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Compound Detail

CHEMBL145872

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COc1ccc(-c2[nH]c3cc(OC)ccc3c2C=O)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL145872
Phase Preclinical
Structure Type MOL
InChI Key OISNBKYGHVZZNL-UHFFFAOYSA-N
4
Targets
9
Activities
1
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

281.3
MW (Da)
3.66
ALogP
3
HBA
1
HBD
51.3
PSA (Ų)
0.74
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H15NO3
MW 281.31
Aromatic Rings 3
Heavy Atoms 21
NP-Likeness 0.11

Activity Summary

IC50 9 meas. best 7.46

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MCF7
CHEMBL387
 IC50 7.46 7.02 35.0 3
MDA-MB-231
CHEMBL400
 IC50 7.46 7.46 35.0 3
Tubulin
CHEMBL2094134
 IC50 5.82 5.82 1500.0 1
Unchecked
CHEMBL612545
 IC50 5.82 5.82 1500.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
MDA-MB-231 IC50 = 35.0 nM 7.46 Antiproliferative activity against human MDA-MB-231 cells after 4 days 17533132
MDA-MB-231 IC50 = 35.0 nM 7.46 Cytotoxicity against human MDA-MB-231 cells 19167135
MDA-MB-231 IC50 = 34.99 nM 7.46 Cytotoxicity against human MDA-MB-231 cells 19167135
MCF7 IC50 = 35.0 nM 7.46 Antiproliferative activity against estrogen-sensitive human MCF7 cells assessed ... 33556575
MCF7 IC50 = 160.0 nM 6.8 Growth inhibition of human MCF7 cells assessed as G2/M DNA content after 48 hrs 15566282
MCF7 IC50 = 160.0 nM 6.8 Antiproliferative activity against human MCF7 cells after 5 days 17533132
Tubulin IC50 = 1500.0 nM 5.82 Inhibition of Tubulin polymerization by a 40 uM solution of compound; compound s... 9836614
Unchecked IC50 = 1500.0 nM 5.82 Inhibition of temperature-induced tubulin polymerization of calf brain 17533132
Unchecked IC50 = 1500.0 nM 5.82 Inhibition of calf brain tubulin polymerization assessed as disruption of microt... 33556575

Literature References

PubMed DOI Target Context # Activities
9836614 10.1021/jm980228l Tubulin 3
15566282 10.1021/jm049360d Tubulin 2
19167135 10.1016/j.ejmech.2008.12.020 MDA-MB-231 2
9836614 10.1021/jm980228l MDA-MB-231 1
9836614 10.1021/jm980228l MCF7 1
15566282 10.1021/jm049360d MCF7 1
17533132 10.1016/j.bmc.2007.05.030 MDA-MB-231 1
17533132 10.1016/j.bmc.2007.05.030 MCF7 1
17533132 10.1016/j.bmc.2007.05.030 Unchecked 1
33556575 10.1016/j.bmcl.2021.127842 Unchecked 1
33556575 10.1016/j.bmcl.2021.127842 MCF7 1

Data from ChEMBL 36 via Core Engine