Compound Detail

CHEMBL427092

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COC(=O)c1ccc(O)c(NC(=O)COc2ccc(C34CC5CC(CC(C5)C3)C4)cc2)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL427092
Phase	Preclinical
Structure Type	MOL
InChI Key	BJRPPNOJYFZSLY-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

435.5

MW (Da)

4.66

ALogP

HBA

HBD

84.9

PSA (Å²)

0.51

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

IC50 10 meas. best 6.16

Ki 1 meas. best 5.72

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
AGS CHEMBL613860	IC50	6.16	6.16	700.0	1
Malate dehydrogenase, cytoplasmic CHEMBL3560	IC50	5.96	5.96	1100.0	1
Malate dehydrogenase, mitochondrial CHEMBL5917	Ki	5.72	5.72	1900.0	1
Hypoxia-inducible factor 1-alpha CHEMBL4261	IC50	5.61	5.348	2440.0	5
Hypoxia inducible factors; HIF-1-alpha, HIF-2-alpha CHEMBL2221345	IC50	5.58	5.58	2600.0	1
Malate dehydrogenase, mitochondrial CHEMBL5917	IC50	5.2	5.2	6300.0	2

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
AGS	IC50	=	700.0	nM	6.16	Inhibition of hypoxia induced HIF1 transcriptional activity in human AGS cells b...	17328532
Malate dehydrogenase, cytoplasmic	IC50	=	1100.0	nM	5.96	Inhibition of MDH1 (unknown origin)	28991459
Malate dehydrogenase, mitochondrial	Ki	=	1900.0	nM	5.72	Competitive inhibition of MDH2 (unknown origin) using varying NADH level by oxal...	25356789
Hypoxia-inducible factor 1-alpha	IC50	=	2440.0	nM	5.61	Inhibition of HIF1alpha in human HCT116 cells under hypoxic condition after 16 h...	23153200
Hypoxia inducible factors; HIF-1-alpha, HIF-2-alpha	IC50	=	2600.0	nM	5.58	Inhibition of hypoxia induced HIF1 transcriptional activity in human Hep3B cells...	17328532
Hypoxia-inducible factor 1-alpha	IC50	=	2600.0	nM	5.58	Inhibition of HIF-1alpha (unknown origin) transcriptional activity expressed in ...	36518694
Hypoxia-inducible factor 1-alpha	IC50	=	3080.0	nM	5.51	Inhibition of HIF1alpha transcriptional activity in hypoxia-induced human HCCLM3...	31556611
Hypoxia-inducible factor 1-alpha	IC50	=	4400.0	nM	5.36	Inhibition of HIF-1alpha in human HCT116 cells incubated for 12 hrs under hypoxi...	25356789
Malate dehydrogenase, mitochondrial	IC50	=	6300.0	nM	5.2	Inhibition of MDH2 (unknown origin) pre-incubated for 1 hr followed by malate an...	25356789
Malate dehydrogenase, mitochondrial	IC50	=	6300.0	nM	5.2	Inhibition of MDH2 (unknown origin)	28991459
Hypoxia-inducible factor 1-alpha	IC50	=	21000.0	nM	4.68	Inhibition of hypoxia-induced HIF1alpha transcriptional activity in human HeLa c...	24900662

PubMed	DOI	Target Context	# Activities
17328532	10.1021/jm0610292	Molecular identity unknown	5
25356789	10.1021/jm501241g	Malate dehydrogenase, mitochondrial	4
23153200	10.1021/jm301419d	No relevant target	3
24900662	10.1021/ml3004632	HeLa	3
31556611	10.1021/acs.jmedchem.9b01313	HCCLM3	2
17328532	10.1021/jm0610292	Hypoxia-inducible factor 1-alpha	2
31556611	10.1021/acs.jmedchem.9b01313	Hypoxia-inducible factor 1-alpha	2
24900662	10.1021/ml3004632	PC-3	1
36518694	10.1021/acsmedchemlett.2c00308	HEK-293T	1
28991459	10.1021/acs.jmedchem.7b01231	Malate dehydrogenase, mitochondrial	1
25356789	10.1021/jm501241g	HCT-116	1
25356789	10.1021/jm501241g	Hypoxia-inducible factor 1-alpha	1
24900662	10.1021/ml3004632	Hypoxia-inducible factor 1-alpha	1
24900662	10.1021/ml3004632	HCT-116	1
24900662	10.1021/ml3004632	HepG2	1
17328532	10.1021/jm0610292	Hypoxia inducible factors; HIF-1-alpha, HIF-2-alpha	1
22305612	10.1016/j.ejmech.2012.01.033	NON-PROTEIN TARGET	1
23153200	10.1021/jm301419d	Hypoxia-inducible factor 1-alpha	1
23153200	10.1021/jm301419d	HCT-116	1
21354674	10.1016/j.ejmech.2011.01.047	HCT-116	1

Data from ChEMBL 36 via Core Engine