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Compound Detail

CHEMBL504960

BRUCEOSIDE A
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COC(=O)[C@@]12OC[C@]34[C@H]([C@@H](O)[C@@H]1O)[C@@]1(C)C=C(O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)C(=O)[C@@H](C)[C@@H]1C[C@H]3OC(=O)[C@H](OC(=O)C=C(C)C)[C@@H]24

Basic Information

ChEMBL ID CHEMBL504960
Name BRUCEOSIDE A
Phase Preclinical
Structure Type MOL
InChI Key AKSGLPBROCFVSE-TUHDNREHSA-N
2
Targets
2
Activities
2
Assay Types
0
PK Parameters
12
Publications
0
Known Names

Molecular Properties

682.7
MW (Da)
-2.37
ALogP
16
HBA
6
HBD
245.0
PSA (Ų)
0.10
QED
3
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 C32H42O16
MW 682.67
Aromatic Rings 0
Heavy Atoms 48
NP-Likeness 3.26

Activity Summary

EC50 1 meas. best 4.54
IC50 1 meas. best 4.54

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus 1
CHEMBL378
EC50 4.54 4.54 29000.0 1
H9
CHEMBL614806
IC50 4.54 4.54 29000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus 1 EC50 = 29000.0 nM 4.54 Inhibition of HIV-1 replication in H9 lymphocytic cells. -
H9 IC50 = 29000.0 nM 4.54 Cytotoxicity against H9 lymphocytic cells. -

Literature References

PubMed DOI Target Context # Activities
20050684 10.1021/jf903434h Tobacco mosaic virus 2
- 10.1016/0960-894X(96)00096-0 H9 1
- 10.1016/0960-894X(96)00096-0 Human immunodeficiency virus 1 1
- 10.1016/0960-894X(96)00096-0 ADMET 1
3325613 10.1021/np50053a012 Plasmodium falciparum 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
33289552 10.1021/acs.jmedchem.0c01449 MCF7 1
33289552 10.1021/acs.jmedchem.0c01449 MDA-MB-231 1

Data from ChEMBL 36 via Core Engine