Lipophilicity measures the solubility of a compound in lipids, which are mostly hydrophobic compounds. Because the like dissolves the like, for a molecule to be lipophilic it must have hydrophobic parts in its structure. The most common hydrophobic parts in a molecule are long carbon chains, benzene rings and steroid like structures with multiple carbon cycles.
Any time a molecule have a lot of polar bonds such as NH, OH, CO and CN, it tends to become more soluble in water and as a result its lipophilicity decreases.
Zytiga: Has a typical steroid core (3 cycles of 6 carbon and one cycle of %) similar to cholesterol. These cycles make it very lipophilic.
Viagra: Its lipophilicity is mitigated and might be low as it has lipophilic parts (benzene ring, propyl chain) but also has several hydrophilic parts corresponding polar bonds (SO, SC, NC, NH, OC).
Cis-platin is not lipophilic at all as it has several ionic charges.
Lyrica has low lipophilicity because it has two major hydrophilic groups (the amino group NH2 and carboxy COOH). The isobutyl part can be responsible for some lipophilic properties.