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Compound Detail

CHEMBL1269072

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CC1=C(C2=C(C)C(=O)c3c(cc(O)c(O)c3C(=O)Cc3ccccc3)C2=O)C(=O)c2cc(O)c(O)c(C(=O)Cc3ccccc3)c2C1=O

Basic Information

ChEMBL ID CHEMBL1269072
Phase Preclinical
Structure Type MOL
InChI Key OHKXGNXMEYEFDZ-UHFFFAOYSA-N
7
Targets
16
Activities
3
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

642.6
MW (Da)
5.45
ALogP
10
HBA
4
HBD
183.3
PSA (Ų)
0.15
QED
2
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C38H26O10
MW 642.62
Aromatic Rings 4
Heavy Atoms 48
NP-Likeness 0.56

Activity Summary

IC50 9 meas. best 6.66
Ki 4 meas. best 6.82
EC50 3 meas. best 5.26

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Apoptosis regulator Bcl-2
CHEMBL4860
Ki 6.82 6.82 150.0 1
Apoptosis regulator Bcl-2
CHEMBL4860
IC50 6.66 6.66 220.0 3
Induced myeloid leukemia cell differentiation protein Mcl-1
CHEMBL4361
Ki 6.64 6.64 230.0 1
Bcl-2-like protein 1
CHEMBL4625
Ki 6.62 6.62 240.0 1
Bcl-2-like protein 1
CHEMBL4625
IC50 6.47 6.47 340.0 2
Induced myeloid leukemia cell differentiation protein Mcl-1
CHEMBL4361
IC50 6.46 6.46 350.0 2
Bcl-2-related protein A1
CHEMBL6044
Ki 6.34 6.34 460.0 1
Bcl-2-related protein A1
CHEMBL6044
IC50 6.16 6.16 690.0 2
PC-3
CHEMBL390
EC50 5.26 5.26 5440.0 1
NCI-H460
CHEMBL396
EC50 5.13 5.13 7380.0 1
NON-PROTEIN TARGET
CHEMBL3879801
EC50 5.02 5.02 9580.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Apoptosis regulator Bcl-2 Ki = 150.0 nM 6.82 Displacement of F-BakBH3 from Bcl-2 after 30 mins by fluorescence polarization a... 21033669
Apoptosis regulator Bcl-2 IC50 = 220.0 nM 6.66 Displacement of F-BakBH3 from Bcl-2 after 30 mins by fluorescence polarization a... 21033669
Apoptosis regulator Bcl-2 IC50 = 220.0 nM 6.66 Fluorescence Polarization Assay: A Bak BH3 peptide (F-BakBH3) (GQVGRQLAIIGDDINR ... -
Apoptosis regulator Bcl-2 IC50 = 220.0 nM 6.66 Fluorescence Polarization Assay: A Bak BH3 peptide (F-BakBH3) (GQVGRQLAIIGDDINR ... -
Induced myeloid leukemia cell differentiation protein Mcl-1 Ki = 230.0 nM 6.64 Displacement of F-BakBH3 from Mcl-1 after 30 mins by fluorescence polarization a... 21033669
Bcl-2-like protein 1 Ki = 240.0 nM 6.62 Displacement of F-BakBH3 from Bcl-xL after 30 mins by fluorescence polarization ... 21033669
Bcl-2-like protein 1 IC50 = 340.0 nM 6.47 Displacement of F-BakBH3 from Bcl-xL after 30 mins by fluorescence polarization ... 21033669
Bcl-2-like protein 1 IC50 = 340.0 nM 6.47 Fluorescence Polarization Assay: A Bak BH3 peptide (F-BakBH3) (GQVGRQLAIIGDDINR ... -
Induced myeloid leukemia cell differentiation protein Mcl-1 IC50 = 350.0 nM 6.46 Displacement of F-BakBH3 from Mcl-1 after 30 mins by fluorescence polarization a... 21033669
Induced myeloid leukemia cell differentiation protein Mcl-1 IC50 = 350.0 nM 6.46 Fluorescence Polarization Assay: A Bak BH3 peptide (F-BakBH3) (GQVGRQLAIIGDDINR ... -
Bcl-2-related protein A1 Ki = 460.0 nM 6.34 Displacement of F-BakBH3 from Bfl-1 after 30 mins by fluorescence polarization a... 21033669
Bcl-2-related protein A1 IC50 = 690.0 nM 6.16 Displacement of F-BakBH3 from Bfl-1 after 30 mins by fluorescence polarization a... 21033669
Bcl-2-related protein A1 IC50 = 690.0 nM 6.16 Fluorescence Polarization Assay: A Bak BH3 peptide (F-BakBH3) (GQVGRQLAIIGDDINR ... -
PC-3 EC50 = 5440.0 nM 5.26 Cytotoxicity against human PC3 cells expressing high level of Bcl-xL after 72 hr... 21033669
NCI-H460 EC50 = 7380.0 nM 5.13 Cytotoxicity against human H460 cells expressing high level of Bcl-2 after 72 hr... 21033669
NON-PROTEIN TARGET EC50 = 9580.0 nM 5.02 Cytotoxicity against human BP3 cells expressing high level of Bfl-1 and Mcl-1 af... 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 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 PC-3 1
21033669 10.1021/jm100746q NCI-H460 1
21033669 10.1021/jm100746q Mus musculus 1

Data from ChEMBL 36 via Core Engine