Compound Detail

CHEMBL1269107

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CC1=C(C2=C(C)C(=O)c3c(cc(O)c(O)c3Cc3ccccc3)C2=O)C(=O)c2cc(O)c(O)c(Cc3ccccc3)c2C1=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1269107
Phase	Preclinical
Structure Type	MOL
InChI Key	IEJPMWKHSOLTHK-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

586.6

MW (Da)

5.78

ALogP

HBA

HBD

149.2

PSA (Å²)

0.22

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C36H26O8
MW	586.60
Aromatic Rings	4
Heavy Atoms	44
NP-Likeness	0.64

Activity Summary

IC50 22 meas. best 7.6

Ki 8 meas. best 7.6

EC50 5 meas. best 6.89

Kd 2 meas. best 6.35

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Induced myeloid leukemia cell differentiation protein Mcl-1 CHEMBL4361	IC50	7.6	7.11	25.0	4
Induced myeloid leukemia cell differentiation protein Mcl-1 CHEMBL4361	Ki	7.6	7.2	25.0	2
Apoptosis regulator Bcl-2 CHEMBL4860	IC50	7.51	6.755	31.0	6
Apoptosis regulator Bcl-2 CHEMBL4860	Ki	7.51	7.115	31.0	2
Bcl-2-like protein 1 CHEMBL4625	IC50	7.12	6.795	76.0	4
Bcl-2-like protein 1 CHEMBL4625	Ki	7.12	6.88	76.0	2
Adenosine receptor A1 CHEMBL226	Ki	6.91	6.91	122.0	1
Bcl-2-related protein A1 CHEMBL6044	IC50	6.91	6.55	122.0	4
NCI-H460 CHEMBL396	EC50	6.89	6.89	130.0	1
NON-PROTEIN TARGET CHEMBL3879801	EC50	6.51	5.5567	310.0	3
Bcl-2-related protein A1 CHEMBL6044	Ki	6.37	6.37	430.0	1
Bcl-2-like protein 1 CHEMBL4625	Kd	6.35	6.35	450.0	2
PC-3 CHEMBL390	EC50	6.23	6.23	590.0	1
BCL2A1/BAK1 CHEMBL5169269	IC50	4.6	4.6	25000.0	1
Apoptosis regulator Bcl-2/Bcl-2 homologous antagonist/killer CHEMBL3885516	IC50	4.51	4.51	31000.0	1
Bcl-xL/BAK CHEMBL3137283	IC50	4.12	4.12	76000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Induced myeloid leukemia cell differentiation protein Mcl-1	Ki	=	25.0	nM	7.6	Inhibition of MCl-1 (unknown origin)	31129454
Induced myeloid leukemia cell differentiation protein Mcl-1	IC50	=	25.0	nM	7.6	Inhibition of FITC-labeled Bim BH3 binding to GST-tagged Mcl-1 (unknown origin) ...	27749061
Induced myeloid leukemia cell differentiation protein Mcl-1	IC50	=	25.0	nM	7.6	Inhibition of Mcl-1 (unknown origin)	34034128
Apoptosis regulator Bcl-2	Ki	=	31.0	nM	7.51	Inhibition of Bcl2 (unknown origin)	31129454
Apoptosis regulator Bcl-2	IC50	=	31.0	nM	7.51	Inhibition of FITC-labeled Bim BH3 binding to GST-tagged Bcl-2 (unknown origin) ...	27749061
Apoptosis regulator Bcl-2	IC50	=	31.0	nM	7.51	Inhibition of Bcl-2 (unknown origin)	34034128
Bcl-2-like protein 1	Ki	=	76.0	nM	7.12	Inhibition of Bcl-xL (unknown origin)	31129454
Bcl-2-like protein 1	IC50	=	76.0	nM	7.12	Inhibition of FITC-labeled Bak-BH3 binding to GST-tagged Bcl-xL (unknown origin)...	27749061
Bcl-2-like protein 1	IC50	=	76.0	nM	7.12	Inhibition of Bcl-xl (unknown origin)	34034128
Bcl-2-related protein A1	IC50	=	122.0	nM	6.91	Inhibition of FITC-labeled Bim BH3 binding to GST-tagged Bcl2A1 (unknown origin)...	27749061
Adenosine receptor A1	Ki	=	122.0	nM	6.91	Inhibition of adenosine receptor A1 (unknown origin)	31129454
Bcl-2-related protein A1	IC50	=	122.0	nM	6.91	Inhibition of Bfl-1 (unknown origin) by fluorescence polarization assay	34034128
NCI-H460	EC50	=	130.0	nM	6.89	Cytotoxicity against human H460 cells expressing high level of Bcl-2 after 72 hr...	21033669
Induced myeloid leukemia cell differentiation protein Mcl-1	Ki	=	160.0	nM	6.8	Displacement of F-BakBH3 from Mcl-1 after 30 mins by fluorescence polarization a...	21033669
Apoptosis regulator Bcl-2	Ki	=	190.0	nM	6.72	Displacement of F-BakBH3 from Bcl-2 after 30 mins by fluorescence polarization a...	21033669
Bcl-2-like protein 1	Ki	=	230.0	nM	6.64	Displacement of F-BakBH3 from Bcl-xL after 30 mins by fluorescence polarization ...	21033669
Induced myeloid leukemia cell differentiation protein Mcl-1	IC50	=	240.0	nM	6.62	Displacement of F-BakBH3 from Mcl-1 after 30 mins by fluorescence polarization a...	21033669
Induced myeloid leukemia cell differentiation protein Mcl-1	IC50	=	240.0	nM	6.62	Fluorescence Polarization Assay: A Bak BH3 peptide (F-BakBH3) (GQVGRQLAIIGDDINR ...	-
Apoptosis regulator Bcl-2	IC50	=	290.0	nM	6.54	Displacement of F-BakBH3 from Bcl-2 after 30 mins by fluorescence polarization a...	21033669
Apoptosis regulator Bcl-2	IC50	=	290.0	nM	6.54	Fluorescence Polarization Assay: A Bak BH3 peptide (F-BakBH3) (GQVGRQLAIIGDDINR ...	-

