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Compound Detail

CHEMBL5075646

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O=C(NO)c1ccc(/C=C/c2ccnc(-c3ccccc3O)c2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5075646
Phase Preclinical
Structure Type MOL
InChI Key MCVBYWZUEUNVKU-AATRIKPKSA-N
9
Targets
13
Activities
2
Assay Types
4
PK Parameters
20
Publications
0
Known Names

Molecular Properties

332.4
MW (Da)
3.74
ALogP
4
HBA
3
HBD
82.5
PSA (Ų)
0.50
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H16N2O3
MW 332.36
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness -0.26

Activity Summary

IC50 12 meas. best 7.33
Kd 1 meas. best 5.42

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
 IC50 7.33 7.33 47.0 2
Histone deacetylase 1
CHEMBL325
 IC50 6.66 6.66 220.0 2
Histone deacetylase 2
CHEMBL1937
 IC50 6.03 6.03 934.0 1
Lysine-specific histone demethylase 1A
CHEMBL6136
 IC50 6.03 6.03 930.0 2
MGC-803
CHEMBL3706566
 IC50 5.85 5.85 1420.0 1
HCT-116
CHEMBL394
 IC50 5.84 5.84 1450.0 1
Lysine-specific histone demethylase 1A
CHEMBL6136
 Kd 5.42 5.42 3830.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 5.33 5.33 4620.0 1
Amine oxidase [flavin-containing] A
CHEMBL1951
 IC50 4.47 4.47 34100.0 1
Amine oxidase [flavin-containing] B
CHEMBL2039
 IC50 4.16 4.16 69400.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 105.06 mL.min-1.g-1 Homo sapiens
CL 505.42 mL.min-1.g-1 Rattus norvegicus
T1/2 0.55 hr Homo sapiens
T1/2 0.115 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 IC50 = 47.0 nM 7.33 Inhibition of HDAC6 (unknown origin) using Ac-peptide as substrate preincubated ... 33957387
Histone deacetylase 6 IC50 = 47.0 nM 7.33 Inhibition of HDAC6 (unknown origin) 34915312
Histone deacetylase 1 IC50 = 220.0 nM 6.66 Inhibition of HDAC1 (unknown origin) using Ac-peptide as substrate preincubated ... 33957387
Histone deacetylase 1 IC50 = 220.0 nM 6.66 Inhibition of HDAC1 (unknown origin) 34915312
Lysine-specific histone demethylase 1A IC50 = 930.0 nM 6.03 Inhibition of recombinant LSD1 (157 to 852 residues) (unknown origin) expressed ... 33957387
Histone deacetylase 2 IC50 = 934.0 nM 6.03 Inhibition of HDAC2 (unknown origin) using Ac-peptide as substrate preincubated ... 33957387
Lysine-specific histone demethylase 1A IC50 = 930.0 nM 6.03 Inhibition of LSD1 (unknown origin) 34915312
MGC-803 IC50 = 1420.0 nM 5.85 Antiproliferative activity against human MGC-803 cells assessed as reduction in ... 33957387
HCT-116 IC50 = 1450.0 nM 5.84 Antiproliferative activity against human HCT-116 cells assessed as reduction in ... 33957387
Lysine-specific histone demethylase 1A Kd = 3830.0 nM 5.42 Binding affinity to LSD1 (unknown origin) 34915312
Histone deacetylase 8 IC50 = 4620.0 nM 5.33 Inhibition of HDAC8 (unknown origin) using Ac-peptide as substrate preincubated ... 33957387
Amine oxidase [flavin-containing] A IC50 = 34100.0 nM 4.47 Inhibition of human recombinant MAO-A by multimode plate reader assay 33957387
Amine oxidase [flavin-containing] B IC50 = 69400.0 nM 4.16 Inhibition of human recombinant MAO-B by multimode plate reader assay 33957387

Literature References

PubMed DOI Target Context # Activities
33957387 10.1016/j.ejmech.2021.113453 MGC-803 12
33957387 10.1016/j.ejmech.2021.113453 Lysine-specific histone demethylase 1A 11
33957387 10.1016/j.ejmech.2021.113453 ADMET 4
34915312 10.1016/j.ejmech.2021.114042 Lysine-specific histone demethylase 1A 2
33957387 10.1016/j.ejmech.2021.113453 Amine oxidase [flavin-containing] B 1
34915312 10.1016/j.ejmech.2021.114042 Histone deacetylase 6 1
33957387 10.1016/j.ejmech.2021.113453 Cytochrome P450 3A4 1
33957387 10.1016/j.ejmech.2021.113453 Cytochrome P450 2D6 1
33957387 10.1016/j.ejmech.2021.113453 Cytochrome P450 2C19 1
33957387 10.1016/j.ejmech.2021.113453 Histone deacetylase 1
33957387 10.1016/j.ejmech.2021.113453 Histone deacetylase 11 1
33957387 10.1016/j.ejmech.2021.113453 Histone deacetylase 8 1
33957387 10.1016/j.ejmech.2021.113453 Histone deacetylase 2 1
33957387 10.1016/j.ejmech.2021.113453 Unchecked 1
33957387 10.1016/j.ejmech.2021.113453 Amine oxidase [flavin-containing] A 1
33957387 10.1016/j.ejmech.2021.113453 HCT-116 1
33957387 10.1016/j.ejmech.2021.113453 Cytochrome P450 1A2 1
33957387 10.1016/j.ejmech.2021.113453 Cytochrome P450 2C9 1
33957387 10.1016/j.ejmech.2021.113453 Histone deacetylase 6 1
33957387 10.1016/j.ejmech.2021.113453 Histone deacetylase 5 1

Data from ChEMBL 36 via Core Engine