compound 25 [PMID: 31260299]   Click here for help

GtoPdb Ligand ID: 10428

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Compound 25 is a potent, selective and reversible inhibitor of Bruton's tyrosine kinase (BTK) [2]. It is built on a 4-aminoquinoline scaffold, and has improved drug-like properties (aqueous solubility, potency and stability) compared to previously reported cinnoline scaffold compounds [1].
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 3
Topological polar surface area 119.91
Molecular weight 351.11
XLogP 2.77
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES COc1cc2cn[nH]c2cc1c1ccc(c2c1ncc(c2N)C(=O)N)F
Isomeric SMILES COc1cc2cn[nH]c2cc1c1ccc(c2c1ncc(c2N)C(=O)N)F
InChI InChI=1S/C18H14FN5O2/c1-26-14-4-8-6-23-24-13(8)5-10(14)9-2-3-12(19)15-16(20)11(18(21)25)7-22-17(9)15/h2-7H,1H3,(H2,20,22)(H2,21,25)(H,23,24)
InChI Key RFCJOYPMBVRHBV-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
4-Amino-5-fluoro-8-(5-methoxy-1H-indazol-6-yl)quinoline-3-carboxamide
Database Links Click here for help
GtoPdb PubChem SID 385612188
Search Google for chemical match using the InChIKey RFCJOYPMBVRHBV-UHFFFAOYSA-N
Search Google for chemicals with the same backbone RFCJOYPMBVRHBV
Search UniChem for chemical match using the InChIKey RFCJOYPMBVRHBV-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone RFCJOYPMBVRHBV