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Compound Detail

CHEMBL5434546

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COc1ccc(-c2cc(-c3ccn(Cc4ccc(C(=O)NO)cc4)n3)ccn2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5434546
Phase Preclinical
Structure Type MOL
InChI Key LZDVZSHIAKMDMZ-UHFFFAOYSA-N
13
Targets
13
Activities
1
Assay Types
4
PK Parameters
20
Publications
0
Known Names

Molecular Properties

400.4
MW (Da)
3.79
ALogP
6
HBA
2
HBD
89.3
PSA (Ų)
0.38
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H20N4O3
MW 400.44
Aromatic Rings 4
Heavy Atoms 30
NP-Likeness -1.40

Activity Summary

IC50 13 meas. best 8.73

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 1
CHEMBL325
 IC50 8.73 8.73 1.9 1
Histone deacetylase 6
CHEMBL1865
 IC50 8.39 8.39 4.1 1
Histone deacetylase 2
CHEMBL1937
 IC50 7.99 7.99 10.3 1
Histone deacetylase 8
CHEMBL3192
 IC50 7.38 7.38 41.6 1
MV4-11
CHEMBL613835
 IC50 6.75 6.75 180.0 1
MOLT-4
CHEMBL614177
 IC50 6.41 6.41 390.0 1
THP-1
CHEMBL614245
 IC50 6.36 6.36 440.0 1
MGC-803
CHEMBL3706566
 IC50 6.18 6.18 660.0 1
HCT-116
CHEMBL394
 IC50 6.17 6.17 680.0 1
Lysine-specific histone demethylase 1A
CHEMBL6136
 IC50 5.55 5.55 2800.0 1
A549
CHEMBL392
 IC50 5.53 5.53 2930.0 1
Histone deacetylase 5
CHEMBL2563
 IC50 5.36 5.36 4399.0 1
GES1
CHEMBL4296415
 IC50 5.05 5.05 8890.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 138.56 mL.min-1.g-1 Rattus norvegicus
CL 43.19 mL.min-1.g-1 Homo sapiens
T1/2 0.4167 hr Rattus norvegicus
T1/2 1.337 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 1 IC50 = 1.88 nM 8.73 Inhibition of C-terminal FLAG tagged recombinant human HDAC1 expressed in Sf9 ce... 37086699
Histone deacetylase 6 IC50 = 4.1 nM 8.39 Inhibition of C-terminal FLAG-tagged human full length recombinant HDAC6 express... 37086699
Histone deacetylase 2 IC50 = 10.28 nM 7.99 Inhibition of C-terminal 6His-tagged human recombinant HDAC2 (1 to 488 residues)... 37086699
Histone deacetylase 8 IC50 = 41.6 nM 7.38 Inhibition of C-terminal 6His-tagged human full length recombinant HDAC8 express... 37086699
MV4-11 IC50 = 180.0 nM 6.75 Antiproliferative activity against human MV4-11 cells assessed as inhibition of ... 37086699
MOLT-4 IC50 = 390.0 nM 6.41 Antiproliferative activity against human MOLT-4 cells assessed as inhibition of ... 37086699
THP-1 IC50 = 440.0 nM 6.36 Antiproliferative activity against human THP-1 cells assessed as inhibition of c... 37086699
MGC-803 IC50 = 660.0 nM 6.18 Antiproliferative activity against human MGC-803 cells assessed as inhibition of... 37086699
HCT-116 IC50 = 680.0 nM 6.17 Antiproliferative activity against human HCT-116 cells assessed as inhibition of... 37086699
Lysine-specific histone demethylase 1A IC50 = 2800.0 nM 5.55 Inhibition of recombinant LSD1 (unknown origin) using H3K4me2 as a substrate by ... 37086699
A549 IC50 = 2930.0 nM 5.53 Antiproliferative activity against human A549 cells assessed as inhibition of ce... 37086699
Histone deacetylase 5 IC50 = 4399.0 nM 5.36 Inhibition of C-terminal His-tagged human HDAC5 catalytic domain (656 to 1122 re... 37086699
GES1 IC50 = 8890.0 nM 5.05 Cytotoxicity against human GES1 cells harboring low LSD1 expression assessed as ... 37086699

Literature References

PubMed DOI Target Context # Activities
37086699 10.1016/j.ejmech.2023.115367 MGC-803 34
37086699 10.1016/j.ejmech.2023.115367 HCT-116 24
37086699 10.1016/j.ejmech.2023.115367 ADMET 8
37086699 10.1016/j.ejmech.2023.115367 Histone deacetylase 6
37086699 10.1016/j.ejmech.2023.115367 Lysine-specific histone demethylase 1A 5
37086699 10.1016/j.ejmech.2023.115367 THP-1 3
37086699 10.1016/j.ejmech.2023.115367 Unchecked 2
37086699 10.1016/j.ejmech.2023.115367 Histone deacetylase 5 1
37086699 10.1016/j.ejmech.2023.115367 Cytochrome P450 2C19 1
37086699 10.1016/j.ejmech.2023.115367 Cytochrome P450 2C9 1
37086699 10.1016/j.ejmech.2023.115367 Cytochrome P450 1A2 1
37086699 10.1016/j.ejmech.2023.115367 Amine oxidase [flavin-containing] B 1
37086699 10.1016/j.ejmech.2023.115367 Amine oxidase [flavin-containing] A 1
37086699 10.1016/j.ejmech.2023.115367 Histone deacetylase 8 1
37086699 10.1016/j.ejmech.2023.115367 Histone deacetylase 6 1
37086699 10.1016/j.ejmech.2023.115367 Histone deacetylase 2 1
37086699 10.1016/j.ejmech.2023.115367 GES1 1
37086699 10.1016/j.ejmech.2023.115367 MV4-11 1
37086699 10.1016/j.ejmech.2023.115367 MOLT-4 1
37086699 10.1016/j.ejmech.2023.115367 A549 1

Data from ChEMBL 36 via Core Engine