Compound Detail

CHEMBL1077979

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COc1cc(O)c2c(c1)/C=C/C[C@H](O)[C@H](O)C(=O)/C=C\C[C@H](C)OC2=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1077979
Phase	Preclinical
Structure Type	MOL
InChI Key	NEQZWEXWOFPKOT-BYRRXHGESA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

362.4

MW (Da)

1.60

ALogP

HBA

HBD

113.3

PSA (Å²)

0.65

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	C19H22O7
MW	362.38
Aromatic Rings	1
Heavy Atoms	26
NP-Likeness	2.01

Activity Summary

IC50 35 meas. best 8.54

EC50 1 meas. best 8.7

Kd 1 meas. best 8.42

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
HCT-15 CHEMBL612263	EC50	8.7	8.7	2.0	1
Dual specificity mitogen-activated protein kinase kinase 1 CHEMBL3587	IC50	8.54	7.9533	2.9	3
BMP-2-inducible protein kinase CHEMBL4522	Kd	8.42	8.42	3.8	1
BaF3 CHEMBL614524	IC50	8.4	8.16	4.0	2
Mitogen-activated protein kinase kinase kinase 7 CHEMBL5776	IC50	8.25	7.95	5.6	6
TAK1/TAB1 CHEMBL3038499	IC50	8.1	8.075	8.0	2
Nuclear receptor subfamily 2 group C member 2/TGF-beta-activated kinase 1 and MAP3K7-binding protein 1 CHEMBL3885612	IC50	8.05	8.05	9.0	1
THP-1 CHEMBL614245	IC50	7.96	7.96	11.0	1
Phospholipase A-2-activating protein CHEMBL6114	IC50	7.96	7.96	11.0	1
Mitogen-activated protein kinase 1 CHEMBL4040	IC50	7.1	6.1333	80.0	3
SK-CO-1 CHEMBL1075576	IC50	6.6	6.6	250.0	1
Transcription factor p65 CHEMBL5533	IC50	6.6	6.6	250.0	1
Dual specificity mitogen-activated protein kinase kinase 7 CHEMBL3530	IC50	6.52	6.205	300.0	2
NCI-H23 CHEMBL614997	IC50	6.0	6.0	1000.0	1
NCI-H460 CHEMBL396	IC50	5.92	5.92	1200.0	1
Unchecked CHEMBL612545	IC50	5.84	5.77	1450.0	2
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.62	5.62	2372.0	1
PANC-1 CHEMBL614139	IC50	5.6	5.6	2500.0	1
SW-620 CHEMBL612262	IC50	5.59	5.59	2540.0	1
MDA-MB-435 CHEMBL614697	IC50	5.48	5.48	3300.0	1
HT-29 CHEMBL384	IC50	5.44	5.44	3600.0	1
MCF7 CHEMBL387	IC50	5.42	5.42	3800.0	1
SF-268 CHEMBL613977	IC50	5.29	5.29	5100.0	1
ASPC1 CHEMBL612588	IC50	5.22	5.22	6020.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	710.0	mL.min-1.kg-1	Mus musculus
T1/2	0.05	hr	Mus musculus
T1/2	0.3333	hr	Mus musculus
T1/2	0.3333	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
HCT-15	EC50	=	2.0	nM	8.7	Cytotoxicity against TNFalpha-induced human HCT-15 cells assessed as reduction i...	33859795
Dual specificity mitogen-activated protein kinase kinase 1	IC50	=	2.9	nM	8.54	Inhibition of full length recombinant human His-tagged MEK1 expressed in baculov...	28011204
BMP-2-inducible protein kinase	Kd	=	3.8	nM	8.42	Binding affinity to BIKE (unknown origin) assessed as dissociation constant	33970631
BaF3	IC50	=	4.0	nM	8.4	Antiproliferative activity against mouse BA/F3 cells harboring KRAS G12D mutant ...	28038940
Mitogen-activated protein kinase kinase kinase 7	IC50	=	5.6	nM	8.25	Inhibition of TAK1 (unknown origin) by LanthaScreen assay	28038940
Mitogen-activated protein kinase kinase kinase 7	IC50	=	5.6	nM	8.25	Inhibition of full length recombinant human GST-tagged TAK1 expressed in baculov...	28011204
Dual specificity mitogen-activated protein kinase kinase 1	IC50	=	6.0	nM	8.22	Inhibition of MEK1	22621397
TAK1/TAB1	IC50	=	8.0	nM	8.1	Competitive inhibition of recombinant TAK1-TAB1 assessed as [33P]gamma-ATP incor...	21316225
Mitogen-activated protein kinase kinase kinase 7	IC50	=	8.1	nM	8.09	Inhibition of TAK1 (unknown origin) expressed in sf9 cells assessed as 32P level...	26481152
TAK1/TAB1	IC50	=	9.0	nM	8.05	Inhibition of full length TAK1/TAB1 (unknown origin) using biotin-MKK6 as substr...	30576901
Nuclear receptor subfamily 2 group C member 2/TGF-beta-activated kinase 1 and MAP3K7-binding protein 1	IC50	=	9.0	nM	8.05	Inhibition of Tak1/Tab1 (unknown origin) assessed as inhibition of Tak1 kinase a...	34153577
Mitogen-activated protein kinase kinase kinase 7	IC50	=	9.0	nM	8.05	Inhibition of full length TAK1 (unknown origin) fused with TAB1 using biotin-MKK...	27448772
THP-1	IC50	=	11.0	nM	7.96	Antiinflammatory activity in human THP1 cells assessed as inhibition of LPS-indu...	19783437
Phospholipase A-2-activating protein	IC50	=	11.0	nM	7.96	Inhibition of TNFalpha-PLAP (unknown origin)	27996267
Mitogen-activated protein kinase kinase kinase 7	IC50	=	11.0	nM	7.96	Inhibition of TAK1 (unknown origin)	26481152
BaF3	IC50	=	12.0	nM	7.92	Antiproliferative activity against mouse BA/F3 cells harboring KRAS G12D mutant ...	28038940
Dual specificity mitogen-activated protein kinase kinase 1	IC50	=	80.0	nM	7.1	Inhibition of MAP2K1 (unknown origin) using unphosphorylated GST-tagged ERK2 sub...	25529738
Mitogen-activated protein kinase 1	IC50	=	80.0	nM	7.1	Inhibition of Erk2	22621397
Mitogen-activated protein kinase kinase kinase 7	IC50	=	80.0	nM	7.1	Inhibition of TAK1 (unknown origin) using unphosphorylated GST-tagged MAP2K7 sub...	25529738
SK-CO-1	IC50	=	250.0	nM	6.6	Antiproliferative activity against human SKCO1 cells harboring KRAS G12V mutant ...	28038940

