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Compound Detail

CHEMBL475870

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COC[C@@H]1CCCN1C(=O)CC(C)(C)[C@H](N)C(=O)N1CCC[C@H]1C#N.O=C(O)C(F)(F)F

Basic Information

ChEMBL ID CHEMBL475870
Phase Preclinical
Structure Type MOL
InChI Key RSWQHCGWAGJWPY-ZPQOTBKHSA-N
Parent Compound CHEMBL1186745
Active Moiety CHEMBL1186745
2
Targets
2
Activities
1
Assay Types
1
PK Parameters
7
Publications
0
Known Names

Molecular Properties

350.5
MW (Da)
0.88
ALogP
5
HBA
1
HBD
99.7
PSA (Ų)
0.77
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H31F3N4O5
MW 464.49
Aromatic Rings 0
Heavy Atoms 25
NP-Likeness -0.29

Activity Summary

IC50 2 meas. best 7.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dipeptidyl peptidase 4
CHEMBL284
IC50 7.85 7.85 14.0 1
Dipeptidyl peptidase 8
CHEMBL4657
IC50 4.82 4.82 15000.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 168.0 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dipeptidyl peptidase 4 IC50 = 14.0 nM 7.85 Inhibition of DPP4 19269819
Dipeptidyl peptidase 8 IC50 = 15000.0 nM 4.82 Inhibition of DPP8 19269819

Literature References

PubMed DOI Target Context # Activities
19269819 10.1016/j.bmcl.2009.02.061 Unchecked 2
19269819 10.1016/j.bmcl.2009.02.061 Rattus norvegicus 2
19269819 10.1016/j.bmcl.2009.02.061 Dipeptidyl peptidase 4 1
19269819 10.1016/j.bmcl.2009.02.061 Dipeptidyl peptidase 8 1
19269819 10.1016/j.bmcl.2009.02.061 Dipeptidyl peptidase 2 1
19269819 10.1016/j.bmcl.2009.02.061 Mus musculus 1
19269819 10.1016/j.bmcl.2009.02.061 No relevant target 1

Data from ChEMBL 36 via Core Engine