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Compound Detail

CHEMBL3183531

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CCOC(=O)CCNc1cc(N2CCc3ccccc3CC2)nc(-c2ccccn2)n1

Basic Information

ChEMBL ID CHEMBL3183531
Phase Preclinical
Structure Type MOL
InChI Key WBKCKEHGXNWYMO-UHFFFAOYSA-N
22
Targets
30
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

417.5
MW (Da)
3.51
ALogP
7
HBA
1
HBD
80.2
PSA (Ų)
0.59
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C24H27N5O2
MW 417.51
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -1.49

Activity Summary

IC50 28 meas. best 5.97
EC50 2 meas. best 4.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
SW480
CHEMBL612544
IC50 5.97 5.97 1080.0 1
HCT-116
CHEMBL394
IC50 5.75 5.75 1770.0 1
Lysine-specific demethylase 2B
CHEMBL3779760
IC50 5.68 5.68 2100.0 1
Lysine-specific demethylase 6B
CHEMBL1938211
IC50 5.51 5.2167 3100.0 3
Unchecked
CHEMBL612545
IC50 5.51 5.51 3100.0 1
Lysine-specific demethylase 4B
CHEMBL3313832
IC50 5.42 5.42 3800.0 1
Histone lysine demethylase PHF8
CHEMBL1938212
IC50 5.38 5.38 4200.0 1
Lysine-specific demethylase 4C
CHEMBL6175
IC50 5.26 5.2 5500.0 2
Lysine-specific demethylase 6A
CHEMBL2069164
IC50 5.18 5.1367 6600.0 3
Lysine-specific demethylase 3B
CHEMBL3784906
IC50 5.16 5.16 6900.0 1
Lysine-specific demethylase 4A
CHEMBL5896
IC50 5.12 5.12 7500.0 1
Lysine-specific demethylase 3A
CHEMBL1938209
IC50 5.07 5.07 8500.0 1
Macrophage
CHEMBL5314320
IC50 5.05 5.05 9000.0 2
Lysine-specific demethylase 5B
CHEMBL3774295
IC50 5.01 5.01 9700.0 2
T47D
CHEMBL614361
IC50 4.88 4.88 13210.0 1
U-937
CHEMBL612794
IC50 4.87 4.87 13500.0 1
HT-29
CHEMBL384
IC50 4.83 4.83 14930.0 1
A549
CHEMBL392
IC50 4.83 4.83 14700.0 1
Lysine-specific demethylase 5C
CHEMBL2163176
IC50 4.82 4.82 15000.0 1
Methylcytosine dioxygenase TET1
CHEMBL4523402
EC50 4.8 4.8 15848.9 2
MCF7
CHEMBL387
IC50 4.78 4.78 16440.0 1
HeLa
CHEMBL399
IC50 4.67 4.67 21650.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
SW480 IC50 = 1080.0 nM 5.97 Antiproliferative activity against human SW480 cells assessed as inhibition of c... 37660833
HCT-116 IC50 = 1770.0 nM 5.75 Antiproliferative activity against human HCT-116 cells assessed as inhibition of... 37660833
Lysine-specific demethylase 2B IC50 = 2100.0 nM 5.68 Inhibition of KDM2B (1 to 650 residues)(unknown origin) by Alphalisa assay 25279926
Unchecked IC50 = 3100.0 nM 5.51 Inhibition of epitope-tagged KDM5B (1 to 752 residues)(unknown origin) transfect... 25279926
Lysine-specific demethylase 6B IC50 = 3100.0 nM 5.51 Inhibition of epitope-tagged KDM6B (1026 to 1682 residues)(unknown origin) trans... 25279926
Lysine-specific demethylase 4B IC50 = 3800.0 nM 5.42 Inhibition of KDM4B (2 to 500 residues)(unknown origin) by Alphalisa assay 25279926
Histone lysine demethylase PHF8 IC50 = 4200.0 nM 5.38 Inhibition of PHF8 (1 to 1024 residues)(unknown origin) by Alphalisa assay 25279926
Lysine-specific demethylase 4C IC50 = 5500.0 nM 5.26 Inhibition of KDM4C (1 to 349 residues)(unknown origin) by Alphalisa assay 25279926
Lysine-specific demethylase 6A IC50 = 6600.0 nM 5.18 Affinity Biochemical interaction (AlphaLISA based assay) EUB0000217b KDM6A/UTX -
Lysine-specific demethylase 6A IC50 = 6600.0 nM 5.18 Inhibition of KDM6A (919 to 1401 residues)(unknown origin) by Alphalisa assay 25279926
Lysine-specific demethylase 3B IC50 = 6900.0 nM 5.16 Inhibition of KDM3B (842 to 1761 residues)(unknown origin) by Alphalisa assay 25279926
Lysine-specific demethylase 4C IC50 = 7300.0 nM 5.14 Inhibition of epitope-tagged full length KDM4C (unknown origin) transfected in h... 25279926
Lysine-specific demethylase 4A IC50 = 7500.0 nM 5.12 Inhibition of KDM4A (1 to 350 residues)(unknown origin) by Alphalisa assay 25279926
Lysine-specific demethylase 6B IC50 = 8600.0 nM 5.07 Inhibition of KDM6B (1043 to 1643 residues)(unknown origin) by Alphalisa assay 25279926
Lysine-specific demethylase 3A IC50 = 8500.0 nM 5.07 Inhibition of KDM3A (2 to 1322 residues)(unknown origin) by Alphalisa assay 25279926
Lysine-specific demethylase 6B IC50 = 8600.0 nM 5.07 Inhibition of JMJD3 (unknown origin) by Alphascreen assay 37660833
Macrophage IC50 = 9000.0 nM 5.05 Antiinflammatory activity against human primary macrophages assessed as inhibiti... 25279926
Macrophage IC50 = 9000.0 nM 5.05 Antiinflammatory activity in human primary macrophages assessed as inhibition of... 22842901
Lysine-specific demethylase 6A IC50 = 9000.0 nM 5.05 Affinity Phenotypic Cellular interaction (Inhibition of TNF release (in LPS stim... -
Lysine-specific demethylase 5B IC50 = 9700.0 nM 5.01 Inhibition of KDM5B (unknown origin) 32883639

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4689842 HEK-293T 262
- 10.6019/CHEMBL4689842 U2OS 262
- 10.6019/CHEMBL4689842 Fibroblast 261
22842901 10.1038/nature11262 Macrophage 76
29029452 10.18632/oncotarget.19214 Lysine-specific demethylase 6A 18
39018123 10.1021/acs.jmedchem.4c01183 U2OS 15
37660833 10.1016/j.bmcl.2023.129466 A549 13
- 10.6019/CHEMBL5674860 Colon cancer organoid 12
- 10.6019/CHEMBL5724558 Colon cancer organoid 12
28328977 10.1371/journal.pone.0173977 Lysine-specific demethylase 6B 8
- 10.6019/CHEMBL5608141 Colon cancer organoid 6
22842901 10.1038/nature11262 Unchecked 5
- 10.1158/2159-8290.CD-23-0050 Colon cancer organoid 5
33428096 10.1007/s11064-020-03210-z Lysine-specific demethylase 6B 5
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
25279926 10.1038/nature13688 Lysine-specific demethylase 6B 3
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
22842901 10.1038/nature11262 Lysine-specific demethylase 6B 2
26964089 10.1371/journal.pone.0149118 Unchecked 2
30392349 10.1021/acs.jmedchem.8b01219 Lysine-specific demethylase 5A 2

Data from ChEMBL 36 via Core Engine