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Compound Detail

CHEMBL5169420

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CN(CCCNC(=O)c1cc2ccccc2o1)Cc1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5169420
Phase Preclinical
Structure Type MOL
InChI Key JOJSGPZOAORNJM-UHFFFAOYSA-N
7
Targets
7
Activities
3
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

322.4
MW (Da)
3.68
ALogP
3
HBA
1
HBD
45.5
PSA (Ų)
0.67
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H22N2O2
MW 322.41
Aromatic Rings 3
Heavy Atoms 24
NP-Likeness -1.35

Activity Summary

Ki 4 meas. best 8.0
IC50 2 meas. best 4.28
EC50 1 meas. best 5.83

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sigma intracellular receptor 2
CHEMBL4105907
 Ki 8.0 8.0 9.9 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
 Ki 7.92 7.92 12.0 1
Atypical chemokine receptor 3
CHEMBL2010631
 EC50 5.83 5.83 1480.0 1
Mu-type opioid receptor
CHEMBL233
 Ki 5.75 5.75 1770.0 1
Kappa-type opioid receptor
CHEMBL237
 Ki 5.62 5.62 2390.0 1
SK-BR-3
CHEMBL613834
 IC50 4.28 4.28 52000.0 1
MCF7
CHEMBL387
 IC50 4.07 4.07 86000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sigma intracellular receptor 2 Ki = 9.9 nM 8.0 Binding affinity to sigma 2 receptor (unknown origin) assessed as inhibition con... 35724925
Sigma non-opioid intracellular receptor 1 Ki = 12.0 nM 7.92 Binding affinity to sigma 1 receptor (unknown origin) assessed as inhibition con... 35724925
Atypical chemokine receptor 3 EC50 = 1480.0 nM 5.83 Agonist activity at human ACKR3 transfected in HEK293T cells co-expressing LgBiT... 39116445
Mu-type opioid receptor Ki = 1770.0 nM 5.75 Binding affinity to MOR (unknown origin) assessed as inhibition constant by radi... 35724925
Kappa-type opioid receptor Ki = 2390.0 nM 5.62 Binding affinity to KOR (unknown origin) assessed as inhibition constant by radi... 35724925
SK-BR-3 IC50 = 52000.0 nM 4.28 Cytotoxicity against ER/PR-negative HER2-positive human SK-BR-3 cells harbouring... 35724925
MCF7 IC50 = 86000.0 nM 4.07 Cytotoxicity against ER/PR-positive HER2-negative human MCF7 cells harbouring p5... 35724925

Literature References

PubMed DOI Target Context # Activities
35724925 10.1016/j.bmcl.2022.128860 SK-BR-3 2
35724925 10.1016/j.bmcl.2022.128860 MCF7 2
39116445 10.1021/acs.jmedchem.4c01371 Atypical chemokine receptor 3 2
35724925 10.1016/j.bmcl.2022.128860 Sigma non-opioid intracellular receptor 1 1
35724925 10.1016/j.bmcl.2022.128860 Sigma intracellular receptor 2 1
35724925 10.1016/j.bmcl.2022.128860 Unchecked 1
35724925 10.1016/j.bmcl.2022.128860 Mu-type opioid receptor 1
35724925 10.1016/j.bmcl.2022.128860 Delta-type opioid receptor 1
35724925 10.1016/j.bmcl.2022.128860 Kappa-type opioid receptor 1
39116445 10.1021/acs.jmedchem.4c01371 Platelet 1

Data from ChEMBL 36 via Core Engine