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Compound Detail

CHEMBL250689

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CC(=O)c1cccc(NC(=O)N[C@@H]2CCCC[C@H]2CN2CCC[C@@H](Cc3ccc(F)cc3)C2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL250689
Phase Preclinical
Structure Type MOL
InChI Key ASRDPULQBHFPGU-WFIHMLKPSA-N
10
Targets
33
Activities
2
Assay Types
16
PK Parameters
20
Publications
0
Known Names

Molecular Properties

465.6
MW (Da)
5.66
ALogP
3
HBA
2
HBD
61.4
PSA (Ų)
0.52
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 C28H36FN3O2
MW 465.61
Aromatic Rings 2
Heavy Atoms 34
NP-Likeness -1.18

Activity Summary

IC50 25 meas. best 10.47
Ki 8 meas. best 6.31

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
C-C chemokine receptor type 3
CHEMBL3473
 IC50 10.47 9.3658 0.0 12
Cytochrome P450 2D6
CHEMBL289
 IC50 7.52 7.38 30.0 3
Probable C-C chemokine receptor type 3
CHEMBL3406
 IC50 7.39 7.35 41.0 3
Unchecked
CHEMBL612545
 IC50 7.27 6.4333 54.0 3
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 6.4 6.4 400.0 2
Sodium-dependent dopamine transporter
CHEMBL238
 Ki 6.31 6.31 490.0 1
Unchecked
CHEMBL612545
 Ki 6.31 5.814 492.0 5
5-hydroxytryptamine receptor 2A
CHEMBL224
 IC50 6.04 6.04 920.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
 Ki 6.02 6.02 950.0 1
D(2) dopamine receptor
CHEMBL217
 IC50 6.0 6.0 1000.0 1
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 5.54 5.54 2900.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 30.0 mL.min-1.kg-1 Mus musculus
CL 35.0 mL.min-1.kg-1 Mus musculus
CL 20.0 mL.min-1.kg-1 Mus musculus
CL 30.0 mL.min-1.kg-1 Mus musculus
CL 35.0 mL.min-1.kg-1 Macaca fascicularis
CL 20.0 mL.min-1.kg-1 Pan troglodytes
CL 16.17 mL.min-1.kg-1 Homo sapiens
F 20.0 % Mus musculus
F 8.0 % Macaca fascicularis
F 22.0 % Pan troglodytes
T1/2 2.0 hr Cercopithecidae
T1/2 4.0 hr Cercopithecidae
T1/2 5.0 hr Cercopithecidae
T1/2 4.0 hr Macaca fascicularis
T1/2 2.0 hr Mus musculus
T1/2 5.0 hr Pan troglodytes

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
C-C chemokine receptor type 3 IC50 = 0.034 nM 10.47 Antagonist activity at CCR3 assessed as eotaxin-induced chemotaxis in human eosi... 17418570
C-C chemokine receptor type 3 IC50 = 0.034 nM 10.47 Inhibition of eotaxin-induced chemotaxis of human eosinophils 15771462
C-C chemokine receptor type 3 IC50 = 0.034 nM 10.47 Antagonist activity at CCR3 assessed as inhibition of chemotaxis by cell based a... 22931505
C-C chemokine receptor type 3 IC50 = 0.034 nM 10.47 Antagonist activity at human CCR3 receptor in human eosinophil assessed as inhib... 18096386
C-C chemokine receptor type 3 IC50 = 0.039 nM 10.41 Inhibition of eotaxin-induced chemotaxis of Cynomolgus monkey eosinophils 15771462
C-C chemokine receptor type 3 IC50 = 0.8 nM 9.1 Inhibition of [125I]eotaxin binding to human eosinophils 15771462
C-C chemokine receptor type 3 IC50 = 2.0 nM 8.7 Inhibition of [125I]eotaxin binding to human C-C chemokine receptor type 3 expre... 15771462
C-C chemokine receptor type 3 IC50 = 2.0 nM 8.7 Displacement of [125I]eotaxin from human CCR3 expressed in CHO cells after 30 mi... 17418570
C-C chemokine receptor type 3 IC50 = 2.0 nM 8.7 Displacement of [125I]eotaxin from human CCR3 receptor expressed in CHO cells 18096386
C-C chemokine receptor type 3 IC50 = 2.0 nM 8.7 Binding affinity to CCR3 22931505
C-C chemokine receptor type 3 IC50 = 8.0 nM 8.1 Inhibition of calcium mobilization in human eosinophils 15771462
C-C chemokine receptor type 3 IC50 = 8.0 nM 8.1 Antagonist activity at CCR3 in human eosinophils assessed as eotaxin-induced cal... 17418570
Cytochrome P450 2D6 IC50 = 30.0 nM 7.52 Inhibition of human recombinant CYP2D6 17418570
Cytochrome P450 2D6 IC50 = 40.0 nM 7.4 Inhibition of CYP2D6 22931505
Probable C-C chemokine receptor type 3 IC50 = 41.0 nM 7.39 Inhibition of eotaxin-induced chemotaxis of mouse eosinophils 15771462
Probable C-C chemokine receptor type 3 IC50 = 41.0 nM 7.39 Antagonist activity at CCR3 assessed as eotaxin-induced chemotaxis in BALB/c mou... 17418570
Unchecked IC50 = 54.0 nM 7.27 Inhibition of [125I]eotaxin binding to rodent eosinophils 15771462
Probable C-C chemokine receptor type 3 IC50 = 54.0 nM 7.27 Displacement of [125I]eotaxin from BALB/c mouse CCR3 expressed in CHO cells afte... 17418570
Cytochrome P450 2D6 IC50 = 60.0 nM 7.22 Inhibition of CYP2D6 18096386
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 400.0 nM 6.4 Inhibition of hERG 17418570

Literature References

PubMed DOI Target Context # Activities
15771462 10.1021/jm049530m ADMET 13
15771462 10.1021/jm049530m Unchecked 11
17418570 10.1016/j.bmcl.2007.03.065 Mus musculus 5
15771462 10.1021/jm049530m C-C chemokine receptor type 3 5
17418570 10.1016/j.bmcl.2007.03.065 C-C chemokine receptor type 3 3
17418570 10.1016/j.bmcl.2007.03.065 Pan troglodytes 3
17418570 10.1016/j.bmcl.2007.03.065 Cynomolgus monkey 3
15771462 10.1021/jm049530m Mus musculus 2
22931505 10.1021/jm300682j C-C chemokine receptor type 3 2
18096386 10.1016/j.bmcl.2007.11.067 C-C chemokine receptor type 3 2
17418570 10.1016/j.bmcl.2007.03.065 Probable C-C chemokine receptor type 3 2
15771462 10.1021/jm049530m C-C chemokine receptor type 1 1
22931505 10.1021/jm300682j No relevant target 1
15771462 10.1021/jm049530m C-C chemokine receptor type 5 1
17418570 10.1016/j.bmcl.2007.03.065 Cytochrome P450 2D6 1
17418570 10.1016/j.bmcl.2007.03.065 5-hydroxytryptamine receptor 2A 1
17418570 10.1016/j.bmcl.2007.03.065 D(2) dopamine receptor 1
17418570 10.1016/j.bmcl.2007.03.065 Sodium-dependent serotonin transporter 1
15771462 10.1021/jm049530m Probable C-C chemokine receptor type 3 1
15771462 10.1021/jm049530m C-X-C chemokine receptor type 2 1

Data from ChEMBL 36 via Core Engine