Comparing two acids or two bases

Acids are proton (H+) donors.
Acids can be cations, molecules or anions.
Bases are proton (H+) acceptors.
Bases can be molecules or anions.

The formulae of the members of an acid-conjugate base pair differ by one H+.
 
The base is always one unit more negative and has one fewer hydrogens.
The acid is always one unit more positive and has one more hydrogen.
 
acidconjugate base
CH3NH3+CH3NH2
HPO42–PO43–
CH3CO2HCH3CO2

Each acid-base conjugate pair has a characteristic Ka.

Ka is the equilibrium constant for proton-transfer from the acid to water to give the conjugate base.
Usually Ka is quoted for the acid, such as Ka(HF), because the formula of the conjugate base follows from the acid.  As shown below Ka is a characteristic of the acid-base conjugate pair.
 
acid + H2O H3O+ + conjugate base
Ka =
[conjugate base][H3O+]
      
[acid]
pKa = -log Ka

Example:
HF + H2O H3O+ + F
Ka =
[F][H3O+]
[HF]
 pKa = -log (7.2 × 10–4)
pKa = 3.14  

For stronger acids Ka is higher (more products) and pKa is lower.

For stronger bases Ka(conjugate acid) is lower and pKa (conjugate acid) is higher.