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Compound Detail

CHEMBL2164389

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O=C(NCc1ccc(OC(F)(F)F)cc1)C1c2ccccc2C(=O)N1CCc1ccccn1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2164389
Phase Preclinical
Structure Type MOL
InChI Key BECROBIDPQYXRW-UHFFFAOYSA-N
8
Targets
16
Activities
1
Assay Types
15
PK Parameters
20
Publications
0
Known Names

Molecular Properties

455.4
MW (Da)
4.04
ALogP
4
HBA
1
HBD
71.5
PSA (Ų)
0.58
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H20F3N3O3
MW 455.44
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness -1.36

Activity Summary

IC50 16 meas. best 7.28

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium channel protein type 9 subunit alpha
CHEMBL4296
 IC50 7.28 6.684 53.0 5
Sodium channel protein type 9 subunit alpha
CHEMBL3312
 IC50 7.13 7.13 74.0 1
Sodium channel protein type 5 subunit alpha
CHEMBL1980
 IC50 6.14 5.6033 730.0 3
Potassium voltage-gated channel subfamily A member 5
CHEMBL4306
 IC50 5.82 5.82 1500.0 1
Potassium voltage-gated channel subfamily KQT member 2
CHEMBL2476
 IC50 5.8 5.8 1600.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.34 5.2633 4600.0 3
Sodium channel protein type 2 subunit alpha
CHEMBL4187
 IC50 5.09 5.09 8100.0 1
Unchecked
CHEMBL612545
 IC50 5.0 5.0 10000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 774.25 ng.hr.mL-1 Rattus norvegicus
AUC 956.42 ng.hr.mL-1 Rattus norvegicus
CL 29.0 mL.min-1.kg-1 Rattus norvegicus
CL 130.0 mL.min-1.g-1 Homo sapiens
CL 98.0 mL.min-1.g-1 Homo sapiens
CL 292.0 mL.min-1.g-1 Homo sapiens
CL 10.0 mL.min-1.g-1 Rattus norvegicus
CL 10.0 mL.min-1.g-1 Rattus norvegicus
CL 24.0 mL.min-1.g-1 Rattus norvegicus
Cmax 600.0 nM Rattus norvegicus
F 37.0 % Rattus norvegicus
Fu 0.045 - Rattus norvegicus
T1/2 0.8 hr Rattus norvegicus
T1/2 5.9 hr Rattus norvegicus
Tmax 0.5 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium channel protein type 9 subunit alpha IC50 = 53.0 nM 7.28 Inhibition of recombinant human NaV1.7 alpha subunit expressed in HEK293 cells a... 22770500
Sodium channel protein type 9 subunit alpha IC50 = 74.0 nM 7.13 Inhibition of recombinant rat NaV1.7 alpha subunit expressed in HEK293 cells at ... 22770500
Sodium channel protein type 9 subunit alpha IC50 = 80.0 nM 7.1 Inhibition of recombinant human NaV1.7 alpha subunit expressed in HEK293 cells a... 22770500
Sodium channel protein type 9 subunit alpha IC50 = 160.0 nM 6.8 Inhibition of recombinant human NaV1.7 alpha subunit expressed in HEK293 cells a... 22770500
Sodium channel protein type 9 subunit alpha IC50 = 410.0 nM 6.39 Inhibition of recombinant human NaV1.7 alpha subunit expressed in HEK293 cells a... 22770500
Sodium channel protein type 5 subunit alpha IC50 = 730.0 nM 6.14 Inhibition of human NaV1.5 alpha subunit expressed in CHOK1 cells at -90 mV hold... 22770500
Sodium channel protein type 5 subunit alpha IC50 = 1200.0 nM 5.92 Inhibition of human NaV1.5 alpha subunit expressed in CHOK1 cells at -90 mV hold... 22770500
Sodium channel protein type 9 subunit alpha IC50 = 1400.0 nM 5.85 Inhibition of recombinant human NaV1.7 alpha subunit expressed in HEK293 cells a... 22770500
Potassium voltage-gated channel subfamily A member 5 IC50 = 1500.0 nM 5.82 Inhibition of Kv1.5 22770500
Potassium voltage-gated channel subfamily KQT member 2 IC50 = 1600.0 nM 5.8 Inhibition of KCNQ2 22770500
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 4600.0 nM 5.34 Binding affinity to human ERG expressed in CHOK1 cells by IonWorks HT assay 22770500
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 4600.0 nM 5.34 Inhibition of human ERG 22770500
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 7800.0 nM 5.11 Binding affinity to human ERG expressed in CHOK1 cells by IonWorks HT assay 22770500
Sodium channel protein type 2 subunit alpha IC50 = 8100.0 nM 5.09 Inhibition of human NaV1.2 alpha subunit expressed in CHOK1 cells at -65 mV hold... 22770500
Unchecked IC50 = 10000.0 nM 5.0 Inhibition of human NaV1.7 F1737A mutant expressed in HEK293 cells at -65 mV hol... 22770500
Sodium channel protein type 5 subunit alpha IC50 = 18000.0 nM 4.75 Inhibition of human NaV1.5 alpha subunit expressed in CHOK1 cells at -90 mV hold... 22770500

Literature References

PubMed DOI Target Context # Activities
22770500 10.1021/jm300623u Rattus norvegicus 20
22770500 10.1021/jm300623u Unchecked 8
22770500 10.1021/jm300623u Sodium channel protein type 9 subunit alpha 7
22770500 10.1021/jm300623u Liver microsomes 6
22770500 10.1021/jm300623u Voltage-gated inwardly rectifying potassium channel KCNH2 4
22770500 10.1021/jm300623u No relevant target 3
22770500 10.1021/jm300623u Sodium channel protein type 5 subunit alpha 3
- 10.6019/CHEMBL3301361 ADMET 2
22770500 10.1021/jm300623u Plasma 2
22770500 10.1021/jm300623u Sodium-dependent noradrenaline transporter 1
22770500 10.1021/jm300623u Alpha-1D adrenergic receptor 1
22770500 10.1021/jm300623u Alpha-2A adrenergic receptor 1
22770500 10.1021/jm300623u Beta-1 adrenergic receptor 1
22770500 10.1021/jm300623u D(2) dopamine receptor 1
22770500 10.1021/jm300623u Estrogen receptor 1
22770500 10.1021/jm300623u Histamine H1 receptor 1
22770500 10.1021/jm300623u Muscarinic acetylcholine receptor M2 1
22770500 10.1021/jm300623u Mu-type opioid receptor 1
22770500 10.1021/jm300623u 5-hydroxytryptamine receptor 2A 1
22770500 10.1021/jm300623u Nucleic Acid 1

Data from ChEMBL 36 via Core Engine