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Compound Detail

CHEMBL225421

ARZANOL
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CCc1oc(=O)c(Cc2c(O)c(CC=C(C)C)c(O)c(C(C)=O)c2O)c(O)c1C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL225421
Name ARZANOL
Phase Preclinical
Structure Type MOL
InChI Key ZOIAPLVBZQQHCG-UHFFFAOYSA-N
3
Targets
9
Activities
1
Assay Types
0
PK Parameters
9
Publications
0
Known Names

Molecular Properties

402.4
MW (Da)
3.64
ALogP
7
HBA
4
HBD
128.2
PSA (Ų)
0.43
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C22H26O7
MW 402.44
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness 1.70

Activity Summary

IC50 9 meas. best 6.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prostaglandin E synthase
CHEMBL5658
 IC50 6.4 6.4 400.0 3
Unchecked
CHEMBL612545
 IC50 5.3 5.3 5000.0 1
Monocyte
CHEMBL614076
 IC50 5.25 4.912 5600.0 5

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Prostaglandin E synthase IC50 = 400.0 nM 6.4 Inhibition of mPGES-1 in IL-1beta-stimulated human A549 cell microsomal membrane... 26088337
Prostaglandin E synthase IC50 = 400.0 nM 6.4 Inhibition of microsomal PGES1 in ILbeta-stimulated human A549 cells using PGH2 ... -
Prostaglandin E synthase IC50 = 400.0 nM 6.4 Inhibition of mPGES1 in human A549 cell microsomal membrane using pGH2 as substr... 29329790
Unchecked IC50 = 5000.0 nM 5.3 Inhibition of TNFalpha activated NF-kappaB dependent transactivation of HIV-1 LT... 17315926
Monocyte IC50 = 5600.0 nM 5.25 Inhibition of IL1-beta production in LPS-stimulated human primary monocytes by E... 17315926
Monocyte IC50 = 9200.0 nM 5.04 Inhibition of TNFalpha production in LPS-stimulated human primary monocytes by E... 17315926
Monocyte IC50 = 13300.0 nM 4.88 Inhibition of IL6 production in LPS-stimulated human primary monocytes by ELISA 17315926
Monocyte IC50 = 18700.0 nM 4.73 Inhibition of PGE2 production in LPS-stimulated human primary monocytes by ELISA 17315926
Monocyte IC50 = 21800.0 nM 4.66 Inhibition of IL8 production in LPS-stimulated human primary monocytes by ELISA 17315926

Literature References

PubMed DOI Target Context # Activities
23265253 10.1021/np3007149 Staphylococcus aureus 6
17315926 10.1021/np060581r Monocyte 5
29329790 10.1016/j.ejmech.2017.12.059 Rattus norvegicus 3
17315926 10.1021/np060581r Unchecked 1
17315926 10.1021/np060581r Human immunodeficiency virus 1 1
26088337 10.1016/j.bmc.2015.05.045 Prostaglandin E synthase 1
- 10.1039/C5MD00278H Prostaglandin E synthase 1
- 10.1039/C5MD00278H Prostaglandin G/H synthase 2 1
29329790 10.1016/j.ejmech.2017.12.059 Prostaglandin E synthase 1

Data from ChEMBL 36 via Core Engine