SlideShare a Scribd company logo
1 of 17
Stereochemistry of Drugs
PRESENTED BY,
YAMUNA.R ,
II –M.SC. BIOTECHNOLOGY,
ANNAMALAI UNIVERSITY.
SYNOPSIS……….
 Drug – introduction.
 Stereochemistry.
 Chirality of drugs.
 Drug stereochemistry.
 Drug action.
 References.
DRUG
 Chemical or biological substances.
 Single compound or mixture of different compounds.
 Prevent or cure disease.
 FDA approved – legal drugs
STEREOCHEMISTRY
 Sub discipline of chemistry.
 Study – spatial arrangement of atoms that forms the structure of the molecules
and their manipulation.
 Focuses – stereoisomers .
 Same molecular formula and sequence of bonded atoms , but differs in the three
– dimensional orientation of their atoms in space.
 3D chemistry.
CHIRALITY OF DRUGS
 Fundamental property of 3D object.
 Important biological property resides on stereoisomerism.
 Same molecular formula , same functional group , different 3D orientation.
 Minor change in the drug molecular structure , major change in pharmacological
properties.
 Right and left handed molecules interact with living systems in very different ways.
DRUG STEREOCHEMISTRY
 Ibuprofen
 Thalidomide
 Metamphetamine
 Amphetamine
IBUPROFEN STEREOCHEMISTRY
 1 chiral atom.
 2 enantiomers.
 It is an optically active compound .
 S and R isomers.
 S – dextrorotatory – more biologically active
3D STRUCTURE
BIOLOGICAL EFFECTS
 (S) Enantiomer – effective in reducing fever and pain relief.
 (R) Enantiomer – no side effect
METAMPHETAMINE
 2 enantiomers .
 D – methamphetamine and L- methamphetamine.
 Street drug known as crystal meth – D- methamphetamine.
 Vicks vapour inhalers – L – methamphetamine.
DRUG ACTION
 The effecetiveness of a drug is often related to the chemical structure and polarity of the
substances.
REFERENCES
 http://www.yourgenome.org/facts/how-are-drugs-designed-developed.
 http://rxcinternational.com/different/types.
 http://pubmed.ncbi.nlm.nih.gov.
 http://juniperpublishers.com/role-of-chirality-in-drugs.
 https://chemistry-Europe.onlinelibrary.wiley.com.
 https://pubs.acs.org/doi.
 https://www.slideshare.com/stereochemistry-on-drugs.
Strereochemistry of drugs

More Related Content

What's hot

Analog design medicinal chemistry
Analog design medicinal chemistryAnalog design medicinal chemistry
Analog design medicinal chemistryMohit umare
 
Pharmacophore modeling and docking techniques
Pharmacophore modeling and docking techniquesPharmacophore modeling and docking techniques
Pharmacophore modeling and docking techniqueskencha swathi
 
drug like property concepts in pharmaceutical design
drug like property concepts in pharmaceutical designdrug like property concepts in pharmaceutical design
drug like property concepts in pharmaceutical designDeepak Rohilla
 
Realization that stereo selectivity is a pre-requisite for evolution.pptx
Realization that stereo selectivity is a pre-requisite for evolution.pptxRealization that stereo selectivity is a pre-requisite for evolution.pptx
Realization that stereo selectivity is a pre-requisite for evolution.pptxParthaGhosh498013
 
Drug receptor-interactions
Drug receptor-interactionsDrug receptor-interactions
Drug receptor-interactionsAizaz919930
 
Docking techniques
Docking techniquesDocking techniques
Docking techniquesDevika Rana
 
Pharmacophore modeling
Pharmacophore modelingPharmacophore modeling
Pharmacophore modelingDevika Rana
 
01. Combating Drug Resistance.pptx
01. Combating Drug Resistance.pptx01. Combating Drug Resistance.pptx
01. Combating Drug Resistance.pptxPurushothamKN1
 
Hansch and Free-Wilson QSAR Models
Hansch and Free-Wilson QSAR ModelsHansch and Free-Wilson QSAR Models
Hansch and Free-Wilson QSAR ModelsAkshay Kank
 
STEREOCHEMISTRY AND DRUG ACTION.pptx
STEREOCHEMISTRY AND DRUG ACTION.pptxSTEREOCHEMISTRY AND DRUG ACTION.pptx
STEREOCHEMISTRY AND DRUG ACTION.pptxAchalYawalkar
 
