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Compound Detail

CHEMBL1682981

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CN([C@H]1CC[C@H]([C@H](N)Cc2cc(F)ccc2F)CC1)S(=O)(=O)c1cccc(C(N)=O)c1

Basic Information

ChEMBL ID CHEMBL1682981
Phase Preclinical
Structure Type MOL
InChI Key FWKVIWIXXGHRSD-CFCCAZDESA-N
4
Targets
4
Activities
1
Assay Types
4
PK Parameters
6
Publications
0
Known Names

Molecular Properties

451.5
MW (Da)
2.81
ALogP
4
HBA
2
HBD
106.5
PSA (Ų)
0.68
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H27F2N3O3S
MW 451.54
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness -1.68

Activity Summary

IC50 4 meas. best 7.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dipeptidyl peptidase 4
CHEMBL284
IC50 7.0 7.0 99.0 1
Dipeptidyl peptidase 2
CHEMBL3976
IC50 4.7 4.7 20000.0 1
Dipeptidyl peptidase 9
CHEMBL4793
IC50 4.51 4.51 31000.0 1
Dipeptidyl peptidase 8
CHEMBL4657
IC50 4.47 4.47 34000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 204.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 19.0 nM Rattus norvegicus
F 13.0 % Rattus norvegicus
t1/2 - - Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dipeptidyl peptidase 4 IC50 = 99.0 nM 7.0 Inhibition of DPP4 21320777
Dipeptidyl peptidase 2 IC50 = 20000.0 nM 4.7 Inhibition of QPP 21320777
Dipeptidyl peptidase 9 IC50 = 31000.0 nM 4.51 Inhibition of DPP9 21320777
Dipeptidyl peptidase 8 IC50 = 34000.0 nM 4.47 Inhibition of DPP8 21320777

Literature References

PubMed DOI Target Context # Activities
21320777 10.1016/j.bmcl.2010.12.060 Rattus norvegicus 4
21320777 10.1016/j.bmcl.2010.12.060 Dipeptidyl peptidase 4 1
21320777 10.1016/j.bmcl.2010.12.060 Dipeptidyl peptidase 2 1
21320777 10.1016/j.bmcl.2010.12.060 Dipeptidyl peptidase 8 1
21320777 10.1016/j.bmcl.2010.12.060 Dipeptidyl peptidase 9 1
21320777 10.1016/j.bmcl.2010.12.060 Prolyl endopeptidase FAP 1

Data from ChEMBL 36 via Core Engine