Page 56 - Medicinal Chemistry Self Assessment

1.13 Dabigatran Etexilate 45

5. Review the structure of dabigatran and determine which of the boxed groups will likely mimic the
interactions found within the D-Phe-Pro-Arg tripeptide sequence. Given the three-dimensional
nature of both peptides and small molecules, it is important to remember that the functional groups
within dabigatran do not need to line up in the same order. Using the table provided to guide your
Chapters 1.13/2.13 (removed bolded text)
Chapters 1.13/2.13 (removed bolded text)
analysis, place a Yes or No in each box to indicate whether the functional group could mimic the

amino acid side chain indicated.

A B E F
A B E F
D
D

C C

Active form of Dabigatran
Active form of Dabigatran

Chapters 1.13/2.13 (removed bold drug name)
6. Dabigatran etexilate is formulated as a mesylate salt. Provide a brief rationale for the value of
Chapters 1.13/2.13 (removed bold drug name)

administering the salt form of a drug.

Dabigatran etexilate mesylate
Dabigatran etexilate mesylate

Answers can be found in Section 2.13 [this will be linked to section 2.13 title]