Compound Detail

CHEMBL106771

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O=C(/C=C/c1ccc([N+](=O)[O-])cc1)c1ccccc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL106771
Phase	Preclinical
Structure Type	MOL
InChI Key	WDZGGAFMGIOIQS-DHZHZOJOSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

253.3

MW (Da)

3.49

ALogP

HBA

HBD

60.2

PSA (Å²)

0.36

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

IC50 15 meas. best 7.54

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Amine oxidase [flavin-containing] B CHEMBL2039	IC50	7.54	7.54	29.0	1
HL-60 CHEMBL383	IC50	5.22	5.22	6000.0	1
Entamoeba histolytica CHEMBL612853	IC50	5.22	5.22	6020.0	1
P388 CHEMBL389	IC50	5.12	5.12	7580.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.11	5.095	7800.0	2
CCRF-CEM CHEMBL382	IC50	4.86	4.86	13800.0	1
Cyclooxygenase CHEMBL2095157	IC50	4.64	4.64	23000.0	1
Polyunsaturated fatty acid 5-lipoxygenase CHEMBL312	IC50	4.64	4.64	23000.0	1
Cholinesterase CHEMBL1914	IC50	4.5	4.5	32000.0	1
Unchecked CHEMBL612545	IC50	4.29	4.29	51000.0	1
L1210 CHEMBL386	IC50	4.23	4.23	59100.0	1
HepG2 CHEMBL395	IC50	4.19	4.19	64700.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Amine oxidase [flavin-containing] B	IC50	=	29.0	nM	7.54	Inhibition of human MAO-B using benzylamine as substrate	32920430
HL-60	IC50	=	6000.0	nM	5.22	Antiproliferative activity against human HL60 cells after 72 hrs by trypan blue ...	19155103
Entamoeba histolytica	IC50	=	6020.0	nM	5.22	Antiamnesic activity against Entamoeba histolytica HM1:IMSS after 72 hrs by micr...	22658085
P388	IC50	=	7580.0	nM	5.12	Inhibitory activity against Murine P388 cells	12086496
NON-PROTEIN TARGET	IC50	=	7800.0	nM	5.11	Antiproliferative activity against human JR8 cells after 72 hrs by trypan blue a...	19155103
NON-PROTEIN TARGET	IC50	=	8320.0	nM	5.08	Inhibitory concentration against proliferation of human Molt 4/C8 cells	12086496
CCRF-CEM	IC50	=	13800.0	nM	4.86	Inhibitory concentration against CEM T-lymphocytes	12086496
Cyclooxygenase	IC50	=	23000.0	nM	4.64	Inhibition of cyclooxygenase in rat RBL1 cells	-
Polyunsaturated fatty acid 5-lipoxygenase	IC50	=	23000.0	nM	4.64	Inhibition of 5-lipoxygenase in rat RBL1 cells	-
Cholinesterase	IC50	=	32000.0	nM	4.5	Inhibition of BChE (unknown origin) using BCh iodide as substrate preincubated f...	24780600
Unchecked	IC50	=	51000.0	nM	4.29	Inhibition of Staphylococcus aureus sortase A deltaN59 mutant assessed as Dap(Dn...	19781950
L1210	IC50	=	59100.0	nM	4.23	Inhibitory activity against L1210 leukemia cells	12086496
HepG2	IC50	=	64700.0	nM	4.19	Cytotoxicity against human HepG2 cells after 48 hrs by MTT assay	22658085

PubMed	DOI	Target Context	# Activities
22658085	10.1016/j.ejmech.2012.03.049	HepG2	5
28743509	10.1016/j.bmcl.2017.07.042	HCT-116	3
17007965	10.1016/j.ejmech.2006.08.012	Candida albicans	3
18584918	10.1016/j.ejmech.2008.05.010	Staphylococcus aureus	2
19155103	10.1016/j.ejmech.2008.12.011	Nucleic Acid	1
32920430	10.1016/j.ejmech.2020.112650	Amine oxidase [flavin-containing] B	1
-	10.1007/s00044-013-0745-7	Cyclooxygenase	1
-	10.1007/s00044-010-9305-6	Culex quinquefasciatus	1
22658085	10.1016/j.ejmech.2012.03.049	Entamoeba histolytica	1
22658085	10.1016/j.ejmech.2012.03.049	Unchecked	1
22310230	10.1016/j.bmcl.2011.12.141	Androgen receptor	1
19781950	10.1016/j.bmc.2009.08.067	Unchecked	1
19155103	10.1016/j.ejmech.2008.12.011	DNA topoisomerase 2-alpha	1
12086496	10.1021/jm010559p	P388	1
19155103	10.1016/j.ejmech.2008.12.011	NON-PROTEIN TARGET	1
19155103	10.1016/j.ejmech.2008.12.011	HeLa	1
19155103	10.1016/j.ejmech.2008.12.011	HL-60	1
18584918	10.1016/j.ejmech.2008.05.010	Escherichia coli	1
12086496	10.1021/jm010559p	CCRF-CEM	1
12086496	10.1021/jm010559p	NON-PROTEIN TARGET	1

Data from ChEMBL 36 via Core Engine