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Compound Detail

CHEMBL4576288

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Cn1ccc2c3c(-c4ccco4)ncnc3n([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c21

Basic Information

ChEMBL ID CHEMBL4576288
Phase Preclinical
Structure Type MOL
InChI Key IBPLBIMREGLWNO-XKLVTHTNSA-N
12
Targets
15
Activities
2
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

370.4
MW (Da)
0.79
ALogP
9
HBA
3
HBD
118.7
PSA (Ų)
0.49
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 C18H18N4O5
MW 370.37
Aromatic Rings 4
Heavy Atoms 27
NP-Likeness 0.10

Activity Summary

IC50 13 meas. best 5.87
EC50 2 meas. best 6.47

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Hepatitis C virus
CHEMBL379
EC50 6.47 6.29 340.0 2
CCRF-CEM
CHEMBL382
IC50 5.87 5.87 1360.0 1
Unchecked
CHEMBL612545
IC50 5.66 5.64 2170.0 2
HeLa S3
CHEMBL4296436
IC50 5.53 5.53 2970.0 1
HL-60
CHEMBL383
IC50 5.52 5.52 3000.0 1
U2OS
CHEMBL615023
IC50 5.46 5.46 3490.0 1
Adenosine kinase
CHEMBL3589
IC50 5.45 5.45 3580.0 1
HCT-116
CHEMBL394
IC50 5.42 5.41 3820.0 2
K562
CHEMBL385
IC50 5.39 5.39 4030.0 1
BJ
CHEMBL614358
IC50 5.27 5.27 5360.0 1
A549
CHEMBL392
IC50 5.24 5.24 5730.0 1
MRC5
CHEMBL614181
IC50 5.23 5.23 5890.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Hepatitis C virus EC50 = 340.0 nM 6.47 Antiviral activity against Hepatitis C virus genotype 1b infected in human Huh-l... 30281308
Hepatitis C virus EC50 = 770.0 nM 6.11 Antiviral activity against Hepatitis C virus genotype 2a infected in human Huh-l... 30281308
CCRF-CEM IC50 = 1360.0 nM 5.87 Antiproliferative activity against human CCRF-CEM cells after 3 days by MTS assa... 30281308
Unchecked IC50 = 2170.0 nM 5.66 Antiproliferative activity against human CEM-DNR-bulk cells after 3 days by MTS ... 30281308
Unchecked IC50 = 2400.0 nM 5.62 Antiproliferative activity against human K562-TAX cells after 3 days by MTS assa... 30281308
HeLa S3 IC50 = 2970.0 nM 5.53 Antiproliferative activity against human HeLaS3 cells after 72 hrs by XTT assay 30281308
HL-60 IC50 = 3000.0 nM 5.52 Antiproliferative activity against human HL60 cells after 72 hrs by XTT assay 30281308
U2OS IC50 = 3490.0 nM 5.46 Antiproliferative activity against human U2OS cells after 3 days by MTS assay 30281308
Adenosine kinase IC50 = 3580.0 nM 5.45 Inhibition of recombinant human ADK using [3H]-adenosine as substrate after 20 m... 30281308
HCT-116 IC50 = 3820.0 nM 5.42 Antiproliferative activity against human HCT116 cells after 3 days by MTS assay 30281308
HCT-116 IC50 = 4010.0 nM 5.4 Antiproliferative activity against p53 gene knocked out human HCT116 cells after... 30281308
K562 IC50 = 4030.0 nM 5.39 Antiproliferative activity against human K562 cells after 3 days by MTS assay 30281308
BJ IC50 = 5360.0 nM 5.27 Antiproliferative activity against human BJ cells after 3 days by MTS assay 30281308
A549 IC50 = 5730.0 nM 5.24 Antiproliferative activity against human A549 cells after 3 days by MTS assay 30281308
MRC5 IC50 = 5890.0 nM 5.23 Antiproliferative activity against human MRC5 cells after 3 days by MTS assay 30281308

Literature References

Data from ChEMBL 36 via Core Engine