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Compound Detail

CHEMBL564144

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C[C@@H](c1ccccn1)c1c(CCN(C)C)sc2ccccc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL564144
Phase Preclinical
Structure Type MOL
InChI Key NANQRVOKMXDMNL-AWEZNQCLSA-N
4
Targets
10
Activities
2
Assay Types
15
PK Parameters
20
Publications
0
Known Names

Molecular Properties

310.5
MW (Da)
4.55
ALogP
3
HBA
0
HBD
16.1
PSA (Ų)
0.69
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H22N2S
MW 310.47
Aromatic Rings 3
Heavy Atoms 22
NP-Likeness -1.11

Activity Summary

IC50 5 meas. best 5.85
Ki 5 meas. best 8.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histamine H1 receptor
CHEMBL231
 Ki 8.4 8.4 4.0 2
Muscarinic acetylcholine receptor M1
CHEMBL216
 Ki 8.28 8.28 5.3 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.85 5.85 1400.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 Ki 5.85 5.85 1400.0 1
Muscarinic acetylcholine receptor M1
CHEMBL216
 IC50 5.28 5.28 5300.0 1
Cytochrome P450 2D6
CHEMBL289
 IC50 4.55 4.55 28000.0 3

Pharmacokinetic Data

Parameter Value Units Species
AUC 2.78 ng.hr.mL-1 Homo sapiens
AUC 1.9 ng.hr.mL-1 Homo sapiens
AUC 2.8 ng.hr.mL-1 Homo sapiens
CL 10.0 mL.min-1.kg-1 Homo sapiens
CL 2300.0 mL.min-1.kg-1 Rattus norvegicus
CL 5.2 mL.min-1.kg-1 Rattus norvegicus
CL 6.2 mL.min-1.kg-1 Homo sapiens
CL 3.8 mL.min-1.kg-1 Homo sapiens
CL 5.2 mL.min-1.kg-1 Homo sapiens
CL 68.0 mL.min-1.kg-1 Rattus norvegicus
F 47.0 % Homo sapiens
T1/2 6.8 hr Homo sapiens
T1/2 6.8 hr Homo sapiens
T1/2 3.6 hr Homo sapiens
T1/2 6.8 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histamine H1 receptor Ki = 4.0 nM 8.4 Displacement of [3H]pyrilamine from human histamine H1 receptor expressed in CHO... 19663387
Histamine H1 receptor Ki = 4.0 nM 8.4 Inhibition of histamine H1 receptor 20800486
Muscarinic acetylcholine receptor M1 Ki = 5.3 nM 8.28 Displacement of [3H]N-methylscopolamine from human muscarinic M1 receptor expres... 19663387
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 1400.0 nM 5.85 Inhibition of human ERG expressed in HEK293 cells by patch-clamp technique 19663387
Voltage-gated inwardly rectifying potassium channel KCNH2 Ki = 1400.0 nM 5.85 Inhibition of human ERG expressed in HEK cells assessed as blockade of potassium... 20188547
Muscarinic acetylcholine receptor M1 IC50 = 5300.0 nM 5.28 Displacement of [3H]N-methylscopolamine from human muscarinic M1 receptor expres... 20188547
Cytochrome P450 2D6 IC50 = 28200.0 nM 4.55 Inhibition of recombinant CYP2D6 in presence of NADPH generating system 19663387
Cytochrome P450 2D6 IC50 = 28000.0 nM 4.55 Inhibition of recombinant CYP2D6 after 30 mins by fluorescence assay 20188547
Cytochrome P450 2D6 IC50 = 28000.0 nM 4.55 Inhibition of CYP2D6 20800486

Literature References

PubMed DOI Target Context # Activities
20800486 10.1016/j.bmcl.2010.07.117 Homo sapiens 6
19663387 10.1021/jm900933k Rattus norvegicus 6
20188547 10.1016/j.bmcl.2010.01.134 Homo sapiens 5
20800486 10.1016/j.bmcl.2010.07.117 Unchecked 5
20800486 10.1016/j.bmcl.2010.07.117 Rattus norvegicus 3
20188547 10.1016/j.bmcl.2010.01.134 Caco-2 2
19663387 10.1021/jm900933k Liver microsomes 2
19663387 10.1021/jm900933k Brain 2
20188547 10.1016/j.bmcl.2010.01.134 Unchecked 2
20188547 10.1016/j.bmcl.2010.01.134 Voltage-gated inwardly rectifying potassium channel KCNH2 2
19663387 10.1021/jm900933k Histamine H3 receptor 1
20188547 10.1016/j.bmcl.2010.01.134 Rattus norvegicus 1
20188547 10.1016/j.bmcl.2010.01.134 Cytochrome P450 2D6 1
20188547 10.1016/j.bmcl.2010.01.134 Muscarinic acetylcholine receptor M1 1
20188547 10.1016/j.bmcl.2010.01.134 Histamine H1 receptor 1
19663387 10.1021/jm900933k Histamine H1 receptor 1
19663387 10.1021/jm900933k Cynomolgus monkey 1
19663387 10.1021/jm900933k Homo sapiens 1
19663387 10.1021/jm900933k Cytochrome P450 2D6 1
19663387 10.1021/jm900933k 5-hydroxytryptamine receptor 2A 1

Data from ChEMBL 36 via Core Engine