De novo drug design
De novo drug designDe novo drug design
De novo drug designmojdeh y
 
Medicinal Chemistry Basics
Medicinal Chemistry BasicsMedicinal Chemistry Basics
Medicinal Chemistry BasicsRahul Patil PhD
 
2D QSAR DESCRIPTORS
2D QSAR DESCRIPTORS2D QSAR DESCRIPTORS
2D QSAR DESCRIPTORSSmita Jain
 
Drug receptor intraction
Drug receptor intractionDrug receptor intraction
Drug receptor intractionHarpreet Kaur
 

What's hot (20)

Analog design medicinal chemistry
Analog design medicinal chemistryAnalog design medicinal chemistry
Analog design medicinal chemistry
 
Pharmacophore modeling and docking techniques
Pharmacophore modeling and docking techniquesPharmacophore modeling and docking techniques
Pharmacophore modeling and docking techniques
 
drug like property concepts in pharmaceutical design
drug like property concepts in pharmaceutical designdrug like property concepts in pharmaceutical design
drug like property concepts in pharmaceutical design
 
Realization that stereo selectivity is a pre-requisite for evolution.pptx
Realization that stereo selectivity is a pre-requisite for evolution.pptxRealization that stereo selectivity is a pre-requisite for evolution.pptx
Realization that stereo selectivity is a pre-requisite for evolution.pptx
 
Drug receptor-interactions
Drug receptor-interactionsDrug receptor-interactions
Drug receptor-interactions
 
Docking techniques
Docking techniquesDocking techniques
Docking techniques
 
QSRR
QSRRQSRR
QSRR
 
Pharmacophore mapping joon
Pharmacophore mapping joonPharmacophore mapping joon
Pharmacophore mapping joon
 
22.pharmacophore
22.pharmacophore22.pharmacophore
22.pharmacophore
 
Ch05. streochemistry
Ch05. streochemistryCh05. streochemistry
Ch05. streochemistry
 
QSAR
QSARQSAR
QSAR
 
Pharmacophore modeling
Pharmacophore modelingPharmacophore modeling
Pharmacophore modeling
 
01. Combating Drug Resistance.pptx
01. Combating Drug Resistance.pptx01. Combating Drug Resistance.pptx
01. Combating Drug Resistance.pptx
 
Hansch and Free-Wilson QSAR Models
Hansch and Free-Wilson QSAR ModelsHansch and Free-Wilson QSAR Models
Hansch and Free-Wilson QSAR Models
 
STEREOCHEMISTRY AND DRUG ACTION.pptx
STEREOCHEMISTRY AND DRUG ACTION.pptxSTEREOCHEMISTRY AND DRUG ACTION.pptx
STEREOCHEMISTRY AND DRUG ACTION.pptx
 
De novo drug design
De novo drug designDe novo drug design
De novo drug design
 
Medicinal Chemistry Basics
Medicinal Chemistry BasicsMedicinal Chemistry Basics
Medicinal Chemistry Basics
 
2D QSAR DESCRIPTORS
2D QSAR DESCRIPTORS2D QSAR DESCRIPTORS
2D QSAR DESCRIPTORS
 
Prodrug Design
Prodrug DesignProdrug Design
Prodrug Design
 
Drug receptor intraction
Drug receptor intractionDrug receptor intraction
Drug receptor intraction
 

Similar to Strereochemistry of drugs

Role of chirality in stereoselective and specific theraputic agent
Role of chirality in stereoselective and specific theraputic agentRole of chirality in stereoselective and specific theraputic agent
Role of chirality in stereoselective and specific theraputic agentKaranvir Rajput
 
Des.term paper
Des.term paperDes.term paper
Des.term paperdessyofosu
 
Importance of Stereochemistry in Drug Design.pptx
Importance of Stereochemistry in Drug Design.pptxImportance of Stereochemistry in Drug Design.pptx
Importance of Stereochemistry in Drug Design.pptxYogesh Chaudhari
 
Clinical pharmacokinetics and pharmacodynamics of stereo isomeric drugs
Clinical pharmacokinetics and pharmacodynamics of stereo isomeric drugsClinical pharmacokinetics and pharmacodynamics of stereo isomeric drugs
Clinical pharmacokinetics and pharmacodynamics of stereo isomeric drugsSazan Jamil Ali
 
