heterocycles and bioisopheres

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25 Terms

1
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what are the heterocycles

5 membered and aromatic

thio= S

oxa = O

AZOLE= nitrogen 5 membr ring

<p>5 membered and aromatic </p><p>thio= S </p><p>oxa = O </p><p>AZOLE= nitrogen 5 membr ring </p>
2
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furan

  • NOT IONIZED

<ul><li><p>NOT IONIZED</p></li></ul><p></p>
3
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thiopene

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4
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PYROLLE

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5
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PYRROLIDINE

DINE= ATE ALL THE DB ,

<p>DINE= ATE ALL THE DB , </p>
6
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WHAT DOES PYR, PIPER, AND ZINE MEAN

azole=

azole = 5 membr ring + N

<p>azole = 5 membr ring + N</p>
7
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OXAZOLE

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8
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THIAZOLE

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9
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IMIDAZOLE

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10
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PYARAZOLE

PEER NEXT TO YOU (N-N)

<p>PEER NEXT TO YOU (N-N)</p><p></p>
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PYRIDIDINE

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PIPERIDINE

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MORPHOLINE

O + LINE , IN LINE W NH

<p>O + LINE , IN LINE W NH </p><p></p>
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PYRIMIDINE

N IS IN MID (MIDDLE)

M = MORE NITROGENS VS PYRIDIDINE

<p>N IS IN MID (MIDDLE)</p><p>M = MORE NITROGENS VS PYRIDIDINE</p><p></p>
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PYRAZINE VS PIPERAZINE

PIPER ATE THE DB

<p>PIPER ATE THE DB </p><p></p>
16
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INDOLE

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

<p>LOOKS LIKE PINEAPPLE IS ONLY ONE WITH 6 RING + 5 RING </p>
17
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PHARMCOPHPRES FEATURES

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

  • ABA

  • MORPHINE !! VERY RIGID = LOWERS ENTROPIC BINDING

18
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ENANTIOMERS

THALIDOME: S FORM = DEFECT IN BABY

19
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LSD

MIMICKS SERETONIN

20
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BIOISOTERES

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

21
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FLUORINE

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22
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OXETANE

CARBONYL —> CLOSED GAP

<p>CARBONYL —&gt; CLOSED GAP </p>
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TETRAZOLE

COOH—> 4N 5 MEMBR RING

<p>COOH—&gt; 4N 5 MEMBR RING</p>
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THIOPHENE

6 RING —> 5RING + S

<p>6 RING —&gt; 5RING + S </p>
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CHLORINE

METHYL —> CL

<p>METHYL —&gt; CL </p>