Students

CHEM3801 – Medicinal Chemistry

2023 – Session 1, In person-scheduled-weekday, North Ryde

General Information

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Unit convenor and teaching staff Unit convenor and teaching staff Unit Convenor and Lecturer
Andrew Piggott
Contact via 9850 8251
4WW 334
By appointment (please email)
Lecturer
Joanne Jamie
Contact via 9850 8283
4WW 231
By appointment (please email)
Lecturer
Koushik Venkatesan
Contact via 9850 8296
4WW 123
By appointment (please email)
Credit points Credit points
10
Prerequisites Prerequisites
(CHEM2601 or CBMS203 or CBMS204) and 10cp in CBMS or BMOL or CHEM units at 2000 level or above
Corequisites Corequisites
Co-badged status Co-badged status
Unit description Unit description
Medicinal chemistry is the application of chemistry to the discovery, design and synthesis of new drugs. This unit is of value to all molecular sciences and medical sciences students. The central core of the unit is the description of methods used for the discovery of new drugs, how these are modified to produce more active compounds, transportation to and from their points of action and how they are cleared from the body. Topics include: the structure and function of biological targets (proteins and DNA); sources of new drugs from nature; and lead generation and methods of lead modification to make more active, selective or less toxic drugs. This is followed by a study of structure-activity relationship methods; pharmacokinetics, drug metabolism and prodrugs, and chemical genetics. Case studies are also provided, including antibacterial and anticancer agents, and nucleic acid therapies. The theory is complemented by a discovery-based laboratory project incorporating synthetic chemistry, spectroscopic methods, bioassays and computational chemistry to elucidate the essential structural features necessary for the sulfonamide class of antibacterial agents.

Important Academic Dates

Information about important academic dates including deadlines for withdrawing from units are available at https://www.mq.edu.au/study/calendar-of-dates

Learning Outcomes

On successful completion of this unit, you will be able to:

  • ULO1: Describe the structure and function of biological targets and the interaction of drugs or drug leads with these targets at a molecular level; methods of drug discovery and development; qualitative and quantitative structure–activity relationship methods; pharmacokinetics; the design of more active, selective or less toxic drugs; drug metabolism and prodrugs; and the mechanism of action of specific classes of drugs.
  • ULO2: Analyse data and solve problems using medicinal chemistry principles.
  • ULO3: Use the primary literature and scientific databases (SciFinder and Reaxys) to plan and execute the synthesis of druglike molecules and undertake literature reviews.
  • ULO4: Execute laboratory skills (synthesis, purification and instrumental and spectral analysis) in a safe manner, accurately record laboratory observations in an appropriate scientific manner, and analyse experimental results to solve related problems.
  • ULO5: Work with peers to conduct group work in an efficient, collaborative and equitable fashion.
  • ULO6: Communicate medicinal chemistry concepts competently in oral presentations and in written format in exams, tests and laboratory reports and communicate conclusions based on experiments in the form of written reports.

General Assessment Information

Requirements to Pass this Unit

To pass this unit you must:

  • Achieve a Total Mark equal to or greater than 50%, and...
  • Achieve a Mid-Semester Test mark equal to or greater than 40%.

 

Hurdle Assessments

  • Mid-Semester Test (15%). To pass this unit, you will need to demonstrate ongoing development of skills and application of knowledge. This progress will be assessed in the form of a 50-minute on-campus closed-book written test covering unit content up to and including Week 7. To pass this test, you must achieve a mark equal to or greater than 40%. This is a hurdle assessment, meaning that failure to meet this requirement may result in a fail grade for the unit. Students who make a serious attempt at the test (defined as achieving a mark between 30% and 39%) but fail to clear the hurdle will be offered a second attempt in the form of a Supplementary Mid-Semester Test, to be administered within 1 week of the original test.

 

Late Assessment Submission Penalty

Unless a Special Consideration request has been submitted and approved, a 5% penalty (of the total possible mark of the task) will be applied for each day a written report or presentation assessment is not submitted, up until the 7th day (including weekends). After the 7th day, a grade of ‘0’ will be awarded even if the assessment is submitted. The submission time for all uploaded assessments is 11:55 pm. A 1-hour grace period will be provided to students who experience a technical concern. For any late submission of time-sensitive tasks, such as scheduled tests/exams, performance assessments/presentations, and/or scheduled practical assessments/labs, please apply for Special Consideration.

