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Compound Detail

CHEMBL272005

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COc1cccc(-c2oc3ccccc3c(=O)c2O)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL272005
Phase Preclinical
Structure Type MOL
InChI Key GYLGASXCHFNKHD-UHFFFAOYSA-N
3
Targets
8
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

268.3
MW (Da)
3.17
ALogP
4
HBA
1
HBD
59.7
PSA (Ų)
0.78
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C16H12O4
MW 268.27
Aromatic Rings 3
Heavy Atoms 20
NP-Likeness 0.46

Activity Summary

EC50 7 meas. best 5.63
IC50 1 meas. best 5.28

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Trypanosoma brucei brucei
CHEMBL612851
 EC50 5.63 5.63 2320.0 2
Aorta
CHEMBL613606
 EC50 5.52 5.252 3019.9 5
CWR22R
CHEMBL612657
 IC50 5.28 5.28 5300.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Trypanosoma brucei brucei EC50 = 2320.0 nM 5.63 Anti-parasitic activity against bloodstream form of Trypanosoma brucei brucei Li... 28064141
Trypanosoma brucei brucei EC50 = 2320.0 nM 5.63 Antitrypanosomal activity against Trypanosoma brucei brucei Lister 427 bloodstre... 27411733
Aorta EC50 = 3019.95 nM 5.52 Vasorelaxant activity against U46619-induced contraction in endothelium-intact S... 18307286
Aorta EC50 = 3715.35 nM 5.43 Vasorelaxant activity against U46619-induced contraction in endothelium-denuded ... 18307286
CWR22R IC50 = 5300.0 nM 5.28 Antiproliferative activity against human 22Rv1 cells incubated up to 144 hrs by ... 22789812
Aorta EC50 = 7079.46 nM 5.15 Vascular activity in KPSS precontracted Sprague-Dawley rat thoracic aorta assess... 18307286
Aorta EC50 = 7762.47 nM 5.11 Vasorelaxant activity against KCl-induced contraction in endothelium-intact Spra... 18307286
Aorta EC50 = 8912.51 nM 5.05 Vasorelaxant activity against KCl-induced contraction in endothelium-denuded Spr... 18307286

Literature References

PubMed DOI Target Context # Activities
18307286 10.1021/jm070352h Aorta 13
22789812 10.1016/j.ejmech.2012.06.031 CWR22R 5
27411733 10.1021/acs.jmedchem.6b00698 Unchecked 3
27411733 10.1021/acs.jmedchem.6b00698 Trypanosoma brucei brucei 2
25262941 10.1016/j.bmc.2014.08.038 Melanocortin receptor 4 2
25262941 10.1016/j.bmc.2014.08.038 Melanocortin receptor 3 2
25262941 10.1016/j.bmc.2014.08.038 Adrenocorticotropic hormone receptor 2
25262941 10.1016/j.bmc.2014.08.038 Melanocyte-stimulating hormone receptor 2
25262941 10.1016/j.bmc.2014.08.038 Melanocortin receptor 5 1
25262941 10.1016/j.bmc.2014.08.038 Neuromedin-U receptor 1 1
25262941 10.1016/j.bmc.2014.08.038 5-hydroxytryptamine receptor 2C 1
25262941 10.1016/j.bmc.2014.08.038 Orexin receptor type 2 1
25262941 10.1016/j.bmc.2014.08.038 Melanin-concentrating hormone receptor 1 1
25262941 10.1016/j.bmc.2014.08.038 Muscarinic acetylcholine receptor M1 1
25262941 10.1016/j.bmc.2014.08.038 D(1A) dopamine receptor 1
25262941 10.1016/j.bmc.2014.08.038 D(1B) dopamine receptor 1
27411733 10.1021/acs.jmedchem.6b00698 Cytochrome P450 1A2 1
25262941 10.1016/j.bmc.2014.08.038 Adenosine receptor A2a 1
25262941 10.1016/j.bmc.2014.08.038 Adenosine receptor A3 1
25262941 10.1016/j.bmc.2014.08.038 Neuromedin-U receptor 2 1

Data from ChEMBL 36 via Core Engine