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Lipinski's rule of five
name
(chemistry)
A
rule
of
thumb
stating
that
a
chemical
compound
is
likely
to
be
an
orally
active
drug
in
humans
unless
it
violates
more
than
one
of
these
criteria:
(i)
no
more
than
5
hydrogen
bond
donors
(the
total
number
of
nitrogen–hydrogen
and
oxygen–hydrogen
bonds);
(ii)
no
more
than
10
hydrogen
bond
acceptors
(all
nitrogen
or
oxygen
atoms);
(iii)
a
molecular
mass
less
than
500
daltons;
(iv)
an
octanol-water
partition
coefficient
(log
P)
that
does
not
exceed
5.
crumbling skull rule
noun
last antecedent rule
noun
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