Assessments where Late Submissions will be accepted:

  • Practical Work – YES, Standard Late Penalty applies
  • All other assessment items – NO, unless Special Consideration is Granted

 

Special Consideration

The Special Consideration Policy aims to support students who have been impacted by short-term circumstances or events that are serious, unavoidable and significantly disruptive, and which may affect their performance in assessment. If you experience circumstances or events that affect your ability to complete the assessments in this unit on time, please inform the convenor and submit a Special Consideration request through ask.mq.edu.au.

Assessment Tasks

Name Weighting Hurdle Due
Quizzes 5% No Weeks 3, 5, 7, 9, 11
Final Examination 40% No Formal examination period
Pharmaceutical agent presentation 5% No 15 May
Spectroscopy Training 0% No 2 April
Practical work 35% No Initial - 8 March; Final - 2 June
Mid-semester test 15% Yes 24 April

Quizzes

Assessment Type 1: Quiz/Test
Indicative Time on Task 2: 5 hours
Due: Weeks 3, 5, 7, 9, 11
Weighting: 5%

 

Quizzes allow identification of any deficiency in knowledge and understanding and to encourage continuous learning of the lecture material without the stress of a significant assessment component.

 


On successful completion you will be able to:
  • Describe the structure and function of biological targets and the interaction of drugs or drug leads with these targets at a molecular level; methods of drug discovery and development; qualitative and quantitative structure–activity relationship methods; pharmacokinetics; the design of more active, selective or less toxic drugs; drug metabolism and prodrugs; and the mechanism of action of specific classes of drugs.
  • Communicate medicinal chemistry concepts competently in oral presentations and in written format in exams, tests and laboratory reports and communicate conclusions based on experiments in the form of written reports.

Final Examination

Assessment Type 1: Examination
Indicative Time on Task 2: 15 hours
Due: Formal examination period
Weighting: 40%

 

The final examination will be in the regular university examination period. This will assess specific understanding and holistic concepts of all the topics presented within the course and an opportunity for you to show what knowledge you have obtained and how you can apply this in new situations to solve complex problems.

 


On successful completion you will be able to:
  • Describe the structure and function of biological targets and the interaction of drugs or drug leads with these targets at a molecular level; methods of drug discovery and development; qualitative and quantitative structure–activity relationship methods; pharmacokinetics; the design of more active, selective or less toxic drugs; drug metabolism and prodrugs; and the mechanism of action of specific classes of drugs.
  • Communicate medicinal chemistry concepts competently in oral presentations and in written format in exams, tests and laboratory reports and communicate conclusions based on experiments in the form of written reports.

Pharmaceutical agent presentation

Assessment Type 1: Presentation
Indicative Time on Task 2: 5 hours
Due: 15 May
Weighting: 5%

 

Students will deliver an oral presentation on a clinically used pharmaceutical agent, providing information on its structure and function at a molecular level. Peer feedback will be provided.

 


On successful completion you will be able to:
  • Describe the structure and function of biological targets and the interaction of drugs or drug leads with these targets at a molecular level; methods of drug discovery and development; qualitative and quantitative structure–activity relationship methods; pharmacokinetics; the design of more active, selective or less toxic drugs; drug metabolism and prodrugs; and the mechanism of action of specific classes of drugs.
  • Use the primary literature and scientific databases (SciFinder and Reaxys) to plan and execute the synthesis of druglike molecules and undertake literature reviews.
  • Work with peers to conduct group work in an efficient, collaborative and equitable fashion.
  • Communicate medicinal chemistry concepts competently in oral presentations and in written format in exams, tests and laboratory reports and communicate conclusions based on experiments in the form of written reports.

Spectroscopy Training

Assessment Type 1: Participatory task
Indicative Time on Task 2: 7 hours
Due: 2 April
Weighting: 0%

 

All students are required to undertake the Kahn Academy course on spectroscopy before week 7.

 


On successful completion you will be able to:
  • Execute laboratory skills (synthesis, purification and instrumental and spectral analysis) in a safe manner, accurately record laboratory observations in an appropriate scientific manner, and analyse experimental results to solve related problems.

