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Compound Detail

CHEMBL464507

GUAJAVERIN
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O=c1c(O[C@@H]2OC[C@H](O)[C@H](O)[C@H]2O)c(-c2ccc(O)c(O)c2)oc2cc(O)cc(O)c12

Basic Information

ChEMBL ID CHEMBL464507
Name GUAJAVERIN
Phase Preclinical
Structure Type MOL
InChI Key PZZRDJXEMZMZFD-IEGSVRCHSA-N
3
Targets
4
Activities
1
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

434.4
MW (Da)
0.10
ALogP
11
HBA
7
HBD
190.3
PSA (Ų)
0.28
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 C20H18O11
MW 434.35
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness 2.04

Activity Summary

IC50 4 meas. best 6.5

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Aldo-keto reductase family 1 member B1
CHEMBL2622
IC50 6.5 6.5 320.0 1
No relevant target
CHEMBL2362975
IC50 5.05 5.05 9000.0 1
Unchecked
CHEMBL612545
IC50 4.77 4.77 17000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
25862199 10.1016/j.bmcl.2015.03.058 No relevant target 6
19254846 10.1016/j.bmc.2009.01.079 Glyceraldehyde-3-phosphate dehydrogenase, glycosomal 1
22264115 10.1021/np200646e No relevant target 1
22264115 10.1021/np200646e Aldo-keto reductase family 1 member B1 1
25891102 10.1016/j.bmcl.2015.04.003 Tyrosine-protein phosphatase non-receptor type 1 1
25862199 10.1016/j.bmcl.2015.03.058 NON-PROTEIN TARGET 1
25862199 10.1016/j.bmcl.2015.03.058 A549 1
25862199 10.1016/j.bmcl.2015.03.058 HeLa 1
26096681 10.1016/j.bmcl.2015.05.089 NON-PROTEIN TARGET 1
32883638 10.1016/j.ejmech.2020.112754 Unchecked 1
35777073 10.1021/acs.jmedchem.1c01039 Streptococcus mutans 1

Data from ChEMBL 36 via Core Engine