Lecture 6

Card Set Information

Author:
kohaa
ID:
193803
Filename:
Lecture 6
Updated:
2013-01-19 17:40:46
Tags:
CHE 130A
Folders:

Description:
Peptidomimetics, LogP, LogD, Lipinski's rule of 5
Show Answers:

Home > Flashcards > Print Preview

The flashcards below were created by user kohaa on FreezingBlue Flashcards. What would you like to do?


  1. Peptidomimetics
    Drug molecules that mimic peptides.
  2. Peptoid (Chiron)
    Peptidomimetic class where R groups are bound to N.
  3. Pharmacodynamics
    Drug interaction w/ target.
  4. Pharmacokinetics
    Absorption, distribution, metabolism, excretion (ADME).
  5. High lipophilic molecule issues
    • 1) Low water solubility
    • 2) Easily metabolized
    • 3) Bind excessively to plasma protein
    • 4) Can build up in tissue
  6. Low lipophilic molecule issues
    Poor membrane solubility.
  7. LogP
    • [compound]oct/[compound]aq(1-a)
    • a = ________ of compound in ________
  8. LogP value meaning
    • <0   = injection
    • 0-3  = oral administration
    • 4-5  = transdermal application
    • <5  = toxic issue due to build up in tissue
  9. Shake Flask Measurements
    • 1. Put compound in flask with octanol and water.
    • 2. Shake
    • 3. Measure solubility using UV-vis, GC/MC, HPLC
  10. Lipinski's Rule of 5
    Came from sabermetrics

    • 1. Not more than 5 HBD
    • 2. Not more than 10 HBA
    • 3. MW < 500
    • 4. LogP < 5
  11. LogDn
    • LogP of ionizable compound at pH n.
    • D stands for distribution.
  12. pKa relation to pH
    if pH = pKA, 50% base and 50% acid form of compound. if pH > pKa, more in acid form, if pH < pKa, more in basic form.
  13. Drug Efficiency requirements
    Drug must be polar enough to be aqueous soluble and lipophilic enough to pass membrane.
  14. Altering pKa of compounds
    Adding electron withdrawing or donating species to compound.

What would you like to do?

Home > Flashcards > Print Preview