Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL2164800

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
COc1ccc2c3c(c4cc(OC)c(OC)cc4c2c1)C[C@H]1C[C@H](O)CCN1C3
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2164800
Phase Preclinical
Structure Type MOL
InChI Key CNGIXIUEFVKHFX-HUUCEWRRSA-N
10
Targets
14
Activities
2
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

393.5
MW (Da)
3.90
ALogP
5
HBA
1
HBD
51.2
PSA (Ų)
0.68
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H27NO4
MW 393.48
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness 0.70

Activity Summary

IC50 13 meas. best 8.3
EC50 1 meas. best 8.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Hepatitis C virus
CHEMBL379
 EC50 8.85 8.85 1.4 1
Unchecked
CHEMBL612545
 IC50 8.3 8.3 5.0 1
PC-9
CHEMBL614102
 IC50 8.09 8.09 8.2 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 8.06 7.565 8.7 4
A549
CHEMBL392
 IC50 8.05 7.855 9.0 2
DU-145
CHEMBL613508
 IC50 7.96 7.96 11.0 1
KB
CHEMBL398
 IC50 7.64 7.64 23.0 1
HepG2 2.2.15
CHEMBL4296438
 IC50 7.31 7.31 49.0 1
SK-BR-3
CHEMBL613834
 IC50 7.14 7.14 72.0 1
MRC5
CHEMBL614181
 IC50 7.01 7.01 98.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Hepatitis C virus EC50 = 1.4 nM 8.85 Antiviral activity against HCV genotype 1b con1 infected in human Huh-luc/neo-ET... 29317151
Unchecked IC50 = 5.0 nM 8.3 Cytotoxicity against human Huh-luc/neo-ET cells assessed as cell growth inhibiti... 29317151
PC-9 IC50 = 8.2 nM 8.09 Cytotoxicity against human PC9 cells assessed as cell viability after 48 hrs by ... 22823514
NON-PROTEIN TARGET IC50 = 8.7 nM 8.06 Cytotoxicity against human CL1-5 cells assessed as cell viability after 48 hrs b... 22823514
A549 IC50 = 9.0 nM 8.05 Cytotoxicity against human A549 cells assessed as cell viability after 48 hrs by... 22823514
DU-145 IC50 = 11.0 nM 7.96 Cytotoxicity against human DU145 cells after 2 hrs by methylene blue staining-ba... 22823514
A549 IC50 = 22.0 nM 7.66 Cytotoxicity against human A549 cells after 2 hrs by methylene blue staining-bas... 22823514
KB IC50 = 23.0 nM 7.64 Cytotoxicity against human KB cells after 2 hrs by methylene blue staining-based... 22823514
NON-PROTEIN TARGET IC50 = 25.0 nM 7.6 Cytotoxicity against human KBVIN cells overexpressing P-gp after 2 hrs by methyl... 22823514
NON-PROTEIN TARGET IC50 = 43.2 nM 7.37 Cytotoxicity against human PC9IR cells assessed as cell viability after 48 hrs b... 22823514
HepG2 2.2.15 IC50 = 49.0 nM 7.31 Cytotoxicity against human HepG2(2.2.15) cells assessed as cell growth inhibitio... 29317151
NON-PROTEIN TARGET IC50 = 58.4 nM 7.23 Cytotoxicity against human CL1-0 cells assessed as cell viability after 48 hrs b... 22823514
SK-BR-3 IC50 = 72.0 nM 7.14 Cytotoxicity against human SKBR3 cells after 2 hrs by methylene blue staining-ba... 22823514
MRC5 IC50 = 98.0 nM 7.01 Cytotoxicity against human MRC5 cells assessed as cell viability after 48 hrs by... 22823514

Literature References

PubMed DOI Target Context # Activities
22823514 10.1021/jm3001218 A549 35
29317151 10.1016/j.bmc.2017.12.027 Heat shock cognate 71 kDa protein 9
22823514 10.1021/jm3001218 NON-PROTEIN TARGET 4
29317151 10.1016/j.bmc.2017.12.027 Unchecked 2
29317151 10.1016/j.bmc.2017.12.027 HepG2 2.2.15 2
22823514 10.1021/jm3001218 MRC5 1
22823514 10.1021/jm3001218 PC-9 1
22823514 10.1021/jm3001218 SK-BR-3 1
22823514 10.1021/jm3001218 KB 1
22823514 10.1021/jm3001218 DU-145 1
29317151 10.1016/j.bmc.2017.12.027 Hepatitis C virus 1
29317151 10.1016/j.bmc.2017.12.027 ADMET 1
29317151 10.1016/j.bmc.2017.12.027 Hepatitis B virus 1

Data from ChEMBL 36 via Core Engine