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Compound Detail

CHEMBL538616

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Cc1cc2c(C(=O)NCC(C)c3ccccc3)c(O)c(O)cc2c(O)c1-c1c(C)cc2c(C(=O)NCC(C)c3ccccc3)c(O)c(O)cc2c1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL538616
Phase Preclinical
Structure Type MOL
InChI Key RAYNZUHYMMLQQA-UHFFFAOYSA-N
8
Targets
21
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

700.8
MW (Da)
7.58
ALogP
8
HBA
8
HBD
179.6
PSA (Ų)
0.07
QED
3
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C42H40N2O8
MW 700.79
Aromatic Rings 6
Heavy Atoms 52
NP-Likeness 0.13

Activity Summary

IC50 13 meas. best 6.96
EC50 8 meas. best 6.48

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bcl-2-like protein 1
CHEMBL4625
 IC50 6.96 6.5 110.0 4
Induced myeloid leukemia cell differentiation protein Mcl-1
CHEMBL4361
 IC50 6.7 6.5767 200.0 3
Apoptosis regulator Bcl-2
CHEMBL4860
 IC50 6.5 6.3933 320.0 3
NCI-H460
CHEMBL396
 EC50 6.48 6.405 330.0 2
Bcl-2-related protein A1
CHEMBL6044
 IC50 6.38 6.2433 420.0 3
Unchecked
CHEMBL612545
 EC50 6.21 5.8767 610.0 3
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 5.77 5.635 1700.0 2
PC-3
CHEMBL390
 EC50 5.61 5.61 2450.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bcl-2-like protein 1 IC50 = 110.0 nM 6.96 Binding affinity to Bcl-xL by isothermal titration calorimetry assay 19555126
Induced myeloid leukemia cell differentiation protein Mcl-1 IC50 = 200.0 nM 6.7 Inhibition of Mcl-1 (unknown origin) 34034128
Induced myeloid leukemia cell differentiation protein Mcl-1 IC50 = 280.0 nM 6.55 Displacement of F-BakBH3 from Mcl-1 by fluorescence polarization assay 19555126
Bcl-2-like protein 1 IC50 = 310.0 nM 6.51 Inhibition of Bcl-xl (unknown origin) 34034128
Apoptosis regulator Bcl-2 IC50 = 320.0 nM 6.5 Inhibition of Bcl-2 (unknown origin) 34034128
Apoptosis regulator Bcl-2 IC50 = 320.0 nM 6.5 Displacement of F-BakBH3 from Bcl-2 by fluorescence polarization assay 19555126
NCI-H460 EC50 = 330.0 nM 6.48 Cytotoxicity against human H460 cells assessed as cell viability after 72 hrs by... 19555126
Induced myeloid leukemia cell differentiation protein Mcl-1 IC50 = 330.0 nM 6.48 Displacement of FITC-labeled Bak BH3 peptide from Mcl-1 after 30 mins by fluores... 20443627
Bcl-2-like protein 1 IC50 = 390.0 nM 6.41 Displacement of FITC-labeled Bak BH3 peptide from Bcl-XL after 30 mins by fluore... 20443627
Bcl-2-related protein A1 IC50 = 420.0 nM 6.38 Displacement of FITC-labeled Bak BH3 peptide from Bfl-1 after 30 mins by fluores... 20443627
NCI-H460 EC50 = 470.0 nM 6.33 Cytotoxicity against human H460 cells after 3 days by ATP-LITE assay 20443627
Unchecked EC50 = 610.0 nM 6.21 Induction of apoptosis in human BP3 cells after 1 to 2 days by FITC-conjugated a... 20443627
Bcl-2-related protein A1 IC50 = 620.0 nM 6.21 Inhibition of Bfl-1 (unknown origin) by fluorescence polarization assay 34034128
Unchecked EC50 = 660.0 nM 6.18 Induction of apoptosis in human BP3 cells after 1 to 2 days by FITC-annexin V an... 19555126
Apoptosis regulator Bcl-2 IC50 = 660.0 nM 6.18 Displacement of FITC-labeled Bak BH3 peptide from Bcl-2 after 30 mins by fluores... 20443627
Bcl-2-related protein A1 IC50 = 730.0 nM 6.14 Displacement of F-BakBH3 from Bfl-1 by fluorescence polarization assay 19555126
Bcl-2-like protein 1 IC50 = 760.0 nM 6.12 Displacement of F-BakBH3 from Bcl-xL by fluorescence polarization assay 19555126
NON-PROTEIN TARGET EC50 = 1700.0 nM 5.77 Cytotoxicity against human PC3-ML cells assessed as cell viability after 72 hrs ... 19555126
PC-3 EC50 = 2450.0 nM 5.61 Cytotoxicity against human PC3 cells after 3 days by ATP-LITE assay 20443627
NON-PROTEIN TARGET EC50 = 3200.0 nM 5.5 Cytotoxicity against human H1299 cells assessed as cell viability after 72 hrs b... 19555126

Literature References

PubMed DOI Target Context # Activities
19555126 10.1021/jm900472s Mus musculus 18
20443627 10.1021/jm1001265 NON-PROTEIN TARGET 3
19555126 10.1021/jm900472s Bcl-2-like protein 1 3
19555126 10.1021/jm900472s Unchecked 2
19555126 10.1021/jm900472s NON-PROTEIN TARGET 2
19555126 10.1021/jm900472s ADMET 2
19555126 10.1021/jm900472s No relevant target 2
20443627 10.1021/jm1001265 Bcl-2-like protein 1 2
19555126 10.1021/jm900472s Plasma 1
34034128 10.1016/j.ejmech.2021.113539 Induced myeloid leukemia cell differentiation protein Mcl-1 1
20443627 10.1021/jm1001265 Bcl-2-related protein A1 1
20443627 10.1021/jm1001265 Induced myeloid leukemia cell differentiation protein Mcl-1 1
20443627 10.1021/jm1001265 PC-3 1
20443627 10.1021/jm1001265 NCI-H460 1
20443627 10.1021/jm1001265 Unchecked 1
20443627 10.1021/jm1001265 MEF 1
19555126 10.1021/jm900472s Liver microsomes 1
19555126 10.1021/jm900472s NCI-H460 1
19555126 10.1021/jm900472s Apoptosis regulator Bcl-2 1
19555126 10.1021/jm900472s Induced myeloid leukemia cell differentiation protein Mcl-1 1

Data from ChEMBL 36 via Core Engine