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Compound Detail

CHEMBL3617973

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CC1=C(C#N)[C@@H](c2ccc(C#N)cc2S(C)(=O)=O)N(C)C(=O)N1c1cccc(C(F)(F)F)c1

Basic Information

ChEMBL ID CHEMBL3617973
Phase Preclinical
Structure Type MOL
InChI Key YAJWYFPMASPAMM-HXUWFJFHSA-N
3
Targets
10
Activities
2
Assay Types
6
PK Parameters
20
Publications
0
Known Names

Molecular Properties

474.5
MW (Da)
4.39
ALogP
5
HBA
0
HBD
105.3
PSA (Ų)
0.66
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H17F3N4O3S
MW 474.46
Aromatic Rings 2
Heavy Atoms 33
NP-Likeness -1.56

Activity Summary

IC50 5 meas. best 10.19
Ki 5 meas. best 10.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neutrophil elastase
CHEMBL248
IC50 10.19 10.122 0.1 5
Neutrophil elastase
CHEMBL248
Ki 10.1 10.1 0.1 3
Neutrophil elastase
CHEMBL5156
Ki 8.22 8.22 6.0 1
Unchecked
CHEMBL612545
Ki 8.1 8.1 8.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 8.333 mL.min-1.kg-1 Rattus norvegicus
F 63.0 % Homo sapiens
F 63.0 % Rattus norvegicus
T1/2 120.0 hr Homo sapiens
T1/2 8.5 hr Homo sapiens
T1/2 8.5 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
26083237 10.1002/cmdc.201500131 Neutrophil elastase 8
26083237 10.1002/cmdc.201500131 Mus musculus 6
26358162 10.1016/j.bmcl.2015.08.049 Unchecked 6
26083237 10.1002/cmdc.201500131 ADMET 4
26083237 10.1002/cmdc.201500131 Unchecked 3
30682248 10.1021/acs.jmedchem.8b01520 ADMET 2
26083237 10.1002/cmdc.201500131 Cytochrome P450 3A4 1
26083237 10.1002/cmdc.201500131 Dipeptidyl peptidase 4 1
26083237 10.1002/cmdc.201500131 Dipeptidyl peptidase 2 1
26083237 10.1002/cmdc.201500131 Chymase 1
26083237 10.1002/cmdc.201500131 Trypsin 1
26083237 10.1002/cmdc.201500131 Chymotrypsin 1
26083237 10.1002/cmdc.201500131 Cathepsin G 1
26083237 10.1002/cmdc.201500131 No relevant target 1
26083237 10.1002/cmdc.201500131 Cytochrome P450 2C9 1
32916382 10.1016/j.ejmech.2020.112660 Neutrophil elastase 1
32870008 10.1021/acs.jmedchem.0c00960 Neutrophil elastase 1
30682248 10.1021/acs.jmedchem.8b01520 Neutrophil elastase 1
30385225 10.1016/j.bmc.2018.09.034 Neutrophil elastase 1
26358162 10.1016/j.bmcl.2015.08.049 Homo sapiens 1

Data from ChEMBL 36 via Core Engine