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Compound Detail

CHEMBL1269012

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CCc1ccc(CCNC(=O)c2c(O)c(O)cc3c2C(=O)C(C)=C(C2=C(C)C(=O)c4c(cc(O)c(O)c4C(=O)NCCc4ccc(CC)cc4)C2=O)C3=O)cc1

Basic Information

ChEMBL ID CHEMBL1269012
Phase Preclinical
Structure Type MOL
InChI Key UVTWLAHKJHMFIG-UHFFFAOYSA-N
7
Targets
17
Activities
3
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

756.8
MW (Da)
5.67
ALogP
10
HBA
6
HBD
207.4
PSA (Ų)
0.10
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 C44H40N2O10
MW 756.81
Aromatic Rings 4
Heavy Atoms 56
NP-Likeness 0.26

Activity Summary

IC50 9 meas. best 6.68
EC50 4 meas. best 5.36
Ki 4 meas. best 6.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Apoptosis regulator Bcl-2
CHEMBL4860
Ki 6.85 6.85 140.0 1
Bcl-2-like protein 1
CHEMBL4625
Ki 6.8 6.8 160.0 1
Induced myeloid leukemia cell differentiation protein Mcl-1
CHEMBL4361
Ki 6.68 6.68 210.0 1
Apoptosis regulator Bcl-2
CHEMBL4860
IC50 6.68 6.68 210.0 3
Bcl-2-like protein 1
CHEMBL4625
IC50 6.62 6.62 240.0 2
Induced myeloid leukemia cell differentiation protein Mcl-1
CHEMBL4361
IC50 6.5 6.5 320.0 2
Bcl-2-related protein A1
CHEMBL6044
Ki 6.06 6.06 870.0 1
Bcl-2-related protein A1
CHEMBL6044
IC50 5.9 5.9 1250.0 2
NCI-H460
CHEMBL396
EC50 5.36 5.36 4400.0 1
PC-3
CHEMBL390
EC50 5.11 5.11 7700.0 1
NON-PROTEIN TARGET
CHEMBL3879801
EC50 5.04 4.845 9100.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Apoptosis regulator Bcl-2 Ki = 140.0 nM 6.85 Displacement of F-BakBH3 from Bcl-2 after 30 mins by fluorescence polarization a... 21033669
Bcl-2-like protein 1 Ki = 160.0 nM 6.8 Displacement of F-BakBH3 from Bcl-xL after 30 mins by fluorescence polarization ... 21033669
Induced myeloid leukemia cell differentiation protein Mcl-1 Ki = 210.0 nM 6.68 Displacement of F-BakBH3 from Mcl-1 after 30 mins by fluorescence polarization a... 21033669
Apoptosis regulator Bcl-2 IC50 = 210.0 nM 6.68 Displacement of F-BakBH3 from Bcl-2 after 30 mins by fluorescence polarization a... 21033669
Apoptosis regulator Bcl-2 IC50 = 210.0 nM 6.68 Fluorescence Polarization Assay: A Bak BH3 peptide (F-BakBH3) (GQVGRQLAIIGDDINR ... -
Apoptosis regulator Bcl-2 IC50 = 210.0 nM 6.68 Fluorescence Polarization Assay: A Bak BH3 peptide (F-BakBH3) (GQVGRQLAIIGDDINR ... -
Bcl-2-like protein 1 IC50 = 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 = 240.0 nM 6.62 Fluorescence Polarization Assay: A Bak BH3 peptide (F-BakBH3) (GQVGRQLAIIGDDINR ... -
Induced myeloid leukemia cell differentiation protein Mcl-1 IC50 = 320.0 nM 6.5 Displacement of F-BakBH3 from Mcl-1 after 30 mins by fluorescence polarization a... 21033669
Induced myeloid leukemia cell differentiation protein Mcl-1 IC50 = 320.0 nM 6.5 Fluorescence Polarization Assay: A Bak BH3 peptide (F-BakBH3) (GQVGRQLAIIGDDINR ... -
Bcl-2-related protein A1 Ki = 870.0 nM 6.06 Displacement of F-BakBH3 from Bfl-1 after 30 mins by fluorescence polarization a... 21033669
Bcl-2-related protein A1 IC50 = 1250.0 nM 5.9 Displacement of F-BakBH3 from Bfl-1 after 30 mins by fluorescence polarization a... 21033669
Bcl-2-related protein A1 IC50 = 1250.0 nM 5.9 Fluorescence Polarization Assay: A Bak BH3 peptide (F-BakBH3) (GQVGRQLAIIGDDINR ... -
NCI-H460 EC50 = 4400.0 nM 5.36 Cytotoxicity against human H460 cells expressing high level of Bcl-2 after 72 hr... 21033669
PC-3 EC50 = 7700.0 nM 5.11 Cytotoxicity against human PC3 cells expressing high level of Bcl-xL after 72 hr... 21033669
NON-PROTEIN TARGET EC50 = 9100.0 nM 5.04 Cytotoxicity against human H1299 cells expressing high level of Mcl-1 after 72 h... 21033669
NON-PROTEIN TARGET EC50 = 22230.0 nM 4.65 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