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monastrol

Structure via PubChem · Public domain (PubChem)

EntityQ6898425· pop 7· linked from 694 articles

Monastrol is a cell-permeable small molecule inhibitor discovered by Thomas U. Mayer in the lab of Tim Mitchison. Monastrol was shown to inhibit the kinesin-5 (also known as KIF11, Kinesin Eg5), a motor protein important for spindle bipolarity.

Chemical data

Formula
C14H16N2O3S
Molecular weight
292.36 g/mol
IUPAC name
ethyl 4-(3-hydroxyphenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxylate
SMILES
CCOC(=O)C1=C(NC(=S)NC1C2=CC(=CC=C2)O)C
InChIKey
LOBCDGHHHHGHFA-UHFFFAOYSA-N
XLogP
1.6
Polar surface area
103 Ų
H-bond donors
3
H-bond acceptors
4
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
292.088163
Show 4 more facts
Commons category
Monastrol
canonical SMILES
CCOC(=O)C1=C(NC(=S)NC1C2=CC(=CC=C2)O)C
chemical formula
C₁₄H₁₆N₂O₃S
subject has role
bactericide
Sources (2)

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~1 min read

Encyclopedic overview

2 sections
Contents
  • Mechanism of action
  • References

Monastrol is a cell-permeable small molecule inhibitor discovered by Thomas U. Mayer in the lab of Tim Mitchison. Monastrol was shown to inhibit the kinesin-5 (also known as KIF11, Kinesin Eg5), a motor protein important for spindle bipolarity.

==Mechanism of action== thumb|Monastrol inhibits Eg5 Monastrol binds to a long loop that is specific to the Eg5 (also known as KIF11 or kinesin-5) kinesin family, and allosterically inhibits ATPase activity of the kinesin

Excerpted from Wikipedia’s “monastrol” article, available under the CC BY-SA 4.0 licence.

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