He knew how the Simulacra was supposed to develop.
( He ( ( knew ( how ( ( the Simulacra ) ( was ( supposed ( to develop ) ) ) ) ) ) . ) )
(ROOT (S (NP (PRP He)) (VP (VBD knew) (SBAR (WHADVP (WRB how)) (S (NP (DT the) (NNP Simulacra)) (VP (VBD was) (VP (VBN supposed) (S (VP (TO to) (VP (VB develop))))))))) (. .)))
He knew how the Sim would change.
( He ( ( knew ( how ( ( the Sim ) ( would change ) ) ) ) . ) )
(ROOT (S (NP (PRP He)) (VP (VBD knew) (SBAR (WHADVP (WRB how)) (S (NP (DT the) (NNP Sim)) (VP (MD would) (VP (VB change)))))) (. .)))