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Compound Detail

CHEMBL250699

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COc1cc(NC(=O)c2ccc(-c3ccc(Cl)cc3)o2)cc(OC)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL250699
Phase Preclinical
Structure Type MOL
InChI Key VHKBTPQDHDSBSP-UHFFFAOYSA-N
14
Targets
34
Activities
1
Assay Types
18
PK Parameters
20
Publications
0
Known Names

Molecular Properties

357.8
MW (Da)
4.87
ALogP
4
HBA
1
HBD
60.7
PSA (Ų)
0.71
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H16ClNO4
MW 357.79
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness -1.37

Activity Summary

IC50 34 meas. best 8.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium channel protein type 10 subunit alpha
CHEMBL5451
 IC50 8.1 7.9571 8.0 7
Sodium channel protein type 10 subunit alpha
CHEMBL4017
 IC50 7.35 6.79 45.0 5
Sodium channel protein type 10 subunit alpha
CHEMBL5158
 IC50 6.07 6.07 850.0 2
Sodium channel protein type 3 subunit alpha
CHEMBL5163
 IC50 5.61 5.3833 2450.0 3
5-hydroxytryptamine receptor 2A
CHEMBL224
 IC50 5.52 5.52 3000.0 1
Sodium channel protein type 9 subunit alpha
CHEMBL4296
 IC50 5.17 4.93 6740.0 3
D(1A) dopamine receptor
CHEMBL2056
 IC50 5.16 5.16 7000.0 1
Sodium channel protein type 2 subunit alpha
CHEMBL4187
 IC50 5.14 5.105 7180.0 4
Sodium channel protein type 5 subunit alpha
CHEMBL1980
 IC50 5.13 4.9133 7340.0 3
5-hydroxytryptamine receptor 1A
CHEMBL214
 IC50 5.0 5.0 10000.0 1
Cannabinoid receptor 1
CHEMBL218
 IC50 5.0 5.0 10000.0 1
Mu-type opioid receptor
CHEMBL233
 IC50 5.0 5.0 10000.0 1
Adenosine receptor A2a
CHEMBL251
 IC50 5.0 5.0 10000.0 1
Adenosine receptor A3
CHEMBL256
 IC50 4.92 4.92 12000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 140.0 mL.min-1.g-1 Rattus norvegicus
CL 25.0 mL.min-1.kg-1 Rattus norvegicus
CL 25.0 mL.min-1.kg-1 Rattus norvegicus
CL 140.0 mL.min-1.g-1 Rattus norvegicus
CL 140.0 uL/min Rattus norvegicus
Cmax 978.23 nM Rattus norvegicus
Cmax 978.23 nM Rattus norvegicus
Cmax 531.04 nM Rattus norvegicus
F 13.0 % Rattus norvegicus
F 26.0 % Rattus norvegicus
F 26.0 % Rattus norvegicus
F 12.8 % Rattus norvegicus
F 10.0 % Rattus norvegicus
T1/2 7.3 hr Rattus norvegicus
T1/2 4.9 hr Rattus norvegicus
Tmax 1.6 hr Rattus norvegicus
Tmax 1.5 hr Rattus norvegicus
Vd 11.5 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium channel protein type 10 subunit alpha IC50 = 8.0 nM 8.1 Inhibition of inactivated human Nav1.8 sodium channel 17489575
Sodium channel protein type 10 subunit alpha IC50 = 8.0 nM 8.1 Inhibition of human recombinant Nav 1.8 channel expressed in HEK293 cells 18176998
Sodium channel protein type 10 subunit alpha IC50 = 8.0 nM 8.1 Inhibition of Nav1.8 (unknown origin) 37084597
Sodium channel protein type 10 subunit alpha IC50 = 8.0 nM 8.1 Inhibition of human recombinant NaV1.8 expressed in HEK293 cells by conventional... 20965738
Sodium channel protein type 10 subunit alpha IC50 = 8.0 nM 8.1 Inhibition of human Nav1.8 channel expressed in HEK293 cells at -40 mV by patch ... 17483457
Sodium channel protein type 10 subunit alpha IC50 = 8.0 nM 8.1 Inhibition of human Nav1.8 channel expressed in human HEK293 cells by patch clam... 17483457
Sodium channel protein type 10 subunit alpha IC50 = 45.0 nM 7.35 Inhibition of recombinant rat Nav1.8 sodium channel assessed as blockade of TTXR... 17483457
Sodium channel protein type 10 subunit alpha IC50 = 79.0 nM 7.1 Inhibition of human Nav1.8 channel expressed in HEK293 cells at -100 mV by patch... 17483457
Sodium channel protein type 10 subunit alpha IC50 = 125.0 nM 6.9 Inhibition of tetrodotoxin-resistant NaV1.8 in rat DRG neuron by electrophysiolo... 20855211
Sodium channel protein type 10 subunit alpha IC50 = 140.0 nM 6.85 Inhibition of Nav1.8 channel in rat dorsal root ganglion neurons assessed as blo... 17483457
Sodium channel protein type 10 subunit alpha IC50 = 140.0 nM 6.85 Inhibition of tetrodotoxin-resistant NaV1.8 in rat dorsal root ganglion neurons ... 20965738
Sodium channel protein type 10 subunit alpha IC50 = 850.0 nM 6.07 Inhibition of mouse recombinant Nav 1.8 channel expressed in HEK293 cells by iso... 18176998
Sodium channel protein type 10 subunit alpha IC50 = 850.0 nM 6.07 Inhibition of mouse NaV1.8 expressed in HEK293 cells by isotopic efflux assay 20965738
Sodium channel protein type 10 subunit alpha IC50 = 1000.0 nM 6.0 Inhibition of Nav1.8 channel in rat dorsal root ganglion neurons assessed as blo... 17483457
Sodium channel protein type 3 subunit alpha IC50 = 2450.0 nM 5.61 Inhibition of inactivated human Nav1.3 sodium channel 17489575
Sodium channel protein type 3 subunit alpha IC50 = 2450.0 nM 5.61 Inhibition of human Nav1.3 channel expressed in HEK293 cells at -60 mV by patch ... 17483457
5-hydroxytryptamine receptor 2A IC50 = 3000.0 nM 5.52 Displacement of [3H]ketanserin from 5HT2A receptor 17483457
Sodium channel protein type 9 subunit alpha IC50 = 6740.0 nM 5.17 Inhibition of inactivated human Nav1.7 sodium channel 17489575
Sodium channel protein type 9 subunit alpha IC50 = 6740.0 nM 5.17 Inhibition of human Nav1.7 channel expressed in HEK293 cells at -60 mV by patch ... 17483457
D(1A) dopamine receptor IC50 = 7000.0 nM 5.16 Displacement of [3H]SCH-23390 from dopamine D1 receptor 17483457

