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Compound Detail

CHEMBL783

NATEGLINIDE
💊 Approved Drug
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💊 Approved Drug
CC(C)[C@H]1CC[C@H](C(=O)N[C@H](Cc2ccccc2)C(=O)O)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL783
Name NATEGLINIDE
Phase Approved
Structure Type MOL
InChI Key OELFLUMRDSZNSF-BRWVUGGUSA-N
Therapeutic ✓ Yes

Known Names

A-4166 AY-4166 AY4166 D-nateglinide DJN 608 DJN-608 Nateglinida Nateglinide NSC-758695 SDZ DJN 608 SDZ-DJN-608 Senaglinide +3 more
3
Targets
15
Activities
3
Assay Types
11
PK Parameters
20
Publications
15
Known Names
2
Indications
1
Mechanisms

Molecular Properties

317.4
MW (Da)
3.26
ALogP
2
HBA
2
HBD
66.4
PSA (Ų)
0.85
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2000
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product
USAN Stem -glinide
USAN Year 2000

Extended Properties

Molecular Formula C19H27NO3
MW 317.43
Aromatic Rings 1
Heavy Atoms 23
NP-Likeness -0.23

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Sulfonylurea receptor 1, Kir6.2 blocker BLOCKER Sulfonylurea receptor 1, Kir6.2 ✓ ✓

Indications

Diabetes Mellitus Diabetes Mellitus, Type 2

ATC Classification

A10BX03
nateglinide
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: DRUGS USED IN DIABETES

Activity Summary

EC50 6 meas. best 6.7
IC50 6 meas. best 6.6
Ki 3 meas. best 6.72

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Ki 6.72 6.72 189.0 1
Unchecked
CHEMBL612545
 EC50 6.7 5.6317 198.0 6
Unchecked
CHEMBL612545
 IC50 6.6 5.8433 251.5 3
Solute carrier family 22 member 6
CHEMBL1777665
 Ki 5.04 5.04 9200.0 2
Solute carrier family 15 member 2
CHEMBL3325
 IC50 4.16 4.16 70000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 1.8 mL.min-1.kg-1 Homo sapiens
CL 1.7 mL.min-1.kg-1 Homo sapiens
CL 1.8 mL.min-1.kg-1 Homo sapiens
CL 1.8 mL.min-1.kg-1 Homo sapiens
F 70.0 % Homo sapiens
Fu 0.029 - Homo sapiens
Fu 0.029 - Homo sapiens
MRT 1.4 hr Homo sapiens
T1/2 1.5 hr Homo sapiens
T1/2 1.4 hr Homo sapiens
Tmax 0.5 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 189.0 nM 6.72 DRUGMATRIX: Potassium Channel [KATP] radioligand binding (ligand: [3H] Glyburide... -
Unchecked EC50 = 198.0 nM 6.7 Agonist activity at MRGPRX4 83L (unknown origin) expressed in human 1321N1 gliob... 37967029
Unchecked EC50 = 198.0 nM 6.7 Agonist activity at MRGPRX4 83L expressed in human HEK293 cells co- expressing G... 37975421
Unchecked IC50 = 251.46 nM 6.6 PubChem BioAssay. tonic K+ channel activity under 0.1 mM glucose conditions in I... -
Unchecked IC50 = 1667.0 nM 5.78 DRUGMATRIX: Potassium Channel [KATP] radioligand binding (ligand: [3H] Glyburide... -
Unchecked EC50 = 4090.0 nM 5.39 Agonist activity at MRGPRX4 83L (unknown origin) expressed in CHO cells assessed... 37967029
Unchecked EC50 = 4720.0 nM 5.33 Agonist activity at MRGPRX4 83L (unknown origin) expressed in HEK293 cells co-ex... 37967029
Unchecked IC50 = 7074.26 nM 5.15 PubChem BioAssay. insulin secretion from INS-1E cells in the presence of 5 mM gl... -
Unchecked EC50 = 7590.0 nM 5.12 Increase in insulin releasing activity in Syrian golden hamster HIT-T15 cells af... 18191001
Solute carrier family 22 member 6 Ki = 9200.0 nM 5.04 Inhibition of rat Oat1 expressed in Xenopus oocytes 21571536
Solute carrier family 22 member 6 Ki = 9200.0 nM 5.04 TP_TRANSPORTER: inhibition of PAH uptake in Xenopus laevis oocytes 10854830
Unchecked EC50 = 28400.0 nM 4.55 Agonist activity at MRGPRX4 83S (unknown origin) expressed in CHO-K1 cells asses... 37967029
Solute carrier family 15 member 2 IC50 = 70000.0 nM 4.16 TP_TRANSPORTER: inhibition of Gly-Sar uptake (Gly-Sar: 20 uM) in PEPT2-expressin... 10748266

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 464
- 10.5281/zenodo.13943903 ADMET 89
- 10.1007/s00044-012-0234-4 Jejunum 18
- 10.1007/s00044-012-0234-4 Ileum 18
- 10.1007/s00044-012-0234-4 Duodenum 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
20070106 10.1021/jm901371v Homo sapiens 8
37967029 10.1021/acs.jmedchem.3c01013 Unchecked 7
18191001 10.1016/j.ejmech.2007.11.018 Unchecked 4
18426954 10.1124/dmd.108.020479 ADMET 4
22916833 10.1021/jm300997w Rattus norvegicus 3
22428944 10.1021/jm2016123 Unchecked 3
- 10.1007/s00044-012-0234-4 Homo sapiens 3
10748266 10.1016/s0014-2999(00)00119-9 Solute carrier family 15 member 1 2
22931300 10.1021/tx300075j Cytochrome P450 3A4 2
22931300 10.1021/tx300075j Liver microsomes 2
21341745 10.1021/jm101421d ATP-dependent translocase ABCB1 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
21319751 10.1021/jm101405t Rattus norvegicus 2
19445515 10.1021/jm900403j Homo sapiens 2

Data from ChEMBL 36 via Core Engine