Compound Detail

CHEMBL1237210

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CC(C)=CCC[C@]1(C)[C@@H](CC=C(C)C)C[C@]2(CC=C(C)C)C(=O)C(CC=C(C)C)=C(O)[C@@]1(C(=O)C(C)C)C2=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1237210
Phase	Preclinical
Structure Type	MOL
InChI Key	IWBJJCOKGLUQIZ-HQKKAZOISA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

536.8

MW (Da)

8.99

ALogP

HBA

HBD

71.4

PSA (Å²)

0.21

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C35H52O4
MW	536.80
Aromatic Rings	0
Heavy Atoms	39
NP-Likeness	2.52

Activity Summary

IC50 10 meas. best 6.0

Ki 2 meas. best 7.57

EC50 1 meas. best 7.4

Kd 1 meas. best 6.24

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Nuclear receptor subfamily 1 group I member 2 CHEMBL3401	Ki	7.57	7.57	27.0	2
Nuclear receptor subfamily 1 group I member 2 CHEMBL3401	EC50	7.4	7.4	40.0	1
Dihydrolipoyllysine-residue acetyltransferase component of pyruvate dehydrogenase complex, mitochondrial CHEMBL4523180	Kd	6.24	6.24	578.0	1
Prostaglandin E synthase CHEMBL5658	IC50	6.0	6.0	1000.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	IC50	5.7	5.7	2000.0	1
Sodium-dependent serotonin transporter CHEMBL228	IC50	5.7	5.7	2000.0	1
Sodium-dependent dopamine transporter CHEMBL238	IC50	5.7	5.7	2000.0	1
Unchecked CHEMBL612545	IC50	5.7	5.7	2000.0	2
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.68	5.68	2100.0	1
Cytochrome P450 3A4 CHEMBL340	IC50	5.64	5.64	2300.0	1
NAD-dependent protein deacetylase sirtuin-1 CHEMBL4506	IC50	4.82	4.82	15000.0	1
NAD-dependent protein deacetylase sirtuin-2 CHEMBL4462	IC50	4.55	4.55	28000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Nuclear receptor subfamily 1 group I member 2	Ki	=	27.0	nM	7.57	Displacement of [3H]SR12813 from human PXR by scintillation proximity competitio...	11975475
Nuclear receptor subfamily 1 group I member 2	Ki	=	27.0	nM	7.57	Binding affinity to pregnane receptor in human hepatocytes	20408551
Nuclear receptor subfamily 1 group I member 2	EC50	=	40.0	nM	7.4	Activation of human PXR	34003642
Dihydrolipoyllysine-residue acetyltransferase component of pyruvate dehydrogenase complex, mitochondrial	Kd	=	578.0	nM	6.24	Binding affinity to recombinant GFP fused Dalt (unknown origin) by Lip-SMap anal...	35489224
Prostaglandin E synthase	IC50	=	1000.0	nM	6.0	Inhibition of mPGES1 (unknown origin) assessed as reduction in conversion of PGH...	29329790
Unchecked	IC50	=	2000.0	nM	5.7	Inhibition of glutamate transporter (unknown origin) assessed as suppression of ...	27280968
Unchecked	IC50	=	2000.0	nM	5.7	Inhibition of GABA transporter (unknown origin) assessed as suppression of synap...	27280968
Sodium-dependent serotonin transporter	IC50	=	2000.0	nM	5.7	Inhibition of serotonin transporter (unknown origin) assessed as suppression of ...	27280968
Sodium-dependent noradrenaline transporter	IC50	=	2000.0	nM	5.7	Inhibition of norepinephrine transporter (unknown origin) assessed as suppressio...	27280968
Sodium-dependent dopamine transporter	IC50	=	2000.0	nM	5.7	Inhibition of dopamine transporter (unknown origin) assessed as suppression of s...	27280968
NON-PROTEIN TARGET	IC50	=	2100.0	nM	5.68	Antiangiogenic activity in bovine endothelial cells assessed as inhibition of ce...	23030826
Cytochrome P450 3A4	IC50	=	2300.0	nM	5.64	Inhibition of CYP3A4	20408551
NAD-dependent protein deacetylase sirtuin-1	IC50	=	15000.0	nM	4.82	Inhibition of recombinant human GST-tagged SIRT1 overexpressed in Escherichia co...	27153347
NAD-dependent protein deacetylase sirtuin-2	IC50	=	28000.0	nM	4.55	Inhibition of recombinant human GST-tagged SIRT2 overexpressed in Escherichia co...	27153347

Literature References

PubMed	DOI	Target Context	# Activities
27669815	10.1021/acs.jmedchem.6b01182	NAD-dependent protein deacetylase sirtuin-1	4
34003642	10.1021/acs.jmedchem.0c02245	Nuclear receptor subfamily 1 group I member 2	2
27280968	10.1021/acs.jnatprod.5b01063	Unchecked	2
37822271	10.1021/acs.jmedchem.3c01172	Nuclear receptor subfamily 1 group I member 2	2
37822271	10.1021/acs.jmedchem.3c01172	Unchecked	2
25871261	10.1021/acs.jnatprod.5b00057	HL-60	1
27280968	10.1021/acs.jnatprod.5b01063	Sodium-dependent serotonin transporter	1
27153347	10.1016/j.ejmech.2016.04.063	NAD-dependent protein deacetylase sirtuin-1	1
25871261	10.1021/acs.jnatprod.5b00057	SW480	1
25871261	10.1021/acs.jnatprod.5b00057	MCF7	1
25871261	10.1021/acs.jnatprod.5b00057	A549	1
25871261	10.1021/acs.jnatprod.5b00057	SMMC-7721	1
37922400	10.1021/acs.jmedchem.3c01170	Short transient receptor potential channel 6	1
23062825	10.1016/j.bmc.2012.09.040	Unchecked	1
23030826	10.1021/np300237n	NON-PROTEIN TARGET	1
12490595	10.1124/jpet.102.043026	Solute carrier organic anion transporter family member 1B1	1
11706036	10.1074/jbc.m109326200	ATP-binding cassette sub-family C member 2	1
20408551	10.1021/np1000329	Nuclear receptor subfamily 1 group I member 2	1
20408551	10.1021/np1000329	Cytochrome P450 3A4	1
11975475	10.1021/np0105681	Nuclear receptor subfamily 1 group I member 2	1

Data from ChEMBL 36 via Core Engine