Compound Detail

CHEMBL1272170

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CC1=C(C2=C(C)C(=O)c3c(cc(O)c(O)c3C(C)C)C2=O)C(=O)c2cc(O)c(O)c(C(C)C)c2C1=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1272170
Phase	Preclinical
Structure Type	MOL
InChI Key	GYYXKPBLWDDQQK-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

490.5

MW (Da)

4.85

ALogP

HBA

HBD

149.2

PSA (Å²)

0.45

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C28H26O8
MW	490.51
Aromatic Rings	2
Heavy Atoms	36
NP-Likeness	0.88

Activity Summary

IC50 11 meas. best 7.6

Ki 10 meas. best 7.6

EC50 7 meas. best 6.4

Kd 2 meas. best 5.55

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Induced myeloid leukemia cell differentiation protein Mcl-1/BH3-interacting domain death agonist CHEMBL3430886	IC50	7.6	7.6	25.0	1
Induced myeloid leukemia cell differentiation protein Mcl-1 CHEMBL4361	Ki	7.6	6.985	25.0	2
Apoptosis regulator Bcl-2 CHEMBL4860	Ki	7.46	7.1733	35.0	3
Apoptosis regulator Bcl-2 CHEMBL4860	IC50	6.43	6.43	370.0	3
NCI-H460 CHEMBL396	EC50	6.4	6.4	400.0	1
Bcl-2-like protein 1 CHEMBL4625	Ki	6.38	6.2467	420.0	3
Induced myeloid leukemia cell differentiation protein Mcl-1 CHEMBL4361	IC50	6.27	6.27	540.0	2
Bcl-2-like protein 1 CHEMBL4625	IC50	6.2	6.2	630.0	2
Bcl-xL/BH3-interacting domain death agonist CHEMBL3883285	IC50	6.18	6.18	660.0	1
PC-3 CHEMBL390	EC50	5.84	5.84	1460.0	1
Bcl-2-related protein A1 CHEMBL6044	Ki	5.83	5.83	1470.0	1
Bcl-2-related protein A1 CHEMBL6044	IC50	5.66	5.66	2170.0	2
NON-PROTEIN TARGET CHEMBL3879801	EC50	5.56	5.2067	2760.0	3
Bcl-2-like protein 1 CHEMBL4625	Kd	5.55	5.55	2800.0	2
RS4-11 CHEMBL2366159	EC50	5.13	5.13	7400.0	1
Unchecked CHEMBL612545	EC50	5.04	5.04	9200.0	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 Flu-BakBH3 peptide binding to recombinant human MCL1 after 15 mins...	31129454
Induced myeloid leukemia cell differentiation protein Mcl-1/BH3-interacting domain death agonist	IC50	=	25.0	nM	7.6	Inhibition of Mcl-1/Bid (unknown origin) by fluorescence polarization assay	33333396
Apoptosis regulator Bcl-2	Ki	=	35.0	nM	7.46	Inhibition of Flu-BakBH3 peptide binding to recombinant human Bcl2 after 15 mins...	31129454
Apoptosis regulator Bcl-2	Ki	=	35.0	nM	7.46	Binding affinity to Bcl-2 (unknown origin)	33333396
Apoptosis regulator Bcl-2	Ki	=	250.0	nM	6.6	Displacement of F-BakBH3 from Bcl-2 after 30 mins by fluorescence polarization a...	21033669
Apoptosis regulator Bcl-2	IC50	=	370.0	nM	6.43	Fluorescence Polarization Assay: A Bak BH3 peptide (F-BakBH3) (GQVGRQLAIIGDDINR ...	-
Apoptosis regulator Bcl-2	IC50	=	370.0	nM	6.43	Fluorescence Polarization Assay: A Bak BH3 peptide (F-BakBH3) (GQVGRQLAIIGDDINR ...	-
Apoptosis regulator Bcl-2	IC50	=	370.0	nM	6.43	Displacement of F-BakBH3 from Bcl-2 after 30 mins by fluorescence polarization a...	21033669
NCI-H460	EC50	=	400.0	nM	6.4	Cytotoxicity against human H460 cells expressing high level of Bcl-2 after 72 hr...	21033669
Bcl-2-like protein 1	Ki	=	420.0	nM	6.38	Displacement of F-BakBH3 from Bcl-xL after 30 mins by fluorescence polarization ...	21033669
Induced myeloid leukemia cell differentiation protein Mcl-1	Ki	=	430.0	nM	6.37	Displacement of F-BakBH3 from Mcl-1 after 30 mins by fluorescence polarization a...	21033669
Induced myeloid leukemia cell differentiation protein Mcl-1	IC50	=	540.0	nM	6.27	Displacement of F-BakBH3 from Mcl-1 after 30 mins by fluorescence polarization a...	21033669
Induced myeloid leukemia cell differentiation protein Mcl-1	IC50	=	540.0	nM	6.27	Fluorescence Polarization Assay: A Bak BH3 peptide (F-BakBH3) (GQVGRQLAIIGDDINR ...	-
Bcl-2-like protein 1	IC50	=	630.0	nM	6.2	Displacement of F-BakBH3 from Bcl-xL after 30 mins by fluorescence polarization ...	21033669
Bcl-2-like protein 1	IC50	=	630.0	nM	6.2	Fluorescence Polarization Assay: A Bak BH3 peptide (F-BakBH3) (GQVGRQLAIIGDDINR ...	-
Bcl-xL/BH3-interacting domain death agonist	IC50	=	660.0	nM	6.18	Inhibition of Bcl-xL/Bid (unknown origin) by fluorescence polarization assay	33333396
Bcl-2-like protein 1	Ki	=	660.0	nM	6.18	Inhibition of Flu-BakBH3 peptide binding to recombinant human Bcl-xL after 15 mi...	31129454
Bcl-2-like protein 1	Ki	=	660.0	nM	6.18	Binding affinity to Bcl-XL (unknown origin)	33333396
PC-3	EC50	=	1460.0	nM	5.84	Cytotoxicity against human PC3 cells expressing high level of Bcl-xL after 72 hr...	21033669
Bcl-2-related protein A1	Ki	=	1470.0	nM	5.83	Displacement of F-BakBH3 from Bfl-1 after 30 mins by fluorescence polarization a...	21033669

Literature References

PubMed	DOI	Target Context	# Activities
21033669	10.1021/jm100746q	Bcl-2-like protein 1	4
21033669	10.1021/jm100746q	NON-PROTEIN TARGET	3
21033669	10.1021/jm100746q	Mus musculus	3
21033669	10.1021/jm100746q	PPC-1	3
21033669	10.1021/jm100746q	Unchecked	3
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
21033669	10.1021/jm100746q	RS4-11	2
33333396	10.1016/j.ejmech.2020.113038	Bcl-xL/BH3-interacting domain death agonist	1
33333396	10.1016/j.ejmech.2020.113038	Induced myeloid leukemia cell differentiation protein Mcl-1	1
33333396	10.1016/j.ejmech.2020.113038	Apoptosis regulator Bcl-2	1
33333396	10.1016/j.ejmech.2020.113038	Bcl-2-like protein 1	1
33333396	10.1016/j.ejmech.2020.113038	Induced myeloid leukemia cell differentiation protein Mcl-1/BH3-interacting domain death agonist	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
21033669	10.1021/jm100746q	NCI-H460	1

Data from ChEMBL 36 via Core Engine