Compound Detail

CHEMBL4293724

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COc1ccc([C@H]2[C@H](CO)C(=O)N2c2cc(OC)c(OC)c(OC)c2)cc1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4293724
Phase	Preclinical
Structure Type	MOL
InChI Key	JJGIUCCUMYQUIO-UGSOOPFHSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

389.4

MW (Da)

2.12

ALogP

HBA

HBD

97.7

PSA (Å²)

0.70

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C20H23NO7
MW	389.40
Aromatic Rings	2
Heavy Atoms	28
NP-Likeness	0.46

Activity Summary

IC50 14 meas. best 8.23

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
HeLa CHEMBL399	IC50	8.23	7.8633	5.9	3
MDA-MB-231 CHEMBL400	IC50	7.92	7.84	11.9	3
A2780 CHEMBL614004	IC50	7.85	7.85	14.0	2
MCF7 CHEMBL387	IC50	7.83	7.83	14.8	1
Huh-7 CHEMBL614039	IC50	7.68	7.68	21.0	1
SK-OV-3 CHEMBL614925	IC50	7.68	7.675	21.0	2
Unchecked CHEMBL612545	IC50	5.46	5.46	3500.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
HeLa	IC50	=	5.9	nM	8.23	Antiproliferative activity against human HeLa cells assessed as inhibition of ce...	35405397
MDA-MB-231	IC50	=	11.9	nM	7.92	Antiproliferative activity against human MDA-MB-231 cells assessed as inhibition...	35405397
A2780	IC50	=	14.0	nM	7.85	Antiproliferative activity against human A2780 cells after 48 hrs by MTT assay	29306206
A2780	IC50	=	14.0	nM	7.85	Antiproliferative activity against human A2780 cells assessed as reduction in ce...	32339854
MCF7	IC50	=	14.8	nM	7.83	Antiproliferative activity against human MCF7 cells assessed as inhibition of ce...	35405397
MDA-MB-231	IC50	=	16.0	nM	7.8	Antiproliferative activity against human MDA-MB-231 cells after 48 hrs by MTT as...	29306206
MDA-MB-231	IC50	=	16.0	nM	7.8	Antiproliferative activity against human MDA-MB-231 cells assessed as reduction ...	32339854
SK-OV-3	IC50	=	21.0	nM	7.68	Antiproliferative activity against human SKOV3 cells after 48 hrs by MTT assay	29306206
HeLa	IC50	=	21.0	nM	7.68	Antiproliferative activity against human HeLa cells after 48 hrs by MTT assay	29306206
Huh-7	IC50	=	21.0	nM	7.68	Antiproliferative activity against human Huh-7 cells assessed as reduction in ce...	32339854
HeLa	IC50	=	21.0	nM	7.68	Antiproliferative activity against human HeLa cells assessed as reduction in cel...	32339854
SK-OV-3	IC50	=	21.3	nM	7.67	Antiproliferative activity against human SK-OV-3 cells assessed as inhibition of...	35405397
Unchecked	IC50	=	3500.0	nM	5.46	Inhibition of pig brain tubulin polymerization measured every 1 min for 20 mins ...	29306206
Unchecked	IC50	=	3500.0	nM	5.46	Inhibition of pig brain tubulin polymerization by absorbance based analysis	32339854

Literature References

PubMed	DOI	Target Context	# Activities
35405397	10.1016/j.ejmech.2022.114344	ADMET	33
29306206	10.1016/j.ejmech.2017.12.004	HeLa	19
29306206	10.1016/j.ejmech.2017.12.004	Mus musculus	17
29306206	10.1016/j.ejmech.2017.12.004	Unchecked	6
29306206	10.1016/j.ejmech.2017.12.004	A2780	5
29306206	10.1016/j.ejmech.2017.12.004	MDA-MB-231	2
35405397	10.1016/j.ejmech.2022.114344	MDA-MB-231	2
29306206	10.1016/j.ejmech.2017.12.004	Mitotic checkpoint serine/threonine-protein kinase BUB1 beta	1
32339854	10.1016/j.ejmech.2020.112323	Huh-7	1
32339854	10.1016/j.ejmech.2020.112323	MDA-MB-231	1
32339854	10.1016/j.ejmech.2020.112323	A2780	1
32339854	10.1016/j.ejmech.2020.112323	HeLa	1
32339854	10.1016/j.ejmech.2020.112323	Unchecked	1
35405397	10.1016/j.ejmech.2022.114344	HeLa	1
29306206	10.1016/j.ejmech.2017.12.004	HUVEC	1
35405397	10.1016/j.ejmech.2022.114344	SK-OV-3	1
35405397	10.1016/j.ejmech.2022.114344	MCF7	1
29306206	10.1016/j.ejmech.2017.12.004	SK-OV-3	1

Data from ChEMBL 36 via Core Engine