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

CHEMBL197308

FERRUGINOL
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
CC(C)c1cc2c(cc1O)[C@@]1(C)CCCC(C)(C)[C@@H]1CC2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL197308
Name FERRUGINOL
Phase Preclinical
Structure Type MOL
InChI Key QXNWVJOHUAQHLM-AZUAARDMSA-N
16
Targets
21
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

286.5
MW (Da)
5.55
ALogP
1
HBA
1
HBD
20.2
PSA (Ų)
0.72
QED
1
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C20H30O
MW 286.46
Aromatic Rings 1
Heavy Atoms 21
NP-Likeness 2.35

Activity Summary

IC50 16 meas. best 6.05
EC50 5 meas. best 5.88

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 IC50 6.05 6.05 900.0 1
Plasmodium falciparum
CHEMBL364
 EC50 5.88 5.745 1330.0 2
SARS-CoV
CHEMBL4303836
 EC50 5.86 5.86 1390.0 1
Raji
CHEMBL614628
 EC50 4.94 4.94 11490.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.91 4.79 12200.0 2
Leishmania donovani
CHEMBL367
 IC50 4.91 4.625 12200.0 2
Leishmania amazonensis
CHEMBL612877
 IC50 4.81 4.81 15400.0 1
AGS
CHEMBL613860
 IC50 4.75 4.75 18000.0 1
MRC5
CHEMBL614181
 IC50 4.72 4.72 19000.0 1
U-937
CHEMBL612794
 IC50 4.71 4.71 19700.0 1
BJ
CHEMBL614358
 EC50 4.71 4.71 19570.0 1
MIA PaCa-2
CHEMBL614725
 IC50 4.59 4.59 25900.0 1
Jurkat
CHEMBL397
 IC50 4.46 4.39 35100.0 2
HT-29
CHEMBL384
 IC50 4.41 4.41 39400.0 1
Replicase polyprotein 1ab
CHEMBL5118
 IC50 4.3 4.3 49600.0 1
HeLa
CHEMBL399
 IC50 4.19 4.19 64900.0 1
Vero
CHEMBL391
 IC50 4.04 4.04 90400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 900.0 nM 6.05 Antimalarial activity against chloroquine-resistant Plasmodium falciparum K1 25316317
Plasmodium falciparum EC50 = 1330.0 nM 5.88 Antimalarial activity against chloroquine-resistant Plasmodium falciparum K1 ass... 25316317
SARS-CoV EC50 = 1390.0 nM 5.86 Antiviral activity against SARS coronavirus in Vero E6 cells assessed as inhibit... 17663539
Plasmodium falciparum EC50 = 2470.0 nM 5.61 Antimalarial activity against chloroquine-sensitive Plasmodium falciparum 3D7 as... 25316317
Raji EC50 = 11490.0 nM 4.94 Cytotoxicity against human Raji cells 25316317
NON-PROTEIN TARGET IC50 = 12200.0 nM 4.91 Antileishmanial activity against promastigote form of Leishmania donovani after ... 27318121
Leishmania donovani IC50 = 12200.0 nM 4.91 Antileishmanial activity against Leishmania donovani promastigotes 30840453
Leishmania amazonensis IC50 = 15400.0 nM 4.81 Antileishmanial activity against transgenic Leishmania amazonensis amastigotes i... 26905523
AGS IC50 = 18000.0 nM 4.75 Cytotoxicity against human AGS cells 25440884
MRC5 IC50 = 19000.0 nM 4.72 Cytotoxicity against human MRC5 cells 25440884
BJ EC50 = 19570.0 nM 4.71 Cytotoxicity against human BJ cells 25316317
U-937 IC50 = 19700.0 nM 4.71 Cytotoxicity against human U937 cells after 48 hrs by MTT assay 20402524
NON-PROTEIN TARGET IC50 = 21300.0 nM 4.67 Cytotoxicity against human U937 cells assessed as cell growth inhibition after 4... 26638041
MIA PaCa-2 IC50 = 25900.0 nM 4.59 Cytotoxicity against human MIAPaCa2 cells after 24 hrs by MTT assay 21775156
Jurkat IC50 = 35100.0 nM 4.46 Cytotoxicity against human Jurkat cells after 48 hrs by MTT assay 20402524
HT-29 IC50 = 39400.0 nM 4.41 Cytotoxicity against human HT-29 cells after 72 hrs by SRB assay 26905523
Leishmania donovani IC50 = 45700.0 nM 4.34 Antileishmanial activity against Leishmania donovani LV82 promastigotes expressi... 26905523
Jurkat IC50 = 48200.0 nM 4.32 Cytotoxicity against human Jurkat cells assessed as cell growth inhibition after... 26638041
Replicase polyprotein 1ab IC50 = 49600.0 nM 4.3 Inhibition of SARS coronavirus 3C-like protease after 60 mins by FRET assay 20934345
HeLa IC50 = 64900.0 nM 4.19 Cytotoxicity against human HeLa cells assessed as cell growth inhibition after 4... 26638041

Literature References

PubMed DOI Target Context # Activities
26241873 10.1016/j.ejmech.2015.07.034 MDA-MB-231 13
25316317 10.1016/j.bmcl.2014.09.061 Plasmodium falciparum 8
25316317 10.1016/j.bmcl.2014.09.061 NON-PROTEIN TARGET 7
17663539 10.1021/jm070295s SARS-CoV 5
33378620 10.1021/acs.jnatprod.0c00832 Escherichia coli 4
33378620 10.1021/acs.jnatprod.0c00832 Pseudomonas aeruginosa 4
35969814 10.1021/acs.jnatprod.2c00464 Zika virus 4
35969814 10.1021/acs.jnatprod.2c00464 dengue virus type 2 4
31525705 10.1016/j.ejmech.2019.05.043 Plasmodium falciparum 4
33378620 10.1021/acs.jnatprod.0c00832 Staphylococcus aureus 4
33378620 10.1021/acs.jnatprod.0c00832 Listeria monocytogenes 4
10579867 10.1021/np990204x Radical scavenging activity 3
11325249 10.1021/np0004956 Staphylococcus aureus 2
11325249 10.1021/np0004956 Staphylococcus epidermidis 2
11325249 10.1021/np0004956 Bacillus subtilis 2
26638041 10.1016/j.ejmech.2015.11.009 Jurkat 2
26638041 10.1016/j.ejmech.2015.11.009 HeLa 2
26905523 10.1021/acs.jnatprod.5b01131 Unchecked 2
26638041 10.1016/j.ejmech.2015.11.009 Vero 2
20934345 10.1016/j.bmc.2010.09.035 Replicase polyprotein 1ab 2

Data from ChEMBL 36 via Core Engine