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Compound Detail

CHEMBL3127065

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COc1ncnc2c1c(-c1ccco1)cn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3127065
Phase Preclinical
Structure Type MOL
InChI Key YEGOXNRNSLYGBC-XNIJJKJLSA-N
10
Targets
14
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

347.3
MW (Da)
0.31
ALogP
9
HBA
3
HBD
123.0
PSA (Ų)
0.62
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H17N3O6
MW 347.33
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness 0.30

Activity Summary

IC50 12 meas. best 7.7
EC50 2 meas. best 7.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Hepatitis C virus
CHEMBL379
 EC50 7.7 7.61 20.0 2
CCRF-CEM
CHEMBL382
 IC50 7.7 7.7 20.0 1
A549
CHEMBL392
 IC50 7.52 7.52 30.0 1
HCT-116
CHEMBL394
 IC50 7.4 7.4 40.0 2
K562
CHEMBL385
 IC50 7.22 6.82 60.0 2
HL-60
CHEMBL383
 IC50 7.0 7.0 100.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 6.8 6.395 160.0 2
HepG2
CHEMBL395
 IC50 6.52 6.52 300.0 1
BJ
CHEMBL614358
 IC50 6.37 6.37 430.0 1
MRC5
CHEMBL614181
 IC50 5.77 5.77 1700.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Hepatitis C virus EC50 = 20.0 nM 7.7 Antiviral activity against Hepatitis C virus subtype 1b infected in human HuH7 c... 24397620
CCRF-CEM IC50 = 20.0 nM 7.7 Cytostatic activity against human CCRF-CEM cells after 72 hrs by MTT assay 24397620
Hepatitis C virus EC50 = 30.0 nM 7.52 Antiviral activity against Hepatitis C virus subtype 2a infected in human HuH7 c... 24397620
A549 IC50 = 30.0 nM 7.52 Cytostatic activity against human A549 cells after 72 hrs by MTT assay 24397620
HCT-116 IC50 = 40.0 nM 7.4 Cytostatic activity against p53-deficient human HCT116 cells after 72 hrs by MTT... 24397620
HCT-116 IC50 = 40.0 nM 7.4 Cytostatic activity against human HCT116 cells after 72 hrs by MTT assay 24397620
K562 IC50 = 60.0 nM 7.22 Cytostatic activity against human K562 cells after 72 hrs by MTT assay 24397620
HL-60 IC50 = 100.0 nM 7.0 Antiproliferative activity against human HL60 cells after 72 hrs by XTT assay 24397620
NON-PROTEIN TARGET IC50 = 160.0 nM 6.8 Cytostatic activity against human CEM-DNR-bulk cells after 72 hrs by MTT assay 24397620
HepG2 IC50 = 300.0 nM 6.52 Antiproliferative activity against human HepG2 cells after 72 hrs by XTT assay 24397620
K562 IC50 = 380.0 nM 6.42 Cytostatic activity against paclitaxel-resistant human K562 cells after 72 hrs b... 24397620
BJ IC50 = 430.0 nM 6.37 Cytostatic activity against human BJ cells after 72 hrs by MTT assay 24397620
NON-PROTEIN TARGET IC50 = 1020.0 nM 5.99 Antiproliferative activity against human HeLaS3 cells after 72 hrs by XTT assay 24397620
MRC5 IC50 = 1700.0 nM 5.77 Cytostatic activity against human MRC5 cells after 72 hrs by MTT assay 24397620

Literature References

PubMed DOI Target Context # Activities
24397620 10.1021/jm4018948 CCRF-CEM 8
24397620 10.1021/jm4018948 Escherichia coli 2
24397620 10.1021/jm4018948 NON-PROTEIN TARGET 2
24397620 10.1021/jm4018948 Pseudomonas aeruginosa 2
24397620 10.1021/jm4018948 K562 2
24397620 10.1021/jm4018948 HCT-116 2
24397620 10.1021/jm4018948 Hepatitis C virus 2
24397620 10.1021/jm4018948 Staphylococcus aureus 2
24397620 10.1021/jm4018948 Huh-7 2
24397620 10.1021/jm4018948 A549 1
24397620 10.1021/jm4018948 Staphylococcus haemolyticus 1
24397620 10.1021/jm4018948 Candida albicans 1
24397620 10.1021/jm4018948 Candida parapsilosis 1
24397620 10.1021/jm4018948 Pichia kudriavzevii 1
24397620 10.1021/jm4018948 Candida tropicalis 1
24397620 10.1021/jm4018948 Mycobacterium tuberculosis 1
24397620 10.1021/jm4018948 HL-60 1
24397620 10.1021/jm4018948 HepG2 1
24397620 10.1021/jm4018948 BJ 1
24397620 10.1021/jm4018948 MRC5 1

Data from ChEMBL 36 via Core Engine