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Compound Detail

CHEMBL4074243

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Cl.Cl.O=C(Nc1ccc(O[C@H]2CCNC2)c(-c2ccc(F)cc2)c1)c1ccc(O[C@H]2CCNC2)c(-c2ccc(F)c(F)c2)c1

Basic Information

ChEMBL ID CHEMBL4074243
Phase Preclinical
Structure Type MOL
InChI Key XSSFZCLVXBYISR-HWTGJJCHSA-N
Parent Compound CHEMBL4115972
Active Moiety CHEMBL4115972
10
Targets
44
Activities
3
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

573.6
MW (Da)
6.17
ALogP
5
HBA
3
HBD
71.6
PSA (Ų)
0.24
QED
2
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C33H32Cl2F3N3O3
MW 646.54
Aromatic Rings 4
Heavy Atoms 42
NP-Likeness -0.91

Activity Summary

IC50 19 meas. best 5.64
Kd 14 meas. best 6.19
Ki 11 meas. best 6.48

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Catenin beta-1
CHEMBL5866
Ki 6.48 5.9525 333.8 4
Catenin beta-1
CHEMBL5866
Kd 6.19 5.9708 650.6 13
beta-catenin-B-cell lymphoma 9 protein complex
CHEMBL3885525
Ki 5.82 5.1567 1500.0 6
B-cell CLL/lymphoma 9 protein
CHEMBL3712821
Kd 5.8 5.8 1590.1 1
MDA-MB-231
CHEMBL400
IC50 5.64 5.6367 2300.0 3
MDA-MB-435
CHEMBL614697
IC50 5.55 5.55 2813.0 1
beta-catenin-B-cell lymphoma 9 protein complex
CHEMBL3885525
IC50 5.54 5.448 2900.0 5
HT-29
CHEMBL384
IC50 5.53 5.53 2970.0 1
HCT-116
CHEMBL394
IC50 5.51 5.51 3072.0 3
SW480
CHEMBL612544
IC50 5.46 5.46 3496.0 3
A549
CHEMBL392
IC50 5.06 5.06 8791.0 2
MCF-10A
CHEMBL614321
IC50 5.04 5.04 9073.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Catenin beta-1 Ki = 333.84 nM 6.48 Binding affinity to C-terminal 6x-histidine tagged wild type beta-catenin (138 t... -
Catenin beta-1 Kd = 650.6 nM 6.19 Binding affinity to beta-catenin D145A mutant (unknown origin) expressed in Esch... -
Catenin beta-1 Kd = 704.2 nM 6.15 Binding affinity to beta-catenin E155A mutant (unknown origin) expressed in Esch... -
Catenin beta-1 Kd = 712.4 nM 6.15 Binding affinity to C-terminal 6x-histidine tagged wild type beta-catenin (138 t... -
Catenin beta-1 Kd = 743.6 nM 6.13 Binding affinity to C-terminal 6x-histidine tagged beta-catenin (138 to 686 resi... -
Catenin beta-1 Kd = 760.0 nM 6.12 Binding affinity to C-terminal 6x-histidine tagged wild type beta-catenin (138 t... -
Catenin beta-1 Kd = 760.9 nM 6.12 Binding affinity to beta-catenin E155A mutant (unknown origin) expressed in Esch... -
Catenin beta-1 Kd = 758.3 nM 6.12 Binding affinity to beta-catenin D145A mutant (unknown origin) expressed in Esch... -
Catenin beta-1 Kd = 815.3 nM 6.09 Binding affinity to beta-catenin D145A/E155A mutant (unknown origin) expressed i... -
Catenin beta-1 Kd = 856.5 nM 6.07 Binding affinity to beta-catenin D145A/E155A mutant (unknown origin) expressed i... -
Catenin beta-1 Ki = 924.0 nM 6.03 Binding affinity to beta-catenin L159S mutant (unknown origin) expressed in Esch... -
beta-catenin-B-cell lymphoma 9 protein complex Ki = 1500.0 nM 5.82 Inhibition of protein interaction between C-terminal 6x-histidine tagged full-le... 29566337
Catenin beta-1 Ki = 1590.0 nM 5.8 Binding affinity to beta-catenin D156S/L178S mutant (unknown origin) expressed i... -
B-cell CLL/lymphoma 9 protein Kd = 1590.08 nM 5.8 Binding affinity to human BCL9 (350 to 375 residues) by ITC method -
Catenin beta-1 Kd = 1894.0 nM 5.72 Binding affinity to beta-catenin L159S mutant (unknown origin) expressed in Esch... -
beta-catenin-B-cell lymphoma 9 protein complex Ki = 2100.0 nM 5.68 Inhibition of protein interaction between beta-catenin (unknown origin)/BCL9 (un... 29566337
beta-catenin-B-cell lymphoma 9 protein complex Ki = 2110.0 nM 5.68 Inhibition of C-terminal 6x-histidine tagged beta-catenin (138 to 686 residues) ... -
Catenin beta-1 Kd = 2190.0 nM 5.66 Binding affinity to beta-catenin L159S mutant (unknown origin) expressed in Esch... -
MDA-MB-231 IC50 = 2300.0 nM 5.64 Cytotoxicity in human MDA-MB-231 cells assessed as reduction in cell viability i... 29566337
MDA-MB-231 IC50 = 2300.0 nM 5.64 Antiproliferative activity against human MDA-MB-231 cells after 72 hrs by MTS as... 27935314

Literature References

Data from ChEMBL 36 via Core Engine