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Compound Detail

CHEMBL477693

BRUCEINE D
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CC1=CC(=O)[C@@H](O)[C@]2(C)[C@H]3[C@@H](O)[C@H](O)[C@]4(C)OC[C@@]35[C@@H](C[C@@H]12)OC(=O)[C@H](O)[C@]54O

Basic Information

ChEMBL ID CHEMBL477693
Name BRUCEINE D
Phase Preclinical
Structure Type MOL
InChI Key JBDMZGKDLMGOFR-DFEKUIMESA-N
8
Targets
9
Activities
1
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

410.4
MW (Da)
-1.95
ALogP
9
HBA
5
HBD
153.8
PSA (Ų)
0.29
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C20H26O9
MW 410.42
Aromatic Rings 0
Heavy Atoms 29
NP-Likeness 3.87

Activity Summary

IC50 9 meas. best 6.12

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
SK-OV-3
CHEMBL614925
IC50 6.12 6.12 760.0 1
HepG2
CHEMBL395
IC50 5.92 5.92 1200.0 1
BGC-823
CHEMBL614526
IC50 5.92 5.92 1200.0 1
HCT-8
CHEMBL613510
IC50 5.7 5.47 2000.0 2
Bel-7402
CHEMBL614279
IC50 5.46 5.46 3510.0 1
NON-PROTEIN TARGET
CHEMBL3879801
IC50 5.42 5.42 3800.0 1
A549
CHEMBL392
IC50 5.41 5.41 3900.0 1
Tobacco mosaic virus
CHEMBL613818
IC50 5.28 5.28 5290.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
20050684 10.1021/jf903434h Tobacco mosaic virus 8
3298551 10.1021/np50049a007 Plasmodium berghei 3
17896817 10.1021/np070236h Babesia gibsoni 1
3298551 10.1021/np50049a007 Plasmodium falciparum 1
3298551 10.1021/np50049a007 Mus musculus 1
22070654 10.1021/np200712y HCT-8 1
22070654 10.1021/np200712y Bel-7402 1
22070654 10.1021/np200712y A549 1
22070654 10.1021/np200712y NON-PROTEIN TARGET 1
22070654 10.1021/np200712y A2780 1
22506620 10.1021/np200920c HCT-8 1
22506620 10.1021/np200920c HepG2 1
22506620 10.1021/np200920c BGC-823 1
22506620 10.1021/np200920c A549 1
22506620 10.1021/np200920c SK-OV-3 1
- 10.1007/s00044-011-9767-1 Entamoeba histolytica 1

Data from ChEMBL 36 via Core Engine