The antifolate trimetrexate: observation of the enzyme-binding conformation.
The crystal structure of the title compound contains four 2, 4-diamino-5-methyl-6-[(3,4,5-trimethoxyanilino)methyl]quinazoline molecules, two dimethyl sulfoxide molecules and three water molecules in the asymmetric unit, i.e. 4C(19)H(23)N(5)O(3).-2C(2)H(6)OS.3H(2)O. All four quinazoline molecules adopt trans,-gauche conformations. An extensive hydrogen-bond network involving N. N base-pairing interactions, as well as the dimethyl sulfoxide and water molecules, stabilizes the crystal structure.
Hempel
A
A
Department of Biochemistry, University of Toronto, Medical Sciences Building, Toronto, Canada M5S 1A8. andrew.hempel@utoronto.ca.
Camerman
N
N
Mastropaolo
D
D
Camerman
A
A
D018360:Crystallography, X-Ray; D005493:Folic Acid Antagonists / Q000737:chemistry*; D006860:Hydrogen Bonding; D007780:Lacticaseibacillus casei / Q000201:enzymology; D008958:Models, Molecular; D008968:Molecular Conformation; D011485:Protein Binding; D013762:Tetrahydrofolate Dehydrogenase / Q000378:metabolism*; D016597:Trimetrexate / Q000737:chemistry*
D005493:Folic Acid Antagonists; D013762:Tetrahydrofolate Dehydrogenase; D016597:Trimetrexate