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Compound Detail

CHEMBL4554008

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Cn1ccc2c3c(-c4cc5ccccc5o4)ncnc3n([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c21

Basic Information

ChEMBL ID CHEMBL4554008
Phase Preclinical
Structure Type MOL
InChI Key DFDZDWZJMRAGQU-CIVUBGFFSA-N
10
Targets
13
Activities
2
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

420.4
MW (Da)
1.95
ALogP
9
HBA
3
HBD
118.7
PSA (Ų)
0.41
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H20N4O5
MW 420.43
Aromatic Rings 5
Heavy Atoms 31
NP-Likeness 0.39

Activity Summary

IC50 11 meas. best 6.33
EC50 2 meas. best 5.11

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine kinase
CHEMBL3589
IC50 6.33 6.33 470.0 1
Hepatitis C virus
CHEMBL379
EC50 5.11 4.96 7830.0 2
CCRF-CEM
CHEMBL382
IC50 5.02 5.02 9480.0 1
K562
CHEMBL385
IC50 4.66 4.66 22140.0 1
Unchecked
CHEMBL612545
IC50 4.64 4.575 22980.0 2
U2OS
CHEMBL615023
IC50 4.54 4.54 28880.0 1
A549
CHEMBL392
IC50 4.45 4.45 35430.0 1
HCT-116
CHEMBL394
IC50 4.44 4.44 36370.0 2
BJ
CHEMBL614358
IC50 4.35 4.35 44740.0 1
MRC5
CHEMBL614181
IC50 4.34 4.34 45190.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine kinase IC50 = 470.0 nM 6.33 Inhibition of recombinant human ADK using [3H]-adenosine as substrate after 20 m... 30281308
Hepatitis C virus EC50 = 7830.0 nM 5.11 Antiviral activity against Hepatitis C virus genotype 1b infected in human Huh-l... 30281308
CCRF-CEM IC50 = 9480.0 nM 5.02 Antiproliferative activity against human CCRF-CEM cells after 3 days by MTS assa... 30281308
Hepatitis C virus EC50 = 15490.0 nM 4.81 Antiviral activity against Hepatitis C virus genotype 2a infected in human Huh-l... 30281308
K562 IC50 = 22140.0 nM 4.66 Antiproliferative activity against human K562 cells after 3 days by MTS assay 30281308
Unchecked IC50 = 22980.0 nM 4.64 Antiproliferative activity against human K562-TAX cells after 3 days by MTS assa... 30281308
U2OS IC50 = 28880.0 nM 4.54 Antiproliferative activity against human U2OS cells after 3 days by MTS assay 30281308
Unchecked IC50 = 30570.0 nM 4.51 Antiproliferative activity against human CEM-DNR-bulk cells after 3 days by MTS ... 30281308
A549 IC50 = 35430.0 nM 4.45 Antiproliferative activity against human A549 cells after 3 days by MTS assay 30281308
HCT-116 IC50 = 36450.0 nM 4.44 Antiproliferative activity against human HCT116 cells after 3 days by MTS assay 30281308
HCT-116 IC50 = 36370.0 nM 4.44 Antiproliferative activity against p53 gene knocked out human HCT116 cells after... 30281308
BJ IC50 = 44740.0 nM 4.35 Antiproliferative activity against human BJ cells after 3 days by MTS assay 30281308
MRC5 IC50 = 45190.0 nM 4.34 Antiproliferative activity against human MRC5 cells after 3 days by MTS assay 30281308

Literature References

Data from ChEMBL 36 via Core Engine