Literature References

PubMed	DOI	Target Context	# Activities
28038940	10.1016/j.bmc.2016.11.034	Mitogen-activated protein kinase kinase kinase 7	8
28038940	10.1016/j.bmc.2016.11.034	Unchecked	5
28038940	10.1016/j.bmc.2016.11.034	Dual specificity mitogen-activated protein kinase kinase 1	5
25075558	10.1021/jm500480k	Unchecked	4
28038940	10.1016/j.bmc.2016.11.034	Dual specificity mitogen-activated protein kinase kinase 2	4
19783437	10.1016/j.bmcl.2009.08.096	Mus musculus	4
28038940	10.1016/j.bmc.2016.11.034	Dual specificity mitogen-activated protein kinase kinase 3	3
28038940	10.1016/j.bmc.2016.11.034	Mitogen-activated protein kinase kinase kinase 20	3
28011204	10.1016/j.bmc.2016.11.035	Mitogen-activated protein kinase kinase kinase 7	3
28038940	10.1016/j.bmc.2016.11.034	Platelet-derived growth factor receptor beta	3
28038940	10.1016/j.bmc.2016.11.034	Tyrosine-protein kinase Fyn	3
28038940	10.1016/j.bmc.2016.11.034	Dual specificity mitogen-activated protein kinase kinase 5	3
28038940	10.1016/j.bmc.2016.11.034	Serine/threonine-protein kinase MARK2	3
28038940	10.1016/j.bmc.2016.11.034	Ribosomal protein S6 kinase alpha-1	3
28038940	10.1016/j.bmc.2016.11.034	Dual specificity mitogen-activated protein kinase kinase 4	3
28038940	10.1016/j.bmc.2016.11.034	Calcium/calmodulin-dependent protein kinase type II subunit delta	2
28038940	10.1016/j.bmc.2016.11.034	Epidermal growth factor receptor	2
24900250	10.1021/ml1001807	Plasma	2
28038940	10.1016/j.bmc.2016.11.034	DNA-dependent protein kinase catalytic subunit	2
28038940	10.1016/j.bmc.2016.11.034	Serine/threonine-protein kinase TBK1	2

Data from ChEMBL 36 via Core Engine