Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL5093633

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
Cc1ccc(-c2cc(/C=C/c3ccc(C(=O)NO)cc3)ccn2)c(F)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5093633
Phase Preclinical
Structure Type MOL
InChI Key AYKITWJAPVHRAX-ONEGZZNKSA-N
14
Targets
22
Activities
2
Assay Types
4
PK Parameters
20
Publications
0
Known Names

Molecular Properties

348.4
MW (Da)
4.49
ALogP
3
HBA
2
HBD
62.2
PSA (Ų)
0.54
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 C21H17FN2O2
MW 348.38
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -0.83

Activity Summary

IC50 21 meas. best 7.82
Kd 1 meas. best 6.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
 IC50 7.82 7.82 15.0 3
NCI-N87
CHEMBL614197
 IC50 6.64 6.64 230.0 1
Lysine-specific histone demethylase 1A
CHEMBL6136
 Kd 6.62 6.62 240.0 1
Histone deacetylase 1
CHEMBL325
 IC50 6.43 6.43 370.0 3
Histone deacetylase 2
CHEMBL1937
 IC50 6.4 6.395 400.0 2
MKN-1
CHEMBL614352
 IC50 6.4 6.4 400.0 1
MGC-803
CHEMBL3706566
 IC50 6.11 6.11 770.0 1
HCT-116
CHEMBL394
 IC50 6.1 6.1 800.0 1
SNU1
CHEMBL614931
 IC50 6.0 6.0 1010.0 1
MKN-45
CHEMBL614354
 IC50 5.94 5.94 1160.0 1
BGC-823
CHEMBL614526
 IC50 5.82 5.82 1500.0 1
AGS
CHEMBL613860
 IC50 5.81 5.81 1560.0 1
Lysine-specific histone demethylase 1A
CHEMBL6136
 IC50 5.79 5.79 1640.0 3
Histone deacetylase 11
CHEMBL3310
 IC50 5.31 5.31 4930.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 5.06 5.06 8780.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 67.38 mL.min-1.g-1 Homo sapiens
CL 201.91 mL.min-1.g-1 Rattus norvegicus
T1/2 0.855 hr Homo sapiens
T1/2 0.2867 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 IC50 = 15.0 nM 7.82 Inhibition of HDAC6 (unknown origin) 34915312
Histone deacetylase 6 IC50 = 15.0 nM 7.82 Inhibition of HDAC6 (unknown origin) 34107385
Histone deacetylase 6 IC50 = 15.0 nM 7.82 Inhibition of HDAC6 (unknown origin) using Ac-peptide as substrate preincubated ... 33957387
NCI-N87 IC50 = 230.0 nM 6.64 Antiproliferative activity against human NCI-N87 cells assessed as reduction in ... 33957387
Lysine-specific histone demethylase 1A Kd = 240.0 nM 6.62 Binding affinity to LSD1 (unknown origin) 34915312
Histone deacetylase 1 IC50 = 370.0 nM 6.43 Inhibition of HDAC1 (unknown origin) 34107385
Histone deacetylase 1 IC50 = 370.0 nM 6.43 Inhibition of HDAC1 (unknown origin) using Ac-peptide as substrate preincubated ... 33957387
Histone deacetylase 1 IC50 = 370.0 nM 6.43 Inhibition of HDAC1 (unknown origin) 34915312
MKN-1 IC50 = 400.0 nM 6.4 Antiproliferative activity against human MKN-1 cells assessed as reduction in ce... 33957387
Histone deacetylase 2 IC50 = 400.0 nM 6.4 Inhibition of HDAC2 (unknown origin) 34107385
Histone deacetylase 2 IC50 = 404.0 nM 6.39 Inhibition of HDAC2 (unknown origin) using Ac-peptide as substrate preincubated ... 33957387
MGC-803 IC50 = 770.0 nM 6.11 Antiproliferative activity against human MGC-803 cells assessed as reduction in ... 33957387
HCT-116 IC50 = 800.0 nM 6.1 Antiproliferative activity against human HCT-116 cells assessed as reduction in ... 33957387
SNU1 IC50 = 1010.0 nM 6.0 Antiproliferative activity against human SNU1 cells assessed as reduction in cel... 33957387
MKN-45 IC50 = 1160.0 nM 5.94 Antiproliferative activity against human MKN-45 cells assessed as reduction in c... 33957387
BGC-823 IC50 = 1500.0 nM 5.82 Antiproliferative activity against human BGC-823 cells assessed as reduction in ... 33957387
AGS IC50 = 1560.0 nM 5.81 Antiproliferative activity against human AGS cells assessed as reduction in cell... 33957387
Lysine-specific histone demethylase 1A IC50 = 1640.0 nM 5.79 Inhibition of recombinant LSD1 (157 to 852 residues) (unknown origin) expressed ... 33957387
Lysine-specific histone demethylase 1A IC50 = 1640.0 nM 5.79 Inhibition of LSD1 (unknown origin) 34915312
Lysine-specific histone demethylase 1A IC50 = 1640.0 nM 5.79 Inhibition of human LSD1 (unknown orgin) 34107385

Literature References

PubMed DOI Target Context # Activities
33957387 10.1016/j.ejmech.2021.113453 MGC-803 11
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 BGC-823 1
34107385 10.1016/j.ejmech.2021.113588 Lysine-specific histone demethylase 1A 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] B 1
33957387 10.1016/j.ejmech.2021.113453 Amine oxidase [flavin-containing] A 1
33957387 10.1016/j.ejmech.2021.113453 SNU1 1
33957387 10.1016/j.ejmech.2021.113453 NCI-N87 1
33957387 10.1016/j.ejmech.2021.113453 MKN-45 1
33957387 10.1016/j.ejmech.2021.113453 MKN-1 1
33957387 10.1016/j.ejmech.2021.113453 AGS 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