CHEM 390 : Medicinal Chemistry


2023 Semester One (1233) (15 POINTS)

Course Prescription

Nature of cellular targets for drug action – lipids, proteins, enzymes, DNA. Principles of molecular recognition. Enzymes and receptors as targets for drug action. DNA as a target for drug action. An overview of approaches to drug discovery and development. Structure-activity relationships, stereochemistry and drug action, prodrugs, drug solubilisation and delivery, drug metabolism and antibiotic resistance. Laboratories focus on the synthesis, computer modelling and biological testing of drugs.

Course Overview

Want to be at the forefront of designing and discovering new compounds that are suitable for use as new drugs? Want to learn about how a substance operates in the body and its suitability for use as a drug? Medicinal chemistry is for you. It is one of the most rapidly developing areas within the disciplines of pharmaceutical science and chemistry and connects synthetic chemistry, pharmaceuticals, and healthcare. As a medicinal chemistry student, you will learn the art of drug discovery and development which will lead to employment in a wide range of institutions such as biomedical and pharmaceutical companies, hospitals, local and national government agencies, private research institutions, and Crown Research Institutes.

Course Requirements

Prerequisite: CHEM 110 and a minimum of 165 points passed

Capabilities Developed in this Course

Capability 1: Disciplinary Knowledge and Practice
Capability 2: Critical Thinking
Capability 3: Solution Seeking
Capability 4: Communication and Engagement
Capability 6: Social and Environmental Responsibilities
Graduate Profile: Bachelor of Science

Learning Outcomes

By the end of this course, students will be able to:
  1. Describe the basic principles of peptide synthesis, be able to write the structure of a peptide from constituent amino acids and describe how antimicrobial peptides function. (Capability 1, 2 and 3)
  2. Apply the principles of molecular recognition and intermolecular bonding interactions, to the development of enzyme inhibitors and receptor agonists and antagonists as drugs. (Capability 1, 2 and 3)
  3. Describe the mechanism of action and structure-activity-relationship of classic molecules like Penicillin, Morphine, Cisplatin, antigene and antisense oligonucleotides etc. (Capability 1, 2, 3, 4 and 6)
  4. Apply the "profit: need : threat" rationale for the drug discovery process using examples, describe How Lipinski’s 'rule of five' can be used to determine 'drug-like molecules’ and Explain why halogens are often incorporated into pharmaceuticals, using examples. (Capability 1, 2 and 3)
  5. Apply the principles of combinatorial chemistry solid-phase organic synthesis (SPOS) in the drug discovery process to generating new drug leads. (Capability 1, 2 and 3)
  6. Apply the principles and ideas are behind QSAR studies, explain the concept of prodrugs, explain the importance of the molecular shape and flexibility (stereochemistry principles) and how the physicochemical properties of the drugs are important and can be incorporated in drug design. (Capability 1, 2, 3 and 4)
  7. Evaluate the influence of tissue pH, drug pKa and logP to the ability of the drug to cross membranes and enter cells as well as use the Henderson-Hasselbalch equation to determine the percentage of drug ionisation (known pKa) in tissue at a particular pH and understand the effect that pH has on solubility and hence therapeutic effectiveness (Capability 1, 2, 3 and 4)
  8. Describe the structural features of surfactants and liposomes that make them useful as drug delivery agents in order to overcome issues of drug solubility and metabolic stability and to improve drug targeting. (Capability 1, 2 and 3)
  9. Identify and explain metabolic reactions into phase I and II, relate these to the functional group or structure may undergo and predict the resultant metabolite; identify the types of enzymes and co-enzymes needed for the metabolic reaction and describe some examples where knowledge of the metabolic fate of a lead compound has been used to design a more effective drug. (Capability 1, 2 and 3)
  10. Describe the general mechanisms utilised by bacteria in drug resistance and give an example of an antibiotic that succumbs to each mechanism (Capability 1, 2, 3, 4 and 6)


Assessment Type Percentage Classification
Laboratories 30% Individual Coursework
Test 20% Individual Test
Final Exam 50% Individual Examination
Assessment Type Learning Outcome Addressed
1 2 3 4 5 6 7 8 9 10
Final Exam

A student must pass both the theory component and the practical component to gain an overall pass (gain at least 50% in the laboratory component to pass the course). The theory component is composed of quizzes, term tests, and final exams. The practical component is composed of laboratory experiments.


Tuākana Science is a multi-faceted programme for Māori and Pacific students providing topic specific tutorials, one-on-one sessions, test and exam preparation and more. Explore your options at

As part of the University-wide Tuākana community, The School of chemical sciences aims to provide a welcoming learning environment for and enhance the success of, all of our Māori and Pacific students. We are led by the principles of tautoko (support) and whanaungatanga (connection) and hope you find a home here at the School. Students who have identified as Māori and/or Pacific will receive an invitation to our online portal introducing the Programme, the resources we have available, and how you can get involved.

