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Compound Detail

CHEMBL2171417

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Cl.c1ccc(OC(c2ccc3ccccc3c2)C2CNC2)cc1

Basic Information

ChEMBL ID CHEMBL2171417
Phase Preclinical
Structure Type MOL
InChI Key XZKCSWMXTDEREX-UHFFFAOYSA-N
Parent Compound CHEMBL2219863
Active Moiety CHEMBL2219863
4
Targets
4
Activities
1
Assay Types
12
PK Parameters
10
Publications
0
Known Names

Molecular Properties

289.4
MW (Da)
4.18
ALogP
2
HBA
1
HBD
21.3
PSA (Ų)
0.78
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H20ClNO
MW 325.84
Aromatic Rings 3
Heavy Atoms 22
NP-Likeness -0.04

Activity Summary

IC50 4 meas. best 8.51

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent noradrenaline transporter
CHEMBL222
IC50 8.51 8.51 3.1 1
Sodium-dependent serotonin transporter
CHEMBL228
IC50 8.08 8.08 8.3 1
Sodium-dependent dopamine transporter
CHEMBL238
IC50 7.46 7.46 35.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 6.08 6.08 830.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 159.7 ng.hr.mL-1 Rattus norvegicus
AUC 41.7 ng.hr.mL-1 Rattus norvegicus
AUC 153.3 ng.hr.mL-1 Rattus norvegicus
AUC 17.9 ng.hr.mL-1 Rattus norvegicus
Cmax 387.38 nM Rattus norvegicus
Cmax 19.35 nM Rattus norvegicus
F 5.8 % Rattus norvegicus
MRT 1.73 hr Rattus norvegicus
MRT 2.0 hr Rattus norvegicus
T1/2 1.4 hr Rattus norvegicus
T1/2 3.3 hr Rattus norvegicus
Tmax 1.3 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
22938049 10.1021/jm3008294 Rattus norvegicus 16
22938049 10.1021/jm3008294 Mus musculus 3
22938049 10.1021/jm3008294 Sodium-dependent dopamine transporter 2
22938049 10.1021/jm3008294 Sodium-dependent noradrenaline transporter 2
22938049 10.1021/jm3008294 Sodium-dependent serotonin transporter 2
22938049 10.1021/jm3008294 Liver microsomes 1
22938049 10.1021/jm3008294 Nucleic Acid 1
22938049 10.1021/jm3008294 Cytochrome P450 3A4 1
22938049 10.1021/jm3008294 Cytochrome P450 2D6 1
22938049 10.1021/jm3008294 Voltage-gated inwardly rectifying potassium channel KCNH2 1

Data from ChEMBL 36 via Core Engine