Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL1272

REPAGLINIDE
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
CCOc1cc(CC(=O)N[C@@H](CC(C)C)c2ccccc2N2CCCCC2)ccc1C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1272
Name REPAGLINIDE
Phase Approved
Structure Type MOL
InChI Key FAEKWTJYAYMJKF-QHCPKHFHSA-N
Therapeutic ✓ Yes

Known Names

A10BX02 AG-EE 623 ZW AG-EE-623-ZW AG-EE-623ZW AGEE-623ZW Enyglid Novonorm NSC-759893 Prandin Repaglinida Repaglinide Repaglinide accord +3 more
7
Targets
8
Activities
2
Assay Types
30
PK Parameters
20
Publications
15
Known Names
15
Indications
1
Mechanisms

Molecular Properties

452.6
MW (Da)
5.22
ALogP
4
HBA
2
HBD
78.9
PSA (Ų)
0.52
QED
1
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1997
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product Chemical Probe
USAN Stem -glinide
USAN Year 1998

Extended Properties

Molecular Formula C27H36N2O4
MW 452.60
Aromatic Rings 2
Heavy Atoms 33
NP-Likeness -0.79

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 Atherosclerosis Coronary Disease Cystic Fibrosis Hypercholesterolemia Hypertension Anemia, Sickle Cell Arthritis, Rheumatoid Gastrointestinal Stromal Tumors Malaria Mitochondrial Diseases Neoplasms Parkinson Disease Prostatic Neoplasms, Castration-Resistant

ATC Classification

A10BX02
repaglinide
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: DRUGS USED IN DIABETES

Activity Summary

IC50 7 meas. best 6.97
Kd 1 meas. best 7.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
ATP-binding cassette sub-family C member 8
CHEMBL2071
 Kd 7.3 7.3 50.0 1
ATP-binding cassette sub-family C member 8
CHEMBL2071
 IC50 6.97 6.97 106.0 1
INS1(832/13)
CHEMBL4483248
 IC50 5.9 5.9 1250.0 1
Solute carrier family 22 member 1
CHEMBL5685
 IC50 5.04 5.04 9200.0 1
ATP-binding cassette sub-family C member 3
CHEMBL5918
 IC50 4.78 4.78 16700.0 1
Bile salt export pump
CHEMBL6020
 IC50 4.66 4.66 22000.0 1
ATP-binding cassette sub-family C member 4
CHEMBL1743128
 IC50 4.27 4.27 53900.0 1
ATP-binding cassette sub-family C member 2
CHEMBL5748
 IC50 4.14 4.14 72300.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 95.8 ng.hr.mL-1 Homo sapiens
AUC 23.4 ng.hr.mL-1 Homo sapiens
AUC 115.5 ng.hr.mL-1 Homo sapiens
AUC 18.2 ng.hr.mL-1 Homo sapiens
AUC 77.2 ng.hr.mL-1 Homo sapiens
AUC 117.1 ng.hr.mL-1 Homo sapiens
AUC 146.5 ng.hr.mL-1 Homo sapiens
AUC 92.3 ng.hr.mL-1 Homo sapiens
AUC 72.4 ng.hr.mL-1 Homo sapiens
AUC 97.2 ng.hr.mL-1 Homo sapiens
AUC 105.9 ng.hr.mL-1 Homo sapiens
AUC 97.4 ng.hr.mL-1 Homo sapiens
AUC 44.81 ng.hr.mL-1 Homo sapiens
CL 7.8 mL.min-1.kg-1 Homo sapiens
CL 7.7 mL.min-1.kg-1 Homo sapiens
CL 7.8 mL.min-1.kg-1 Homo sapiens
CL 7.8 mL.min-1.kg-1 Homo sapiens
CL 29.51 uL.min-1.(10^6cells)-1 Homo sapiens
CL 0.13 uL.min-1.(10^6cells)-1 Homo sapiens
CL 5.6 mL.min-1.g-1 Homo sapiens
CL 1.8 mL.min-1.g-1 Homo sapiens
CL 0.75 uL.min-1.(10^6cells)-1 Homo sapiens
CL 4.1 mL.min-1.g-1 Homo sapiens
CL 0.76 mL.min-1.g-1 Homo sapiens
CL 3.3 uL.min-1.(10^6cells)-1 Homo sapiens
CL 1.4 mL.min-1.g-1 Homo sapiens
CL 3.7 mL.min-1.g-1 Homo sapiens
CL 2.4 uL.min-1.(10^6cells)-1 Homo sapiens
CL 18.0 mL.min-1.g-1 Homo sapiens
CL 2.7 mL.min-1.g-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
ATP-binding cassette sub-family C member 8 Kd = 50.0 nM 7.3 Displacement of [3H]glibenclamide from COS-1 cells expressing Sulfonylurea recep... 15380228
ATP-binding cassette sub-family C member 8 IC50 = 106.0 nM 6.97 In vitro displacement of [3H]glibenclamide (IC50=0.61) from COS-1 cells expressi... 15380228
INS1(832/13) IC50 = 1250.0 nM 5.9 Antidiabetic activity in glucose-treated rat INS1(832/13) cells assessed as incr... 31812034
Solute carrier family 22 member 1 IC50 = 9200.0 nM 5.04 Inhibition of 4-(4-(dimethylamino)styryl)-N-methylpyridinium uptake at human OCT... 18788725
ATP-binding cassette sub-family C member 3 IC50 = 16700.0 nM 4.78 Inhibition of human MRP3 overexpressed in Sf9 insect cell membrane vesicles asse... 23956101
Bile salt export pump IC50 = 22000.0 nM 4.66 Inhibition of human BSEP overexpressed in Sf9 cell membrane vesicles assessed as... 23956101
ATP-binding cassette sub-family C member 4 IC50 = 53900.0 nM 4.27 Inhibition of human MRP4 overexpressed in Sf9 cell membrane vesicles assessed as... 23956101
ATP-binding cassette sub-family C member 2 IC50 = 72300.0 nM 4.14 Inhibition of human MRP2 overexpressed in Sf9 cell membrane vesicles assessed as... 23956101

Literature References

PubMed DOI Target Context # Activities
- 10.5281/zenodo.13943903 ADMET 89
21270106 10.1124/dmd.110.036921 Homo sapiens 72
22451699 10.1124/dmd.112.045286 Homo sapiens 25
22451699 10.1124/dmd.112.045286 ADMET 19
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
22451699 10.1124/dmd.112.045286 Liver microsome 12
22451699 10.1124/dmd.112.045286 Cytochrome P450 2C8 12
22451699 10.1124/dmd.112.045286 Cytochrome P450 3A4 12
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
22451699 10.1124/dmd.112.045286 Cytochrome P450 3A5 9
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
9857091 10.1021/jm9810349 Rattus norvegicus 8
22451699 10.1124/dmd.112.045286 Hepatocyte 8
32985885 10.1021/acs.jmedchem.0c01033 ADMET 8
20070106 10.1021/jm901371v Homo sapiens 8
31221611 10.1016/j.bmc.2019.06.024 Mus musculus 6
- 10.6019/CHEMBL5303304 Fibroblast 6
18426954 10.1124/dmd.108.020479 ADMET 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
15380228 10.1016/j.bmcl.2004.07.059 Rattus norvegicus 4

Data from ChEMBL 36 via Core Engine