Compound Detail

CHEMBL5558644

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COC(=O)c1c(NC(=O)CSc2nnc(-c3ccco3)c(-c3ccco3)n2)sc(C)c1C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5558644
Phase	Preclinical
Structure Type	MOL
InChI Key	AEFDQIPDJODTMO-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

470.5

MW (Da)

4.59

ALogP

HBA

HBD

120.3

PSA (Å²)

0.31

QED

Ro5 Violations

Rot. Bonds

Drug Information

Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H18N4O5S2
MW	470.53
Aromatic Rings	4
Heavy Atoms	32
NP-Likeness	-2.04

Activity Summary

IC50 15 meas. best 6.3

Kd 2 meas. best 4.32

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	6.3	5.605	500.0	4
Peptidyl-prolyl cis-trans isomerase FKBP5 CHEMBL2052031	IC50	5.82	5.82	1500.0	1
Serine/threonine-protein phosphatase 5 CHEMBL3425389	IC50	5.6	5.6	2500.0	1
Peptidyl-prolyl cis-trans isomerase FKBP8 CHEMBL5291572	IC50	5.6	5.6	2500.0	1
E3 ubiquitin-protein ligase CHIP CHEMBL5465258	IC50	5.6	5.6	2500.0	1
Peptidyl-prolyl cis-trans isomerase FKBP4 CHEMBL4050	IC50	5.52	5.52	3000.0	1
DnaJ homolog subfamily C member 7 CHEMBL5724907	IC50	5.4	5.4	4000.0	1
Mitochondrial import receptor subunit TOM34 CHEMBL6066215	IC50	5.4	5.4	4000.0	1
Stress-induced-phosphoprotein 1 CHEMBL4523216	IC50	5.3	5.3	5000.0	1
Mitochondrial import receptor subunit TOM70 CHEMBL6066210	IC50	5.3	5.3	5000.0	1
AH receptor-interacting protein CHEMBL4295645	IC50	5.22	5.22	6000.0	1
Small glutamine-rich tetratricopeptide repeat-containing protein alpha CHEMBL6066222	IC50	5.22	5.22	6000.0	1
Peptidyl-prolyl cis-trans isomerase FKBP5 CHEMBL2052031	Kd	4.32	4.32	48380.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	500.0	nM	6.3	Inhibition of GST-tagged FKBP51 N381Y mutant (unknown origin) using NH2-EDASRMEE...	38579621
Peptidyl-prolyl cis-trans isomerase FKBP5	IC50	=	1500.0	nM	5.82	Inhibition of GST-tagged human FKBP51 expressed in Escherichia coli BL21 (DE3) u...	38579621
Peptidyl-prolyl cis-trans isomerase FKBP8	IC50	=	2500.0	nM	5.6	Inhibition of GST-tagged human FKBP38 expressed in Escherichia coli BL21 (DE3) u...	38579621
Serine/threonine-protein phosphatase 5	IC50	=	2500.0	nM	5.6	Inhibition of GST-tagged human PP5 expressed in Escherichia coli BL21 (DE3) usin...	38579621
E3 ubiquitin-protein ligase CHIP	IC50	=	2500.0	nM	5.6	Inhibition of GST-tagged human CHIP expressed in Escherichia coli BL21 (DE3) usi...	38579621
Unchecked	IC50	=	2500.0	nM	5.6	Inhibition of GST-tagged human SGTB expressed in Escherichia coli BL21 (DE3) usi...	38579621
Peptidyl-prolyl cis-trans isomerase FKBP4	IC50	=	3000.0	nM	5.52	Inhibition of GST-tagged human FKBP52 expressed in Escherichia coli BL21 (DE3) u...	38579621
DnaJ homolog subfamily C member 7	IC50	=	4000.0	nM	5.4	Inhibition of GST-tagged human DNAJC7 expressed in Escherichia coli BL21 (DE3) u...	38579621
Mitochondrial import receptor subunit TOM34	IC50	=	4000.0	nM	5.4	Inhibition of GST-tagged human TOM34 expressed in Escherichia coli BL21 (DE3) us...	38579621
Stress-induced-phosphoprotein 1	IC50	=	5000.0	nM	5.3	Inhibition of GST-tagged human HOP expressed in Escherichia coli BL21 (DE3) usin...	38579621
Mitochondrial import receptor subunit TOM70	IC50	=	5000.0	nM	5.3	Inhibition of GST-tagged human TOM70 expressed in Escherichia coli BL21 (DE3) us...	38579621
Unchecked	IC50	=	5000.0	nM	5.3	Inhibition of GST-tagged FKBP51 Y355F mutant (unknown origin) using NH2-EDASRMEE...	38579621
AH receptor-interacting protein	IC50	=	6000.0	nM	5.22	Inhibition of GST-tagged human AIP expressed in Escherichia coli BL21 (DE3) usin...	38579621
Small glutamine-rich tetratricopeptide repeat-containing protein alpha	IC50	=	6000.0	nM	5.22	Inhibition of GST-tagged human SGTA expressed in Escherichia coli BL21 (DE3) usi...	38579621
Unchecked	IC50	=	6000.0	nM	5.22	Inhibition of GST-tagged human TPR1 expressed in Escherichia coli BL21 (DE3) usi...	38579621
Peptidyl-prolyl cis-trans isomerase FKBP5	Kd	=	48380.0	nM	4.32	Binding affinity to GST-tagged human FKBP51 expressed in Escherichia coli BL21 (...	38579621

Literature References

PubMed	DOI	Target Context	# Activities
38579621	10.1016/j.ejmech.2024.116356	Unchecked	7
38579621	10.1016/j.ejmech.2024.116356	SH-SY5Y	5
38579621	10.1016/j.ejmech.2024.116356	Peptidyl-prolyl cis-trans isomerase FKBP4	3
38579621	10.1016/j.ejmech.2024.116356	HEK293	3
38579621	10.1016/j.ejmech.2024.116356	Peptidyl-prolyl cis-trans isomerase FKBP5	3
38579621	10.1016/j.ejmech.2024.116356	E3 ubiquitin-protein ligase CHIP	1
38579621	10.1016/j.ejmech.2024.116356	Stress-induced-phosphoprotein 1	1
38579621	10.1016/j.ejmech.2024.116356	AH receptor-interacting protein	1
38579621	10.1016/j.ejmech.2024.116356	Aryl-hydrocarbon-interacting protein-like 1	1
38579621	10.1016/j.ejmech.2024.116356	Small glutamine-rich tetratricopeptide repeat-containing protein alpha	1
38579621	10.1016/j.ejmech.2024.116356	Serine/threonine-protein phosphatase 5	1
38579621	10.1016/j.ejmech.2024.116356	Peptidyl-prolyl cis-trans isomerase D	1
38579621	10.1016/j.ejmech.2024.116356	DnaJ homolog subfamily C member 7	1
38579621	10.1016/j.ejmech.2024.116356	Mitochondrial import receptor subunit TOM34	1
38579621	10.1016/j.ejmech.2024.116356	Mitochondrial import receptor subunit TOM70	1
38579621	10.1016/j.ejmech.2024.116356	No relevant target	1
38579621	10.1016/j.ejmech.2024.116356	Peptidyl-prolyl cis-trans isomerase FKBP8	1

Data from ChEMBL 36 via Core Engine