Compound Detail

CHEMBL9941

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COc1ccc(/C=C/C(=O)c2cc(OC)c(OC)c(OC)c2)cc1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL9941
Phase	Preclinical
Structure Type	MOL
InChI Key	IKMOZUDCUBMIRL-FNORWQNLSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

344.4

MW (Da)

3.32

ALogP

HBA

HBD

74.2

PSA (Å²)

0.61

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C19H20O6
MW	344.36
Aromatic Rings	2
Heavy Atoms	25
NP-Likeness	0.45

Activity Summary

IC50 89 meas. best 8.37

EC50 1 meas. best 6.01

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
SH-SY5Y CHEMBL614910	IC50	8.37	8.37	4.3	1
K562 CHEMBL385	IC50	8.37	7.7867	4.3	6
A-431 CHEMBL614069	IC50	7.82	7.82	15.0	1
A2780 CHEMBL614004	IC50	7.81	7.81	15.6	1
NCI-H358 CHEMBL614135	IC50	7.77	7.77	17.1	1
KB CHEMBL398	IC50	7.77	7.2367	17.0	3
MCF7 CHEMBL387	IC50	7.65	6.386	22.3	5
NON-PROTEIN TARGET CHEMBL3879801	IC50	7.64	7.39	22.8	6
HCT-116 CHEMBL394	IC50	7.6	6.2525	25.1	4
SW-1736 CHEMBL614773	IC50	7.56	7.56	27.5	1
DLD-1 CHEMBL614285	IC50	7.49	7.49	32.3	1
FaDu CHEMBL612250	IC50	7.39	7.39	41.0	1
Unchecked CHEMBL612545	IC50	7.3	5.9363	50.0	8
8505C CHEMBL1075387	IC50	7.3	7.3	49.7	1
A-427 CHEMBL614515	IC50	7.29	7.29	51.2	1
HCT-8 CHEMBL613510	IC50	7.25	7.07	56.0	3
A549 CHEMBL392	IC50	7.17	6.1714	67.5	7
PC-3 CHEMBL390	IC50	7.05	6.62	90.0	2
MDA-MB-231 CHEMBL400	IC50	6.99	6.45	102.0	3
HepG2 CHEMBL395	IC50	6.99	6.352	102.0	5
SW480 CHEMBL612544	IC50	6.99	6.99	102.0	1
A-375 CHEMBL613859	IC50	6.72	6.72	190.0	1
BT-474 CHEMBL614529	IC50	6.71	6.71	193.2	1
HeLa CHEMBL399	IC50	6.46	6.41	350.0	2
L02 CHEMBL4296457	IC50	6.38	5.76	421.0	2
U-87 MG CHEMBL614247	IC50	6.24	6.24	580.0	1
Tubulin beta-1 chain CHEMBL1915	IC50	6.21	6.21	620.0	1
Unchecked CHEMBL612545	EC50	6.01	6.01	980.0	1
SGC-7901 CHEMBL614909	IC50	5.95	5.95	1130.0	1
HUVEC CHEMBL613979	IC50	5.91	5.91	1240.0	1
Peritoneal macrophage cell CHEMBL613703	IC50	5.89	5.89	1300.0	1
ACHN CHEMBL614519	IC50	5.79	5.79	1620.0	1
HT-29 CHEMBL384	IC50	5.72	5.3133	1900.0	3
Tubulin CHEMBL2095182	IC50	5.52	5.3067	3050.0	3
LoVo CHEMBL614721	IC50	5.4	5.4	3990.0	1
DU-145 CHEMBL613508	IC50	5.39	5.295	4070.0	2
NCI-H226 CHEMBL614740	IC50	5.36	5.36	4380.0	1
NCI-H460 CHEMBL396	IC50	5.3	5.3	4980.0	1
BGC-823 CHEMBL614526	IC50	5.12	5.12	7580.0	1
MGC-803 CHEMBL3706566	IC50	5.08	5.08	8330.0	1
COLO 205 CHEMBL614561	IC50	4.95	4.95	11200.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
K562	IC50	=	4.3	nM	8.37	Compound was evaluated for cytotoxic activity against K562 human chronic myeloge...	9871706
K562	IC50	=	4.3	nM	8.37	Cytotoxicity against human K562 cells after 5 days by MTT assay	16949281
K562	IC50	=	4.3	nM	8.37	Antiproliferative activity against human K562 cells after 5 days by MTT assay	19837593
SH-SY5Y	IC50	=	4.3	nM	8.37	Cytotoxicity against human SH-SY5Y cells after 48 hrs by MTT assay	21167709
A-431	IC50	=	15.0	nM	7.82	Cytotoxicity against human A431 cells after 96 hrs by SRB assay	19102652
A2780	IC50	=	15.6	nM	7.81	Cytotoxicity against human A2780 cells after 96 hrs by SRB assay	19102652
NCI-H358	IC50	=	17.1	nM	7.77	Cytotoxicity against human NCI-H358 cells after 96 hrs by SRB assay	19102652
KB	IC50	=	17.0	nM	7.77	Antiproliferative activity against human KB cells after 72 hrs by MTS assay	19013795
MCF7	IC50	=	22.3	nM	7.65	Cytotoxicity against human MCF7 cells after 96 hrs by SRB assay	19102652
NON-PROTEIN TARGET	IC50	=	22.8	nM	7.64	Cytotoxicity against human A253 cells after 96 hrs by SRB assay	19102652
HCT-116	IC50	=	25.1	nM	7.6	Cytotoxicity against human HCT116 cells after 96 hrs by SRB assay	19102652
SW-1736	IC50	=	27.5	nM	7.56	Cytotoxicity against human SW1736 cells after 96 hrs by SRB assay	19102652
NON-PROTEIN TARGET	IC50	=	31.4	nM	7.5	Cytotoxicity against human 2102EP cells after 96 hrs by SRB assay	19102652
DLD-1	IC50	=	32.3	nM	7.49	Cytotoxicity against human DLD1 cells after 96 hrs by SRB assay	19102652
NON-PROTEIN TARGET	IC50	=	33.6	nM	7.47	Cytotoxicity against human 518A2 cells after 96 hrs by SRB assay	19102652
NON-PROTEIN TARGET	IC50	=	33.6	nM	7.47	Cytotoxicity against human H12.1 cells after 96 hrs by SRB assay	19102652
NON-PROTEIN TARGET	IC50	=	39.0	nM	7.41	Cytotoxicity against human NCI-H322 cells after 96 hrs by SRB assay	19102652
FaDu	IC50	=	41.0	nM	7.39	Cytotoxicity against human FADU cells after 96 hrs by SRB assay	19102652
8505C	IC50	=	49.7	nM	7.3	Cytotoxicity against human 8505C cells after 96 hrs by SRB assay	19102652
Unchecked	IC50	=	50.0	nM	7.3	Inhibition of tubulin polymerization	21167709

