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CHEMBL4216044

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CN(c1ccccc1)c1ccc2c(c1)CCC[C@H]2CNc1cnccc1C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4216044
Phase Preclinical
Structure Type MOL
InChI Key XSMABFRQESMONQ-SFHVURJKSA-N
9
Targets
18
Activities
2
Assay Types
4
PK Parameters
20
Publications
0
Known Names

Molecular Properties

387.5
MW (Da)
5.08
ALogP
4
HBA
2
HBD
65.5
PSA (Ų)
0.62
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C24H25N3O2
MW 387.48
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -0.54

Activity Summary

IC50 14 meas. best 8.3
EC50 4 meas. best 8.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Lysine-specific demethylase 4C
CHEMBL6175
 EC50 8.89 8.89 1.3 2
KYSE-150 cell line
CHEMBL613998
 EC50 8.46 8.46 3.5 2
Breast carcinoma cell
CHEMBL614026
 IC50 8.3 8.3 5.0 1
Lysine-specific demethylase 4C
CHEMBL6175
 IC50 8.05 7.3075 9.0 4
Colon carcinoma cell
CHEMBL614464
 IC50 7.89 7.89 13.0 1
Lysine-specific demethylase 4B
CHEMBL3313832
 IC50 7.46 7.355 35.0 2
Lysine-specific demethylase 4A
CHEMBL5896
 IC50 7.46 7.22 35.0 2
Lysine-specific demethylase 4D
CHEMBL6138
 IC50 7.46 7.22 35.0 2
Lysine-specific demethylase 5B
CHEMBL3774295
 IC50 6.12 6.12 750.0 1
Lysine-specific demethylase 6B
CHEMBL1938211
 IC50 5.26 5.26 5500.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 10400.0 ng.hr.mL-1 Mus musculus
CL 6.9 mL.min-1.kg-1 Mus musculus
F 30.0 % Mus musculus
Vd 0.675 L.kg-1 Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Lysine-specific demethylase 4C EC50 = 1.3 nM 8.89 Inhibition of KDM4C in human KYSE-150 cells overexpressing KDM4C assessed as inc... 35838529
Lysine-specific demethylase 4C EC50 = 1.3 nM 8.89 Inhibition of full-length KDM4C (unknown origin) expressed in human KYSE-150 cel... 28835804
KYSE-150 cell line EC50 = 3.5 nM 8.46 Antiproliferative activity against human KYSE-150 cells after 168 hrs by 5-bromo... 28835804
KYSE-150 cell line EC50 = 3.5 nM 8.46 Antiproliferative activity against human KYSE-150 cells after 168 hrs by 5-bromo... 35838529
Breast carcinoma cell IC50 = 5.0 nM 8.3 Cytotoxicity against HER2-positive patient-derived breast cancer organoid model ... 28835804
Lysine-specific demethylase 4C IC50 = 9.0 nM 8.05 Inhibition of KDM4C (unknown origin) using biotinylated H3K9me3 peptide and alph... 28835804
Colon carcinoma cell IC50 = 13.0 nM 7.89 Cytotoxicity against patient-derived colon cancer organoid model SU60 after 96 t... 28835804
Lysine-specific demethylase 4B IC50 = 35.0 nM 7.46 Inhibition of KDM4B (unknown origin) using H3K9me3 as substrate and measured by ... 35838529
Lysine-specific demethylase 4D IC50 = 35.0 nM 7.46 Inhibition of KDM4D (unknown origin) using H3K9me3 as substrate and measured by ... 35838529
Lysine-specific demethylase 4C IC50 = 35.0 nM 7.46 Inhibition of KDM4C (unknown origin) using H3K9me3 as substrate and measured by ... 35838529
Lysine-specific demethylase 4A IC50 = 35.0 nM 7.46 Inhibition of KDM4A (unknown origin) using H3K9me3 as substrate and measured by ... 35838529
Lysine-specific demethylase 4C IC50 = 35.0 nM 7.46 Inhibition of KDM4C (unknown origin) using biotinylated H3K9me3 peptide and alph... 28835804
Lysine-specific demethylase 4B IC50 = 56.0 nM 7.25 Inhibition of KDM4B (unknown origin) using biotinylated H3K9me3 peptide and alph... 28835804
Lysine-specific demethylase 4A IC50 = 104.0 nM 6.98 Inhibition of KDM4A (unknown origin) using biotinylated H3K9me3 peptide and alph... 28835804
Lysine-specific demethylase 4D IC50 = 104.0 nM 6.98 Inhibition of KDM4D (unknown origin) using biotinylated H3K9me3 peptide and alph... 28835804
Lysine-specific demethylase 4C IC50 = 550.0 nM 6.26 JMJD2C Assay: The ability of test compounds to inhibit the activity of JMJD2C wa... -
Lysine-specific demethylase 5B IC50 = 750.0 nM 6.12 Inhibition of KDM5B (unknown origin) using biotinylated H3K4me3 peptide and alph... 28835804
Lysine-specific demethylase 6B IC50 = 5500.0 nM 5.26 JMJD3 Assay: The enzymatic assay of JMJD3 activity is based upon Time Resolved-F... -

Literature References

PubMed DOI Target Context # Activities
28835804 10.1021/acsmedchemlett.7b00220 Breast carcinoma cell 6
28835804 10.1021/acsmedchemlett.7b00220 Mus musculus 5
38294854 10.1021/acs.jmedchem.3c01820 Methylcytosine dioxygenase TET1 3
28835804 10.1021/acsmedchemlett.7b00220 Lysine-specific demethylase 4C 3
35838529 10.1021/acs.jmedchem.2c00680 Lysine-specific demethylase 4C 2
38294854 10.1021/acs.jmedchem.3c01820 Methylcytosine dioxygenase TET2 2
38294854 10.1021/acs.jmedchem.3c01820 Unchecked 2
38294854 10.1021/acs.jmedchem.3c01820 Methylcytosine dioxygenase TET3 2
28835804 10.1021/acsmedchemlett.7b00220 Lysine-specific demethylase 6B 1
28835804 10.1021/acsmedchemlett.7b00220 ADMET 1
35838529 10.1021/acs.jmedchem.2c00680 Lysine-specific demethylase 4A 1
28835804 10.1021/acsmedchemlett.7b00220 IMR-90 1
28835804 10.1021/acsmedchemlett.7b00220 Colon carcinoma cell 1
28835804 10.1021/acsmedchemlett.7b00220 Histone lysine demethylase PHF8 1
28835804 10.1021/acsmedchemlett.7b00220 No relevant target 1
28835804 10.1021/acsmedchemlett.7b00220 Lysine-specific demethylase 5B 1
28835804 10.1021/acsmedchemlett.7b00220 Lysine-specific demethylase 4D 1
28835804 10.1021/acsmedchemlett.7b00220 Lysine-specific demethylase 4A 1
28835804 10.1021/acsmedchemlett.7b00220 Lysine-specific demethylase 3B 1
38294854 10.1021/acs.jmedchem.3c01820 U2OS 1

Data from ChEMBL 36 via Core Engine