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Compound Detail

CHEMBL3233178

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CC(C)N(C)[C@@H]1CC[C@H](N2CC[C@H](NC(=O)c3cccc(C(F)(F)F)c3)C2=O)[C@H](CS(C)(=O)=O)C1

Basic Information

ChEMBL ID CHEMBL3233178
Phase Preclinical
Structure Type MOL
InChI Key KZYUPKXEHNEFIY-NRDMVMEKSA-N
2
Targets
4
Activities
1
Assay Types
10
PK Parameters
14
Publications
0
Known Names

Molecular Properties

517.6
MW (Da)
2.96
ALogP
5
HBA
1
HBD
86.8
PSA (Ų)
0.60
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H34F3N3O4S
MW 517.61
Aromatic Rings 1
Heavy Atoms 35
NP-Likeness -0.91

Activity Summary

IC50 4 meas. best 8.74

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
C-C chemokine receptor type 2
CHEMBL4015
IC50 8.74 8.69 1.8 3
C-C chemokine receptor type 5
CHEMBL274
IC50 5.79 5.79 1636.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 70.0 mL.min-1.kg-1 Mus musculus
CL 42.0 mL.min-1.kg-1 Rattus norvegicus
CL 14.0 mL.min-1.kg-1 Macaca fascicularis
CL 3.0 mL.min-1.kg-1 Canis lupus familiaris
CL 70.0 mL.min-1.kg-1 Mus musculus
F 16.0 % Mus musculus
F 1.0 % Rattus norvegicus
F 9.0 % Macaca fascicularis
F 51.0 % Canis lupus familiaris
F 16.0 % Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
24613378 10.1016/j.bmcl.2014.02.013 Mus musculus 4
30891130 10.1021/acsmedchemlett.8b00439 ADMET 4
24613378 10.1016/j.bmcl.2014.02.013 C-C chemokine receptor type 2 2
24613378 10.1016/j.bmcl.2014.02.013 Voltage-gated inwardly rectifying potassium channel KCNH2 2
24613378 10.1016/j.bmcl.2014.02.013 Unchecked 2
24613378 10.1016/j.bmcl.2014.02.013 Rattus norvegicus 2
24613378 10.1016/j.bmcl.2014.02.013 Cynomolgus monkey 2
24613378 10.1016/j.bmcl.2014.02.013 Canis familiaris 2
24613378 10.1016/j.bmcl.2014.02.013 Liver microsome 1
24613378 10.1016/j.bmcl.2014.02.013 Caco-2 1
30891130 10.1021/acsmedchemlett.8b00439 C-C chemokine receptor type 2 1
30891130 10.1021/acsmedchemlett.8b00439 C-C chemokine receptor type 5 1
30891130 10.1021/acsmedchemlett.8b00439 Voltage-gated inwardly rectifying potassium channel KCNH2 1
30891130 10.1021/acsmedchemlett.8b00439 No relevant target 1

Data from ChEMBL 36 via Core Engine