Electronic supplementary material
The role of fluorine in stabilizing the bioactive
conformation of dihydroorotate
dehydrogenase inhibitors
Journal of Molecular Modeling
Silvia Bonomo · Paolo Tosco · Marta Giorgis · Marco Lolli · Roberta Fruttero *
Dipartimento di Scienza e Tecnologia del Farmaco, Università degli Studi di
Torino, via Pietro Giuria 9, 10125 Torino, Italy
Phone: (+39) 011 670 7850
Fax: (+39) 011 670 7286
E-mail: [email protected]
Contents

Figure S1

Figure S2

Figure S3
1
a
Tyr38
Met43
Gln47
Arg136
Val143
Val134
Tyr356
Tyr147
His56
b
Tyr38
Gln47
Leu46 Met43
Arg136
Val143
Val134
Tyr147
Tyr356
Figure S1 comparison between the co-crystallized structures (grey, thinner sticks) found in 1D3G
(a) and 2BXV (b) and the poses obtained from docking simulations (yellow, thicker sticks)
2
a
b
c
d
e
f
g
Figure S2 Superimposition between gas phase global minima (in magenta) or local minima (in
violet) and the bioactive conformations derived from docking simulations (a-d) or from
crystallographic structures (e-g) (light grey)
a
b
Figure S3 MM/QM potential energy surfaces for compounds 4 (a) and 5 (b). The potential energy
values relative to the global minimum (kcal mol -1) are reported on the z axis vs the torsional angles
 and  (values expressed in degrees)
3