Pharmacology Introduction
Pharmacology IntroductionPharmacology Introduction
Pharmacology IntroductionMISS SINGH
 
Historical developmental and scope of pharmacology
Historical developmental and scope of pharmacologyHistorical developmental and scope of pharmacology
Historical developmental and scope of pharmacologybalaji college of pharmacy
 
Drug Chirality In Anesthesia.29
Drug  Chirality In  Anesthesia.29Drug  Chirality In  Anesthesia.29
Drug Chirality In Anesthesia.29Ahmed Shalabi
 
Applications of mass spectroscopy in pharmacy(including other sectors)
Applications of mass spectroscopy in pharmacy(including other sectors)Applications of mass spectroscopy in pharmacy(including other sectors)
Applications of mass spectroscopy in pharmacy(including other sectors)M R S
 
introductory Medicinal Chemistry.pptx
introductory Medicinal Chemistry.pptxintroductory Medicinal Chemistry.pptx
introductory Medicinal Chemistry.pptxSoniaRani69
 
Pharmacology Terms (RCVetS.com)
Pharmacology Terms (RCVetS.com)Pharmacology Terms (RCVetS.com)
Pharmacology Terms (RCVetS.com)Osama Zahid
 

Similar to Strereochemistry of drugs (20)

Role of chirality in stereoselective and specific theraputic agent
Role of chirality in stereoselective and specific theraputic agentRole of chirality in stereoselective and specific theraputic agent
Role of chirality in stereoselective and specific theraputic agent
 
Des.term paper
Des.term paperDes.term paper
Des.term paper
 
Importance of Stereochemistry in Drug Design.pptx
Importance of Stereochemistry in Drug Design.pptxImportance of Stereochemistry in Drug Design.pptx
Importance of Stereochemistry in Drug Design.pptx
 
Clinical pharmacokinetics and pharmacodynamics of stereo isomeric drugs
Clinical pharmacokinetics and pharmacodynamics of stereo isomeric drugsClinical pharmacokinetics and pharmacodynamics of stereo isomeric drugs
Clinical pharmacokinetics and pharmacodynamics of stereo isomeric drugs
 
Explore pharmacology
Explore pharmacologyExplore pharmacology
Explore pharmacology
 
Stereochemistry
StereochemistryStereochemistry
Stereochemistry
 
Introduction to pharmacology
Introduction to pharmacologyIntroduction to pharmacology
Introduction to pharmacology
 
Pharmacology Introduction
Pharmacology IntroductionPharmacology Introduction
Pharmacology Introduction
 
Historical developmental and scope of pharmacology
Historical developmental and scope of pharmacologyHistorical developmental and scope of pharmacology
Historical developmental and scope of pharmacology
 
Lecture 1
Lecture 1Lecture 1
Lecture 1
 
Drug Chirality In Anesthesia.29
Drug  Chirality In  Anesthesia.29Drug  Chirality In  Anesthesia.29
Drug Chirality In Anesthesia.29
 
Chiral catalysts
Chiral catalystsChiral catalysts
Chiral catalysts
 
STEREOCHEMISTRY.pptx
STEREOCHEMISTRY.pptxSTEREOCHEMISTRY.pptx
STEREOCHEMISTRY.pptx
 
Presentation1
Presentation1Presentation1
Presentation1
 
Pharmacology
PharmacologyPharmacology
Pharmacology
 
Applications of mass spectroscopy in pharmacy(including other sectors)
Applications of mass spectroscopy in pharmacy(including other sectors)Applications of mass spectroscopy in pharmacy(including other sectors)
Applications of mass spectroscopy in pharmacy(including other sectors)
 
Peiper 1
Peiper 1Peiper 1
Peiper 1
 
introductory Medicinal Chemistry.pptx
introductory Medicinal Chemistry.pptxintroductory Medicinal Chemistry.pptx
introductory Medicinal Chemistry.pptx
 
Chemistry enzymes.pdf
Chemistry enzymes.pdfChemistry enzymes.pdf
Chemistry enzymes.pdf
 
Pharmacology Terms (RCVetS.com)
Pharmacology Terms (RCVetS.com)Pharmacology Terms (RCVetS.com)
Pharmacology Terms (RCVetS.com)
 

