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Compound Detail

CHEMBL2105762

OMARIGLIPTIN
💊 Approved Drug
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💊 Approved Drug
CS(=O)(=O)n1cc2c(n1)CN([C@H]1CO[C@H](c3cc(F)ccc3F)[C@@H](N)C1)C2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2105762
Name OMARIGLIPTIN
Phase Approved
Structure Type MOL
InChI Key MKMPWKUAHLTIBJ-ISTRZQFTSA-N

Known Names

MK-3102 Omarigliptin Omarigliptina Omarigliptine
4
Targets
15
Activities
4
Assay Types
25
PK Parameters
20
Publications
4
Known Names
2
Indications
1
Mechanisms

Molecular Properties

398.4
MW (Da)
1.14
ALogP
7
HBA
1
HBD
90.5
PSA (Ų)
0.83
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2015
Availability Unknown
Chirality Single Enantiomer

Routes of Administration

Oral
USAN Stem -gliptin
USAN Year 2011

Extended Properties

Molecular Formula C17H20F2N4O3S
MW 398.44
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -0.60

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Dipeptidyl peptidase IV inhibitor INHIBITOR Dipeptidyl peptidase 4 ✓ ✓

Indications

Diabetes Mellitus Diabetes Mellitus, Type 2

Activity Summary

IC50 11 meas. best 8.8
Kd 2 meas. best 8.56
EC50 1 meas. best 8.6
Ki 1 meas. best 9.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dipeptidyl peptidase 4
CHEMBL284
 Ki 9.1 9.1 0.8 1
Dipeptidyl peptidase 4
CHEMBL284
 IC50 8.8 8.6538 1.6 8
Dipeptidyl peptidase 4
CHEMBL284
 EC50 8.6 8.6 2.5 1
Dipeptidyl peptidase 4
CHEMBL284
 Kd 8.56 8.56 2.8 2
Dipeptidyl peptidase 4
CHEMBL4653
 IC50 8.38 8.38 4.2 1
Dipeptidyl peptidase 4
CHEMBL3883
 IC50 7.36 7.36 43.9 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 4.41 4.41 39000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1993395.32 ng.hr.mL-1 Rattus norvegicus
AUC 4095.0 ng.hr.mL-1 Mus musculus
CL 1.1 mL.min-1.kg-1 Rattus norvegicus
CL 0.9 mL.min-1.kg-1 Canis lupus familiaris
CL 0.9 mL.min-1.kg-1 Canis lupus familiaris
CL 1.89 mL.min-1.g-1 Mus musculus
CL 7.39 mL.min-1.kg-1 Mus musculus
Cmax 371000.0 nM Rattus norvegicus
Cmax 2002.81 nM Mus musculus
F -100.0 % Rattus norvegicus
F 100.0 % Canis lupus familiaris
F 100.0 % Canis lupus familiaris
F 95.0 % Mus musculus
Fu 0.38 - Mus musculus
Fu 0.15 - Rattus norvegicus
Fu 0.43 - Canis lupus familiaris
Fu 0.68 - Homo sapiens
T1/2 11.0 hr Rattus norvegicus
T1/2 22.0 hr Canis lupus familiaris
T1/2 22.0 hr Canis lupus familiaris
T1/2 11.0 hr Homo sapiens
T1/2 11.0 hr Rattus norvegicus
T1/2 3.05 hr Mus musculus
T1/2 4.65 hr Mus musculus
Tmax 2.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dipeptidyl peptidase 4 Ki = 0.8 nM 9.1 Competitive reversible inhibition of DPP4 (unknown origin) 24660890
Dipeptidyl peptidase 4 IC50 = 1.6 nM 8.8 Competitive reversible inhibition of DPP4 (unknown origin) 24660890
Dipeptidyl peptidase 4 IC50 = 1.6 nM 8.8 Inhibition of DPP-4 (unknown origin) 37647598
Dipeptidyl peptidase 4 IC50 = 1.6 nM 8.8 Inhibition of human recombinant DPP-4 (1 to 530 residues) using Gly-Pro-AMC as s... 37647598
Dipeptidyl peptidase 4 IC50 = 2.0 nM 8.7 Inhibition Activity Assay: Screening Method:Name of method: Activity Evaluation ... -
Dipeptidyl peptidase 4 IC50 = 2.22 nM 8.65 Inhibition of DPP4 (unknown origin) expressed in Sf9 cells using Gly-Pro-AMC sub... 27396490
Dipeptidyl peptidase 4 EC50 = 2.5 nM 8.6 Inhibition of DPP-4 (unknown origin) 37647598
Dipeptidyl peptidase 4 IC50 = 2.6 nM 8.59 Inhibition of recombinant human DPP4 expressed in Sf9 cells using Gly-Pro-AMC su... 26546218
Dipeptidyl peptidase 4 Kd = 2.75 nM 8.56 Binding affinity to DPP4 (unknown origin) assessed as dissociation constant by S... 27396490
Dipeptidyl peptidase 4 Kd = 2.75 nM 8.56 Binding affinity to DPP4 (unknown origin) expressed in baculovirus expressing sy... 30694668
Dipeptidyl peptidase 4 IC50 = 3.1 nM 8.51 Inhibition of human recombinant DPP4 incubated for 15 mins using Gly-Pro-7-AMC s... 32452679
Dipeptidyl peptidase 4 IC50 = 4.2 nM 8.38 DPP-IV Inhibitory Activity: 1. DPP-IV enzyme reaction buffer was prepared (50 mM... -
Dipeptidyl peptidase 4 IC50 = 4.2 nM 8.38 Inhibition Enzyme Activity Assay: a. White 384-well plate (Perkin Elmer, Catalog... -
Dipeptidyl peptidase 4 IC50 = 43.9 nM 7.36 Inhibition of DPP4 in mouse plasma 24660890
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 39000.0 nM 4.41 Inhibition of human ERG assessed as reduction in IKr current 26546218

Literature References

PubMed DOI Target Context # Activities
30694668 10.1021/acs.jmedchem.8b01491 Mus musculus 11
32452679 10.1021/acs.jmedchem.0c00374 ADMET 9
24660890 10.1021/jm401992e Rattus norvegicus 8
24660890 10.1021/jm401992e Plasma 5
37647598 10.1021/acs.jmedchem.3c00412 Dipeptidyl peptidase 4 5
24660890 10.1021/jm401992e Mus musculus 5
26546218 10.1016/j.bmcl.2015.10.070 Canis familiaris 4
26546218 10.1016/j.bmcl.2015.10.070 Rattus norvegicus 4
27106708 10.1016/j.bmcl.2016.04.020 Canis familiaris 4
24660890 10.1021/jm401992e Nucleic Acid 4
27396490 10.1021/acs.jmedchem.6b00505 Dipeptidyl peptidase 4 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
24660890 10.1021/jm401992e Unchecked 3
32452679 10.1021/acs.jmedchem.0c00374 Mus musculus 3
27396490 10.1021/acs.jmedchem.6b00505 Mus musculus 3
30694668 10.1021/acs.jmedchem.8b01491 Dipeptidyl peptidase 4 3
26546218 10.1016/j.bmcl.2015.10.070 Unchecked 3
32452679 10.1021/acs.jmedchem.0c00374 Dipeptidyl peptidase 4 3
24660890 10.1021/jm401992e Dipeptidyl peptidase 4 3
24660890 10.1021/jm401992e Voltage-gated inwardly rectifying potassium channel KCNH2 2

Data from ChEMBL 36 via Core Engine