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Compound Detail

CHEMBL282984

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COc1c2c(cc3c1-c1ccc(OC)c(=O)cc1[C@@H](NC(C)=O)CC3)OCO2

Basic Information

ChEMBL ID CHEMBL282984
Phase Preclinical
Structure Type MOL
InChI Key DCYAJVOKJAFSES-HNNXBMFYSA-N
5
Targets
5
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

383.4
MW (Da)
2.58
ALogP
6
HBA
1
HBD
83.1
PSA (Ų)
0.88
QED
0
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 C21H21NO6
MW 383.40
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness 1.05

Activity Summary

EC50 3 meas. best 7.23
IC50 2 meas. best 7.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
L1210
CHEMBL386
IC50 7.7 7.7 20.0 1
NCI-H460
CHEMBL396
EC50 7.23 7.23 59.0 1
MCF7
CHEMBL387
EC50 7.21 7.21 61.0 1
SF-268
CHEMBL613977
EC50 7.01 7.01 97.0 1
Tubulin beta chain
CHEMBL3394
IC50 5.68 5.68 2100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
32372642 10.1021/acs.jnatprod.9b00880 Unchecked 5
3560165 10.1021/jm00387a028 Mus musculus 2
37421889 10.1016/j.ejmech.2023.115609 Leishmania major 2
15730238 10.1021/np0496587 Unchecked 2
6620299 10.1021/jm00364a006 Mus musculus 2
2299625 10.1021/jm00164a015 Tubulin beta chain 1
2299625 10.1021/jm00164a015 Mus musculus 1
15730238 10.1021/np0496587 MCF7 1
15730238 10.1021/np0496587 NCI-H460 1
15730238 10.1021/np0496587 SF-268 1
15730238 10.1021/np0496587 Artemia 1
15730238 10.1021/np0496587 Micrococcus luteus 1
15730238 10.1021/np0496587 Mycolicibacterium smegmatis 1
15730238 10.1021/np0496587 Saccharomyces cerevisiae 1
15730238 10.1021/np0496587 Aspergillus niger 1
6620299 10.1021/jm00364a006 Tubulin 1
6620299 10.1021/jm00364a006 P388 1
32432867 10.1021/acs.jmedchem.0c00222 L1210 1
32432867 10.1021/acs.jmedchem.0c00222 Unchecked 1
3560165 10.1021/jm00387a028 Tubulin beta chain 1

Data from ChEMBL 36 via Core Engine