What is bioisosteric replacement?
A bioisosteric replacement transforms an active compound into another compound by exchanging a group of atoms with another, broadly similar group of atoms. Several computational methods have been described to automatically identify bioisosteric replacements.
Which is used for bioisosteric replacement of benzene?
1]pentane were validated as saturated bioisosteres for para-substituted benzenes in medicinal chemistry projects. It was shown that such replacement increases the water solubility, lowers lipophilicity and retains bioactivity of compounds.
What is Biosteric replacement?
Bioisosteres – A bioisostere is a molecule resulting from the exchange of an atom or of a group of atoms with an alternative, broadly similar, atom or group of atoms. The objective of a bioisosteric replacement is to create a new molecule with similar biological properties to the parent compound.
What is the difference between Isosteres and bioisosteres?
Friedman (1951): Bioisosteres are atoms or molecules that fit the broadest definition for isosteres and have the same type of biological activity. Thornber (1979): Groups or molecules which have chemical and physical similarities producing broadly similar biological effects.
What does Isosteres mean?
From Wikipedia, the free encyclopedia. Classical Isosteres are molecules or ions with similar shape and often electronic properties. Many definitions are available. but the term is usually employed in the context of bioactivity and drug development.
What is ring equivalent Bioisosterism?
Bioisosterism is used to reduce toxicity, change bioavailability, or modify the activity of the lead compound, and may alter the metabolism of the lead. …
What are examples of Isosteres?
Definition of Isosteres
- What are Isosteres? Isosteres are atoms, molecules, or ions of similar size containing the same number of atoms and valence electrons.
- Example 1. Consider neon, the noble gas at the end of the second row of the periodic table.
- Example 2.
- Example 3.
- :N:::N: :C:::O: :C:::N:
What is Isosteres 11?
Isosteres are atoms, molecules, or ions of similar size containing the same number of atoms and valence electrons. If fluorine ionizes, it gains an electron to become F-, which is an isostere of Ne.
Why do we use Isosteres?
In drug design, the purpose of exchanging one bioisostere for another is to enhance the desired biological or physical properties of a compound without making significant changes in chemical structure. The main use of this term and its techniques are related to pharmaceutical sciences.
What is Isosterism and Bioisosterism?
Isosterism and Bioisosterism Replacement or modification of functional group with other group having similar properties is known as isosteric and bioisosteric replacement.
Which pairs are Isosteres?
Isosteres are atoms, molecules, or ions of similar size containing the same number of atoms and valence electrons. Consider neon, the noble gas at the end of the second row of the periodic table. To the left of it, fluorine has one fewer electron.
What is Isosteres example?
Isosteres are atoms, molecules, or ions of similar size containing the same number of atoms and valence electrons. Example 1. Consider neon, the noble gas at the end of the second row of the periodic table.
Can a bioisosteric replacement be physicochemically based?
The bioisosteric replacement may be physicochemically or topologically based. The replacement can attenuate toxicity, modify activity of lead, and/or alter pharmacokinetics or the toxicity of the lead. The order in the table below does not imply any preference, all substituents on a row are often interchangeable.
Which is the best bioisosteric replacement for tert butyl?
It was demonstrated that the trifluoromethyl oxetane‐containing had decreased lipophilicity, improved lipophilic efficiency (LipE) and metabolic stability relative to the corresponding tert‐butyl analogue. They were prepared from the corresponding trifluoromethyl ketones. 3,4-Diemethoxyphenyl bioisosteres.
How does tetrabenazine work as a bioisosteric replacement?
Tetrabenazine acts primarily as a reversible high-affinity inhibitor of mono-amine uptake into granular vesicles of presynaptic neurons by binding selectively to VMAT-2. Whilst Tetrabenazine is well absorbed it has relatively low bioavailability DOI and the primary route for metabolism is via oxidation by CYP2D6.