Compound Detail

CHEMBL156127

UMBELLIPRENIN

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CC(C)=CCC/C(C)=C/CC/C(C)=C/COc1ccc2ccc(=O)oc2c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL156127
Name	UMBELLIPRENIN
Phase	Preclinical
Structure Type	MOL
InChI Key	GNMUGVNEWCZUAA-WOWYBKFKSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

366.5

MW (Da)

6.59

ALogP

HBA

HBD

39.4

PSA (Å²)

0.37

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

IC50 14 meas. best 5.51

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	5.51	5.51	3100.0	1
Leishmania major CHEMBL612879	IC50	4.88	4.88	13300.0	2
Polyunsaturated fatty acid lipoxygenase ALOX15 CHEMBL2903	IC50	4.78	4.78	16700.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	4.52	4.33	30000.0	2
MDA-MB-231 CHEMBL400	IC50	4.52	4.52	30000.0	1
LoVo CHEMBL614721	IC50	4.3	4.3	50000.0	1
SK-MEL-28 CHEMBL614919	IC50	4.18	4.18	66000.0	1
Squalene--hopene cyclase CHEMBL3569	IC50	4.16	4.16	70000.0	1
A549 CHEMBL392	IC50	4.15	4.15	71000.0	1
PC-3 CHEMBL390	IC50	4.12	4.12	75000.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	3100.0	nM	5.51	Inhibition of soybean 15-lipoxygenase by MBTH-DMAB method	23047230
Leishmania major	IC50	=	13300.0	nM	4.88	Antileishmanial activity against stationary-phase promastigotes of Leishmania ma...	26778149
Leishmania major	IC50	=	13300.0	nM	4.88	Antileishmanial activity against promastigote form of Leishmania major assessed ...	32668302
Polyunsaturated fatty acid lipoxygenase ALOX15	IC50	=	16700.0	nM	4.78	Inhibition of recombinant human 15-lipoxygenase by MBTH-DMAB method	23047230
NON-PROTEIN TARGET	IC50	=	30000.0	nM	4.52	Cytotoxicity against human OE21 cells after 72 hrs by MTT assay	21696954
MDA-MB-231	IC50	=	30000.0	nM	4.52	Antiproliferative activity against human MDA-MB-231 cells after 24 hrs by MTT as...	29144746
LoVo	IC50	=	50000.0	nM	4.3	Cytotoxicity against human LoVo cells after 72 hrs by MTT assay	21696954
SK-MEL-28	IC50	=	66000.0	nM	4.18	Cytotoxicity against human SK-MEL-28 cells after 72 hrs by MTT assay	21696954
Squalene--hopene cyclase	IC50	=	70000.0	nM	4.16	Inhibitory activity against squalene hopene cyclase from Alicyclobacillus acidoc...	15050630
A549	IC50	=	71000.0	nM	4.15	Cytotoxicity against human A549 cells after 72 hrs by MTT assay	21696954
NON-PROTEIN TARGET	IC50	=	72000.0	nM	4.14	Cytotoxicity against human U373 cells after 72 hrs by MTT assay	21696954
PC-3	IC50	=	75000.0	nM	4.12	Cytotoxicity against human PC3 cells after 72 hrs by MTT assay	21696954

PubMed	DOI	Target Context	# Activities
28853883	10.1021/acs.jnatprod.7b00175	No relevant target	34
29730190	10.1016/j.ejmech.2018.04.051	Melan-a	16
21696954	10.1016/j.bmcl.2011.05.089	NON-PROTEIN TARGET	4
29144746	10.1021/acs.jnatprod.7b00853	BT-549	3
29144746	10.1021/acs.jnatprod.7b00853	MDA-MB-231	3
29144746	10.1021/acs.jnatprod.7b00853	Unchecked	3
29144746	10.1021/acs.jnatprod.7b00853	MCF7	2
29144746	10.1021/acs.jnatprod.7b00853	Melatonin receptor type 1A	2
25205194	10.1016/j.bmcl.2014.08.038	NON-PROTEIN TARGET	2
32668302	10.1016/j.ejmech.2020.112514	Leishmania major	1
10636244	10.1016/s0960-894x(99)00578-8	Mus musculus	1
29730190	10.1016/j.ejmech.2018.04.051	Estrogen receptor beta	1
26778149	10.1016/j.bmcl.2015.12.085	Leishmania major	1
23047230	10.1016/j.ejmech.2012.09.006	Polyunsaturated fatty acid lipoxygenase ALOX15	1
23047230	10.1016/j.ejmech.2012.09.006	Unchecked	1
21696954	10.1016/j.bmcl.2011.05.089	No relevant target	1
21696954	10.1016/j.bmcl.2011.05.089	LoVo	1
21696954	10.1016/j.bmcl.2011.05.089	SK-MEL-28	1
21696954	10.1016/j.bmcl.2011.05.089	PC-3	1
21696954	10.1016/j.bmcl.2011.05.089	A549	1

Data from ChEMBL 36 via Core Engine