Compound Detail

CHEMBL4451478

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

O=C(O)CC[C@H](NC(=O)[C@H](Cc1nn[nH]n1)NC(=O)[C@H](Cc1ccc2ccccc2c1)NC(=O)c1cc2cc(Cl)ccc2[nH]1)C(=O)Nc1ccc(OC(F)(F)F)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4451478
Phase	Preclinical
Structure Type	MOL
InChI Key	OQIIPRFMLCIWTR-QMOZSOIISA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

820.2

MW (Da)

4.44

ALogP

HBA

HBD

233.2

PSA (Å²)

0.07

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C38H33ClF3N9O7
MW	820.19
Aromatic Rings	6
Heavy Atoms	58
NP-Likeness	-0.83

Activity Summary

IC50 7 meas. best 5.6

Ki 7 meas. best 6.19

EC50 2 meas. best 4.39

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
TCF4-CTNNB1 complex CHEMBL3885541	Ki	6.19	6.19	640.0	1
Catenin beta-1/Transcription factor 7 CHEMBL3885542	Ki	6.19	6.19	640.0	1
Catenin beta-1 CHEMBL5866	Ki	6.19	4.9167	640.0	3
Catenin beta-1 CHEMBL5866	IC50	5.6	5.6	2500.0	1
MDA-MB-468 CHEMBL614335	IC50	4.69	4.69	20600.0	1
BT-20 CHEMBL613870	IC50	4.61	4.61	24700.0	1
MDA-MB-231 CHEMBL400	IC50	4.58	4.58	26400.0	1
Catenin beta-1/Cadherin-1 CHEMBL4888449	Ki	4.5	4.5	32000.0	1
SW480 CHEMBL612544	EC50	4.39	4.39	40500.0	1
SW480 CHEMBL612544	IC50	4.39	4.39	40500.0	1
HCT-116 CHEMBL394	EC50	4.34	4.34	45800.0	1
HCT-116 CHEMBL394	IC50	4.34	4.34	45800.0	1
A549 CHEMBL392	IC50	4.14	4.14	71700.0	1
Unchecked CHEMBL612545	Ki	4.06	4.06	88000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Catenin beta-1	Ki	=	640.0	nM	6.19	Inhibition of C-terminal fluorescein-labeled human TCF4 (7 to 51 residues) bindi...	30856332
Catenin beta-1/Transcription factor 7	Ki	=	640.0	nM	6.19	Binding affinity to beta-catenin/Tcf (unknown origin) assessed as inhibition con...	35604326
TCF4-CTNNB1 complex	Ki	=	640.0	nM	6.19	Inhibition of beta catenin/Tcf4 (unknown origin) assessed as inhibition constant	33569941
Catenin beta-1	IC50	=	2500.0	nM	5.6	Inhibition of C-terminal fluorescein-labeled human TCF4 (7 to 51 residues) bindi...	30856332
MDA-MB-468	IC50	=	20600.0	nM	4.69	Cytotoxicity against human MDA-MB-468 cells assessed as reduction in cell viabil...	30856332
BT-20	IC50	=	24700.0	nM	4.61	Cytotoxicity against human BT20 cells assessed as reduction in cell viability me...	30856332
MDA-MB-231	IC50	=	26400.0	nM	4.58	Cytotoxicity against human MDA-MB-231 cells assessed as reduction in cell viabil...	30856332
Catenin beta-1	Ki	=	32000.0	nM	4.5	Inhibition of C-terminal fluorescein-labeled human cadherin (819 to 873 residues...	30856332
Catenin beta-1/Cadherin-1	Ki	=	32000.0	nM	4.5	Binding affinity to beta-catenin/E-cadherin (unknown origin) assessed as inhibit...	35604326
SW480	EC50	=	40500.0	nM	4.39	Antiproliferative activity against human SW480 cells assessed as inhibition of c...	33569941
SW480	IC50	=	40500.0	nM	4.39	Cytotoxicity against human SW480 cells assessed as reduction in cell viability m...	30856332
HCT-116	EC50	=	45800.0	nM	4.34	Antiproliferative activity against human HCT-116 cells assessed as inhibition of...	33569941
HCT-116	IC50	=	45800.0	nM	4.34	Cytotoxicity against human HCT116 cells assessed as reduction in cell viability ...	30856332
A549	IC50	=	71700.0	nM	4.14	Cytotoxicity against human A549 cells assessed as reduction in cell viability me...	30856332
Catenin beta-1	Ki	=	88000.0	nM	4.06	Inhibition of C-terminal fluorescein-labeled human APC-R3 (1477 to 1519 residues...	30856332
Unchecked	Ki	=	88000.0	nM	4.06	Binding affinity to beta-catenin/APC (unknown origin) assessed as inhibition con...	35604326

Literature References

PubMed	DOI	Target Context	# Activities
30856332	10.1021/acs.jmedchem.9b00147	Catenin beta-1	8
35604326	10.1021/acs.jmedchem.2c00123	Unchecked	3
30856332	10.1021/acs.jmedchem.9b00147	SW480	1
30856332	10.1021/acs.jmedchem.9b00147	HCT-116	1
30856332	10.1021/acs.jmedchem.9b00147	MDA-MB-231	1
30856332	10.1021/acs.jmedchem.9b00147	MDA-MB-468	1
30856332	10.1021/acs.jmedchem.9b00147	BT-20	1
30856332	10.1021/acs.jmedchem.9b00147	A549	1
30856332	10.1021/acs.jmedchem.9b00147	ADMET	1
35604326	10.1021/acs.jmedchem.2c00123	Catenin beta-1/Transcription factor 7	1
35604326	10.1021/acs.jmedchem.2c00123	Catenin beta-1/Cadherin-1	1
33569941	10.1021/acs.jmedchem.0c01901	SW480	1
33569941	10.1021/acs.jmedchem.0c01901	HCT-116	1
33569941	10.1021/acs.jmedchem.0c01901	TCF4-CTNNB1 complex	1

Data from ChEMBL 36 via Core Engine