Compound Detail

CHEMBL4798829

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c1ccc2oc(-c3csc(C4CCN(Cc5nc6ncccc6[nH]5)CC4)n3)cc2c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4798829
Phase	Preclinical
Structure Type	MOL
InChI Key	JOCPQSJABURDDD-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

415.5

MW (Da)

5.21

ALogP

HBA

HBD

70.8

PSA (Å²)

0.44

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C23H21N5OS
MW	415.52
Aromatic Rings	5
Heavy Atoms	30
NP-Likeness	-1.25

Activity Summary

Ki 18 meas. best 6.26

IC50 11 meas. best 7.57

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	7.57	7.355	27.0	4
NADH dehydrogenase [ubiquinone] iron-sulfur protein 2, mitochondrial CHEMBL3039	IC50	7.48	7.29	33.0	4
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	6.26	6.2533	549.5	3
Sigma intracellular receptor 2 CHEMBL4105907	Ki	5.96	5.9533	1096.5	3
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	5.93	5.93	1174.9	3
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	5.52	5.52	3000.0	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	5.46	5.46	3467.4	3
Muscarinic acetylcholine receptor M2 CHEMBL211	Ki	5.36	5.31	4415.7	2
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	5.28	5.28	5239.6	2
5-hydroxytryptamine receptor 3A CHEMBL1899	Ki	5.27	5.265	5370.3	2
Cytochrome P450 2C8 CHEMBL3721	IC50	5.11	5.11	7800.0	1
Cytochrome P450 2C9 CHEMBL3397	IC50	4.82	4.82	15000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	3100000000.0	ng.hr.mL-1	Rattus norvegicus
CL	6.667	mL.min-1.kg-1	Rattus norvegicus
Cmax	0.23	kg/L	Rattus norvegicus
F	76.0	%	Rattus norvegicus
Fu	0.0043	-	Mus musculus
T1/2	6.2	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	27.0	nM	7.57	Inhibition of rat electron transport chain complex 1 assessed as reduction in ce...	35300083
NADH dehydrogenase [ubiquinone] iron-sulfur protein 2, mitochondrial	IC50	=	33.0	nM	7.48	Proliferation assay with CellTiter-Glo ATP	-
NADH dehydrogenase [ubiquinone] iron-sulfur protein 2, mitochondrial	IC50	=	33.0	nM	7.48	Affinity Phenotypic Cellular interaction (Proliferation assay (CellTiter-Glo ATP...	-
Unchecked	IC50	=	38.0	nM	7.42	Inhibition of mouse electron transport chain complex 1 assessed as reduction in ...	35300083
Unchecked	IC50	=	47.0	nM	7.33	Inhibition of dog electron transport chain complex 1 assessed as reduction in ce...	35300083
NADH dehydrogenase [ubiquinone] iron-sulfur protein 2, mitochondrial	IC50	=	79.0	nM	7.1	Proliferation assay with cellular ATP kit HTS	-
Unchecked	IC50	=	79.0	nM	7.1	Inhibition of human electron transport chain complex 1 in human NCI-H1299 cells ...	35300083
NADH dehydrogenase [ubiquinone] iron-sulfur protein 2, mitochondrial	IC50	=	79.0	nM	7.1	Affinity On-target Cellular interaction (Cellular activity assay (measurement of...	-
5-hydroxytryptamine receptor 2B	Ki	=	549.54	nM	6.26	GPCRScan assay: inhibition of 5-HT2B	-
5-hydroxytryptamine receptor 2B	Ki	=	558.19	nM	6.25	Selectivity interaction (GPCR panel (PDSP screen)) EUB0000752a HTR2B	-
5-hydroxytryptamine receptor 2B	Ki	=	558.19	nM	6.25	GPCRScan assay: inhibition of 5-HT2B	-
Sigma intracellular receptor 2	Ki	=	1096.48	nM	5.96	GPCRScan assay: inhibition of Sigma 2	-
Sigma intracellular receptor 2	Ki	=	1118.32	nM	5.95	GPCRScan assay: inhibition of Sigma 2	-
Sigma intracellular receptor 2	Ki	=	1118.32	nM	5.95	Selectivity interaction (GPCR panel (PDSP screen)) EUB0000752a TMEM97	-
Sigma non-opioid intracellular receptor 1	Ki	=	1179.84	nM	5.93	GPCRScan assay: inhibition of Sigma 1	-
Sigma non-opioid intracellular receptor 1	Ki	=	1174.9	nM	5.93	GPCRScan assay: inhibition of Sigma 1	-
Sigma non-opioid intracellular receptor 1	Ki	=	1179.84	nM	5.93	Selectivity interaction (GPCR panel (PDSP screen)) EUB0000752a SIGMAR1	-
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	3000.0	nM	5.52	Inhibition of human ERG by patch-clamp assay	35300083
Alpha-2C adrenergic receptor	Ki	=	3499.92	nM	5.46	GPCRScan assay: inhibition of Alpha2C	-
Alpha-2C adrenergic receptor	Ki	=	3467.37	nM	5.46	GPCRScan assay: inhibition of Alpha2C	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	U2OS	261
-	10.6019/CHEMBL4689842	HEK-293T	260
-	10.6019/CHEMBL4689842	Fibroblast	260
-	10.6019/CHEMBL5724558	Colon cancer organoid	12
-	10.6019/CHEMBL5674860	Colon cancer organoid	12
35300083	10.1021/acsmedchemlett.1c00666	ADMET	10
-	10.6019/CHEMBL4507313	Unchecked	9
-	10.6019/CHEMBL5608141	Colon cancer organoid	6
-	10.1158/2159-8290.CD-23-0050	Colon cancer organoid	5
35300083	10.1021/acsmedchemlett.1c00666	Unchecked	4
-	10.6019/CHEMBL4507313	Muscarinic acetylcholine receptor M2	3
-	10.6019/CHEMBL4507313	Sigma non-opioid intracellular receptor 1	3
-	10.6019/CHEMBL4507313	5-hydroxytryptamine receptor 3A	3
-	10.6019/CHEMBL4507313	Sigma intracellular receptor 2	3
-	10.6019/CHEMBL4507313	5-hydroxytryptamine receptor 2B	3
-	10.6019/CHEMBL4507313	5-hydroxytryptamine receptor 6	3
-	10.6019/CHEMBL4507313	Alpha-2C adrenergic receptor	3
-	10.6019/CHEMBL4507313	NADH dehydrogenase [ubiquinone] iron-sulfur protein 2, mitochondrial	2
-	10.6019/CHEMBL4507313	LOX IMVI	2
-	10.6019/CHEMBL4507313	MKN-1	2

Data from ChEMBL 36 via Core Engine