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Compound Detail

CHEMBL541496

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CCc1ccc(CCNC(=O)c2c(O)c(O)cc3c(O)c(-c4c(C)cc5c(C(=O)NCCc6ccc(CC)cc6)c(O)c(O)cc5c4O)c(C)cc23)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL541496
Phase Preclinical
Structure Type MOL
InChI Key YZSWLOZYXMVNST-UHFFFAOYSA-N
7
Targets
10
Activities
2
Assay Types
0
PK Parameters
12
Publications
0
Known Names

Molecular Properties

728.8
MW (Da)
7.58
ALogP
8
HBA
8
HBD
179.6
PSA (Ų)
0.06
QED
3
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C44H44N2O8
MW 728.84
Aromatic Rings 6
Heavy Atoms 54
NP-Likeness 0.13

Activity Summary

EC50 5 meas. best 6.7
IC50 5 meas. best 6.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bcl-2-like protein 1
CHEMBL4625
 IC50 6.92 6.475 120.0 2
Unchecked
CHEMBL612545
 EC50 6.7 6.11 200.0 2
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 6.44 6.105 360.0 2
NCI-H460
CHEMBL396
 EC50 6.4 6.4 400.0 1
Induced myeloid leukemia cell differentiation protein Mcl-1
CHEMBL4361
 IC50 6.23 6.23 590.0 1
Apoptosis regulator Bcl-2
CHEMBL4860
 IC50 6.17 6.17 670.0 1
Bcl-2-related protein A1
CHEMBL6044
 IC50 5.89 5.89 1300.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bcl-2-like protein 1 IC50 = 120.0 nM 6.92 Binding affinity to Bcl-xL by isothermal titration calorimetry assay 19555126
Unchecked EC50 = 200.0 nM 6.7 Induction of apoptosis in human BP3 cells after 1 to 2 days by FITC-annexin V an... 19555126
NON-PROTEIN TARGET EC50 = 360.0 nM 6.44 Cytotoxicity against human H1299 cells assessed as cell viability after 72 hrs b... 19555126
NCI-H460 EC50 = 400.0 nM 6.4 Cytotoxicity against human H460 cells assessed as cell viability after 72 hrs by... 19555126
Induced myeloid leukemia cell differentiation protein Mcl-1 IC50 = 590.0 nM 6.23 Displacement of F-BakBH3 from Mcl-1 by fluorescence polarization assay 19555126
Apoptosis regulator Bcl-2 IC50 = 670.0 nM 6.17 Displacement of F-BakBH3 from Bcl-2 by fluorescence polarization assay 19555126
Bcl-2-like protein 1 IC50 = 930.0 nM 6.03 Displacement of F-BakBH3 from Bcl-xL by fluorescence polarization assay 19555126
Bcl-2-related protein A1 IC50 = 1300.0 nM 5.89 Displacement of F-BakBH3 from Bfl-1 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
Unchecked EC50 = 3000.0 nM 5.52 Induction of apoptosis in human RS11846 cells after 1 to 2 days by FITC-annexin ... 19555126

Literature References

PubMed DOI Target Context # Activities
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
19555126 10.1021/jm900472s Mus musculus 2
19555126 10.1021/jm900472s Bcl-2-related protein A1 1
19555126 10.1021/jm900472s Induced myeloid leukemia cell differentiation protein Mcl-1 1
19555126 10.1021/jm900472s Apoptosis regulator Bcl-2 1
19555126 10.1021/jm900472s NCI-H460 1
19555126 10.1021/jm900472s Plasma 1
19555126 10.1021/jm900472s Liver microsomes 1

Data from ChEMBL 36 via Core Engine