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Compound Detail

CHEMBL559081

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Cc1ccc(C(Oc2cccc(Cl)c2Cl)C2CCNCC2)cn1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL559081
Phase Preclinical
Structure Type MOL
InChI Key JAKBXJLCBFHUQX-UHFFFAOYSA-N
4
Targets
11
Activities
1
Assay Types
2
PK Parameters
6
Publications
0
Known Names

Molecular Properties

351.3
MW (Da)
4.82
ALogP
3
HBA
1
HBD
34.1
PSA (Ų)
0.86
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 C18H20Cl2N2O
MW 351.28
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness -0.77

Activity Summary

IC50 11 meas. best 7.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent noradrenaline transporter
CHEMBL222
 IC50 7.85 7.4267 14.0 3
Sodium-dependent serotonin transporter
CHEMBL228
 IC50 7.85 7.6933 14.0 3
Sodium-dependent dopamine transporter
CHEMBL238
 IC50 6.57 6.2967 270.0 3
Cytochrome P450 2D6
CHEMBL289
 IC50 5.26 4.89 5500.0 2

Pharmacokinetic Data

Parameter Value Units Species
T1/2 2.0 hr Homo sapiens
T1/2 2.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium-dependent serotonin transporter IC50 = 14.0 nM 7.85 Inhibition of [3H]5-HT uptake at human 5HTT expressed in HEK293 cells 19359175
Sodium-dependent noradrenaline transporter IC50 = 14.0 nM 7.85 Inhibition of [3H]NA uptake at human NET expressed in HEK293 cells 19359175
Sodium-dependent serotonin transporter IC50 = 16.0 nM 7.8 Inhibition of [3H]5-HT uptake at human 5HTT expressed in HEK293 cells 19359175
Sodium-dependent noradrenaline transporter IC50 = 17.0 nM 7.77 Inhibition of [3H]NA uptake at human NET expressed in HEK293 cells 19359175
Sodium-dependent serotonin transporter IC50 = 37.0 nM 7.43 Inhibition of [3H]5-HT uptake at human 5HTT expressed in HEK293 cells 19359175
Sodium-dependent noradrenaline transporter IC50 = 220.0 nM 6.66 Inhibition of [3H]NA uptake at human NET expressed in HEK293 cells 19359175
Sodium-dependent dopamine transporter IC50 = 270.0 nM 6.57 Inhibition of [3H]DA uptake at human DAT expressed in HEK293 cells 19359175
Sodium-dependent dopamine transporter IC50 = 590.0 nM 6.23 Inhibition of [3H]DA uptake at human DAT expressed in HEK293 cells 19359175
Sodium-dependent dopamine transporter IC50 = 820.0 nM 6.09 Inhibition of [3H]DA uptake at human DAT expressed in HEK293 cells 19359175
Cytochrome P450 2D6 IC50 = 5500.0 nM 5.26 Inhibition of CYP2D6 19359175
Cytochrome P450 2D6 IC50 = 30000.0 nM 4.52 Inhibition of CYP2D6 19359175

Literature References

PubMed DOI Target Context # Activities
19359175 10.1016/j.bmcl.2009.03.090 Sodium-dependent serotonin transporter 3
19359175 10.1016/j.bmcl.2009.03.090 Sodium-dependent noradrenaline transporter 3
19359175 10.1016/j.bmcl.2009.03.090 Sodium-dependent dopamine transporter 3
19359175 10.1016/j.bmcl.2009.03.090 Liver microsomes 2
19359175 10.1016/j.bmcl.2009.03.090 Cytochrome P450 2D6 2
19359175 10.1016/j.bmcl.2009.03.090 Unchecked 1

Data from ChEMBL 36 via Core Engine