RT Book, Section
A1 Renslo, Adam
A2 Renslo, Adam
SR Print(0)
ID 1124842417
T1 Conformations of Organic Molecules
T2 The Organic Chemistry of Medicinal Agents
YR 2016
FD 2016
PB McGraw-Hill Education
PP New York, NY
SN 9780071794213
LK accessbiomedicalscience.mhmedical.com/content.aspx?aid=1124842417
RD 2024/04/16
AB In  this  chapter  we  will  consider  the  conformations,  or  three-dimensional  shapes,  that  organic  molecules  can  adopt  via  rotations  about  single  bonds  in  their  structures.  These  rotations  occur  rapidly  at  physiological  temperatures  and  so  most  molecules  can  readily  adopt  several  distinct  conformations  that  are  in  equilibrium  with  each  other.  These  various  conformations  will  have  different  free  energies,  which  will  determine  the  relative  abundance  of  the  different  conformations.  Two  energetic  extremes  in  the  conformations  of  ethane  are  shown  below,  with  the  staggered  conformation  being  lowest  in  energy  (most  favored)  and  the  eclipsed  conformation  highest  in  energy  (Figure  4.1).  When  a  drug  molecule  interacts  with  its  biological  target,  it  must  adopt  a  conformation  (shape)  that  is  compatible  with  binding  to  the  target.  The  conformation  of  organic  molecules  is  therefore  a  topic  of  great  relevance  to  the  action  of  drug  molecules.