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Compound Detail

CHEMBL2392184

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NCc1ccc(CN(CCCCN(O)C(=O)/C=C/C(=O)[O-])C(=S)Nc2ccc(-c3c4ccc(=O)cc-4oc4cc(O)ccc34)c(C(=O)[O-])c2)cc1.[Na+].[Na+]

Basic Information

ChEMBL ID CHEMBL2392184
Phase Preclinical
Structure Type MOL
InChI Key MYGINLIXBHMRMY-QDBORUFSSA-L
Parent Compound CHEMBL3039652
Active Moiety CHEMBL3039652
3
Targets
17
Activities
3
Assay Types
0
PK Parameters
3
Publications
0
Known Names

Molecular Properties

710.8
MW (Da)
5.27
ALogP
9
HBA
6
HBD
206.9
PSA (Ų)
0.02
QED
3
Ro5 Violations
13
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C37H32N4Na2O9S
MW 754.73
Aromatic Rings 3
Heavy Atoms 51
NP-Likeness -0.16

Activity Summary

IC50 8 meas. best 6.87
Ki 5 meas. best 7.95
Kd 4 meas. best 8.09

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Lysine-specific demethylase 2A
CHEMBL1938210
Kd 8.09 7.875 8.2 4
Lysine-specific demethylase 2A
CHEMBL1938210
Ki 7.95 6.002 11.3 5
Lysine-specific demethylase 2A
CHEMBL1938210
IC50 6.87 5.9025 135.0 4
Lysine-specific demethylase 6B
CHEMBL1938211
IC50 5.02 5.02 9500.0 1
Lysine-specific demethylase 4A
CHEMBL5896
IC50 4.63 4.63 23500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Lysine-specific demethylase 2A Kd = 8.2 nM 8.09 Binding affinity to recombinant 6xHis-tagged JHDM1A (unknown origin) expressed i... 23725560
Lysine-specific demethylase 2A Kd = 9.3 nM 8.03 Binding affinity to recombinant 6xHis-tagged JHDM1A (unknown origin) expressed i... 23725560
Lysine-specific demethylase 2A Ki = 11.3 nM 7.95 Competitive binding affinity to recombinant 6xHis-tagged JHDM1A (unknown origin)... 23725560
Lysine-specific demethylase 2A Kd = 19.0 nM 7.72 Binding affinity to recombinant 6xHis-tagged JHDM1A (unknown origin) expressed i... 23725560
Lysine-specific demethylase 2A Kd = 22.0 nM 7.66 Binding affinity to recombinant 6xHis-tagged JHDM1A (unknown origin) expressed i... 23725560
Lysine-specific demethylase 2A IC50 = 135.0 nM 6.87 Competitive binding affinity to recombinant 6xHis-tagged JHDM1A (unknown origin)... 23725560
Lysine-specific demethylase 2A Ki = 185.0 nM 6.73 Competitive binding affinity to recombinant 6xHis-tagged JHDM1A (unknown origin)... 23725560
Lysine-specific demethylase 2A IC50 = 900.0 nM 6.05 Inhibition of recombinant 6xHis-tagged JHDM1A (unknown origin) expressed in Esch... 23725560
Lysine-specific demethylase 2A IC50 = 1400.0 nM 5.85 Competitive binding affinity to recombinant 6xHis-tagged JHDM1A (unknown origin)... 23725560
Lysine-specific demethylase 2A Ki = 1980.0 nM 5.7 Competitive binding affinity to recombinant 6xHis-tagged JHDM1A (unknown origin)... 23725560
Lysine-specific demethylase 6B IC50 = 9500.0 nM 5.02 Inhibition of recombinant 6xHis-tagged JMJD3 (unknown origin) expressed in Esche... 23725560
Lysine-specific demethylase 2A IC50 = 14500.0 nM 4.84 Competitive binding affinity to recombinant 6xHis-tagged JHDM1A (unknown origin)... 23725560
Lysine-specific demethylase 2A Ki = 15000.0 nM 4.82 Competitive binding affinity to recombinant 6xHis-tagged JHDM1A (unknown origin)... 23725560
Lysine-specific demethylase 2A Ki = 15400.0 nM 4.81 Competitive binding affinity to recombinant 6xHis-tagged JHDM1A (unknown origin)... 23725560
Lysine-specific demethylase 4A IC50 = 23500.0 nM 4.63 Inhibition of JMJD2A (unknown origin) 23725560

Literature References

PubMed DOI Target Context # Activities
23725560 10.1021/jm3018628 Lysine-specific demethylase 2A 17
23725560 10.1021/jm3018628 Lysine-specific demethylase 6B 2
23725560 10.1021/jm3018628 Lysine-specific demethylase 4A 2

Data from ChEMBL 36 via Core Engine