Compound Detail

CHEMBL228226

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CC(=O)Oc1ccccc1C(=O)Oc1ccc(CO[N+](=O)[O-])cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL228226
Phase	Preclinical
Structure Type	MOL
InChI Key	CTHNKWFUDCMLIQ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

331.3

MW (Da)

2.54

ALogP

HBA

HBD

105.0

PSA (Å²)

0.35

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C16H13NO7
MW	331.28
Aromatic Rings	2
Heavy Atoms	24
NP-Likeness	-0.51

Activity Summary

IC50 13 meas. best 5.96

EC50 1 meas.

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	5.96	5.96	1100.0	1
HT-29 CHEMBL384	IC50	5.0	5.0	10000.0	1
A549 CHEMBL392	IC50	5.0	5.0	10000.0	1
HCT-15 CHEMBL612263	IC50	5.0	5.0	10000.0	1
LNCaP CHEMBL612518	IC50	5.0	5.0	10000.0	1
BXPC-3 CHEMBL614530	IC50	5.0	5.0	10000.0	1
MIA PaCa-2 CHEMBL614725	IC50	5.0	5.0	10000.0	1
SCC-25 CHEMBL614901	IC50	5.0	5.0	10000.0	1
MDA-MB-231 CHEMBL400	IC50	4.84	4.84	14400.0	1
SW-620 CHEMBL612262	IC50	4.82	4.82	15100.0	1
SW480 CHEMBL612544	IC50	4.72	4.72	19100.0	1
SK-BR-3 CHEMBL613834	IC50	4.52	4.52	30500.0	1
HCT-116 CHEMBL394	IC50	4.17	4.17	68000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	1100.0	nM	5.96	Inhibition of Wnt/beta-catenin (unknown origin)	26182238
MIA PaCa-2	IC50	=	10000.0	nM	5.0	Cytotoxicity against human MIAPaCa2 cells assessed as growth inhibition after 48...	22001089
BXPC-3	IC50	=	10000.0	nM	5.0	Cytotoxicity against human BxPC3 cells assessed as growth inhibition after 48 hr...	22001089
LNCaP	IC50	=	10000.0	nM	5.0	Cytotoxicity against human LNCAP cells assessed as growth inhibition after 48 hr...	22001089
A549	IC50	=	10000.0	nM	5.0	Cytotoxicity against human A549 cells assessed as growth inhibition after 48 hrs...	22001089
HT-29	IC50	=	10000.0	nM	5.0	Cytotoxicity against human HT-29 cells assessed as growth inhibition after 48 hr...	22001089
HCT-15	IC50	=	10000.0	nM	5.0	Cytotoxicity against human HCT15 cells assessed as growth inhibition after 48 hr...	22001089
SCC-25	IC50	=	10000.0	nM	5.0	Cytotoxicity against human SCC25 cells assessed as growth inhibition after 48 hr...	22001089
MDA-MB-231	IC50	=	14400.0	nM	4.84	Antiproliferative activity against human MDA-MB-231 cells after 72 hrs by cell c...	21664138
SW-620	IC50	=	15100.0	nM	4.82	Antiproliferative activity against human SW620 cells after 72 hrs by cell counti...	21664138
SW480	IC50	=	19100.0	nM	4.72	Antiproliferative activity against human SW480 cells after 72 hrs by cell counti...	21664138
SK-BR-3	IC50	=	30500.0	nM	4.52	Antiproliferative activity against human SK-BR-3 cells after 72 hrs by cell coun...	21664138
HCT-116	IC50	=	68000.0	nM	4.17	Antiproliferative activity against human HCT116 cells after 72 hrs by cell count...	21664138

Literature References

PubMed	DOI	Target Context	# Activities
21664138	10.1016/j.bmc.2011.05.031	HCT-116	9
31099568	10.1021/acs.jmedchem.9b00171	No relevant target	5
17441704	10.1021/jm061371e	HT-29	4
31099568	10.1021/acs.jmedchem.9b00171	ADMET	3
22001089	10.1016/j.bmcl.2011.09.075	BXPC-3	1
26182238	10.1021/acs.jmedchem.5b00460	Unchecked	1
22001089	10.1016/j.bmcl.2011.09.075	SCC-25	1
22001089	10.1016/j.bmcl.2011.09.075	HCT-15	1
22001089	10.1016/j.bmcl.2011.09.075	HT-29	1
22001089	10.1016/j.bmcl.2011.09.075	A549	1
22001089	10.1016/j.bmcl.2011.09.075	LNCaP	1
22001089	10.1016/j.bmcl.2011.09.075	MIA PaCa-2	1
21664138	10.1016/j.bmc.2011.05.031	MDA-MB-231	1
21664138	10.1016/j.bmc.2011.05.031	MCF7	1
21664138	10.1016/j.bmc.2011.05.031	SK-BR-3	1
21664138	10.1016/j.bmc.2011.05.031	SW480	1
21664138	10.1016/j.bmc.2011.05.031	SW-620	1
17441704	10.1021/jm061371e	SW480	1

Data from ChEMBL 36 via Core Engine