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Compound Detail

CHEMBL28941

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COc1cc([C@@H]2c3cc4c(cc3[C@H](O)[C@H]3COC(=O)[C@H]23)OCO4)cc(OC)c1O

Basic Information

ChEMBL ID CHEMBL28941
Phase Preclinical
Structure Type MOL
InChI Key YVCVYCSAAZQOJI-BTINSWFASA-N
7
Targets
8
Activities
1
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

400.4
MW (Da)
2.11
ALogP
8
HBA
2
HBD
103.7
PSA (Ų)
0.76
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 C21H20O8
MW 400.38
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness 1.66

Activity Summary

IC50 8 meas. best 7.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
GLC4 cell line
CHEMBL612707
IC50 7.52 6.515 30.0 2
LNCaP
CHEMBL612518
IC50 7.25 7.25 56.0 1
KB
CHEMBL398
IC50 7.19 7.19 64.0 1
HeLa
CHEMBL399
IC50 7.1 7.1 80.0 1
PC-3
CHEMBL390
IC50 7.09 7.09 82.0 1
Human alphaherpesvirus 1
CHEMBL377
IC50 7.0 7.0 100.0 1
Vesicular stomatitis virus
CHEMBL613739
IC50 6.6 6.6 250.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
7783142 10.1021/jm00012a010 GLC4 cell line 2
8568830 10.1021/jm950387u Human immunodeficiency virus type 1 integrase 2
1331331 10.1021/np50086a011 DNA topoisomerase 2-alpha 2
9834179 10.1021/np980136z Human alphaherpesvirus 1 2
2550587 10.1021/np50063a021 DNA topoisomerase 2-alpha 2
8691468 10.1021/jm9503052 DNA topoisomerase II 1
17256902 10.1021/np060430o PC-3 1
17256902 10.1021/np060430o LNCaP 1
9834179 10.1021/np980136z NON-PROTEIN TARGET 1
9834179 10.1021/np980136z ADMET 1
9834179 10.1021/np980136z Vesicular stomatitis virus 1
2550587 10.1021/np50063a021 KB 1
- 10.1021/np50004a005 P388 1
21570846 10.1016/j.bmcl.2011.04.036 HeLa 1
21570846 10.1016/j.bmcl.2011.04.036 KB 1

Data from ChEMBL 36 via Core Engine