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Compound Detail

CHEMBL3658400

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O=C(c1ccc2c(ccn2-c2ccc(F)cc2)c1)N1CC(N2CCN(C(=O)c3nccs3)CC2)C1

Basic Information

ChEMBL ID CHEMBL3658400
Phase Preclinical
Structure Type MOL
InChI Key IVOACCSOISMVBL-UHFFFAOYSA-N
4
Targets
9
Activities
2
Assay Types
18
PK Parameters
20
Publications
0
Known Names

Molecular Properties

489.6
MW (Da)
3.51
ALogP
6
HBA
0
HBD
61.7
PSA (Ų)
0.44
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C26H24FN5O2S
MW 489.58
Aromatic Rings 4
Heavy Atoms 35
NP-Likeness -1.64

Activity Summary

IC50 8 meas. best 9.17
Kd 1 meas. best 8.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Monoglyceride lipase
CHEMBL5774
IC50 9.17 9.17 0.7 1
Monoglyceride lipase
CHEMBL3321
IC50 9.01 9.01 1.0 1
Monoglyceride lipase
CHEMBL4191
IC50 8.95 8.515 1.1 4
Monoglyceride lipase
CHEMBL4191
Kd 8.85 8.85 1.4 1
Fatty-acid amide hydrolase 1
CHEMBL2243
IC50 5.4 5.4 4000.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 3730.0 ng.hr.mL-1 Rattus norvegicus
AUC 33560.0 ng.hr.mL-1 Canis lupus familiaris
AUC 33528.0 ng.hr.mL-1 Macaca mulatta
CL 19.2 mL.min-1.kg-1 Rattus norvegicus
CL 4.35 mL.min-1.kg-1 Canis lupus familiaris
CL 4.46 mL.min-1.kg-1 Macaca mulatta
Cmax 1450.22 nM Rattus norvegicus
Cmax 5847.87 nM Canis lupus familiaris
Cmax 10825.61 nM Macaca mulatta
F 45.0 % Rattus norvegicus
F 79.0 % Canis lupus familiaris
F 82.0 % Macaca mulatta
T1/2 6.82 hr Rattus norvegicus
T1/2 7.46 hr Canis lupus familiaris
T1/2 4.62 hr Macaca mulatta
Tmax 1.75 hr Rattus norvegicus
Tmax 2.0 hr Canis lupus familiaris
Tmax 2.67 hr Macaca mulatta

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
32527545 10.1016/j.bmcl.2020.127243 ADMET 29
32527545 10.1016/j.bmcl.2020.127243 Rattus norvegicus 9
34569803 10.1021/acs.jmedchem.1c00747 Monoglyceride lipase 4
- 10.6019/CHEMBL5303769 Monoglyceride lipase 4
32527545 10.1016/j.bmcl.2020.127243 Monoglyceride lipase 2
- 10.6019/CHEMBL5303769 Unchecked 2
- 10.6019/CHEMBL5724709 HEK-293T 2
- 10.6019/CHEMBL5724709 U2OS 2
32527545 10.1016/j.bmcl.2020.127243 Unchecked 2
- 10.6019/CHEMBL5724709 Fibroblast 2
32527545 10.1016/j.bmcl.2020.127243 Plasminogen 1
32527545 10.1016/j.bmcl.2020.127243 Tissue-type plasminogen activator 1
32527545 10.1016/j.bmcl.2020.127243 Plasma kallikrein 1
32527545 10.1016/j.bmcl.2020.127243 Prothrombin 1
32527545 10.1016/j.bmcl.2020.127243 Chymase 1
32527545 10.1016/j.bmcl.2020.127243 Cathepsin G 1
- 10.6019/CHEMBL5724796 Bromodomain-containing protein 4 1
32527545 10.1016/j.bmcl.2020.127243 Tryptase 1
32527545 10.1016/j.bmcl.2020.127243 Urokinase-type plasminogen activator 1
32527545 10.1016/j.bmcl.2020.127243 Cannabinoid receptor 2 1

Data from ChEMBL 36 via Core Engine