Compound Detail

CHEMBL3422009

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C[C@@H]1c2nnc(-c3csc(-c4ccc(F)cc4F)n3)n2CCN1C(=O)c1ccc(-c2cccs2)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3422009
Phase	Preclinical
Structure Type	MOL
InChI Key	ZSIQAOCNFRWDNJ-OAHLLOKOSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

519.6

MW (Da)

6.29

ALogP

HBA

HBD

63.9

PSA (Å²)

0.28

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C26H19F2N5OS2
MW	519.60
Aromatic Rings	5
Heavy Atoms	36
NP-Likeness	-1.86

Activity Summary

IC50 14 meas. best 7.7

Ki 7 meas. best 8.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Neuromedin-K receptor CHEMBL4429	Ki	8.7	8.7	2.0	2
NK-3 receptor CHEMBL3421526	Ki	8.4	8.4	4.0	1
Neuromedin-K receptor CHEMBL3154	Ki	7.9	7.895	12.6	2
Neuromedin-K receptor CHEMBL4429	IC50	7.7	7.7	19.9	2
Substance-K receptor CHEMBL2327	Ki	6.1	6.1	794.3	1
Substance-P receptor CHEMBL249	Ki	5.9	5.9	1258.9	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	5.85	5.85	1400.0	2
Cytochrome P450 2C9 CHEMBL3397	IC50	5.52	5.52	3000.0	2
Cytochrome P450 2C19 CHEMBL3622	IC50	5.4	5.4	4000.0	2
Cytochrome P450 2D6 CHEMBL289	IC50	5.16	5.16	7000.0	2
Cytochrome P450 3A4 CHEMBL340	IC50	4.72	4.72	19000.0	2
Cytochrome P450 1A2 CHEMBL3356	IC50	4.68	4.68	21000.0	2

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	8.9	mL.min-1.kg-1	Rattus norvegicus
F	17.0	%	Rattus norvegicus
Fu	0.0008	-	Rattus norvegicus
Fu	0.001	-	Rattus norvegicus
Fu	1.08	nM	Rattus norvegicus
Fu	0.89	nM	Rattus norvegicus
T1/2	5.35	hr	Rattus norvegicus
Tmax	0.75	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Neuromedin-K receptor	Ki	=	1.995	nM	8.7	Binding affinity to human recombinant NK3R by radioligand binding assay	26191358
Neuromedin-K receptor	Ki	=	1.995	nM	8.7	Displacement of [3H]-SB222200 from recombinant human NK3R expressed in CHO cell ...	25738882
NK-3 receptor	Ki	=	3.981	nM	8.4	Displacement of [3H]-SB222200 from monkey NK3R after 90 mins by scintillation co...	25738882
Neuromedin-K receptor	Ki	=	12.59	nM	7.9	Displacement of [3H]-SB222200 from rat NK3R after 90 mins by scintillation count...	25738882
Neuromedin-K receptor	Ki	=	13.0	nM	7.89	Displacement of [3H]-SB222200 from rat NK3R after 90 mins by scintillation count...	25738882
Neuromedin-K receptor	IC50	=	19.95	nM	7.7	Antagonist activity against human recombinant NK3R expressed in CHO cells by aeq...	26191358
Neuromedin-K receptor	IC50	=	19.95	nM	7.7	Antagonist activity at recombinant human NK3R expressed in CHO cells assessed as...	25738882
Substance-K receptor	Ki	=	794.33	nM	6.1	Displacement of [125I]-neurokinin A from human NK2R after 90 mins by scintillati...	25738882
Substance-P receptor	Ki	=	1258.93	nM	5.9	Displacement of [3H]-Substance P from human NK1R after 90 mins by scintillation ...	25738882
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	1400.0	nM	5.85	Inhibition of human ERG	26191358
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	1400.0	nM	5.85	Inhibition of human ERG expressed in HEK293 cells after 5 mins by patch-clamp as...	25738882
Cytochrome P450 2C9	IC50	=	3000.0	nM	5.52	Inhibition of CYP2C9 (unknown origin)	26191358
Cytochrome P450 2C9	IC50	=	3000.0	nM	5.52	Inhibition of CYP2C9 (unknown origin) by luciferase reporter assay in presence o...	25738882
Cytochrome P450 2C19	IC50	=	4000.0	nM	5.4	Inhibition of CYP2C19 (unknown origin)	26191358
Cytochrome P450 2C19	IC50	=	4000.0	nM	5.4	Inhibition of CYP2C19 (unknown origin) by luciferase reporter assay in presence ...	25738882
Cytochrome P450 2D6	IC50	=	7000.0	nM	5.16	Inhibition of CYP2D6 (unknown origin)	26191358
Cytochrome P450 2D6	IC50	=	7000.0	nM	5.16	Inhibition of CYP2D6 (unknown origin) by luciferase reporter assay in presence o...	25738882
Cytochrome P450 3A4	IC50	=	19000.0	nM	4.72	Inhibition of CYP3A4 (unknown origin) by luciferase reporter assay in presence o...	25738882
Cytochrome P450 3A4	IC50	=	19000.0	nM	4.72	Inhibition of CYP3A4 (unknown origin)	26191358
Cytochrome P450 1A2	IC50	=	21000.0	nM	4.68	Inhibition of CYP1A2 (unknown origin) by luciferase reporter assay in presence o...	25738882

Literature References

PubMed	DOI	Target Context	# Activities
25738882	10.1021/jm5017413	Rattus norvegicus	9
25738882	10.1021/jm5017413	Neuromedin-K receptor	4
25738882	10.1021/jm5017413	ADMET	4
25738882	10.1021/jm5017413	Molecular identity unknown	3
25738882	10.1021/jm5017413	No relevant target	2
26191358	10.1021/acsmedchemlett.5b00117	Neuromedin-K receptor	2
25738882	10.1021/jm5017413	Cytochrome P450 1A2	1
25738882	10.1021/jm5017413	Voltage-gated inwardly rectifying potassium channel KCNH2	1
25738882	10.1021/jm5017413	NK-3 receptor	1
25738882	10.1021/jm5017413	Substance-P receptor	1
25738882	10.1021/jm5017413	Substance-K receptor	1
25738882	10.1021/jm5017413	KiSS-1 receptor	1
25738882	10.1021/jm5017413	Kappa-type opioid receptor	1
25738882	10.1021/jm5017413	Gonadotropin-releasing hormone receptor	1
25738882	10.1021/jm5017413	Neuropeptide FF receptor 1	1
25738882	10.1021/jm5017413	Plasma	1
25738882	10.1021/jm5017413	Cytochrome P450 2C19	1
25738882	10.1021/jm5017413	Cytochrome P450 2C9	1
25738882	10.1021/jm5017413	Cytochrome P450 2D6	1
26191358	10.1021/acsmedchemlett.5b00117	Voltage-gated inwardly rectifying potassium channel KCNH2	1

Data from ChEMBL 36 via Core Engine