Practical work

Assessment Type 1: Lab report
Indicative Time on Task 2: 25 hours
Due: Initial - 8 March; Final - 2 June
Weighting: 35%

 

Practical work (synthesis, antibacterial screening and structure activity relationship of sulfonamides) will be conducted in small teams. Students will be required to maintain an industry-standard laboratory notebook, perform risk assessments and demonstrate safe laboratory practices. Each team will produce a comprehensive final report, including a written justification of their choice of target compounds and synthetic routes, a formal write up of experimental procedures and a detailed analysis of the bioassay results and structure-activity relationship trends.

 


On successful completion you will be able to:
  • Describe the structure and function of biological targets and the interaction of drugs or drug leads with these targets at a molecular level; methods of drug discovery and development; qualitative and quantitative structure–activity relationship methods; pharmacokinetics; the design of more active, selective or less toxic drugs; drug metabolism and prodrugs; and the mechanism of action of specific classes of drugs.
  • Analyse data and solve problems using medicinal chemistry principles.
  • Use the primary literature and scientific databases (SciFinder and Reaxys) to plan and execute the synthesis of druglike molecules and undertake literature reviews.
  • Execute laboratory skills (synthesis, purification and instrumental and spectral analysis) in a safe manner, accurately record laboratory observations in an appropriate scientific manner, and analyse experimental results to solve related problems.
  • Work with peers to conduct group work in an efficient, collaborative and equitable fashion.
  • Communicate medicinal chemistry concepts competently in oral presentations and in written format in exams, tests and laboratory reports and communicate conclusions based on experiments in the form of written reports.

Mid-semester test

Assessment Type 1: Quiz/Test
Indicative Time on Task 2: 10 hours
Due: 24 April
Weighting: 15%
This is a hurdle assessment task (see assessment policy for more information on hurdle assessment tasks)

 

Mid-semester Test will cover unit content up to and including week 7.

 


On successful completion you will be able to:
  • Describe the structure and function of biological targets and the interaction of drugs or drug leads with these targets at a molecular level; methods of drug discovery and development; qualitative and quantitative structure–activity relationship methods; pharmacokinetics; the design of more active, selective or less toxic drugs; drug metabolism and prodrugs; and the mechanism of action of specific classes of drugs.
  • Analyse data and solve problems using medicinal chemistry principles.

1 If you need help with your assignment, please contact:

  • the academic teaching staff in your unit for guidance in understanding or completing this type of assessment
  • the Writing Centre for academic skills support.

2 Indicative time-on-task is an estimate of the time required for completion of the assessment task and is subject to individual variation

Delivery and Resources

CHEM3801 Medicinal Chemistry is a 10 credit point unit requiring 150 hours of work over the semester (formal contact hours and self study time). This is an average of 10 hours of work per week over each of the 15 weeks of semester. Formal contact hours for CHEM3801 consist of 2 hours of lectures and a 1-hour interactive SGTA per week, along with 8 x 4-hour laboratory classes throughout semester. Students are expected to participate in all lectures, SGTAs and laboratory classes. Active participation by students in all of these activities will be essential for success in the unit.

 

Lectures

NOTE: Lectures commence in Week 1

The unit will cover 2 hours of lecture material each week. Some lecture material will be available on the unit web site, while other material will be provided during the lecture classes.  You should use these lectures as a starting point and supplement their content with material from the text book, the scientific literature and from other online sources. Much of the unit content builds on content covered in previous weeks, so it will be essential to keep up to date with the lecture material throughout the semester.

 

Interactive SGTAs

NOTE: Interactive SGTAs commence in Week 1

A 1-hour interactive SGTA will be held each week. This is your opportunity to interact directly with the teaching staff, to ask lots of pertinent questions and to identify any weaknesses or clarify misconceptions you may have. Learning is an active process, and as such, you must engage with the material. This means reading the textbook (and beyond) before and after lectures, attempting the assignment questions and discussing the concepts with your classmates and lecturers. Do not be afraid to ask questions – everyone benefits from a robust and open discussion of the topics. Five short quizzes (each worth 1% of the unit total) will also be run throughout semester. The quizzes may include any material that has been covered in the unit up to that point, so you are expected to keep up to date with lectures and to revise course material each week. The quizzes are designed to help you to learn continuously and to identify what you understand and the areas that you need to spend more time on, with minimal assessment penalty.