Literature References

PubMed	DOI	Target Context	# Activities
19102652	10.1021/jm801001d	NON-PROTEIN TARGET	6
22543234	10.1016/j.bmc.2012.04.010	A549	6
21167709	10.1016/j.bmcl.2010.11.113	SH-SY5Y	5
20006519	10.1016/j.bmc.2009.11.003	Unchecked	5
19837593	10.1016/j.bmc.2009.09.039	K562	4
19102652	10.1021/jm801001d	A2780	4
30981112	10.1016/j.ejmech.2019.04.008	Tubulin	3
19837593	10.1016/j.bmc.2009.09.039	Unchecked	3
19102652	10.1021/jm801001d	DLD-1	3
19883086	10.1021/jm901278z	Mus musculus	3
19102652	10.1021/jm801001d	518A2	3
19102652	10.1021/jm801001d	Unchecked	2
19102652	10.1021/jm801001d	HL-60	2
19883086	10.1021/jm901278z	NCI-H2009	2
19102652	10.1021/jm801001d	A-431	2
18584918	10.1016/j.ejmech.2008.05.010	Staphylococcus aureus	2
22543234	10.1016/j.bmc.2012.04.010	Unchecked	2
20167484	10.1016/j.bmcl.2010.01.113	Angiotensin-converting enzyme	2
19102652	10.1021/jm801001d	ADMET	2
19013795	10.1016/j.bmcl.2008.10.126	Unchecked	2

Data from ChEMBL 36 via Core Engine