22
Classical bioisosteres
- Monovalent atoms or groups:
OH
SH
Br
I
NH
PH
-Pr
2
2
i
CH 3 CI F H
CH 2
COCH R 2 CONHR
NH O S
CO R 2 COSR
CH
P
N
As
- Bivalent atoms or groups:
- Trivalent atoms:
C Si N+ P+
- Tetravalent atoms:
Nonclassical bioisosteres
- Functional group replacements:
a. Halogens:
XCF 3 CN N(CN) 2 C(CN) 3
b. Hydroxyl group:
OH
NHCOR
CH OH
NHSO R
2
2
CH(CN)
NHCN
2
NHCONHR
c. Carbonyl group:
C
O
S
O OO
S S
O
NH C
NC CN NOH
C
d. Carboxylic acid group:
(Continued)