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Compound Detail

CHEMBL445949

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CC(C)[C@H](Oc1ccc(CNC(=O)[C@@H]2CCCN2C(=O)C[C@H](N)Cc2cc(F)ccc2F)cc1)C(=O)O.O=C(O)C(F)(F)F

Basic Information

ChEMBL ID CHEMBL445949
Phase Preclinical
Structure Type MOL
InChI Key YZSWLVDOPWQKMN-QXMJGDHLSA-N
Parent Compound CHEMBL1186023
Active Moiety CHEMBL1186023
3
Targets
3
Activities
1
Assay Types
1
PK Parameters
7
Publications
0
Known Names

Molecular Properties

517.6
MW (Da)
3.02
ALogP
5
HBA
3
HBD
122.0
PSA (Ų)
0.42
QED
1
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C29H34F5N3O7
MW 631.60
Aromatic Rings 2
Heavy Atoms 37
NP-Likeness -0.92

Activity Summary

IC50 3 meas. best 9.32

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dipeptidyl peptidase 4
CHEMBL284
IC50 9.32 9.32 0.5 1
Prolyl endopeptidase FAP
CHEMBL4683
IC50 4.68 4.68 21000.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 4.12 4.12 76000.0 1

Pharmacokinetic Data

Parameter Value Units Species
F 1.2 % Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dipeptidyl peptidase 4 IC50 = 0.48 nM 9.32 Inhibition of DPP4 19217790
Prolyl endopeptidase FAP IC50 = 21000.0 nM 4.68 Inhibition of FAP 19217790
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 76000.0 nM 4.12 Inhibition of human ERG 19217790

Literature References

PubMed DOI Target Context # Activities
19217790 10.1016/j.bmc.2009.01.061 Dipeptidyl peptidase 4 1
19217790 10.1016/j.bmc.2009.01.061 Dipeptidyl peptidase 2 1
19217790 10.1016/j.bmc.2009.01.061 Dipeptidyl peptidase 8 1
19217790 10.1016/j.bmc.2009.01.061 Dipeptidyl peptidase 9 1
19217790 10.1016/j.bmc.2009.01.061 Prolyl endopeptidase FAP 1
19217790 10.1016/j.bmc.2009.01.061 Voltage-gated inwardly rectifying potassium channel KCNH2 1
19217790 10.1016/j.bmc.2009.01.061 Rattus norvegicus 1

Data from ChEMBL 36 via Core Engine