Compound Detail

CHEMBL375270

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O=C(Nc1ccccc1)c1cc([N+](=O)[O-])ccc1Cl

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL375270
Phase	Preclinical
Structure Type	MOL
InChI Key	DNTSIBUQMRRYIU-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

276.7

MW (Da)

3.50

ALogP

HBA

HBD

72.2

PSA (Å²)

0.69

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

IC50 9 meas. best 7.07

EC50 1 meas. best 8.7

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Peroxisome proliferator-activated receptor gamma CHEMBL235	EC50	8.7	8.7	2.0	1
Nuclear receptor ROR-gamma CHEMBL1741186	IC50	7.07	7.07	86.0	1
Peroxisome proliferator-activated receptor gamma CHEMBL235	IC50	5.48	5.48	3300.0	1
Plasmodium falciparum CHEMBL364	IC50	5.1	5.0	7943.3	6

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Peroxisome proliferator-activated receptor gamma	EC50	=	2.0	nM	8.7	Antagonist activity at human PPARgamma expressed in 293H cells assessed as reduc...	31294974
Nuclear receptor ROR-gamma	IC50	=	86.0	nM	7.07	Orthosteric inverse agonist activity at recombinant human N-terminal His6-tagged...	33854703
Peroxisome proliferator-activated receptor gamma	IC50	=	3300.0	nM	5.48	Antagonist activity at human PPARgamma receptor expressed in Saccharomyces cerev...	18329752
Plasmodium falciparum	IC50	=	7943.28	nM	5.1	Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g...	19734910
Plasmodium falciparum	IC50	=	10000.0	nM	5.0	Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g...	19734910
Plasmodium falciparum	IC50	=	10000.0	nM	5.0	Antiplasmodial activity against Plasmodium falciparum D10 after 72 hrs by SYBR g...	19734910
Plasmodium falciparum	IC50	=	10000.0	nM	5.0	Antiplasmodial activity against Plasmodium falciparum HB3 after 72 hrs by SYBR g...	19734910
Plasmodium falciparum	IC50	=	10000.0	nM	5.0	Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr...	19734910
Plasmodium falciparum	IC50	=	12589.25	nM	4.9	Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g...	19734910

PubMed	DOI	Target Context	# Activities
18024584	10.1073/pnas.0709695104	H4	11
19734910	10.1038/nchembio.215	Plasmodium falciparum	6
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
33854703	10.1021/acsmedchemlett.1c00029	Nuclear receptor ROR-gamma	2
35301139	10.1016/j.bmcl.2022.128676	Peroxisome proliferator-activated receptor gamma	2
36414176	10.1016/j.bmcl.2022.129081	Peroxisome proliferator-activated receptor gamma	2
36542958	10.1016/j.bmc.2022.117130	Peroxisome proliferator-activated receptor gamma	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
24333613	10.1016/j.ejmech.2013.10.074	RAW264.7	1
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	1
31294974	10.1021/acs.jmedchem.9b00187	Peroxisome proliferator-activated receptor gamma	1
-	10.21203/rs.3.rs-23951/v1	SARS-CoV-2	1
29268132	10.1016/j.ejmech.2017.11.085	RAW264.7	1
17428669	10.1016/j.bmc.2007.03.074	Bacillus subtilis	1
20971007	10.1016/j.bmcl.2010.09.134	HT-22	1
17417631	10.1038/nchembio873	Unchecked	1
18329752	10.1016/j.ejmech.2008.01.032	Peroxisome proliferator-activated receptor gamma	1
17428669	10.1016/j.bmc.2007.03.074	Aspergillus parasiticus	1
39291000	10.1021/acsmedchemlett.4c00404	Peroxisome proliferator-activated receptor gamma	1
17428669	10.1016/j.bmc.2007.03.074	Escherichia coli	1

Data from ChEMBL 36 via Core Engine