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Compound Detail

CHEMBL551288

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

Basic Information

ChEMBL ID CHEMBL551288
Name APOGOSSYPOL
Phase Preclinical
Structure Type MOL
InChI Key PBJKWGWHZVXBGU-UHFFFAOYSA-N
8
Targets
24
Activities
4
Assay Types
3
PK Parameters
20
Publications
0
Known Names

Molecular Properties

462.5
MW (Da)
6.76
ALogP
6
HBA
6
HBD
121.4
PSA (Ų)
0.19
QED
2
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C28H30O6
MW 462.54
Aromatic Rings 4
Heavy Atoms 34
NP-Likeness 0.72

Activity Summary

IC50 10 meas. best 5.77
Ki 7 meas. best 6.19
EC50 6 meas. best 5.55
Kd 1 meas. best 5.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Apoptosis regulator Bcl-2
CHEMBL4860
 Ki 6.19 5.87 640.0 2
Bcl-2-like protein 1
CHEMBL4625
 IC50 5.77 5.5433 1700.0 3
Bcl-2-like protein 1
CHEMBL4625
 Kd 5.77 5.77 1700.0 1
Bcl-2-like protein 2
CHEMBL4677
 Ki 5.68 5.68 2100.0 1
Induced myeloid leukemia cell differentiation protein Mcl-1
CHEMBL4361
 IC50 5.58 5.58 2600.0 1
Induced myeloid leukemia cell differentiation protein Mcl-1
CHEMBL4361
 Ki 5.58 5.525 2600.0 2
Bcl-2-like protein 1
CHEMBL4625
 Ki 5.55 5.49 2800.0 2
Apoptosis regulator Bcl-2
CHEMBL4860
 EC50 5.55 5.55 2800.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 5.47 5.225 3400.0 2
NCI-H460
CHEMBL396
 EC50 5.46 5.46 3500.0 1
Unchecked
CHEMBL612545
 EC50 5.33 5.315 4700.0 2
HeLa
CHEMBL399
 IC50 4.85 4.72 14100.0 2
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.54 4.4 28500.0 3
Apoptosis regulator Bcl-2
CHEMBL4860
 IC50 4.1 4.1 80000.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 1.0 hr Homo sapiens
T1/2 1.0 hr Canis lupus familiaris
T1/2 1.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Apoptosis regulator Bcl-2 Ki = 640.0 nM 6.19 Inhibition of Bcl2 (unknown origin) 31129454
Bcl-2-like protein 1 IC50 = 1700.0 nM 5.77 Binding affinity to Bcl-xL by isothermal titration calorimetry assay 19555126
Bcl-2-like protein 1 Kd = 1700.0 nM 5.77 Isothermal Titration Calorimetry Assays: Titrations were performed using a VP-IT... -
Bcl-2-like protein 2 Ki = 2100.0 nM 5.68 Inhibition of Bcl-w (unknown origin) 31129454
Induced myeloid leukemia cell differentiation protein Mcl-1 IC50 = 2600.0 nM 5.58 Displacement of F-BakBH3 from Mcl-1 by fluorescence polarization assay 19555126
Induced myeloid leukemia cell differentiation protein Mcl-1 Ki = 2600.0 nM 5.58 Inhibition of FITC-labeled Bim BH3 peptide binding to GST-tagged MCL1 (unknown o... -
Apoptosis regulator Bcl-2 EC50 = 2800.0 nM 5.55 Inhibition of Flu-BakBH3 binding to GST-tagged Bcl-2 (unknown origin) preincubat... 32563811
Bcl-2-like protein 1 Ki = 2800.0 nM 5.55 Inhibition of Bcl-xL (unknown origin) 31129454
Apoptosis regulator Bcl-2 Ki = 2800.0 nM 5.55 Inhibition of FITC-labeled Bim BH3 peptide binding to GST-tagged BCL2 (unknown o... -
NON-PROTEIN TARGET EC50 = 3400.0 nM 5.47 Cytotoxicity against human H1299 cells assessed as cell viability after 72 hrs b... 19555126
Induced myeloid leukemia cell differentiation protein Mcl-1 Ki = 3350.0 nM 5.47 Inhibition of MCl-1 (unknown origin) 31129454
NCI-H460 EC50 = 3500.0 nM 5.46 Cytotoxicity against human H460 cells assessed as cell viability after 72 hrs by... 19555126
Bcl-2-like protein 1 Ki = 3690.0 nM 5.43 Inhibition of FITC-labeled Bak BH3 peptide binding to GST-tagged Bcl-XL (unknown... -
Bcl-2-like protein 1 IC50 = 3690.0 nM 5.43 Fluorescence Polarization Assays: A Bak BH3 peptide (F-BakBH3) (GQVGRQLAIIGDDINR... -
Bcl-2-like protein 1 IC50 = 3700.0 nM 5.43 Displacement of F-BakBH3 from Bcl-xL by fluorescence polarization assay 19555126
Unchecked EC50 = 4700.0 nM 5.33 Induction of apoptosis in human BP3 cells after 1 to 2 days by FITC-annexin V an... 19555126
Unchecked EC50 = 5000.0 nM 5.3 Induction of apoptosis in human RS11846 cells after 1 to 2 days by FITC-annexin ... 19555126
NON-PROTEIN TARGET EC50 = 10400.0 nM 4.98 Cytotoxicity against human PC3-ML cells assessed as cell viability after 72 hrs ... 19555126
HeLa IC50 = 14100.0 nM 4.85 Anticancer activity against human HeLa cells after 48 hrs by MTT assay 19447525
HeLa IC50 = 25500.0 nM 4.59 Anticancer activity against human HeLa cells after 48 hrs by MTT assay 19447525

Literature References

PubMed DOI Target Context # Activities
19447525 10.1016/j.ejmech.2009.04.025 HeLa 6
19447525 10.1016/j.ejmech.2009.04.025 Unchecked 6
19447525 10.1016/j.ejmech.2009.04.025 NON-PROTEIN TARGET 4
32916044 10.1021/acs.jmedchem.0c01177 ADMET 3
19555126 10.1021/jm900472s Bcl-2-like protein 1 3
19555126 10.1021/jm900472s Mus musculus 3
19555126 10.1021/jm900472s Unchecked 2
19555126 10.1021/jm900472s NON-PROTEIN TARGET 2
19555126 10.1021/jm900472s No relevant target 2
19555126 10.1021/jm900472s ADMET 1
32563811 10.1016/j.ejmech.2020.112446 Apoptosis regulator Bcl-2 1
31129454 10.1016/j.ejmech.2019.05.019 Apoptosis regulator Bcl-2 1
- 10.1039/C5MD00582E Apoptosis regulator Bcl-2 1
- 10.1039/C5MD00582E Induced myeloid leukemia cell differentiation protein Mcl-1 1
- 10.1039/C5MD00582E Bcl-2-like protein 1 1
19555126 10.1021/jm900472s Liver microsomes 1
19555126 10.1021/jm900472s Plasma 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