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Compound Detail

CHEMBL4483740

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COc1ncnc2c1c1occc1n2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

Basic Information

ChEMBL ID CHEMBL4483740
Phase Preclinical
Structure Type MOL
InChI Key PGAUOMHMEJHMTO-AKAIJSEGSA-N
12
Targets
15
Activities
2
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

321.3
MW (Da)
-0.20
ALogP
9
HBA
3
HBD
123.0
PSA (Ų)
0.61
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 C14H15N3O6
MW 321.29
Aromatic Rings 3
Heavy Atoms 23
NP-Likeness 0.64

Activity Summary

IC50 13 meas. best 6.75
EC50 2 meas. best 6.54

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
CCRF-CEM
CHEMBL382
IC50 6.75 6.75 180.0 1
HCT-116
CHEMBL394
IC50 6.55 6.535 280.0 2
Hepatitis C virus
CHEMBL379
EC50 6.54 6.48 290.0 2
Unchecked
CHEMBL612545
IC50 6.52 6.015 300.0 2
K562
CHEMBL385
IC50 6.5 6.5 320.0 1
U2OS
CHEMBL615023
IC50 6.37 6.37 430.0 1
HL-60
CHEMBL383
IC50 6.16 6.16 700.0 1
BJ
CHEMBL614358
IC50 5.96 5.96 1090.0 1
A549
CHEMBL392
IC50 5.71 5.71 1930.0 1
HeLa S3
CHEMBL4296436
IC50 5.64 5.64 2310.0 1
HepG2
CHEMBL395
IC50 5.62 5.62 2410.0 1
MRC5
CHEMBL614181
IC50 4.87 4.87 13420.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
CCRF-CEM IC50 = 180.0 nM 6.75 Antiproliferative activity against human CCRF-CEM cells after 3 days by MTS assa... 30281308
HCT-116 IC50 = 280.0 nM 6.55 Antiproliferative activity against human HCT116 cells after 3 days by MTS assay 30281308
Hepatitis C virus EC50 = 290.0 nM 6.54 Antiviral activity against Hepatitis C virus genotype 2a infected in human Huh-l... 30281308
HCT-116 IC50 = 300.0 nM 6.52 Antiproliferative activity against p53 gene knocked out human HCT116 cells after... 30281308
Unchecked IC50 = 300.0 nM 6.52 Antiproliferative activity against human K562-TAX cells after 3 days by MTS assa... 30281308
K562 IC50 = 320.0 nM 6.5 Antiproliferative activity against human K562 cells after 3 days by MTS assay 30281308
Hepatitis C virus EC50 = 380.0 nM 6.42 Antiviral activity against Hepatitis C virus genotype 1b infected in human Huh-l... 30281308
U2OS IC50 = 430.0 nM 6.37 Antiproliferative activity against human U2OS cells after 3 days by MTS assay 30281308
HL-60 IC50 = 700.0 nM 6.16 Antiproliferative activity against human HL60 cells after 72 hrs by XTT assay 30281308
BJ IC50 = 1090.0 nM 5.96 Antiproliferative activity against human BJ cells after 3 days by MTS assay 30281308
A549 IC50 = 1930.0 nM 5.71 Antiproliferative activity against human A549 cells after 3 days by MTS assay 30281308
HeLa S3 IC50 = 2310.0 nM 5.64 Antiproliferative activity against human HeLaS3 cells after 72 hrs by XTT assay 30281308
HepG2 IC50 = 2410.0 nM 5.62 Antiproliferative activity against human HepG2 cells after 72 hrs by XTT assay 30281308
Unchecked IC50 = 3120.0 nM 5.51 Antiproliferative activity against human CEM-DNR-bulk cells after 3 days by MTS ... 30281308
MRC5 IC50 = 13420.0 nM 4.87 Antiproliferative activity against human MRC5 cells after 3 days by MTS assay 30281308

Literature References

Data from ChEMBL 36 via Core Engine