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Compound Detail

CHEMBL453509

PALMITOLEIC ACID
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CCCCCC/C=C\CCCCCCCC(=O)O

Basic Information

ChEMBL ID CHEMBL453509
Name PALMITOLEIC ACID
Phase Preclinical
Structure Type MOL
InChI Key SECPZKHBENQXJG-FPLPWBNLSA-N
5
Targets
12
Activities
1
Assay Types
0
PK Parameters
17
Publications
0
Known Names

Molecular Properties

254.4
MW (Da)
5.33
ALogP
1
HBA
1
HBD
37.3
PSA (Ų)
0.36
QED
1
Ro5 Violations
13
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C16H30O2
MW 254.41
Aromatic Rings 0
Heavy Atoms 18
NP-Likeness 0.97

Activity Summary

IC50 12 meas. best 5.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Peroxisome proliferator-activated receptor alpha
CHEMBL239
IC50 5.77 5.77 1700.0 2
Peroxisome proliferator-activated receptor gamma
CHEMBL235
IC50 5.19 5.19 6400.0 1
Tyrosine-protein phosphatase non-receptor type 1
CHEMBL335
IC50 5.19 5.19 6400.0 1
Peroxisome proliferator-activated receptor delta
CHEMBL3979
IC50 5.02 5.02 9600.0 1
Unchecked
CHEMBL612545
IC50 4.4 4.14 40000.0 6

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Peroxisome proliferator-activated receptor alpha IC50 = 1700.0 nM 5.77 Inhibition of PPAR-alpha (unknown origin) by SPA assay -
Peroxisome proliferator-activated receptor alpha IC50 = 1700.0 nM 5.77 Displacement of [3H]GW2331 from Homo sapiens (human) PPARalpha receptor by scint... -
Peroxisome proliferator-activated receptor gamma IC50 = 6400.0 nM 5.19 Displacement of [3H]BRL49653 from Homo sapiens (human) PPARgamma receptor by sci... -
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 6400.0 nM 5.19 Inhibition of PTP1B (unknown origin) using pNPP as substrate incubated for 30 mi... 32255628
Peroxisome proliferator-activated receptor delta IC50 = 9600.0 nM 5.02 Displacement of [3H]GW2433 from Homo sapiens (human) PPARdelta receptor by scint... -
Unchecked IC50 = 40000.0 nM 4.4 Inhibition of Staphylococcus aureus FabI using t-o-NAC-thioester as substrate by... 27750201
Unchecked IC50 = 80000.0 nM 4.1 Inhibition of amidolytic activity of human recombinant soluble tissue factor/hum... 9834151
Unchecked IC50 = 80000.0 nM 4.1 Inhibition of amidolytic activity of human recombinant soluble tissue factor/hum... 9834151
Unchecked IC50 = 81000.0 nM 4.09 Inhibition of amidolytic activity of human recombinant soluble tissue factor/hum... 9834151
Unchecked IC50 = 83000.0 nM 4.08 Inhibition of amidolytic activity of human recombinant soluble tissue factor (Al... 9834151
Unchecked IC50 = 85000.0 nM 4.07 Inhibition of amidolytic activity of human recombinant soluble tissue factor/hum... 9834151

Literature References

PubMed DOI Target Context # Activities
9834151 10.1021/np980117p Unchecked 5
8377015 10.1021/np50097a010 Enterococcus faecalis 1
32255628 10.1021/acs.jnatprod.0c00070 Tyrosine-protein phosphatase non-receptor type 1 1
27750201 10.1016/j.ejmech.2016.09.086 Unchecked 1
- 10.1039/C0MD00241K Telomerase reverse transcriptase 1
- 10.1007/s00044-012-0285-6 Peroxisome proliferator-activated receptor alpha 1
- 10.1007/s00044-012-0285-6 Peroxisome proliferator-activated receptor gamma 1
- 10.1007/s00044-012-0285-6 Peroxisome proliferator-activated receptor delta 1
- 10.1007/s00044-008-9102-7 Peroxisome proliferator-activated receptor alpha 1
19374389 10.1021/np900003a Peroxisome proliferator-activated receptor gamma 1
8377015 10.1021/np50097a010 Staphylococcus aureus 1
8377015 10.1021/np50097a010 Bacillus subtilis 1
8377015 10.1021/np50097a010 Bacillus cereus 1
8377015 10.1021/np50097a010 Geobacillus stearothermophilus 1
9834151 10.1021/np980117p Trypsin 1
9834151 10.1021/np980117p No relevant target 1
9834151 10.1021/np980117p Coagulation factor VII/tissue factor 1

Data from ChEMBL 36 via Core Engine