Compound Detail

CHEMBL1272224

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CC1=C(C2=C(C)C(=O)c3c(cc(O)c(O)c3CC(C)C)C2=O)C(=O)c2cc(O)c(O)c(CC(C)C)c2C1=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1272224
Phase	Preclinical
Structure Type	MOL
InChI Key	QMQSAWHWCPIWPF-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

518.6

MW (Da)

5.00

ALogP

HBA

HBD

149.2

PSA (Å²)

0.40

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C30H30O8
MW	518.56
Aromatic Rings	2
Heavy Atoms	38
NP-Likeness	0.82

Activity Summary

IC50 9 meas. best 6.6

EC50 5 meas. best 6.14

Ki 4 meas. best 6.77

Kd 2 meas. best 5.82

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Apoptosis regulator Bcl-2 CHEMBL4860	Ki	6.77	6.77	170.0	1
Apoptosis regulator Bcl-2 CHEMBL4860	IC50	6.6	6.6	250.0	3
Induced myeloid leukemia cell differentiation protein Mcl-1 CHEMBL4361	Ki	6.51	6.51	310.0	1
Bcl-2-like protein 1 CHEMBL4625	Ki	6.43	6.43	370.0	1
Induced myeloid leukemia cell differentiation protein Mcl-1 CHEMBL4361	IC50	6.33	6.33	470.0	2
Bcl-2-like protein 1 CHEMBL4625	IC50	6.26	6.26	550.0	2
NCI-H460 CHEMBL396	EC50	6.14	6.14	730.0	1
Bcl-2-related protein A1 CHEMBL6044	Ki	6.03	6.03	930.0	1
Bcl-2-related protein A1 CHEMBL6044	IC50	5.85	5.85	1410.0	2
Bcl-2-like protein 1 CHEMBL4625	Kd	5.82	5.82	1500.0	2
PC-3 CHEMBL390	EC50	5.07	5.07	8500.0	1
NON-PROTEIN TARGET CHEMBL3879801	EC50	4.97	4.9533	10640.0	3

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Apoptosis regulator Bcl-2	Ki	=	170.0	nM	6.77	Displacement of F-BakBH3 from Bcl-2 after 30 mins by fluorescence polarization a...	21033669
Apoptosis regulator Bcl-2	IC50	=	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	=	250.0	nM	6.6	Fluorescence Polarization Assay: A Bak BH3 peptide (F-BakBH3) (GQVGRQLAIIGDDINR ...	-
Apoptosis regulator Bcl-2	IC50	=	250.0	nM	6.6	Fluorescence Polarization Assay: A Bak BH3 peptide (F-BakBH3) (GQVGRQLAIIGDDINR ...	-
Induced myeloid leukemia cell differentiation protein Mcl-1	Ki	=	310.0	nM	6.51	Displacement of F-BakBH3 from Mcl-1 after 30 mins by fluorescence polarization a...	21033669
Bcl-2-like protein 1	Ki	=	370.0	nM	6.43	Displacement of F-BakBH3 from Bcl-xL after 30 mins by fluorescence polarization ...	21033669
Induced myeloid leukemia cell differentiation protein Mcl-1	IC50	=	470.0	nM	6.33	Displacement of F-BakBH3 from Mcl-1 after 30 mins by fluorescence polarization a...	21033669
Induced myeloid leukemia cell differentiation protein Mcl-1	IC50	=	470.0	nM	6.33	Fluorescence Polarization Assay: A Bak BH3 peptide (F-BakBH3) (GQVGRQLAIIGDDINR ...	-
Bcl-2-like protein 1	IC50	=	550.0	nM	6.26	Displacement of F-BakBH3 from Bcl-xL after 30 mins by fluorescence polarization ...	21033669
Bcl-2-like protein 1	IC50	=	550.0	nM	6.26	Fluorescence Polarization Assay: A Bak BH3 peptide (F-BakBH3) (GQVGRQLAIIGDDINR ...	-
NCI-H460	EC50	=	730.0	nM	6.14	Cytotoxicity against human H460 cells expressing high level of Bcl-2 after 72 hr...	21033669
Bcl-2-related protein A1	Ki	=	930.0	nM	6.03	Displacement of F-BakBH3 from Bfl-1 after 30 mins by fluorescence polarization a...	21033669
Bcl-2-related protein A1	IC50	=	1410.0	nM	5.85	Displacement of F-BakBH3 from Bfl-1 after 30 mins by fluorescence polarization a...	21033669
Bcl-2-related protein A1	IC50	=	1410.0	nM	5.85	Fluorescence Polarization Assay: A Bak BH3 peptide (F-BakBH3) (GQVGRQLAIIGDDINR ...	-
Bcl-2-like protein 1	Kd	=	1500.0	nM	5.82	Binding affinity Bcl-xL by isothermal titration calorimetry assay	21033669
Bcl-2-like protein 1	Kd	=	1500.0	nM	5.82	ITC Assay: The synthesized compounds of Formula I may be screened by one-dimensi...	-
PC-3	EC50	=	8500.0	nM	5.07	Cytotoxicity against human PC3 cells expressing high level of Bcl-xL after 72 hr...	21033669
NON-PROTEIN TARGET	EC50	=	10640.0	nM	4.97	Cytotoxicity against human H1299 cells expressing high level of Mcl-1 after 72 h...	21033669
NON-PROTEIN TARGET	EC50	=	10930.0	nM	4.96	Cytotoxicity against human BP3 cells expressing high level of Bfl-1 and Mcl-1 af...	21033669
NON-PROTEIN TARGET	EC50	=	11720.0	nM	4.93	Cytotoxicity against human RS4:11 cells expressing high level of Bcl-2 and Bcl-x...	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	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	ADMET	2
21033669	10.1021/jm100746q	PC-3	1
21033669	10.1021/jm100746q	NCI-H460	1
21033669	10.1021/jm100746q	Plasma	1

Data from ChEMBL 36 via Core Engine