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Compound Detail

CHEMBL52229

OSTHOLE
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COc1ccc2ccc(=O)oc2c1CC=C(C)C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL52229
Name OSTHOLE
Phase Preclinical
Structure Type MOL
InChI Key MBRLOUHOWLUMFF-UHFFFAOYSA-N
16
Targets
24
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

244.3
MW (Da)
3.31
ALogP
3
HBA
0
HBD
39.4
PSA (Ų)
0.61
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C15H16O3
MW 244.29
Aromatic Rings 2
Heavy Atoms 18
NP-Likeness 1.62

Activity Summary

IC50 21 meas. best 5.8
EC50 3 meas. best 4.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Exportin-1
CHEMBL5661
 IC50 5.8 5.8 1600.0 1
RAW264.7
CHEMBL612557
 IC50 4.91 4.91 12400.0 1
A10
CHEMBL614513
 IC50 4.87 4.87 13600.0 1
GABA-A receptor; alpha-1/beta-2/gamma-2
CHEMBL2095172
 EC50 4.85 4.85 14000.0 1
A-431
CHEMBL614069
 IC50 4.63 4.63 23200.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.61 4.5467 24800.0 3
MCF7
CHEMBL387
 IC50 4.59 4.59 25800.0 1
SH-SY5Y
CHEMBL614910
 EC50 4.58 4.53 26450.0 2
MDA-MB-231
CHEMBL400
 IC50 4.52 4.52 30200.0 1
ATP-dependent translocase ABCB1
CHEMBL4302
 IC50 4.47 4.47 34000.0 1
Polyunsaturated fatty acid 5-lipoxygenase
CHEMBL215
 IC50 4.44 4.44 36200.0 1
T47D
CHEMBL614361
 IC50 4.37 4.37 42400.0 1
A549
CHEMBL392
 IC50 4.33 4.33 46200.0 1
Prostaglandin G/H synthase 1
CHEMBL2949
 IC50 4.28 4.28 52500.0 1
V79
CHEMBL614074
 IC50 4.24 4.24 57000.0 1
Prostaglandin G/H synthase 2
CHEMBL230
 IC50 4.09 4.09 81100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Exportin-1 IC50 = 1600.0 nM 5.8 Inhibition of CRM1-mediated hemagglutininin-tagged HIV1 Rev protein nuclear expo... 20493693
RAW264.7 IC50 = 12400.0 nM 4.91 Antiinflammatory activity against mouse RAW264.7 cells assessed as reduction of ... 25621853
A10 IC50 = 13600.0 nM 4.87 Antiproliferative activity against rat A10 21627108
GABA-A receptor; alpha-1/beta-2/gamma-2 EC50 = 14000.0 nM 4.85 Positive allosteric modulation of human GABA-A alpha1beta2gamma2S receptor expre... 30928713
A-431 IC50 = 23200.0 nM 4.63 Cytotoxicity against human A431 cells after 24 hrs by MTT assay 25062005
NON-PROTEIN TARGET IC50 = 24800.0 nM 4.61 Cytotoxicity against human PC3 cells after 24 hrs by MTT assay 25062005
MCF7 IC50 = 25800.0 nM 4.59 Anticancer activity against human MCF7 assessed as inhibition of cell growth by ... 21051232
SH-SY5Y EC50 = 26450.0 nM 4.58 Neuroprotection against oxygen-glucose deprivation-induced toxicity in human SH-... 33132198
MDA-MB-231 IC50 = 30200.0 nM 4.52 Anticancer activity against human MDA-MB-231 assessed as inhibition of cell grow... 21051232
NON-PROTEIN TARGET IC50 = 30200.0 nM 4.52 Cytotoxicity against human HCT116 cells after 24 hrs by MTT assay 25062005
NON-PROTEIN TARGET IC50 = 30900.0 nM 4.51 Cytotoxicity against human NCI-H322 cells after 24 hrs by MTT assay 25062005
SH-SY5Y EC50 = 33260.0 nM 4.48 Neuroprotection against H202-induced toxicity in human SH-SY5Y cells assessed as... 33132198
ATP-dependent translocase ABCB1 IC50 = 34000.0 nM 4.47 Inhibition of P-gp in human LS180 cells after 90 mins by rhodamine123 cell exclu... -
Polyunsaturated fatty acid 5-lipoxygenase IC50 = 36200.0 nM 4.44 Inhibition of 5-lipoxygenase 9544564
T47D IC50 = 42400.0 nM 4.37 Cytotoxicity against human T47D cells after 24 hrs by MTT assay 25062005
A549 IC50 = 46200.0 nM 4.33 Cytotoxicity against human A549 cells after 24 hrs by MTT assay 25062005
Prostaglandin G/H synthase 1 IC50 = 52500.0 nM 4.28 Inhibition of ovine COX1 using arachidonic acid as substrate pretreated for 3 mi... 28885836
V79 IC50 = 57000.0 nM 4.24 Cytotoxicity against V-79 cells -
Prostaglandin G/H synthase 2 IC50 = 81100.0 nM 4.09 Inhibition of human COX2 expressed in insect cells using arachidonic acid as sub... 28885836

Literature References

PubMed DOI Target Context # Activities
3069958 10.1021/np50060a016 Salmonella typhimurium 13
38691893 10.1016/j.ejmech.2024.116449 Staphylococcus aureus 11
11575945 10.1021/np010122k NON-PROTEIN TARGET 10
33132198 10.1016/j.bmcl.2020.127633 SH-SY5Y 6
- 10.1039/C4MD00196F Unchecked 4
25062005 10.1016/j.ejmech.2014.07.069 NON-PROTEIN TARGET 3
30928713 10.1016/j.ejmech.2019.03.043 GABA-A receptor; alpha-1/beta-2/gamma-2 3
- 10.1039/C4MD00196F ADMET 3
20104880 10.1021/np9006712 NON-PROTEIN TARGET 2
20346658 10.1016/j.bmcl.2010.03.043 NON-PROTEIN TARGET 2
20493693 10.1016/j.bmcl.2010.04.081 Exportin-1 2
38422703 10.1016/j.ejmech.2024.116252 RAW264.7 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.1039/C4MD00196F Fluoroquinolone resistance protein 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
22222157 10.1016/j.bmc.2011.12.002 Beta-secretase 1 2
21625478 10.1371/journal.pone.0019825 Polymerase acidic protein 2
- 10.1039/C4MD00196F Quinolone resistance protein NorA 2
25621853 10.1021/np500861u RAW264.7 2
- 10.1039/C4MD00196F ATP-dependent translocase ABCB1 2

Data from ChEMBL 36 via Core Engine