title: An inhibitor of Janus kinase 3:4-(4-hydroxyphenylamino)-6, 7-dimethoxyquinazolin-1-ium chloride methanol solvate.
abstract: The crystal structure of the title compound, C(16)H(16)N(3)O(3)(+). Cl(-).CH(4)O (WHI-P131, an inhibitor of Janus kinase 3), contains four hydrogen bonds. There are two hydrogen bonds within the asymmetric unit, i.e. interactions between WHI-P131 OH and Cl(-), and between methanol and Cl(-). There is a third interaction between WHI-P131 NH and Cl(-) (related by a 2(1) screw) and a fourth between WHI-P131 NH and methanol (related by an n-glide). The hydrogen-bond pattern for these interactions can be described by the first-level hydrogen-bond graph-set notation D(1)(1)(2)D(1)(1)(2)D(1)(1)(2)D(1)(1)(2). The second-level graph-set notation (for combinations of two hydrogen bonds) was determined to be D(1)(2)(3)D(1)(2)(3)D(2)(2)(4)D(2)(2)(9)D(2)(2)(14)C(1)(2)(9).
authors.affiliation: Drug Discovery Program, Parker Hughes Institute, 2665 Long Lake Road, Suite 330, St Paul, Minnesota, USA. esudbeck@ih.org
authors.forename: E A
authors.initials: EA
authors.lastname: Sudbeck
authors.forename: J D
authors.initials: JD
authors.lastname: Jennissen
authors.forename: X P
authors.initials: XP
authors.lastname: Liu
authors.forename: F M
authors.initials: FM
authors.lastname: Uckun
mesh_terms: D018360:Crystallography, X-Ray; D004791:Enzyme Inhibitors / Q000737:chemistry*; D006860:Hydrogen Bonding; D007527:Isoenzymes / Q000037:antagonists & inhibitors; D053616:Janus Kinase 3; D008958:Models, Molecular; D008968:Molecular Conformation; D011505:Protein-Tyrosine Kinases / Q000037:antagonists & inhibitors*; D011799:Quinazolines / Q000737:chemistry*
chemical_list: C417519:4-(4-hydroxyphenylamino)-6,7-dimethoxyquinazoline; D004791:Enzyme Inhibitors; D007527:Isoenzymes; D011799:Quinazolines; D011505:Protein-Tyrosine Kinases; D053616:Janus Kinase 3