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Compound Detail

CHEMBL5177572

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Cc1ccc(-c2nc3ccn4c(/C=N/NC(=N)N)c(-c5ccccc5)nc4n3c2/C=N/NC(=N)N)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5177572
Phase Preclinical
Structure Type MOL
InChI Key RLVOCKWRXFGYAN-HNZHSOEWSA-N
3
Targets
9
Activities
2
Assay Types
0
PK Parameters
4
Publications
0
Known Names

Molecular Properties

492.6
MW (Da)
2.26
ALogP
8
HBA
6
HBD
183.1
PSA (Ų)
0.12
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H24N12
MW 492.55
Aromatic Rings 5
Heavy Atoms 37
NP-Likeness -1.01

Activity Summary

IC50 6 meas. best 5.85
Kd 3 meas. best 7.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
quadruplex DNA
CHEMBL3832742
 Kd 7.52 6.9133 30.0 3
quadruplex DNA
CHEMBL3832742
 IC50 5.85 5.8333 1400.0 3
Unchecked
CHEMBL612545
 IC50 4.42 4.42 38500.0 1
U2OS
CHEMBL615023
 IC50 4.34 4.335 46000.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
quadruplex DNA Kd = 30.0 nM 7.52 Binding affinity to c-kit1 G4 quadruplex d(DNA AGG GAG GGC GCT GGG AGG AGG G) DN... 36074772
quadruplex DNA Kd = 40.0 nM 7.4 Binding affinity to c-kit2 G4 quadruplex d(CGG GCG GGC GCT AGG GAG GGT) DNA (unk... 36074772
quadruplex DNA IC50 = 1400.0 nM 5.85 Displacement of thiazole orange from c-kit1 G4 quadruplex d(DNA AGG GAG GGC GCT ... 36074772
quadruplex DNA IC50 = 1400.0 nM 5.85 Displacement of thiazole orange from c-kit2 G4 quadruplex d(CGG GCG GGC GCT AGG ... 36074772
quadruplex DNA Kd = 1500.0 nM 5.82 Binding affinity toc-myc G4 quadruplex d(TTA GGG TTA GGG TTA GGG TTA GGG TT) DNA... 36074772
quadruplex DNA IC50 = 1600.0 nM 5.8 Displacement of thiazole orange from c-myc G4 quadruplex d(TTA GGG TTA GGG TTA G... 36074772
Unchecked IC50 = 38500.0 nM 4.42 Cytotoxicity against mouse MNMCA1 cells assessed as cell survival preincubated f... 36074772
U2OS IC50 = 46000.0 nM 4.34 Induction of DNA damage in human U2OS cells assessed as increase in gammaH2AX ph... 36074772
U2OS IC50 = 46800.0 nM 4.33 Cytotoxicity against human U2OS cells assessed as cell survival preincubated for... 36074772

Literature References

PubMed DOI Target Context # Activities
36074772 10.1021/acs.jmedchem.2c00772 quadruplex DNA 12
36074772 10.1021/acs.jmedchem.2c00772 Unchecked 5
36074772 10.1021/acs.jmedchem.2c00772 U2OS 2
36074772 10.1021/acs.jmedchem.2c00772 ADMET 1

Data from ChEMBL 36 via Core Engine