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Compound Detail

CHEMBL4166084

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O=C(/C=C/c1ccc(CNC2CC2c2ccccc2)cc1)NO
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4166084
Phase Preclinical
Structure Type MOL
InChI Key VXQPRRASCRGURZ-ZHACJKMWSA-N
10
Targets
10
Activities
1
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

308.4
MW (Da)
2.85
ALogP
3
HBA
3
HBD
61.4
PSA (Ų)
0.44
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H20N2O2
MW 308.38
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness -0.22

Activity Summary

IC50 10 meas. best 7.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 1
CHEMBL325
 IC50 7.92 7.92 12.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 7.6 7.6 25.0 1
A549
CHEMBL392
 IC50 5.85 5.85 1410.0 1
Lysine-specific histone demethylase 1A
CHEMBL6136
 IC50 5.66 5.66 2210.0 1
MGC-803
CHEMBL3706566
 IC50 5.61 5.61 2460.0 1
Histone deacetylase 5
CHEMBL2563
 IC50 5.53 5.53 2967.0 1
SW-620
CHEMBL612262
 IC50 5.39 5.39 4030.0 1
PC-3
CHEMBL390
 IC50 5.25 5.25 5620.0 1
MCF7
CHEMBL387
 IC50 5.21 5.21 6240.0 1
Amine oxidase [flavin-containing] A
CHEMBL1951
 IC50 4.4 4.4 39410.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 1 IC50 = 12.0 nM 7.92 Inhibition of C-terminal His-tagged and C-terminal FLAG-tagged human HDAC1 expre... 28987602
Histone deacetylase 2 IC50 = 25.0 nM 7.6 Inhibition of C-terminal His-tagged full length human HDAC2 expressed in baculov... 28987602
A549 IC50 = 1410.0 nM 5.85 Antiproliferative activity against human A549 cells incubated for 72 hrs by MTT ... 28987602
Lysine-specific histone demethylase 1A IC50 = 2210.0 nM 5.66 Inhibition of recombinant LSD1 (157 to 852 amino acids) (unknown origin) express... 28987602
MGC-803 IC50 = 2460.0 nM 5.61 Antiproliferative activity against human MGC803 cells incubated for 72 hrs by MT... 28987602
Histone deacetylase 5 IC50 = 2967.0 nM 5.53 Inhibition of C-terminal His-tagged human HDAC5 (656-1122 residues) expressed in... 28987602
SW-620 IC50 = 4030.0 nM 5.39 Antiproliferative activity against human SW620 cells incubated for 72 hrs by MTT... 28987602
PC-3 IC50 = 5620.0 nM 5.25 Antiproliferative activity against human PC3 cells incubated for 72 hrs by MTT a... 28987602
MCF7 IC50 = 6240.0 nM 5.21 Antiproliferative activity against human MCF7 cells incubated for 72 hrs by MTT ... 28987602
Amine oxidase [flavin-containing] A IC50 = 39410.0 nM 4.4 Inhibition of MAOA (unknown origin) using beetle luciferin as substrate by MAO-G... 28987602

Literature References

PubMed DOI Target Context # Activities
28987602 10.1016/j.ejmech.2017.09.038 Lysine-specific histone demethylase 1A 1
28987602 10.1016/j.ejmech.2017.09.038 Amine oxidase [flavin-containing] A 1
28987602 10.1016/j.ejmech.2017.09.038 Amine oxidase [flavin-containing] B 1
28987602 10.1016/j.ejmech.2017.09.038 Histone deacetylase 1 1
28987602 10.1016/j.ejmech.2017.09.038 Histone deacetylase 2 1
28987602 10.1016/j.ejmech.2017.09.038 Histone deacetylase 5 1
28987602 10.1016/j.ejmech.2017.09.038 MGC-803 1
28987602 10.1016/j.ejmech.2017.09.038 MCF7 1
28987602 10.1016/j.ejmech.2017.09.038 SW-620 1
28987602 10.1016/j.ejmech.2017.09.038 PC-3 1
28987602 10.1016/j.ejmech.2017.09.038 A549 1

Data from ChEMBL 36 via Core Engine