Nateglinide
(2R)-3-phenyl-2-[(4-propan-2-ylcyclohexanecarbonyl)amino]propanoic acid
Molecular Identity
Nateglinide
(2R)-3-phenyl-2-[(4-propan-2-ylcyclohexanecarbonyl)amino]propanoic acid
PubChem CID: 5311309
Nateglinide is an N-acyl-D-phenylalanine resulting from the formal condensation of the amino group of D-phenylalanine with the carboxy group of trans-4-isopropylcyclohexanecarboxylic acid. An orally-administered, rapidly-absorbed, short-acting insulinotropic agent, it is used for the treatment of type 2 diabetes mellitus. It has a role as a hypoglycemic agent and an EC 3.4.14.5 (dipeptidyl-peptidase IV) inhibitor.
2D Structure
Properties
C19H27NO3
Molecular Formula
317.40
Molecular Weight
g/mol
317.1991
Exact Mass
Da
3.2
XLogP
Drug-like (Lipinski: < 5)
66.4
TPSA
Good oral absorption (< 140 A²)
2
H-Bond Donors
3
H-Bond Acceptors
393
Complexity
SMILES
Canonical SMILES
SMILES: CC(C)C1CCC(CC1)C(=O)NC(CC2=CC=CC=C2)C(=O)OIsomeric SMILES
SMILES: CC(C)C1CCC(CC1)C(=O)N[C@H](CC2=CC=CC=C2)C(=O)OSynonyms(20)
nateglinide105816-04-4StarlixStarsissenaglinideFasticAY-4166SDZ-DJN-608TrazecA-4166D-NateglinideDJN 608DJN-608nateglinidaDTXSID9040687
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Nateglinide
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