Compound Detail

CHEMBL3342332

A-1155463

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CN(C)CC#Cc1ccc(OCCCc2sc(N3CCc4cccc(C(=O)Nc5nc6ccccc6s5)c4C3)nc2C(=O)O)c(F)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3342332
Name	A-1155463
Phase	Preclinical
Structure Type	MOL
InChI Key	SOYCFODXNRVBTI-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

669.8

MW (Da)

6.33

ALogP

HBA

HBD

107.9

PSA (Å²)

0.13

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula	C35H32FN5O4S2
MW	669.80
Aromatic Rings	5
Heavy Atoms	47
NP-Likeness	-1.50

Activity Summary

Ki 25 meas. best 10.0

EC50 24 meas. best 8.52

IC50 8 meas. best 9.26

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Bcl-2-like protein 1 CHEMBL4625	Ki	10.0	10.0	0.1	1
Bcl-2-like protein 1 CHEMBL4625	IC50	9.26	9.26	0.6	2
Unchecked CHEMBL612545	EC50	8.52	6.928	3.0	5
MOLT-4 CHEMBL614177	IC50	8.21	8.21	6.2	1
Platelet CHEMBL4296519	IC50	8.15	8.15	7.1	1
NCI-H1417 CHEMBL2366149	EC50	8.15	8.15	7.0	1
Bcl-2-like protein 2 CHEMBL4677	Ki	8.1	7.91	8.0	2
Kasumi 1 CHEMBL613988	EC50	7.96	7.96	11.0	1
NCI-H1836 CHEMBL4523580	EC50	7.82	7.82	15.0	1
NON-PROTEIN TARGET CHEMBL3879801	EC50	7.19	7.175	65.0	2
Bcl-2-like protein 1 CHEMBL4625	EC50	7.19	7.19	65.0	1
MOLT-4 CHEMBL614177	EC50	7.16	6.915	70.0	2
NCI-H146 CHEMBL4523572	EC50	7.16	7.16	70.0	1
Apoptosis regulator Bcl-2 CHEMBL4860	Ki	7.13	7.115	74.0	4
SET-2 CHEMBL4523566	EC50	7.1	7.1	80.0	1
HEL CHEMBL613888	EC50	6.92	6.92	120.0	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	6.87	6.87	134.9	3
NCI-H187 CHEMBL2366276	EC50	6.75	6.75	180.0	1
NCI-H446 CHEMBL612440	EC50	6.7	6.7	200.0	1
Apoptosis regulator Bcl-2 CHEMBL4860	IC50	6.42	6.42	382.0	2
Gamma-aminobutyric acid receptor subunit alpha-1 CHEMBL1962	Ki	6.1	6.1	794.0	1
Unchecked CHEMBL612545	Ki	6.1	6.1	794.0	2
Sigma intracellular receptor 2 CHEMBL4105907	Ki	6.09	6.09	806.1	3
5-hydroxytryptamine receptor 3A CHEMBL1899	Ki	5.97	5.95	1071.5	3
GDM-1 CHEMBL2366157	EC50	5.93	5.93	1170.0	1
NCI-H211 CHEMBL4523578	EC50	5.87	5.87	1350.0	1
DMS-79 CHEMBL614286	EC50	5.84	5.84	1440.0	1
Histamine H3 receptor CHEMBL264	Ki	5.74	5.74	1806.8	3
Delta-type opioid receptor CHEMBL236	Ki	5.67	5.67	2118.4	3
EOL1 CHEMBL614489	EC50	5.65	5.65	2250.0	1
NCI-H69 CHEMBL614805	EC50	5.5	5.5	3200.0	1
NCI-H889 CHEMBL2366169	EC50	5.2	5.2	6310.0	1
Induced myeloid leukemia cell differentiation protein Mcl-1 CHEMBL4361	IC50	4.85	4.85	14000.0	2

