alogliptin (CHEBI:72323)

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ChEBI Name	alogliptin

ChEBI ID	CHEBI:72323

Definition	A piperidine that is 3-methyl-2,4-dioxo-3,4-dihydropyrimidine carrying additional 2-cyanobenzyl and 3-aminopiperidin-1-yl groups at positions 1 and 2 respectively (the R-enantiomer). Used in the form of its benzoate salt for treatment of type 2 diabetes.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C18H21N5O2

Net Charge

Average Mass

339.39160

Monoisotopic Mass

339.16952

InChI

InChI=1S/C18H21N5O2/c1-21-17(24)9-16(22-8-4-7-15(20)12-22)23(18(21)25)11-14-6-3-2-5-13(14)10-19/h2-3,5-6,9,15H,4,7-8,11-12,20H2,1H3/t15-/m1/s1

InChIKey

ZSBOMTDTBDDKMP-OAHLLOKOSA-N

SMILES

Cn1c(=O)cc(N2CCC[C@@H](N)C2)n(Cc2ccccc2C#N)c1=O

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):	EC 3.4.14.5 (dipeptidyl-peptidase IV) inhibitor An EC 3.4.14.* (dipeptidyl- and tripeptidyl-peptidases) inhibitor that specifically inhibits dipeptidyl peptidase-4 (EC 3.4.14.5).

Application(s):	hypoglycemic agent A drug which lowers the blood glucose level.

ChEBI Ontology
Outgoing	alogliptin (CHEBI:72323) has role EC 3.4.14.5 (dipeptidyl-peptidase IV) inhibitor (CHEBI:68612) alogliptin (CHEBI:72323) has role hypoglycemic agent (CHEBI:35526) alogliptin (CHEBI:72323) is a nitrile (CHEBI:18379) alogliptin (CHEBI:72323) is a piperidines (CHEBI:26151) alogliptin (CHEBI:72323) is a primary amino compound (CHEBI:50994) alogliptin (CHEBI:72323) is a pyrimidines (CHEBI:39447) alogliptin (CHEBI:72323) is conjugate base of alogliptin(1+) (CHEBI:72326)

Incoming	alogliptin(1+) (CHEBI:72326) is conjugate acid of alogliptin (CHEBI:72323)

IUPAC Name

2-({6-[(3R)-3-aminopiperidin-1-yl]-3-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl}methyl)benzonitrile

Last Modified

22 February 2017