nateglinide   Click here for help

GtoPdb Ligand ID: 6833

Synonyms: AY-4166 | SDZ-DJN-608 | Starlix®
Approved drug
nateglinide is an approved drug (FDA (2000), EMA (2001))
Compound class: Synthetic organic
Comment: A sulfonylurea receptor 1, Kir6.2 blocker, but belonging to the metiglinides drug family. Note that the PubChem CID listed here is a slightly different isomer to the ChEMBL ligand and the INN structure.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 66.4
Molecular weight 317.2
XLogP 4.56
No. Lipinski's rules broken 0
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Canonical SMILES CC(C1CCC(CC1)C(=O)NC(C(=O)O)Cc1ccccc1)C
Isomeric SMILES CC([C@@H]1CC[C@H](CC1)C(=O)N[C@@H](C(=O)O)Cc1ccccc1)C
InChI InChI=1S/C19H27NO3/c1-13(2)15-8-10-16(11-9-15)18(21)20-17(19(22)23)12-14-6-4-3-5-7-14/h3-7,13,15-17H,8-12H2,1-2H3,(H,20,21)(H,22,23)/t15-,16-,17-/m1/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2000), EMA (2001))
IUPAC Name Click here for help
(2R)-3-phenyl-2-{[(1r,4r)-4-(propan-2-yl)cyclohexyl]formamido}propanoic acid
International Nonproprietary Names Click here for help
INN number INN
7594 nateglinide
Synonyms Click here for help
AY-4166 | SDZ-DJN-608 | Starlix®
Database Links Click here for help
CAS Registry No. 105816-04-4
DrugBank Ligand DB00731
DrugCentral Ligand 1886
GtoPdb PubChem SID 178103439
PubChem CID 5311309
Search Google for chemical match using the InChIKey OELFLUMRDSZNSF-BRWVUGGUSA-N
Search Google for chemicals with the same backbone OELFLUMRDSZNSF
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UniChem Compound Search for chemical match using the InChIKey OELFLUMRDSZNSF-BRWVUGGUSA-N
UniChem Connectivity Search for chemical match using the InChIKey OELFLUMRDSZNSF-BRWVUGGUSA-N
Wikipedia Nateglinide

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Nateglinide (links to external site)
Cat. No. 4231