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Compound Detail

CHEMBL515387

GOSOGLIPTIN
💊 Approved Drug
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💊 Approved Drug
O=C([C@@H]1C[C@H](N2CCN(c3ncccn3)CC2)CN1)N1CCC(F)(F)C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL515387
Name GOSOGLIPTIN
Phase Approved
Structure Type MOL
InChI Key QWEWGXUTRTXFRF-KBPBESRZSA-N

Known Names

Gosogliptin Gosogliptina Gosogliptine PF-00734200 PF-734,200 PF-734200
6
Targets
9
Activities
1
Assay Types
29
PK Parameters
20
Publications
6
Known Names
2
Indications
1
Mechanisms

Molecular Properties

366.4
MW (Da)
0.20
ALogP
6
HBA
1
HBD
64.6
PSA (Ų)
0.82
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2016
Availability Unknown
Chirality Single Enantiomer

Routes of Administration

Oral
USAN Stem -gliptin
USAN Year 2008

Extended Properties

Molecular Formula C17H24F2N6O
MW 366.42
Aromatic Rings 1
Heavy Atoms 26
NP-Likeness -1.04

Mechanism of Action

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

Indications

Diabetes Mellitus, Type 2 Renal Insufficiency, Chronic

Activity Summary

IC50 9 meas. best 7.95

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dipeptidyl peptidase 4
CHEMBL284
 IC50 7.95 7.91 11.3 3
Dipeptidyl peptidase 4
CHEMBL4653
 IC50 7.89 7.89 12.8 1
Dipeptidyl peptidase 2
CHEMBL3976
 IC50 5.48 5.48 3300.0 1
Dipeptidyl peptidase 9
CHEMBL4793
 IC50 5.22 5.22 5980.0 1
Dipeptidyl peptidase 8
CHEMBL4657
 IC50 5.16 5.16 7000.0 1
Prolyl endopeptidase FAP
CHEMBL4683
 IC50 4.99 4.99 10300.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 843.0 ng.hr.mL-1 Macaca fascicularis
AUC 7162.0 ng.hr.mL-1 Canis lupus familiaris
AUC 2398.0 ng.hr.mL-1 Rattus norvegicus
AUC 2560.0 ng.hr.mL-1 Homo sapiens
AUC 2660.0 ng.hr.mL-1 Homo sapiens
CL 3.7 mL.min-1.kg-1 Canis lupus familiaris
CL 7.6 mL.min-1.kg-1 Macaca fascicularis
CL 38.0 mL.min-1.kg-1 Rattus norvegicus
CL 7.0 mg/ml/g Homo sapiens
CL 7.1 mg/ml/g Homo sapiens
Cmax 1410.95 nM Macaca fascicularis
Cmax 3837.13 nM Rattus norvegicus
Cmax 4164.62 nM Canis lupus familiaris
Cmax 658.53 nM Homo sapiens
F 95.0 % Canis lupus familiaris
F 71.0 % Macaca fascicularis
F 109.0 % Rattus norvegicus
Fu 0.8 - Rattus norvegicus
Fu 0.8 - Canis lupus familiaris
Fu 0.8 - Macaca mulatta
Fu 0.8 - Homo sapiens
T1/2 2.5 hr Rattus norvegicus
T1/2 15.1 hr Homo sapiens
T1/2 7.6 hr Macaca fascicularis
T1/2 7.6 hr Canis lupus familiaris
T1/2 63.5 hr Homo sapiens
T1/2 63.5 hr Homo sapiens
Tmax 0.5 hr Homo sapiens
Tmax 1.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dipeptidyl peptidase 4 IC50 = 11.3 nM 7.95 Inhibition of human plasma DPP4 19275964
Dipeptidyl peptidase 4 IC50 = 12.9 nM 7.89 Inhibition of human recombinant DPP4 19275964
Dipeptidyl peptidase 4 IC50 = 12.8 nM 7.89 Inhibition of rat plasma DPP4 19275964
Dipeptidyl peptidase 4 IC50 = 12.9 nM 7.89 Inhibition of dipeptidyl peptidase 4 (unknown origin) -
Dipeptidyl peptidase 2 IC50 = 3300.0 nM 5.48 Inhibition of human recombinant DPP2 19275964
Dipeptidyl peptidase 9 IC50 = 5980.0 nM 5.22 Inhibition of human DPP9 19275964
Dipeptidyl peptidase 8 IC50 = 7000.0 nM 5.16 Inhibition of human recombinant DPP8 19275964
Prolyl endopeptidase FAP IC50 = 10300.0 nM 4.99 Inhibition of human FAP expressed in african green monkey COS1 cells 19275964

Literature References

PubMed DOI Target Context # Activities
19275964 10.1016/j.bmcl.2009.02.041 Rattus norvegicus 8
22896728 10.1124/dmd.112.047316 Homo sapiens 7
19275964 10.1016/j.bmcl.2009.02.041 Cynomolgus monkey 6
19275964 10.1016/j.bmcl.2009.02.041 Canis familiaris 6
22896728 10.1124/dmd.112.047316 ADMET 6
19275964 10.1016/j.bmcl.2009.02.041 Unchecked 5
19275964 10.1016/j.bmcl.2009.02.041 NON-PROTEIN TARGET 4
19275964 10.1016/j.bmcl.2009.02.041 Dipeptidyl peptidase 4 3
19275964 10.1016/j.bmcl.2009.02.041 Homo sapiens 2
19275964 10.1016/j.bmcl.2009.02.041 MDCK 2
19275964 10.1016/j.bmcl.2009.02.041 Voltage-gated inwardly rectifying potassium channel KCNH2 2
22896728 10.1124/dmd.112.047316 Plasma 2
19275964 10.1016/j.bmcl.2009.02.041 Amyloid-beta precursor protein 1
19275964 10.1016/j.bmcl.2009.02.041 Dipeptidyl peptidase 9 1
19275964 10.1016/j.bmcl.2009.02.041 Prolyl endopeptidase FAP 1
19275964 10.1016/j.bmcl.2009.02.041 Prolyl endopeptidase 1
19275964 10.1016/j.bmcl.2009.02.041 Cytochrome P450 2C9 1
29609120 10.1016/j.ejmech.2018.03.041 Homo sapiens 1
19275964 10.1016/j.bmcl.2009.02.041 Cytochrome P450 2C19 1
19275964 10.1016/j.bmcl.2009.02.041 Cytochrome P450 2D6 1

Data from ChEMBL 36 via Core Engine