 

Laboratory Classes

NOTE: Laboratory classes commence in Week 1

Laboratory classes will be conducted in small teams and require a highly collaborative and investigative approach. You will be designing and synthesising a series of sulfonamide antibiotics and subsequently testing them for antibacterial activity to determine the important features for their antibacterial activity. This laboratory work is designed to give real-world experience in research by involving you in the design of the experiments, using literature procedures as a guide, and troubleshooting to identify the best experimental conditions. The classes will emphasise the importance of teamwork and being well prepared and efficient. You will need to be fully aware of safety procedures, proper recording and reporting of raw data and interpretation of results. This will require an analytical and inquisitive approach. The first (dry) laboratory class starts in Week 1, where you will meet your fellow team members, plan your synthetic routes and complete risk assessments. There will then be a series of wet labs sessions run throughout semester. Please refer to the iLearn site for a detailed schedule. The final (dry) laboratory class will bring all the teams back together to discuss their results and to finalise the laboratory reports. To maximise the amount of wet lab time available to complete the experiments, you will need to be highly organised and to have prepared thoroughly BEFORE entering the laboratory. If you are not able to "hit the ground running" each laboratory class, you risk running out of time by the end of semester.

 

Communication

The web page for this unit can be found at ilearn.mq.edu.au.

Login with your MQ student ID number and password, then follow the prompts to "CHEM3801 Medicinal Chemistry."

During semester, the CHEM3801 iLearn site will be used to communicate important information to you. It is your responsibility to regularly check the iLearn site for important announcements and updates.

We will communicate with you via your university email address or through the Announcements discussion board on iLearn. Queries to convenors can either be placed on the iLearn discussion board or emailed directly to the Unit Convenor from your university email address.

 

Unit Text Book

"An Introduction to Medicinal Chemistry" by Graham L. Patrick, Sixth Edition, Oxford University Press 2017.

The text book may be purchased from www.booktopia.com.au or other book shops. Limited copies of the text book are also available in the MQ Library.

 

COVID-19 Information

For the latest information on the University’s response to COVID-19, please refer to the Coronavirus infection page on the Macquarie website: https://www.mq.edu.au/about/coronavirus-faqs. Remember to check this page regularly in case the information and requirements change during semester. If there are any changes to this unit in relation to COVID, these will be communicated via iLearn.

Unit Schedule

Please check the unit iLearn page for the most up-to-date Unit Schedule.

Policies and Procedures

Macquarie University policies and procedures are accessible from Policy Central (https://policies.mq.edu.au). Students should be aware of the following policies in particular with regard to Learning and Teaching:

Students seeking more policy resources can visit Student Policies (https://students.mq.edu.au/support/study/policies). It is your one-stop-shop for the key policies you need to know about throughout your undergraduate student journey.

To find other policies relating to Teaching and Learning, visit Policy Central (https://policies.mq.edu.au) and use the search tool.

Student Code of Conduct

Macquarie University students have a responsibility to be familiar with the Student Code of Conduct: https://students.mq.edu.au/admin/other-resources/student-conduct

Results

Results published on platform other than eStudent, (eg. iLearn, Coursera etc.) or released directly by your Unit Convenor, are not confirmed as they are subject to final approval by the University. Once approved, final results will be sent to your student email address and will be made available in eStudent. For more information visit ask.mq.edu.au or if you are a Global MBA student contact globalmba.support@mq.edu.au

Academic Integrity

At Macquarie, we believe academic integrity – honesty, respect, trust, responsibility, fairness and courage – is at the core of learning, teaching and research. We recognise that meeting the expectations required to complete your assessments can be challenging. So, we offer you a range of resources and services to help you reach your potential, including free online writing and maths support, academic skills development and wellbeing consultations.

Student Support

Macquarie University provides a range of support services for students. For details, visit http://students.mq.edu.au/support/

The Writing Centre

The Writing Centre provides resources to develop your English language proficiency, academic writing, and communication skills.

The Library provides online and face to face support to help you find and use relevant information resources. 

Student Services and Support

Macquarie University offers a range of Student Support Services including:

Student Enquiries

Got a question? Ask us via AskMQ, or contact Service Connect.

IT Help

For help with University computer systems and technology, visit http://www.mq.edu.au/about_us/offices_and_units/information_technology/help/

When using the University's IT, you must adhere to the Acceptable Use of IT Resources Policy. The policy applies to all who connect to the MQ network including students.

Changes from Previous Offering

  • Mid-semester test is now a hurdle assessment item.
  • Laboratory work has increased from 25% to 35% of the unit total.
  • Final exam has decreased from 50% to 40% of the unit total

Unit information based on version 2023.02 of the Handbook