Recently uploaded

EPANDING THE CONTENT OF AN OUTLINE using notes.pptx
EPANDING THE CONTENT OF AN OUTLINE using notes.pptxEPANDING THE CONTENT OF AN OUTLINE using notes.pptx
EPANDING THE CONTENT OF AN OUTLINE using notes.pptxRaymartEstabillo3
 
call girls in Kamla Market (DELHI) 🔝 >༒9953330565🔝 genuine Escort Service 🔝✔️✔️
call girls in Kamla Market (DELHI) 🔝 >༒9953330565🔝 genuine Escort Service 🔝✔️✔️call girls in Kamla Market (DELHI) 🔝 >༒9953330565🔝 genuine Escort Service 🔝✔️✔️
call girls in Kamla Market (DELHI) 🔝 >༒9953330565🔝 genuine Escort Service 🔝✔️✔️9953056974 Low Rate Call Girls In Saket, Delhi NCR
 
DATA STRUCTURE AND ALGORITHM for beginners
DATA STRUCTURE AND ALGORITHM for beginnersDATA STRUCTURE AND ALGORITHM for beginners
DATA STRUCTURE AND ALGORITHM for beginnersSabitha Banu
 
Computed Fields and api Depends in the Odoo 17
Computed Fields and api Depends in the Odoo 17Computed Fields and api Depends in the Odoo 17
Computed Fields and api Depends in the Odoo 17Celine George
 
ECONOMIC CONTEXT - LONG FORM TV DRAMA - PPT
ECONOMIC CONTEXT - LONG FORM TV DRAMA - PPTECONOMIC CONTEXT - LONG FORM TV DRAMA - PPT
ECONOMIC CONTEXT - LONG FORM TV DRAMA - PPTiammrhaywood
 
AmericanHighSchoolsprezentacijaoskolama.
AmericanHighSchoolsprezentacijaoskolama.AmericanHighSchoolsprezentacijaoskolama.
AmericanHighSchoolsprezentacijaoskolama.arsicmarija21
 
How to do quick user assign in kanban in Odoo 17 ERP
How to do quick user assign in kanban in Odoo 17 ERPHow to do quick user assign in kanban in Odoo 17 ERP
How to do quick user assign in kanban in Odoo 17 ERPCeline George
 
Full Stack Web Development Course for Beginners
Full Stack Web Development Course  for BeginnersFull Stack Web Development Course  for Beginners
Full Stack Web Development Course for BeginnersSabitha Banu
 
Employee wellbeing at the workplace.pptx
Employee wellbeing at the workplace.pptxEmployee wellbeing at the workplace.pptx
Employee wellbeing at the workplace.pptxNirmalaLoungPoorunde1
 
Roles & Responsibilities in Pharmacovigilance
Roles & Responsibilities in PharmacovigilanceRoles & Responsibilities in Pharmacovigilance
Roles & Responsibilities in PharmacovigilanceSamikshaHamane
 
What is Model Inheritance in Odoo 17 ERP
What is Model Inheritance in Odoo 17 ERPWhat is Model Inheritance in Odoo 17 ERP
What is Model Inheritance in Odoo 17 ERPCeline George
 
Earth Day Presentation wow hello nice great
Earth Day Presentation wow hello nice greatEarth Day Presentation wow hello nice great
Earth Day Presentation wow hello nice greatYousafMalik24
 
Procuring digital preservation CAN be quick and painless with our new dynamic...
Procuring digital preservation CAN be quick and painless with our new dynamic...Procuring digital preservation CAN be quick and painless with our new dynamic...
Procuring digital preservation CAN be quick and painless with our new dynamic...Jisc
 
Quarter 4 Peace-education.pptx Catch Up Friday
Quarter 4 Peace-education.pptx Catch Up FridayQuarter 4 Peace-education.pptx Catch Up Friday
Quarter 4 Peace-education.pptx Catch Up FridayMakMakNepo
 
Gas measurement O2,Co2,& ph) 04/2024.pptx
Gas measurement O2,Co2,& ph) 04/2024.pptxGas measurement O2,Co2,& ph) 04/2024.pptx
Gas measurement O2,Co2,& ph) 04/2024.pptxDr.Ibrahim Hassaan
 
Types of Journalistic Writing Grade 8.pptx
Types of Journalistic Writing Grade 8.pptxTypes of Journalistic Writing Grade 8.pptx
Types of Journalistic Writing Grade 8.pptxEyham Joco
 
