MK-1026 | MK1026
Database Links Click here for help
CAS Registry No. 2095393-15-8 (source: WHO INN record)
GtoPdb PubChem SID 440816782
PubChem CID 129045720
RCSB PDB Ligand HRA
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