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Compound Detail

CHEMBL450464

BRUSATOL
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COC(=O)[C@]12OC[C@]34[C@H]([C@@H](O)[C@@H]1O)[C@@]1(C)CC(=O)C(O)=C(C)[C@@H]1C[C@H]3OC(=O)[C@H](OC(=O)C=C(C)C)[C@@H]24

Basic Information

ChEMBL ID CHEMBL450464
Name BRUSATOL
Phase Preclinical
Structure Type MOL
InChI Key ZZZYHIMVKOHVIH-MWFXHRFLSA-N
4
Targets
6
Activities
2
Assay Types
0
PK Parameters
17
Publications
0
Known Names

Molecular Properties

520.5
MW (Da)
0.52
ALogP
11
HBA
3
HBD
165.9
PSA (Ų)
0.27
QED
2
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C26H32O11
MW 520.53
Aromatic Rings 0
Heavy Atoms 37
NP-Likeness 3.63

Activity Summary

IC50 5 meas. best 7.3
EC50 1 meas. best 7.16

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Macrophage
CHEMBL612578
IC50 7.3 7.3 50.0 1
HL-60
CHEMBL383
EC50 7.16 7.16 70.0 1
HL-60
CHEMBL383
IC50 7.16 6.965 70.0 2
ADMET
CHEMBL612558
IC50 6.85 6.85 140.0 1
Tobacco mosaic virus
CHEMBL613818
IC50 5.47 5.47 3420.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
20050684 10.1021/jf903434h Tobacco mosaic virus 10
25179783 10.1021/jm5007534 Mus musculus 5
11754601 10.1021/np010212p HL-60 4
3298551 10.1021/np50049a007 Plasmodium berghei 3
19199792 10.1021/np800732n Unchecked 2
19199792 10.1021/np800732n Transcription factor Jun 2
25179783 10.1021/jm5007534 Macrophage 2
11754601 10.1021/np010212p Unchecked 1
11754601 10.1021/np010212p ADMET 1
6481366 10.1021/np50033a030 P388 1
19199792 10.1021/np800732n NON-PROTEIN TARGET 1
19199792 10.1021/np800732n HeLa 1
19199792 10.1021/np800732n Nucleic Acid 1
3325613 10.1021/np50053a012 Plasmodium falciparum 1
- 10.1007/s00044-011-9767-1 Entamoeba histolytica 1
25179783 10.1021/jm5007534 ADMET 1
3298551 10.1021/np50049a007 Plasmodium falciparum 1

Data from ChEMBL 36 via Core Engine