两个句子都不正确.
PART1
因为没有上下文,如果它确实是一句话,保险的请考虑改为：
Simple as it looks,its intended meaning goes far deeper THAN what on earth the drawer aimS to convey.
REASON：
1 DEEPER + THAN 啊,同时than作为连接词what引导的名词性从句
2 语序上要把does加到动词aim上最保险,毕竟这个句子其实精简为its meaning goes deeper than what the drawer aims to convey,再明确下,主干句子结构 A goes deeper than B
A=its meaning; B=名词性从句what on earth the drawer aims to convey
不过如果确信后边都对的话,只能理解为把B倒装表强调,原句读来好像可以把does提前出来.年代久忘得多了.也请强人分析下.
结论：确定其他地方没错的话,加一THAN就可以了；保险的话就改成上边的句子,WHAT ON EARTH + REALLY+ 把DOES提前,这强调程度.毕竟这句话单看只是简单的陈述,不至于如此渲染
意思:(尽管)它看起来简单,其实际用意却远超越了画家想要传达的意义.(...逻辑怪怪地,没有上下文导致的吧)
PART 2
如果这段话本身是两句话搞错成一句,那只能是断开:
Simple as it looks,its intended meaning goes far deeper.(And可加可不加)what on earth does the drawer really aim to convey?
这样意义就不一样拉:虽然它看起来简单,其意义却深刻得多.到底画家想要传达的是什么意思?
下次建议带点上下文,:)