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Compound Detail

CHEMBL30108

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CCCCCCCCCCOc1ccc(OCC(=O)COc2ccc(C(=O)O)cc2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL30108
Phase Preclinical
Structure Type MOL
InChI Key BBWMRBSEGFTSQC-UHFFFAOYSA-N
5
Targets
18
Activities
1
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

442.6
MW (Da)
5.93
ALogP
5
HBA
1
HBD
82.1
PSA (Ų)
0.31
QED
1
Ro5 Violations
17
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H34O6
MW 442.55
Aromatic Rings 2
Heavy Atoms 32
NP-Likeness -0.12

Activity Summary

IC50 18 meas. best 8.33

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 8.33 8.0483 4.7 6
Cytosolic phospholipase A2
CHEMBL3816
 IC50 8.15 7.7929 7.0 7
Cytosolic phospholipase A2 beta
CHEMBL4136
 IC50 8.1 7.81 8.0 2
Fatty-acid amide hydrolase 1
CHEMBL3229
 IC50 7.23 7.23 59.0 1
HL-60
CHEMBL383
 IC50 5.55 5.55 2800.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 4.7 nM 8.33 Inhibition of TPA-induced cPLA2alpha activity in human platelets assessed as inh... 21067218
Unchecked IC50 = 6.5 nM 8.19 Inhibition of pig platelet cytosolic phospholipase A2alpha using 1-stearoyl-2-ar... 27989417
Unchecked IC50 = 6.5 nM 8.19 Inhibition of porcine cytosolic phospholipase A2 alpha using SAPC and 2-dioleoyl... 36495814
Cytosolic phospholipase A2 IC50 = 7.0 nM 8.15 Inhibition of cPLA2 alpha (unknown origin) 37859716
Cytosolic phospholipase A2 beta IC50 = 8.0 nM 8.1 Inhibitory activity against cytosolic Phospholipase A2 (PLA2) by bilayer assay 11882004
Unchecked IC50 = 8.0 nM 8.1 Inhibition of cPLA2alpha 22192589
Cytosolic phospholipase A2 IC50 = 11.0 nM 7.96 Inhibition of cPLA2 from human platelets by RP-HPLC 20005725
Cytosolic phospholipase A2 IC50 = 11.0 nM 7.96 Inhibition of human platelet cytosolic phospholipase alpha-2 using 1-stearoyl-2-... 27810597
Unchecked IC50 = 11.0 nM 7.96 Inhibition of human platelet cPLA2alpha assessed as inhibition of arachidonic ac... 21067218
Cytosolic phospholipase A2 IC50 = 11.0 nM 7.96 Inhibition of cPLA2 in human platelets assessed as arachidonic acid release 19327988
Cytosolic phospholipase A2 IC50 = 11.0 nM 7.96 Inhibition of human platelet cPLA2-alpha assessed as arachidonic acid release by... 17320401
Cytosolic phospholipase A2 IC50 = 11.0 nM 7.96 Inhibition of human isolated cPLA2-alpha by vesicle assay 16610804
Unchecked IC50 = 30.0 nM 7.52 In vitro inhibition of human recombinant cytosolic phospholipase A2 (c-PLA2). 15203135
Cytosolic phospholipase A2 beta IC50 = 30.0 nM 7.52 Inhibitory activity against cytosolic Phospholipase A2 (PLA2) by soluble assay 11882004
Fatty-acid amide hydrolase 1 IC50 = 59.0 nM 7.23 Inhibition of FAAH from rat brain microsomes by RP-HPLC 20005725
Cytosolic phospholipase A2 IC50 = 250.0 nM 6.6 Inhibition of cPLA2alpha activity assessed by A23187-induced arachidonic acid re... 16610804
HL-60 IC50 = 2800.0 nM 5.55 Inhibition of [3H]Arachidonic acid production by stimulated HL60 (human leukemia... 15203135
HL-60 IC50 = 2800.0 nM 5.55 Inhibition of [3H]arachidonic acid production by stimulated HL60 cells. 11882004

Literature References

PubMed DOI Target Context # Activities
11882004 10.1021/jm011050x Cytosolic phospholipase A2 beta 2
16610804 10.1021/jm051243a Cytosolic phospholipase A2 2
21067218 10.1021/jm101094p Unchecked 2
20005725 10.1016/j.bmc.2009.11.028 Cytosolic phospholipase A2 1
37859716 10.1039/d3md00224a Cytosolic phospholipase A2 1
36495814 10.1016/j.bmc.2022.117110 Unchecked 1
27810597 10.1016/j.ejmech.2016.10.039 Cytosolic phospholipase A2 1
27989417 10.1016/j.bmc.2016.11.025 Unchecked 1
22192589 10.1016/j.bmcl.2011.11.093 Unchecked 1
20005725 10.1016/j.bmc.2009.11.028 Unchecked 1
20005725 10.1016/j.bmc.2009.11.028 Fatty-acid amide hydrolase 1 1
15203135 10.1016/j.bmcl.2004.05.024 Unchecked 1
19327988 10.1016/j.bmcl.2009.03.019 Cytosolic phospholipase A2 1
17320401 10.1016/j.bmc.2007.02.016 Cytosolic phospholipase A2 1
11882004 10.1021/jm011050x HL-60 1
11882004 10.1021/jm011050x No relevant target 1
15203135 10.1016/j.bmcl.2004.05.024 No relevant target 1
15203135 10.1016/j.bmcl.2004.05.024 HL-60 1

Data from ChEMBL 36 via Core Engine