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Compound Detail

CHEMBL144686

HOMOBUTEIN
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COc1cc(/C=C/C(=O)c2ccc(O)cc2O)ccc1O

Basic Information

ChEMBL ID CHEMBL144686
Name HOMOBUTEIN
Phase Preclinical
Structure Type MOL
InChI Key BWFSBUVPIAIXKJ-QHHAFSJGSA-N
4
Targets
6
Activities
1
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

286.3
MW (Da)
2.71
ALogP
5
HBA
3
HBD
87.0
PSA (Ų)
0.59
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C16H14O5
MW 286.28
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness 0.83

Activity Summary

IC50 6 meas. best 4.99

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
IC50 4.99 4.99 10300.0 3
Leishmania donovani
CHEMBL367
IC50 4.8 4.8 16000.0 1
ADMET
CHEMBL612558
IC50 4.51 4.51 31000.0 1
Nuclear factor NF-kappa-B complex
CHEMBL2094258
IC50 4.42 4.42 38000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
17112640 10.1016/j.ejmech.2006.09.019 Plasmodium falciparum 2
9822551 10.1021/jm980410m Leishmania donovani 1
9822551 10.1021/jm980410m ADMET 1
20022412 10.1016/j.ejmech.2009.11.022 Plasmodium falciparum 1
23062825 10.1016/j.bmc.2012.09.040 Acetylcholinesterase 1
23062825 10.1016/j.bmc.2012.09.040 Cholinesterase 1
- 10.1007/s00044-009-9202-z Mus musculus 1
24775915 10.1016/j.bmc.2014.03.046 Nuclear factor NF-kappa-B complex 1
26841168 10.1021/acs.jnatprod.5b00877 Tyrosinase 1
32122738 10.1016/j.bmcl.2020.127058 HT-22 1

Data from ChEMBL 36 via Core Engine