Tuākana Chemistry runs a range of activities for students enrolled in this class. This includes weekly workshops, social activities, and opportunities to engage with senior students and researchers within the School of Chemical Sciences. Tuākana-eligible students will be added automatically to the Tuākana Chemistry program when they enroll in this course. For more information, please see the Tuākana program website or email

Key Topics

(12 lectures): Cellular targets for drug action: Introduction, Lipids as the target for drug action, Protein structure, Principles of molecular recognition, Enzymes as targets for drug action, Receptors as targets for drug action. DNA structure and function and DNA as a target for drug action.
(5 lectures): An overview of approaches to drug discovery and development (including combinatorial approaches).
(8 lectures): Structure-activity relationships and computer-aided methods, Stereochemistry/chirality, drug action, prodrugs.
(9 lectures): Drug absorption and metabolism. Drug resistance.

Special Requirements

Attendance at the laboratories is a compulsory part of this course. Students must be wearing safety glasses, covered footwear, and a lab coat before entering the laboratory and must keep these on until after exiting the laboratory. Jandals or other open shoes are not satisfactory footwear. Students who wear prescription spectacles are required to wear safety glasses over their spectacles. Students must comply with all health and safety regulations whilst working in the laboratories.

Workload Expectations

This course is a standard 15-point course and students are expected to spend 10 hours per week involved in each 15-point course that they are enrolled in.

For this course, you can expect 36 hours of lectures, 18 hours of laboratory work (6 x 3 hours), 55 hours of reading and thinking about the content, and 41 hours of work on assignments/lab report writing and/or test preparation.

Delivery Mode

Campus Experience

Attendance is required at scheduled activities including labs/tutorials to receive credit for components of the course.
Lectures will be available as recordings. Other learning activities will not be available as recordings.
The course will not include live online events.
Attendance on campus is required for the test and exam.
The activities for the course are scheduled as a standard weekly timetable.

Learning Resources

Course materials are made available in a learning and collaboration tool called Canvas which also includes reading lists and lecture recordings (where available).

Please remember that the recording of any class on a personal device requires the permission of the instructor.

Electronic copy of lecture notes, lecture recordings, laboratory manual and lab report books, and examples of previous test and exam papers with model answers.

Student Feedback

During the course Class Representatives in each class can take feedback to the staff responsible for the course and staff-student consultative committees.

At the end of the course students will be invited to give feedback on the course and teaching through a tool called SET or Qualtrics. The lecturers and course co-ordinators will consider all feedback.

Your feedback helps to improve the course and its delivery for all students.

No changes requried

Other Information


Academic Integrity

The University of Auckland will not tolerate cheating, or assisting others to cheat, and views cheating in coursework as a serious academic offence. The work that a student submits for grading must be the student's own work, reflecting their learning. Where work from other sources is used, it must be properly acknowledged and referenced. This requirement also applies to sources on the internet. A student's assessed work may be reviewed against online source material using computerised detection mechanisms.

Class Representatives

Class representatives are students tasked with representing student issues to departments, faculties, and the wider university. If you have a complaint about this course, please contact your class rep who will know how to raise it in the right channels. See your departmental noticeboard for contact details for your class reps.


The content and delivery of content in this course are protected by copyright. Material belonging to others may have been used in this course and copied by and solely for the educational purposes of the University under license.

You may copy the course content for the purposes of private study or research, but you may not upload onto any third party site, make a further copy or sell, alter or further reproduce or distribute any part of the course content to another person.

Inclusive Learning

All students are asked to discuss any impairment related requirements privately, face to face and/or in written form with the course coordinator, lecturer or tutor.

Student Disability Services also provides support for students with a wide range of impairments, both visible and invisible, to succeed and excel at the University. For more information and contact details, please visit the Student Disability Services’ website

Special Circumstances

If your ability to complete assessed coursework is affected by illness or other personal circumstances outside of your control, contact a member of teaching staff as soon as possible before the assessment is due.

If your personal circumstances significantly affect your performance, or preparation, for an exam or eligible written test, refer to the University’s aegrotat or compassionate consideration page

This should be done as soon as possible and no later than seven days after the affected test or exam date.

Learning Continuity

In the event of an unexpected disruption, we undertake to maintain the continuity and standard of teaching and learning in all your courses throughout the year. If there are unexpected disruptions the University has contingency plans to ensure that access to your course continues and course assessment continues to meet the principles of the University’s assessment policy. Some adjustments may need to be made in emergencies. You will be kept fully informed by your course co-ordinator/director, and if disruption occurs you should refer to the university website for information about how to proceed.

The delivery mode may change depending on COVID restrictions. Any changes will be communicated through Canvas.

Student Charter and Responsibilities

The Student Charter assumes and acknowledges that students are active participants in the learning process and that they have responsibilities to the institution and the international community of scholars. The University expects that students will act at all times in a way that demonstrates respect for the rights of other students and staff so that the learning environment is both safe and productive. For further information visit Student Charter


Elements of this outline may be subject to change. The latest information about the course will be available for enrolled students in Canvas.

In this course students may be asked to submit coursework assessments digitally. The University reserves the right to conduct scheduled tests and examinations for this course online or through the use of computers or other electronic devices. Where tests or examinations are conducted online remote invigilation arrangements may be used. In exceptional circumstances changes to elements of this course may be necessary at short notice. Students enrolled in this course will be informed of any such changes and the reasons for them, as soon as possible, through Canvas.

Published on 31/10/2022 09:28 a.m.