heterocycles and bioisopheres

what are the heterocycles

5 membered and aromatic

thio= S

oxa = O

AZOLE= nitrogen 5 membr ring

furan

• NOT IONIZED

thiopene

PYROLLE

PYRROLIDINE

DINE= ATE ALL THE DB ,

WHAT DOES PYR, PIPER, AND ZINE MEAN

azole=

azole = 5 membr ring + N

OXAZOLE

THIAZOLE

IMIDAZOLE

PYARAZOLE

PEER NEXT TO YOU (N-N)

PYRIDIDINE

PIPERIDINE

MORPHOLINE

O + LINE , IN LINE W NH

PYRIMIDINE

N IS IN MID (MIDDLE)

M = MORE NITROGENS VS PYRIDIDINE

PYRAZINE VS PIPERAZINE

PIPER ATE THE DB

INDOLE

LOOKS LIKE PINEAPPLE IS ONLY ONE WITH 6 RING + 5 RING

PHARMCOPHPRES FEATURES

DAPAHAB: DONOR, ACCEPTOR, POSITIVE CHG, AROMATIC, HYDROPHOBE, ACID, BASE

• ABA

• MORPHINE !! VERY RIGID = LOWERS ENTROPIC BINDING

ENANTIOMERS

THALIDOME: S FORM = DEFECT IN BABY

LSD

MIMICKS SERETONIN

BIOISOTERES

• METABOLIC SOFT SPOTS ARE BAD SO USE BIOISOTERE TO BLOCK THEM WITHOUT CHANGING OR LOSING OG BIOLOGIAL ACTIVITY

FLUORINE

OXETANE

CARBONYL —> CLOSED GAP

TETRAZOLE

COOH—> 4N 5 MEMBR RING

THIOPHENE

6 RING —> 5RING + S

CHLORINE

METHYL —> CL