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Compound Detail

CHEMBL4585910

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Cc1ncnc2c1c1occc1n2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

Basic Information

ChEMBL ID CHEMBL4585910
Phase Preclinical
Structure Type MOL
InChI Key FFRYCGOSSQOBHH-IDTAVKCVSA-N
12
Targets
14
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

305.3
MW (Da)
0.10
ALogP
8
HBA
3
HBD
113.8
PSA (Ų)
0.61
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C14H15N3O5
MW 305.29
Aromatic Rings 3
Heavy Atoms 22
NP-Likeness 0.75

Activity Summary

IC50 12 meas. best 6.62
EC50 2 meas. best 6.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Hepatitis C virus
CHEMBL379
EC50 6.62 6.585 240.0 2
CCRF-CEM
CHEMBL382
IC50 6.62 6.62 240.0 1
OCI-AML2
CHEMBL2366220
IC50 6.47 6.47 340.0 1
K562
CHEMBL385
IC50 6.39 6.39 410.0 1
HCT-116
CHEMBL394
IC50 6.35 6.35 450.0 2
U2OS
CHEMBL615023
IC50 6.24 6.24 570.0 1
HL-60
CHEMBL383
IC50 5.92 5.92 1200.0 1
HepG2
CHEMBL395
IC50 5.67 5.67 2120.0 1
HeLa S3
CHEMBL4296436
IC50 5.66 5.66 2210.0 1
A549
CHEMBL392
IC50 5.5 5.5 3190.0 1
Unchecked
CHEMBL612545
IC50 5.16 5.16 6930.0 1
BJ
CHEMBL614358
IC50 5.11 5.11 7730.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Hepatitis C virus EC50 = 240.0 nM 6.62 Antiviral activity against Hepatitis C virus genotype 2a infected in human Huh-l... 30281308
CCRF-CEM IC50 = 240.0 nM 6.62 Antiproliferative activity against human CCRF-CEM cells after 3 days by MTS assa... 30281308
Hepatitis C virus EC50 = 280.0 nM 6.55 Antiviral activity against Hepatitis C virus genotype 1b infected in human Huh-l... 30281308
OCI-AML2 IC50 = 340.0 nM 6.47 Mitochondrial toxicity in human OCI-AML2 cells assessed as reduction in oxidativ... 30281308
K562 IC50 = 410.0 nM 6.39 Antiproliferative activity against human K562 cells after 3 days by MTS assay 30281308
HCT-116 IC50 = 450.0 nM 6.35 Antiproliferative activity against human HCT116 cells after 3 days by MTS assay 30281308
HCT-116 IC50 = 450.0 nM 6.35 Antiproliferative activity against p53 gene knocked out human HCT116 cells after... 30281308
U2OS IC50 = 570.0 nM 6.24 Antiproliferative activity against human U2OS cells after 3 days by MTS assay 30281308
HL-60 IC50 = 1200.0 nM 5.92 Antiproliferative activity against human HL60 cells after 72 hrs by XTT assay 30281308
HepG2 IC50 = 2120.0 nM 5.67 Antiproliferative activity against human HepG2 cells after 72 hrs by XTT assay 30281308
HeLa S3 IC50 = 2210.0 nM 5.66 Antiproliferative activity against human HeLaS3 cells after 72 hrs by XTT assay 30281308
A549 IC50 = 3190.0 nM 5.5 Antiproliferative activity against human A549 cells after 3 days by MTS assay 30281308
Unchecked IC50 = 6930.0 nM 5.16 Antiproliferative activity against human K562-TAX cells after 3 days by MTS assa... 30281308
BJ IC50 = 7730.0 nM 5.11 Antiproliferative activity against human BJ cells after 3 days by MTS assay 30281308

Literature References

Data from ChEMBL 36 via Core Engine