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Compound Detail

CHEMBL1939222

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O=c1cc(COc2cc(Cl)cc(Cl)c2)[nH][nH]1

Basic Information

ChEMBL ID CHEMBL1939222
Phase Preclinical
Structure Type MOL
InChI Key HTSQRRQNKJNSLH-UHFFFAOYSA-N
4
Targets
4
Activities
2
Assay Types
22
PK Parameters
20
Publications
0
Known Names

Molecular Properties

259.1
MW (Da)
2.59
ALogP
2
HBA
2
HBD
57.9
PSA (Ų)
0.89
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C10H8Cl2N2O2
MW 259.09
Aromatic Rings 2
Heavy Atoms 16
NP-Likeness -0.99

Activity Summary

EC50 3 meas. best 7.17
IC50 1 meas. best 4.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Superoxide dismutase [Cu-Zn]
CHEMBL2354
EC50 7.17 7.17 67.0 1
PC-12
CHEMBL612556
EC50 7.17 7.17 67.0 1
Unchecked
CHEMBL612545
EC50 6.4 6.4 400.0 1
Cytochrome P450 2C19
CHEMBL3622
IC50 4.7 4.7 20000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 42.0 ng.hr.mL-1 Rattus norvegicus
AUC 179.0 ng.hr.mL-1 Rattus norvegicus
CL 92.0 mL.min-1.kg-1 Rattus norvegicus
CL 21.0 mL.min-1.kg-1 Mus musculus
CL 64.0 mL.min-1.kg-1 Mus musculus
CL 13.0 mL.min-1.kg-1 Homo sapiens
CL 25.0 mL.min-1.kg-1 Homo sapiens
CL 21.0 mL.min-1.kg-1 Mus musculus
CL 64.0 mL.min-1.kg-1 Mus musculus
CL 13.0 mL.min-1.kg-1 Homo sapiens
CL 25.0 mL.min-1.kg-1 Homo sapiens
Cmax 150.53 nM Rattus norvegicus
F 27.0 % Rattus norvegicus
T1/2 3.6 hr Rattus norvegicus
T1/2 2.1 hr Rattus norvegicus
T1/2 0.6 hr Mus musculus
T1/2 1.55 hr Homo sapiens
T1/2 1.85 hr Mus musculus
T1/2 0.6 hr Mus musculus
T1/2 2.883 hr Homo sapiens
T1/2 1.55 hr Homo sapiens
Tmax 0.25 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
22191331 10.1021/jm2014277 Unchecked 20
22191331 10.1021/jm2014277 Rattus norvegicus 11
22191331 10.1021/jm2014277 Mus musculus 6
22191331 10.1021/jm2014277 Plasma 6
22191331 10.1021/jm2014277 ADMET 6
22191331 10.1021/jm2014277 Superoxide dismutase [Cu-Zn] 5
23445362 10.1021/jm400079a Liver microsomes 4
23445362 10.1021/jm400079a Liver 4
22191331 10.1021/jm2014277 Glutamate NMDA receptor 3
22191331 10.1021/jm2014277 Caco-2 3
23445362 10.1021/jm400079a Caco-2 3
22191331 10.1021/jm2014277 Voltage-gated inwardly rectifying potassium channel KCNH2 2
22191331 10.1021/jm2014277 Cytochrome P450 3A4 2
22191331 10.1021/jm2014277 Voltage-gated L-type calcium channel 2
22191331 10.1021/jm2014277 No relevant target 2
22191331 10.1021/jm2014277 Brain 1
22189273 10.1016/j.bmc.2011.11.039 NON-PROTEIN TARGET 1
22191331 10.1021/jm2014277 Sodium-dependent dopamine transporter 1
22189273 10.1016/j.bmc.2011.11.039 HEK293 1
22189273 10.1016/j.bmc.2011.11.039 HeLa 1

Data from ChEMBL 36 via Core Engine