Alper Gobel In Media Res Media Component
Alper Gobel In Media Res Media ComponentAlper Gobel In Media Res Media Component
Alper Gobel In Media Res Media ComponentInMediaRes1
 
MULTIDISCIPLINRY NATURE OF THE ENVIRONMENTAL STUDIES.pptx
MULTIDISCIPLINRY NATURE OF THE ENVIRONMENTAL STUDIES.pptxMULTIDISCIPLINRY NATURE OF THE ENVIRONMENTAL STUDIES.pptx
MULTIDISCIPLINRY NATURE OF THE ENVIRONMENTAL STUDIES.pptxAnupkumar Sharma
 
ACC 2024 Chronicles. Cardiology. Exam.pdf
ACC 2024 Chronicles. Cardiology. Exam.pdfACC 2024 Chronicles. Cardiology. Exam.pdf
ACC 2024 Chronicles. Cardiology. Exam.pdfSpandanaRallapalli
 

Recently uploaded (20)

EPANDING THE CONTENT OF AN OUTLINE using notes.pptx
EPANDING THE CONTENT OF AN OUTLINE using notes.pptxEPANDING THE CONTENT OF AN OUTLINE using notes.pptx
EPANDING THE CONTENT OF AN OUTLINE using notes.pptx
 
call girls in Kamla Market (DELHI) 🔝 >༒9953330565🔝 genuine Escort Service 🔝✔️✔️
call girls in Kamla Market (DELHI) 🔝 >༒9953330565🔝 genuine Escort Service 🔝✔️✔️call girls in Kamla Market (DELHI) 🔝 >༒9953330565🔝 genuine Escort Service 🔝✔️✔️
call girls in Kamla Market (DELHI) 🔝 >༒9953330565🔝 genuine Escort Service 🔝✔️✔️
 
DATA STRUCTURE AND ALGORITHM for beginners
DATA STRUCTURE AND ALGORITHM for beginnersDATA STRUCTURE AND ALGORITHM for beginners
DATA STRUCTURE AND ALGORITHM for beginners
 
Computed Fields and api Depends in the Odoo 17
Computed Fields and api Depends in the Odoo 17Computed Fields and api Depends in the Odoo 17
Computed Fields and api Depends in the Odoo 17
 
ECONOMIC CONTEXT - LONG FORM TV DRAMA - PPT
ECONOMIC CONTEXT - LONG FORM TV DRAMA - PPTECONOMIC CONTEXT - LONG FORM TV DRAMA - PPT
ECONOMIC CONTEXT - LONG FORM TV DRAMA - PPT
 
AmericanHighSchoolsprezentacijaoskolama.
AmericanHighSchoolsprezentacijaoskolama.AmericanHighSchoolsprezentacijaoskolama.
AmericanHighSchoolsprezentacijaoskolama.
 
How to do quick user assign in kanban in Odoo 17 ERP
How to do quick user assign in kanban in Odoo 17 ERPHow to do quick user assign in kanban in Odoo 17 ERP
How to do quick user assign in kanban in Odoo 17 ERP
 
Full Stack Web Development Course for Beginners
Full Stack Web Development Course  for BeginnersFull Stack Web Development Course  for Beginners
Full Stack Web Development Course for Beginners
 
Employee wellbeing at the workplace.pptx
Employee wellbeing at the workplace.pptxEmployee wellbeing at the workplace.pptx
Employee wellbeing at the workplace.pptx
 
Roles & Responsibilities in Pharmacovigilance
Roles & Responsibilities in PharmacovigilanceRoles & Responsibilities in Pharmacovigilance
Roles & Responsibilities in Pharmacovigilance
 
What is Model Inheritance in Odoo 17 ERP
What is Model Inheritance in Odoo 17 ERPWhat is Model Inheritance in Odoo 17 ERP
What is Model Inheritance in Odoo 17 ERP
 
Earth Day Presentation wow hello nice great
Earth Day Presentation wow hello nice greatEarth Day Presentation wow hello nice great
Earth Day Presentation wow hello nice great
 
Procuring digital preservation CAN be quick and painless with our new dynamic...
Procuring digital preservation CAN be quick and painless with our new dynamic...Procuring digital preservation CAN be quick and painless with our new dynamic...
Procuring digital preservation CAN be quick and painless with our new dynamic...
 
