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

CHEMBL5199279

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
COc1ccc(N(C)c2nc(C)nc3ccccc23)cc1/C=C/C(=O)NO
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5199279
Phase Preclinical
Structure Type MOL
InChI Key ZDYZZJZYCUHGLX-DHZHZOJOSA-N
11
Targets
12
Activities
1
Assay Types
4
PK Parameters
14
Publications
0
Known Names

Molecular Properties

364.4
MW (Da)
3.23
ALogP
6
HBA
2
HBD
87.6
PSA (Ų)
0.41
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H20N4O3
MW 364.41
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -0.71

Activity Summary

IC50 12 meas. best 9.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NCI-N87
CHEMBL614197
 IC50 9.77 9.77 0.2 1
SK-OV-3
CHEMBL614925
 IC50 9.52 9.52 0.3 1
K562
CHEMBL385
 IC50 9.42 9.105 0.4 2
A549
CHEMBL392
 IC50 9.29 9.29 0.5 1
MDA-MB-231
CHEMBL400
 IC50 9.26 9.26 0.6 1
HT-29
CHEMBL384
 IC50 9.18 9.18 0.7 1
MCF7
CHEMBL387
 IC50 9.1 9.1 0.8 1
MIA PaCa-2
CHEMBL614725
 IC50 8.96 8.96 1.1 1
Histone deacetylase 8
CHEMBL3192
 IC50 6.55 6.55 280.0 1
Histone deacetylase 6
CHEMBL1865
 IC50 5.7 5.7 2000.0 1
Histone deacetylase 11
CHEMBL3310
 IC50 5.5 5.5 3200.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 3.27 mL.min-1.g-1 Rattus norvegicus
CL 1.28 mL.min-1.g-1 Homo sapiens
T1/2 3.53 hr Rattus norvegicus
T1/2 9.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NCI-N87 IC50 = 0.17 nM 9.77 Antiproliferative activity against human NCI-N87 cells after 72 hrs by CellTiter... 35797900
SK-OV-3 IC50 = 0.3 nM 9.52 Antiproliferative activity against human SK-OV-3 cells after 72 hrs by CellTiter... 35797900
K562 IC50 = 0.38 nM 9.42 Antiproliferative activity against human K562 cells after 72 hrs by CellTiter Gl... 35797900
A549 IC50 = 0.51 nM 9.29 Antiproliferative activity against human A549 cells after 72 hrs by CellTiter Gl... 35797900
MDA-MB-231 IC50 = 0.55 nM 9.26 Antiproliferative activity against human MDA-MB-231 cells after 72 hrs by CellTi... 35797900
HT-29 IC50 = 0.66 nM 9.18 Antiproliferative activity against human HT-29 cells after 72 hrs by CellTiter G... 35797900
MCF7 IC50 = 0.8 nM 9.1 Antiproliferative activity against human MCF7 cells after 72 hrs by CellTiter Gl... 35797900
MIA PaCa-2 IC50 = 1.1 nM 8.96 Antiproliferative activity against human MIA PaCa-2 cells after 72 hrs by CellTi... 35797900
K562 IC50 = 1.63 nM 8.79 Antiproliferative activity against imatinib-resistant human K562 cells over expr... 35797900
Histone deacetylase 8 IC50 = 280.0 nM 6.55 Inhibition of HDAC8 (unknown origin) measured by fluorometry assay 35797900
Histone deacetylase 6 IC50 = 2000.0 nM 5.7 Inhibition of HDAC6 (unknown origin) measured by fluorometry assay 35797900
Histone deacetylase 11 IC50 = 3200.0 nM 5.5 Inhibition of HDAC11 (unknown origin) measured by fluorometry assay 35797900

Literature References

PubMed DOI Target Context # Activities
35797900 10.1016/j.ejmech.2022.114573 HT-29 4
35797900 10.1016/j.ejmech.2022.114573 ADMET 4
35797900 10.1016/j.ejmech.2022.114573 K562 2
35797900 10.1016/j.ejmech.2022.114573 NCI-N87 1
35797900 10.1016/j.ejmech.2022.114573 HCT-116 1
35797900 10.1016/j.ejmech.2022.114573 MIA PaCa-2 1
35797900 10.1016/j.ejmech.2022.114573 SK-OV-3 1
35797900 10.1016/j.ejmech.2022.114573 A549 1
35797900 10.1016/j.ejmech.2022.114573 MCF7 1
35797900 10.1016/j.ejmech.2022.114573 MDA-MB-231 1
35797900 10.1016/j.ejmech.2022.114573 Histone deacetylase 6 1
35797900 10.1016/j.ejmech.2022.114573 Histone deacetylase 8 1
35797900 10.1016/j.ejmech.2022.114573 Histone deacetylase 11 1
35797900 10.1016/j.ejmech.2022.114573 No relevant target 1

Data from ChEMBL 36 via Core Engine