Literature References

PubMed	DOI	Target Context	# Activities
21033669	10.1021/jm100746q	Mus musculus	5
21033669	10.1021/jm100746q	Bcl-2-like protein 1	4
21033669	10.1021/jm100746q	NON-PROTEIN TARGET	3
34034128	10.1016/j.ejmech.2021.113539	Apoptosis regulator Bcl-2	2
21033669	10.1021/jm100746q	Apoptosis regulator Bcl-2	2
21033669	10.1021/jm100746q	Bcl-2-related protein A1	2
21033669	10.1021/jm100746q	Induced myeloid leukemia cell differentiation protein Mcl-1	2
21033669	10.1021/jm100746q	Plasma	2
21033669	10.1021/jm100746q	ADMET	2
-	10.6019/CHEMBL3301361	No relevant target	1
34034128	10.1016/j.ejmech.2021.113539	Induced myeloid leukemia cell differentiation protein Mcl-1	1
31129454	10.1016/j.ejmech.2019.05.019	Adenosine receptor A1	1
31129454	10.1016/j.ejmech.2019.05.019	Induced myeloid leukemia cell differentiation protein Mcl-1	1
31129454	10.1016/j.ejmech.2019.05.019	Bcl-2-like protein 1	1
31129454	10.1016/j.ejmech.2019.05.019	Apoptosis regulator Bcl-2	1
27749061	10.1021/acs.jmedchem.5b01888	Bcl-2-related protein A1	1
27749061	10.1021/acs.jmedchem.5b01888	Induced myeloid leukemia cell differentiation protein Mcl-1	1
27749061	10.1021/acs.jmedchem.5b01888	Apoptosis regulator Bcl-2	1
27749061	10.1021/acs.jmedchem.5b01888	Bcl-2-like protein 1	1
21033669	10.1021/jm100746q	NCI-H460	1

Data from ChEMBL 36 via Core Engine