CHEBI:65172 - ximelagatran

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ChEBI Name ximelagatran
ChEBI ID CHEBI:65172
Definition A member of the class of azetidines that is melagatran in which the carboxylic acid group has been converted to the corresponding ethyl ester and in which the amidine group has been converted into the corresponding amidoxime. A prodrug for melagatran, ximelagatran was the first orally available direct thrombin inhibitor to be brought to market as an anticoagulant, but was withdrawn in 2006 following reports of it causing liver damage.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Rebecca Foulger
Supplier Information
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Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): serine protease inhibitor
Any protease inhibitor that restricts the action of a serine protease.
EC 3.4.21.5 (thrombin) inhibitor
An EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the action of thrombin (EC 3.4.21.5).
Application(s): anticoagulant
An agent that prevents blood clotting.
prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
Related Structures
ximelagatran is a Structural Derivative of
melagatran
Mass : 429.51260
Formula : C22H31N5O4
43966 		ammonia
Mass : 17.03056
Formula : H3N
16134 		carboxylic acid
Mass : 45.017
Formula : CHO2R
33575 		ethanol
Mass : 46.06844
Formula : C2H6O
16236
ximelagatran is a Tautomer of
ximelagatran (hydroxylamine form)
Mass : 473.566
Formula : C24H35N5O5
136702
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