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Compound Detail

CHEMBL254213

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O=C(O)[C@H]1O[C@@H](Oc2cc(O)c3c(=O)cc(-c4ccc(O)cc4)oc3c2)[C@H](O)[C@@H](O)[C@@H]1O

Basic Information

ChEMBL ID CHEMBL254213
Phase Preclinical
Structure Type MOL
InChI Key JBFOLLJCGUCDQP-ZFORQUDYSA-N
3
Targets
4
Activities
1
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

446.4
MW (Da)
0.14
ALogP
10
HBA
6
HBD
187.1
PSA (Ų)
0.32
QED
1
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 C21H18O11
MW 446.36
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness 1.73

Activity Summary

IC50 4 meas. best 5.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Aldo-keto reductase family 1 member B1
CHEMBL2622
IC50 5.89 5.89 1280.0 1
MDA-MB-468
CHEMBL614335
IC50 4.89 4.89 13000.0 1
MCF-10A
CHEMBL614321
IC50 4.38 4.38 42000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
33667099 10.1021/acs.jnatprod.0c01121 RAW264.7 2
28682615 10.1021/acs.jnatprod.7b00063 Candida albicans 1
38996544 10.1016/j.bmc.2024.117833 Unchecked 1
33257172 10.1016/j.ejmech.2020.113037 MCF-10A 1
33257172 10.1016/j.ejmech.2020.113037 MDA-MB-468 1
31427220 10.1016/j.bmcl.2019.07.048 Cryptococcus neoformans 1
31427220 10.1016/j.bmcl.2019.07.048 Candida parapsilosis 1
31427220 10.1016/j.bmcl.2019.07.048 Candida albicans 1
28682615 10.1021/acs.jnatprod.7b00063 Cryptococcus neoformans 1
17850106 10.1021/np0700164 Rattus norvegicus 1
28682615 10.1021/acs.jnatprod.7b00063 Acinetobacter baumannii 1
28682615 10.1021/acs.jnatprod.7b00063 Pseudomonas aeruginosa 1
28682615 10.1021/acs.jnatprod.7b00063 Klebsiella pneumoniae 1
28682615 10.1021/acs.jnatprod.7b00063 Staphylococcus aureus 1
28682615 10.1021/acs.jnatprod.7b00063 Escherichia coli 1
27214511 10.1016/j.ejmech.2016.05.026 Unchecked 1
18298080 10.1021/np070489a Aldo-keto reductase family 1 member B1 1
18298080 10.1021/np070489a No relevant target 1

Data from ChEMBL 36 via Core Engine