Compound Detail

CHEMBL376915

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CC(C)=CCc1c(O)cc(O)c2c1O[C@H](c1ccc(O)cc1)CC2=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL376915
Phase	Preclinical
Structure Type	MOL
InChI Key	LPEPZZAVFJPLNZ-SFHVURJKSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

340.4

MW (Da)

4.02

ALogP

HBA

HBD

87.0

PSA (Å²)

0.73

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

IC50 6 meas. best 6.0

EC50 3 meas. best 8.3

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Estrogen receptor CHEMBL206	EC50	8.3	8.225	5.0	2
Estrogen receptor beta CHEMBL242	EC50	8.3	8.3	5.0	1
Voltage-dependent T-type calcium channel subunit alpha-1H CHEMBL1859	IC50	6.0	6.0	1000.0	1
Voltage-dependent T-type calcium channel subunit alpha-1G CHEMBL4641	IC50	6.0	6.0	1000.0	1
Broad substrate specificity ATP-binding cassette transporter ABCG2 CHEMBL5393	IC50	5.51	5.51	3100.0	1
Plasmodium falciparum CHEMBL364	IC50	5.17	5.17	6700.0	1
Ishikawa CHEMBL614649	IC50	4.72	4.72	19100.0	1
Amine oxidase [flavin-containing] A CHEMBL1951	IC50	4.41	4.41	38800.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Estrogen receptor beta	EC50	=	5.0	nM	8.3	Estrogenic activity at ERbeta (unknown origin) expressed in human MDA-MB-231/bet...	29641206
Estrogen receptor	EC50	=	5.0	nM	8.3	Estrogenic activity at ERalpha in human Ishikawa cells assessed as induction of ...	29641206
Estrogen receptor	EC50	=	7.0	nM	8.15	Estrogenic activity at estrogen receptor alpha in human Ishikawa cells assessed ...	28812892
Voltage-dependent T-type calcium channel subunit alpha-1G	IC50	=	1000.0	nM	6.0	Inhibition of human CaV3.1 expressed in HEK293 cells assessed as suppression of ...	30031654
Voltage-dependent T-type calcium channel subunit alpha-1H	IC50	=	1000.0	nM	6.0	Inhibition of human CaV3.2 expressed in HEK293 cells assessed as suppression of ...	30031654
Broad substrate specificity ATP-binding cassette transporter ABCG2	IC50	=	3100.0	nM	5.51	Inhibition of ABCG2 expressed in human NCI-H460 cells assessed as inhibition of ...	21275386
Plasmodium falciparum	IC50	=	6700.0	nM	5.17	Antiplasmodial activity against ring-stage chloroquine-resistant Plasmodium falc...	30219526
Ishikawa	IC50	=	19100.0	nM	4.72	Cytotoxicity against human Ishikawa cells after 96 hrs by SRB assay	28812892
Amine oxidase [flavin-containing] A	IC50	=	38800.0	nM	4.41	Inhibition of recombinant human MAO-A expressed in baculovirus infected BTI inse...	27575476

PubMed	DOI	Target Context	# Activities
28234482	10.1021/acs.jnatprod.6b00869	Caco-2	6
26918635	10.1021/acs.jnatprod.5b01052	Polyunsaturated fatty acid 5-lipoxygenase	4
28812892	10.1021/acs.jnatprod.7b00284	Estrogen receptor	2
29641206	10.1021/acs.jnatprod.7b01070	Estrogen receptor	2
29641206	10.1021/acs.jnatprod.7b01070	Estrogen receptor beta	2
27575476	10.1016/j.bmcl.2016.08.044	Amine oxidase [flavin-containing] A	1
21275386	10.1021/np100797y	Broad substrate specificity ATP-binding cassette transporter ABCG2	1
27575476	10.1016/j.bmcl.2016.08.044	Amine oxidase [flavin-containing] B	1
27575476	10.1016/j.bmcl.2016.08.044	Unchecked	1
30219526	10.1016/j.bmcl.2018.09.003	Plasmodium falciparum	1
29641206	10.1021/acs.jnatprod.7b01070	Ishikawa	1
29641206	10.1021/acs.jnatprod.7b01070	MDA-MB-231	1
30031654	10.1016/j.bmc.2018.07.023	Voltage-dependent T-type calcium channel subunit alpha-1H	1
30031654	10.1016/j.bmc.2018.07.023	Voltage-dependent T-type calcium channel subunit alpha-1G	1
28812892	10.1021/acs.jnatprod.7b00284	Ishikawa	1
28812892	10.1021/acs.jnatprod.7b00284	NAD(P)H dehydrogenase [quinone] 1	1
28812892	10.1021/acs.jnatprod.7b00284	Unchecked	1
26918635	10.1021/acs.jnatprod.5b01052	Prostaglandin E synthase	1

Data from ChEMBL 36 via Core Engine