Drug Likeness and Drug Ability Flashcards
what can we characterise drugs as in terms of hydrogen bonds?
hydrogen bond donors or hydrogen bond acceptors.
how do alcohols bind?
by forming hydrogen bonds
how do amines bind?
form ionic salt bridges or h-bonds.
can also induce a dipole to form induced dipole interactions
what types of amines act as Hbond acceptors?
3 prime (3o) amines
why can’t amides form ionic bonds?
as they can’t ionise
what type of binding do aldehydes and ketones make?
- dipole-dipole interactiions
- Hydrogen bond acceptors (H-bonds formed)
what happens to esters in the blood?
they’re hydrolysed by esterases in the blood
why can’t the nitrogen in the amide act as a hydrogen-bond acceptor?
because of the double bond nature of the amide bond
why can’t tertiary amides act as hydrogen bond donors?
they have no relevant hydrogens
what is the effect of N-methylation of hydrogen bond formation?
prevents HBD and HBA interactios
what bonds do carboxylic acids make?
HBD and HBA interactions
how do carboxlates bind?
the charged Oxygen at atoms causes strong HBA interactions and ionic bonding
what is the effect on bonding when you reduce a carboxylic acid?
removes the carbonyl oxygen so no HBA interaction and prevents ionisation
what is the effect on bonding when carboxylic acids undergo esterification?
prevents ionisation, HBD interactions and may hinder HBA by a steric effect.
what kind of interactions do aromatic rings make?
van der waals forces
