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Compound Detail

CHEMBL239603

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OCC1CCCN(CCCC2CCCc3ccc(OCc4noc(-c5ccc(Cl)cc5)n4)cc32)C1

Basic Information

ChEMBL ID CHEMBL239603
Phase Preclinical
Structure Type MOL
InChI Key ISXKOYQKBFARFC-UHFFFAOYSA-N
3
Targets
11
Activities
2
Assay Types
1
PK Parameters
6
Publications
0
Known Names

Molecular Properties

496.1
MW (Da)
5.87
ALogP
6
HBA
1
HBD
71.6
PSA (Ų)
0.40
QED
1
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C28H34ClN3O3
MW 496.05
Aromatic Rings 3
Heavy Atoms 35
NP-Likeness -1.08

Activity Summary

Ki 6 meas. best 7.8
IC50 5 meas. best 7.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium- and chloride-dependent glycine transporter 1
CHEMBL2337
Ki 7.8 7.8 15.9 1
Sodium- and chloride-dependent glycine transporter 1
CHEMBL2337
IC50 7.62 7.5325 24.0 4
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
Ki 6.69 6.602 206.0 5
Sodium- and chloride-dependent glycine transporter 2
CHEMBL3060
IC50 6.5 6.5 319.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.3667 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium- and chloride-dependent glycine transporter 1 Ki = 15.9 nM 7.8 Displacement of [3H]NPTS from human GlyT1C expressed in HEK293 cells 17257843
Sodium- and chloride-dependent glycine transporter 1 IC50 = 24.0 nM 7.62 Displacement of [3H]NPTS from human GlyT1C expressed in HEK293 cells 17257843
Sodium- and chloride-dependent glycine transporter 1 IC50 = 26.0 nM 7.58 Displacement of [3H]NPTS from human GlyT1C expressed in HEK293 cells 17257843
Sodium- and chloride-dependent glycine transporter 1 IC50 = 31.0 nM 7.51 Displacement of [3H]NPTS from human GlyT1C expressed in HEK293 cells 17257843
Sodium- and chloride-dependent glycine transporter 1 IC50 = 38.0 nM 7.42 Displacement of [3H]NPTS from human GlyT1C expressed in HEK293 cells 17257843
Voltage-gated inwardly rectifying potassium channel KCNH2 Ki = 206.0 nM 6.69 Displacement of [3H]dofetilide from human ERG channel expressed in HEK293 cells 17257843
Voltage-gated inwardly rectifying potassium channel KCNH2 Ki = 214.0 nM 6.67 Displacement of [3H]dofetilide from human ERG channel expressed in HEK293 cells 17257843
Voltage-gated inwardly rectifying potassium channel KCNH2 Ki = 219.0 nM 6.66 Displacement of [3H]dofetilide from human ERG channel expressed in HEK293 cells 17257843
Voltage-gated inwardly rectifying potassium channel KCNH2 Ki = 271.0 nM 6.57 Displacement of [3H]dofetilide from human ERG channel expressed in HEK293 cells 17257843
Sodium- and chloride-dependent glycine transporter 2 IC50 = 319.0 nM 6.5 Inhibition of [3H]glycine uptake at human GlyT2 expressed in HEK293 cells 17257843
Voltage-gated inwardly rectifying potassium channel KCNH2 Ki = 381.0 nM 6.42 Displacement of [3H]dofetilide from human ERG channel expressed in HEK293 cells 17257843

Literature References

PubMed DOI Target Context # Activities
17257843 10.1016/j.bmcl.2006.12.109 Sodium- and chloride-dependent glycine transporter 1 5
17257843 10.1016/j.bmcl.2006.12.109 Voltage-gated inwardly rectifying potassium channel KCNH2 5
17257843 10.1016/j.bmcl.2006.12.109 Sodium- and chloride-dependent glycine transporter 2 1
17257843 10.1016/j.bmcl.2006.12.109 5-hydroxytryptamine receptor 1B 1
17257843 10.1016/j.bmcl.2006.12.109 Cytochrome P450 2D6 1
17257843 10.1016/j.bmcl.2006.12.109 Liver microsomes 1

Data from ChEMBL 36 via Core Engine