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	6155.46	ng.hr.mL-1	Mus musculus
Cmax	1800.0	nM	Mus musculus
Tmax	2.0	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Bcl-2-like protein 1	Ki	=	0.1	nM	10.0	Inhibition of BCL-XL (unknown origin) incubated for 1 hr in presence of 1% human...	25313317
Bcl-2-like protein 1	IC50	=	0.55	nM	9.26	Affinity Biochemical interaction (TR-FRET assay) EUB0000262b BCL2L1	-
Bcl-2-like protein 1	IC50	=	0.55	nM	9.26	Time-resolved fluorescence energy transfer (TR-FRET) with BCL2L1	-
Unchecked	EC50	=	3.0	nM	8.52	Antiproliferative activity against human NCI-H847 assessed as reduction in cell ...	25787766
MOLT-4	IC50	=	6.2	nM	8.21	Cytotoxicity against human MOLT-4 cells assessed as cell growth inhibition incub...	35182816
Platelet	IC50	=	7.1	nM	8.15	Cytotoxicity against human platelets assessed as cell growth inhibition incubate...	35182816
NCI-H1417	EC50	=	7.0	nM	8.15	Antiproliferative activity against human NCI-H1417 assessed as reduction in cell...	25787766
Bcl-2-like protein 2	Ki	=	8.0	nM	8.1	Binding affinity to BCL-W (unknown origin) assessed as dissociation constant inc...	25787766
Kasumi 1	EC50	=	11.0	nM	7.96	Antiproliferative activity against human Kasumi 1 assessed as reduction in cell ...	25787766
NCI-H1836	EC50	=	15.0	nM	7.82	Antiproliferative activity against human NCI-H1836 assessed as reduction in cell...	25787766
Bcl-2-like protein 2	Ki	=	19.0	nM	7.72	Binding affinity to BCL-W (unknown origin)	25313317
NON-PROTEIN TARGET	EC50	=	65.0	nM	7.19	Cytotoxicity against BCL-XL-dependent human NCI-H146 cells in presence of 10% hu...	25313317
Bcl-2-like protein 1	EC50	=	65.0	nM	7.19	Affinity Phenotypic Cellular interaction (CellTiter-Glo Luminescent Cell Viabili...	-
NCI-H146	EC50	=	70.0	nM	7.16	CellTiter-Glo Luminescent Cell Viability Assay (BCL-XL dependent cell line H146)	-
MOLT-4	EC50	=	70.0	nM	7.16	Antiproliferative activity against Bcl-xl dependent human MOLT-4 cells assessed ...	25787766
NON-PROTEIN TARGET	EC50	=	70.0	nM	7.16	Cytotoxicity against human Bcl-XL dependant MOLT4 cells by cell based assay	26988306
Apoptosis regulator Bcl-2	Ki	=	74.0	nM	7.13	Binding affinity to Bcl-2 (unknown origin) assessed as dissociation constant inc...	25787766
Apoptosis regulator Bcl-2	Ki	=	74.0	nM	7.13	Binding affinity to Bcl-2 (unknown origin) by FRET assay	26988306
Apoptosis regulator Bcl-2	Ki	=	80.0	nM	7.1	Inhibition of BCL-2 (unknown origin) incubated for 1 hr by TR-FRET assay	25313317
Apoptosis regulator Bcl-2	Ki	=	80.0	nM	7.1	Selectivity interaction (TR-FRET assay) EUB0000262b BCL2	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	Fibroblast	345
-	10.6019/CHEMBL4689842	U2OS	345
-	10.6019/CHEMBL4689842	HEK-293T	339
-	10.6019/CHEMBL4507311	Tyrosine-protein kinase ABL1	15
25787766	10.1126/scitranslmed.aaa4642	Unchecked	14
-	10.6019/CHEMBL5674860	Colon cancer organoid	12
-	10.6019/CHEMBL4507311	Epidermal growth factor receptor	12
-	10.6019/CHEMBL5724558	Colon cancer organoid	12
-	10.6019/CHEMBL4507311	Unchecked	11
-	10.6019/CHEMBL4507311	Receptor-type tyrosine-protein kinase FLT3	11
-	10.6019/CHEMBL4507311	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	10
-	10.6019/CHEMBL4507311	Mast/stem cell growth factor receptor Kit	9
-	10.6019/CHEMBL5608141	Colon cancer organoid	6
25313317	10.1021/ml5001867	Mus musculus	6
-	10.1158/2159-8290.CD-23-0050	Colon cancer organoid	5
-	10.6019/CHEMBL4507311	5-hydroxytryptamine receptor 3A	4
-	10.6019/CHEMBL4507311	Proto-oncogene tyrosine-protein kinase receptor Ret	4
-	10.6019/CHEMBL4507311	Delta-type opioid receptor	4
-	10.6019/CHEMBL4507311	GABA-A receptor; anion channel	4
25787766	10.1126/scitranslmed.aaa4642	MEF	4

Data from ChEMBL 36 via Core Engine