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Compound Detail

CHEMBL3422016

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Cc1csc(-c2nnc3n2CCN(C(=O)c2ccc(-c4cccs4)cc2)[C@@H]3C)n1

Basic Information

ChEMBL ID CHEMBL3422016
Phase Preclinical
Structure Type MOL
InChI Key WZHKQWSHHGMARO-CQSZACIVSA-N
8
Targets
17
Activities
2
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

421.6
MW (Da)
4.66
ALogP
7
HBA
0
HBD
63.9
PSA (Ų)
0.48
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H19N5OS2
MW 421.55
Aromatic Rings 4
Heavy Atoms 29
NP-Likeness -1.91

Activity Summary

IC50 12 meas. best 8.1
Ki 5 meas. best 8.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neuromedin-K receptor
CHEMBL4429
Ki 8.22 8.216 6.0 5
Neuromedin-K receptor
CHEMBL4429
IC50 8.1 8.1 7.9 3
Cytochrome P450 1A2
CHEMBL3356
IC50 5.1 5.1 8000.0 1
Cytochrome P450 2C9
CHEMBL3397
IC50 5.1 5.1 8000.0 1
Cytochrome P450 3A4
CHEMBL340
IC50 4.96 4.96 11000.0 1
Transcriptional regulator ERG
CHEMBL1293191
IC50 4.77 4.77 17000.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 4.77 4.77 17000.0 3
Cytochrome P450 2C19
CHEMBL3622
IC50 4.75 4.75 18000.0 1
Cytochrome P450 2D6
CHEMBL289
IC50 4.38 4.38 42000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Neuromedin-K receptor Ki = 6.0 nM 8.22 Binding Competition Assay: NK3: The ability of compounds of the invention to inh... -
Neuromedin-K receptor Ki = 6.0 nM 8.22 Competitive Binding Assay: NK3: The ability of compounds of the invention to inh... -
Neuromedin-K receptor Ki = 6.0 nM 8.22 Aequorin Assay with Human NK-3 Receptor: The antagonist activity of compounds of... -
Neuromedin-K receptor Ki = 6.0 nM 8.22 Binding Competition Assay: The ability of compounds of the invention to inhibit ... -
Neuromedin-K receptor Ki = 6.31 nM 8.2 Displacement of [3H]-SB222200 from recombinant human NK3R expressed in CHO cell ... 25738882
Neuromedin-K receptor IC50 = 8.0 nM 8.1 Aequorin Functional Assay: Changes in intracellular calcium levels are a recogni... -
Neuromedin-K receptor IC50 = 8.0 nM 8.1 Aequorin Assay with Human NK-3 Receptor: The antagonist activity of compounds of... -
Neuromedin-K receptor IC50 = 7.943 nM 8.1 Antagonist activity at recombinant human NK3R expressed in CHO cells assessed as... 25738882
Cytochrome P450 1A2 IC50 = 8000.0 nM 5.1 Inhibition of CYP1A2 (unknown origin) by luciferase reporter assay in presence o... 25738882
Cytochrome P450 2C9 IC50 = 8000.0 nM 5.1 Inhibition of CYP2C9 (unknown origin) by luciferase reporter assay in presence o... 25738882
Cytochrome P450 3A4 IC50 = 11000.0 nM 4.96 Inhibition of CYP3A4 (unknown origin) by luciferase reporter assay in presence o... 25738882
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 17000.0 nM 4.77 Inhibition of human ERG expressed in HEK293 cells after 5 mins by patch-clamp as... 25738882
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 17000.0 nM 4.77 Inhibition Assay: The hERG inhibition study aims at quantifying the in vitro eff... -
Transcriptional regulator ERG IC50 = 17000.0 nM 4.77 hERG Inhibition Assay: The human Ether-a-go-go Related Gene (hERG) encodes the i... -
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 17000.0 nM 4.77 Inhibiton Assay : hERG: The hERG inhibition study aims at quantifying the in vit... -
Cytochrome P450 2C19 IC50 = 18000.0 nM 4.75 Inhibition of CYP2C19 (unknown origin) by luciferase reporter assay in presence ... 25738882
Cytochrome P450 2D6 IC50 = 42000.0 nM 4.38 Inhibition of CYP2D6 (unknown origin) by luciferase reporter assay in presence o... 25738882

Literature References

PubMed DOI Target Context # Activities
25738882 10.1021/jm5017413 Neuromedin-K receptor 2
25738882 10.1021/jm5017413 No relevant target 2
25738882 10.1021/jm5017413 Cytochrome P450 3A4 1
25738882 10.1021/jm5017413 Cytochrome P450 2D6 1
25738882 10.1021/jm5017413 Cytochrome P450 2C9 1
25738882 10.1021/jm5017413 Cytochrome P450 2C19 1
25738882 10.1021/jm5017413 Cytochrome P450 1A2 1
25738882 10.1021/jm5017413 Voltage-gated inwardly rectifying potassium channel KCNH2 1

Data from ChEMBL 36 via Core Engine