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

CHEMBL3745930

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
NCCNc1c2c(c(NCCN)c3occc13)C(=O)c1ccccc1C2=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3745930
Phase Preclinical
Structure Type MOL
InChI Key PALCJDXRZVZWMC-UHFFFAOYSA-N
9
Targets
16
Activities
2
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

364.4
MW (Da)
1.95
ALogP
7
HBA
4
HBD
123.4
PSA (Ų)
0.39
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 C20H20N4O3
MW 364.41
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness 0.23

Activity Summary

IC50 11 meas. best 6.96
Kd 5 meas. best 7.12

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Kd 7.12 6.646 75.0 5
K562
CHEMBL385
 IC50 6.96 6.46 110.0 2
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 6.96 6.89 110.0 2
PANC-1
CHEMBL614139
 IC50 6.58 6.58 260.0 1
L1210
CHEMBL386
 IC50 6.52 6.52 300.0 1
HeLa
CHEMBL399
 IC50 6.26 6.26 550.0 1
CCRF-CEM
CHEMBL382
 IC50 6.12 6.12 750.0 1
MDA-MB-231
CHEMBL400
 IC50 6.05 6.05 900.0 1
Unchecked
CHEMBL612545
 IC50 5.96 5.96 1100.0 1
HCT-116
CHEMBL394
 IC50 5.92 5.92 1200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Kd = 75.0 nM 7.12 Binding affinity to human KRAS utr-1 G-quadruplex RNA by fluorescence titration ... 29140695
Unchecked Kd = 96.0 nM 7.02 Binding affinity to human KRAS utr-4 G-quadruplex RNA by fluorescence titration ... 29140695
K562 IC50 = 110.0 nM 6.96 Antiproliferative activity against human K562 cells after 72 hrs by MTT assay 26633734
NON-PROTEIN TARGET IC50 = 110.0 nM 6.96 Antiproliferative activity against human HCT116 cells after 72 hrs by MTT assay 26633734
NON-PROTEIN TARGET IC50 = 150.0 nM 6.82 Antiproliferative activity against human K562/4 cells after 72 hrs by MTT assay 26633734
Unchecked Kd = 251.0 nM 6.6 Binding affinity to human KRAS utr-z G-quadruplex RNA by fluorescence titration ... 29140695
PANC-1 IC50 = 260.0 nM 6.58 Inhibition of metabolic activity in human PANC1 cells after 72 hrs by resazurin ... 29140695
L1210 IC50 = 300.0 nM 6.52 Antiproliferative activity against mouse L1210 cells after 48 hrs by MTT assay 26633734
Unchecked Kd = 514.0 nM 6.29 Binding affinity to WC RNA hairpin (unknown origin) by fluorescence titration me... 29140695
HeLa IC50 = 550.0 nM 6.26 Antiproliferative activity against human HeLa cells after 72 hrs by MTT assay 26633734
Unchecked Kd = 626.0 nM 6.2 Binding affinity to human KRAS promoter G-quadruplex DNA by fluorescence titrati... 29140695
CCRF-CEM IC50 = 750.0 nM 6.12 Antiproliferative activity against human CEM cells after 72 hrs by MTT assay 26633734
MDA-MB-231 IC50 = 900.0 nM 6.05 Antiproliferative activity against human MDA-MB-231 cells by MTT assay 38387333
K562 IC50 = 1100.0 nM 5.96 Antiproliferative activity against human K562 cells by MTT assay 38387333
Unchecked IC50 = 1100.0 nM 5.96 Cytotoxicity against hFB-hTERT6 cells by MTT assay 38387333
HCT-116 IC50 = 1200.0 nM 5.92 Antiproliferative activity against human HCT-116 cells by MTT assay 38387333

Literature References

PubMed DOI Target Context # Activities
29140695 10.1021/acs.jmedchem.7b00622 Unchecked 17
26633734 10.1021/acs.jmedchem.5b00859 AGS 11
38387333 10.1016/j.ejmech.2024.116222 ADMET 8
29140695 10.1021/acs.jmedchem.7b00622 PANC-1 5
26633734 10.1021/acs.jmedchem.5b00859 NON-PROTEIN TARGET 2
26633734 10.1021/acs.jmedchem.5b00859 K562 2
29140695 10.1021/acs.jmedchem.7b00622 ADMET 2
26633734 10.1021/acs.jmedchem.5b00859 HeLa 1
26633734 10.1021/acs.jmedchem.5b00859 CCRF-CEM 1
26633734 10.1021/acs.jmedchem.5b00859 L1210 1
26633734 10.1021/acs.jmedchem.5b00859 NAD-dependent protein deacetylase sirtuin-1 1
38387333 10.1016/j.ejmech.2024.116222 K562 1
38387333 10.1016/j.ejmech.2024.116222 HCT-116 1
38387333 10.1016/j.ejmech.2024.116222 MDA-MB-231 1
38387333 10.1016/j.ejmech.2024.116222 Unchecked 1

Data from ChEMBL 36 via Core Engine