Quarter 4 Peace-education.pptx Catch Up Friday
Quarter 4 Peace-education.pptx Catch Up FridayQuarter 4 Peace-education.pptx Catch Up Friday
Quarter 4 Peace-education.pptx Catch Up Friday
 
Gas measurement O2,Co2,& ph) 04/2024.pptx
Gas measurement O2,Co2,& ph) 04/2024.pptxGas measurement O2,Co2,& ph) 04/2024.pptx
Gas measurement O2,Co2,& ph) 04/2024.pptx
 
Types of Journalistic Writing Grade 8.pptx
Types of Journalistic Writing Grade 8.pptxTypes of Journalistic Writing Grade 8.pptx
Types of Journalistic Writing Grade 8.pptx
 
OS-operating systems- ch04 (Threads) ...
OS-operating systems- ch04 (Threads) ...OS-operating systems- ch04 (Threads) ...
OS-operating systems- ch04 (Threads) ...
 
Alper Gobel In Media Res Media Component
Alper Gobel In Media Res Media ComponentAlper Gobel In Media Res Media Component
Alper Gobel In Media Res Media Component
 
MULTIDISCIPLINRY NATURE OF THE ENVIRONMENTAL STUDIES.pptx
MULTIDISCIPLINRY NATURE OF THE ENVIRONMENTAL STUDIES.pptxMULTIDISCIPLINRY NATURE OF THE ENVIRONMENTAL STUDIES.pptx
MULTIDISCIPLINRY NATURE OF THE ENVIRONMENTAL STUDIES.pptx
 
ACC 2024 Chronicles. Cardiology. Exam.pdf
ACC 2024 Chronicles. Cardiology. Exam.pdfACC 2024 Chronicles. Cardiology. Exam.pdf
ACC 2024 Chronicles. Cardiology. Exam.pdf
 

Strereochemistry of drugs

  • 1. Stereochemistry of Drugs PRESENTED BY, YAMUNA.R , II –M.SC. BIOTECHNOLOGY, ANNAMALAI UNIVERSITY.
  • 2. SYNOPSIS……….  Drug – introduction.  Stereochemistry.  Chirality of drugs.  Drug stereochemistry.  Drug action.  References.
  • 3. DRUG  Chemical or biological substances.  Single compound or mixture of different compounds.  Prevent or cure disease.  FDA approved – legal drugs
  • 4. STEREOCHEMISTRY  Sub discipline of chemistry.  Study – spatial arrangement of atoms that forms the structure of the molecules and their manipulation.  Focuses – stereoisomers .  Same molecular formula and sequence of bonded atoms , but differs in the three – dimensional orientation of their atoms in space.  3D chemistry.
  • 5. CHIRALITY OF DRUGS  Fundamental property of 3D object.  Important biological property resides on stereoisomerism.  Same molecular formula , same functional group , different 3D orientation.  Minor change in the drug molecular structure , major change in pharmacological properties.  Right and left handed molecules interact with living systems in very different ways.
  • 6.
  • 7.
  • 8. DRUG STEREOCHEMISTRY  Ibuprofen  Thalidomide  Metamphetamine  Amphetamine
  • 9. IBUPROFEN STEREOCHEMISTRY  1 chiral atom.  2 enantiomers.  It is an optically active compound .  S and R isomers.  S – dextrorotatory – more biologically active
  • 11. BIOLOGICAL EFFECTS  (S) Enantiomer – effective in reducing fever and pain relief.  (R) Enantiomer – no side effect
  • 12. METAMPHETAMINE  2 enantiomers .  D – methamphetamine and L- methamphetamine.  Street drug known as crystal meth – D- methamphetamine.  Vicks vapour inhalers – L – methamphetamine.
  • 13.
  • 14. DRUG ACTION  The effecetiveness of a drug is often related to the chemical structure and polarity of the substances.
  • 15.
  • 16. REFERENCES  http://www.yourgenome.org/facts/how-are-drugs-designed-developed.  http://rxcinternational.com/different/types.  http://pubmed.ncbi.nlm.nih.gov.  http://juniperpublishers.com/role-of-chirality-in-drugs.  https://chemistry-Europe.onlinelibrary.wiley.com.  https://pubs.acs.org/doi.  https://www.slideshare.com/stereochemistry-on-drugs.