Compound Detail

CHEMBL371861

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O=C(NS(=O)(=O)c1ccc(NCCSc2ccccc2)c([N+](=O)[O-])c1)c1ccc(-c2ccc(F)cc2)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL371861
Phase	Preclinical
Structure Type	MOL
InChI Key	SWGIDRBGIJDBQO-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

551.6

MW (Da)

5.72

ALogP

HBA

HBD

118.4

PSA (Å²)

0.11

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C27H22FN3O5S2
MW	551.62
Aromatic Rings	4
Heavy Atoms	38
NP-Likeness	-1.70

Activity Summary

IC50 9 meas. best 7.03

Kd 5 meas. best 6.09

Ki 5 meas. best 7.44

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Bcl-2-like protein 1 CHEMBL4625	Ki	7.44	6.8267	36.0	3
Unchecked CHEMBL612545	Ki	7.44	7.44	36.0	1
Apoptosis regulator Bcl-2 CHEMBL4860	IC50	7.03	6.115	93.0	2
Bcl-2-like protein 1 CHEMBL4625	IC50	6.91	6.13	122.0	3
Unchecked CHEMBL612545	IC50	6.71	5.4	196.0	3
Apoptosis regulator Bcl-2 CHEMBL4860	Ki	6.36	6.36	433.0	1
Unchecked CHEMBL612545	Kd	6.09	6.09	810.0	1
Bcl-2-like protein 1 CHEMBL4625	Kd	6.05	5.9175	900.0	4
Adenosine receptor A1 CHEMBL3688	IC50	4.85	4.85	14200.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	Ki	=	36.0	nM	7.44	Binding affinity to Hsp90 (unknown origin) expressed in Escherichia coli BL21 (D...	38290426
Bcl-2-like protein 1	Ki	=	36.0	nM	7.44	Inhibition of GST-tagged Bcl-xL (unknown origin) measured after 1 hr incubation ...	25797160
Bcl-2-like protein 1	Ki	=	36.0	nM	7.44	Binding affinity to Bcl-XL by fluorescence polarization assay	16451081
Apoptosis regulator Bcl-2	IC50	=	93.0	nM	7.03	Binding affinity to Bcl2 by fluorescent polarization assay	21413808
Bcl-2-like protein 1	IC50	=	122.0	nM	6.91	Inhibitory activity against Bcl-XL in presence of alpha-1 acid glycoprotein from...	16451081
Unchecked	IC50	=	196.0	nM	6.71	Inhibition of binding of wild type mBIMBH3 peptide to human Bcl-XL delta C24 mut...	24456288
Apoptosis regulator Bcl-2	Ki	=	433.0	nM	6.36	Binding affinity to Bcl2 by fluorescence polarization assay	16451081
Unchecked	Kd	=	810.0	nM	6.09	Binding affinity to Bcl-xL (unknown origin)	24974349
Bcl-2-like protein 1	Kd	=	900.0	nM	6.05	Binding affinity to human GST-tagged Bcl-Xl assessed as direct binding constant ...	23767404
Bcl-2-like protein 1	Kd	=	900.0	nM	6.05	Direct binding affinity to free Bcl-XL (unknown origin) assessed as association ...	24456288
Bcl-2-like protein 1	Kd	=	1400.0	nM	5.85	Direct binding affinity to Bcl-XL (unknown origin) pre-saturated with 26-mer-wt-...	24456288
Bcl-2-like protein 1	IC50	=	1500.0	nM	5.82	Displacement of biotinylated Bim-BH3 from GST-tagged Bcl-Xl by AlphaScreen compe...	21366295
Bcl-2-like protein 1	Kd	=	1900.0	nM	5.72	Binding affinity to human GST-tagged Bcl-Xl assessed as dissociation rate by sur...	23767404
Bcl-2-like protein 1	IC50	=	2200.0	nM	5.66	Binding affinity to human GST-tagged Bcl-Xl by luminescence proximity assay	23767404
Bcl-2-like protein 1	Ki	=	2500.0	nM	5.6	Binding affinity to Bcl-XL in 1% human serum by fluorescence polarization assay	16451081
Apoptosis regulator Bcl-2	IC50	=	6300.0	nM	5.2	Inhibitory activity against Bcl-XL in presence of HSA3 from 1% human serum	16451081
Adenosine receptor A1	IC50	=	14200.0	nM	4.85	Inhibition of binding of wild type mBIMBH3 peptide to mouse adenosine A1 recepto...	24456288
Unchecked	IC50	=	14700.0	nM	4.83	Inhibition of binding of wild type mBIMBH3 peptide to human Bcl-2 delta C22 muta...	24456288
Unchecked	IC50	=	22000.0	nM	4.66	Inhibition of binding of wild type mBIMBH3 peptide to human/mouse chimeric MCL1 ...	24456288

Literature References

PubMed	DOI	Target Context	# Activities
16451081	10.1021/jm050754u	Bcl-2-like protein 1	6
23767404	10.1021/jm400556w	Bcl-2-like protein 1	3
24456288	10.1021/jm401948b	Unchecked	3
16451081	10.1021/jm050754u	Apoptosis regulator Bcl-2	2
24456288	10.1021/jm401948b	Bcl-2-like protein 1	2
21366295	10.1021/jm101596e	Bcl-2-like protein 1	1
21413808	10.1021/jm1013693	Apoptosis regulator Bcl-2	1
24456288	10.1021/jm401948b	Adenosine receptor A1	1
24456288	10.1021/jm401948b	Bcl-2-like protein 2	1
24974349	10.1016/j.ejmech.2014.06.037	Unchecked	1
25797160	10.1016/j.bmc.2015.02.060	Bcl-2-like protein 1	1
38290426	10.1021/acs.jmedchem.3c02389	Unchecked	1

Data from ChEMBL 36 via Core Engine