Literature References

PubMed DOI Target Context # Activities
17483457 10.1073/pnas.0611364104 Rattus norvegicus 52
18176998 10.1021/jm070637u Rattus norvegicus 12
17483457 10.1073/pnas.0611364104 Unchecked 11
18176998 10.1021/jm070637u Sodium channel protein type 10 subunit alpha 8
17483457 10.1073/pnas.0611364104 Sodium channel protein type 10 subunit alpha 6
- 10.6019/CHEMBL5303304 U2OS 6
- 10.6019/CHEMBL5303304 Fibroblast 6
17489575 10.1021/jm061005v Rattus norvegicus 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
18176998 10.1021/jm070637u NON-PROTEIN TARGET 4
20855211 10.1016/j.bmcl.2010.08.121 Unchecked 3
20965738 10.1016/j.bmc.2010.09.057 Sodium channel protein type 10 subunit alpha 3
18176998 10.1021/jm070637u Sodium channel protein type 5 subunit alpha 3
18176998 10.1021/jm070637u Translocator protein 2
17483457 10.1073/pnas.0611364104 Sodium channel protein type 3 subunit alpha 2
18176998 10.1021/jm070637u Cholecystokinin receptor type A 2
18176998 10.1021/jm070637u D(1A) dopamine receptor 2
18176998 10.1021/jm070637u Unchecked 2
18176998 10.1021/jm070637u Sodium channel protein type 3 subunit alpha 2
18176998 10.1021/jm070637u Sodium channel protein type 9 subunit alpha 2

Data from ChEMBL 36 via Core Engine