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Compound Detail

CHEMBL5189271

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COc1ccc(S(=O)(=O)n2cc(C(F)F)c3ccc(Cl)cc32)cc1N1CCNCC1

Basic Information

ChEMBL ID CHEMBL5189271
Phase Preclinical
Structure Type MOL
InChI Key CLJDTPHSRUGUPY-UHFFFAOYSA-N
4
Targets
6
Activities
2
Assay Types
16
PK Parameters
11
Publications
0
Known Names

Molecular Properties

455.9
MW (Da)
3.89
ALogP
6
HBA
1
HBD
63.6
PSA (Ų)
0.63
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H20ClF2N3O3S
MW 455.91
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -1.44

Activity Summary

IC50 5 meas. best 10.07
Ki 1 meas. best 10.07

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 6
CHEMBL3371
IC50 10.07 9.14 0.1 2
5-hydroxytryptamine receptor 6
CHEMBL3371
Ki 10.07 10.07 0.1 1
HepG2
CHEMBL395
IC50 5.54 5.54 2900.0 1
Cytochrome P450 3A4
CHEMBL340
IC50 5.4 5.4 4020.0 1
HEK-293T
CHEMBL3706568
IC50 5.25 5.25 5690.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 327.0 ng.hr.mL-1 Rattus norvegicus
AUC 497.0 ng.hr.mL-1 Rattus norvegicus
CL 99.0 mL.min-1.kg-1 Rattus norvegicus
CL 14.62 mL.min-1.kg-1 Homo sapiens
CL 46.49 mL.min-1.kg-1 Rattus norvegicus
CL 81.89 mL.min-1.kg-1 Mus musculus
CL 102.43 mL.min-1.kg-1 Macaca mulatta
Cmax 146.96 nM Rattus norvegicus
Cmax 92.12 nM Rattus norvegicus
F 60.9 % Rattus norvegicus
T1/2 5.25 hr Rattus norvegicus
T1/2 4.95 hr Rattus norvegicus
T1/2 1.982 hr Homo sapiens
T1/2 0.8903 hr Rattus norvegicus
T1/2 1.111 hr Mus musculus
T1/2 0.3298 hr Macaca mulatta

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
35839536 10.1016/j.bmc.2022.116917 ADMET 29
35839536 10.1016/j.bmc.2022.116917 5-hydroxytryptamine receptor 6 4
35839536 10.1016/j.bmc.2022.116917 No relevant target 2
35839536 10.1016/j.bmc.2022.116917 Cytochrome P450 1A2 1
35839536 10.1016/j.bmc.2022.116917 Cytochrome P450 2C9 1
35839536 10.1016/j.bmc.2022.116917 Cytochrome P450 2C19 1
35839536 10.1016/j.bmc.2022.116917 Cytochrome P450 2D6 1
35839536 10.1016/j.bmc.2022.116917 Cytochrome P450 3A4 1
35839536 10.1016/j.bmc.2022.116917 HepG2 1
35839536 10.1016/j.bmc.2022.116917 HEK-293T 1
35839536 10.1016/j.bmc.2022.116917 Rattus norvegicus 1

Data from ChEMBL 36 via Core Engine