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Compound Detail

CHEMBL556506

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C[C@H](C1=C(CCN(C)C)Cc2ccccc21)c1cnccn1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL556506
Phase Preclinical
Structure Type MOL
InChI Key AYEYSXMZCARQKR-AWEZNQCLSA-N
4
Targets
10
Activities
2
Assay Types
12
PK Parameters
20
Publications
0
Known Names

Molecular Properties

293.4
MW (Da)
3.54
ALogP
3
HBA
0
HBD
29.0
PSA (Ų)
0.84
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 C19H23N3
MW 293.41
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness -0.27

Activity Summary

IC50 5 meas. best 5.85
Ki 5 meas. best 8.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histamine H1 receptor
CHEMBL231
 Ki 8.89 8.8725 1.3 4
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.85 5.85 1400.0 2
Muscarinic acetylcholine receptor M1
CHEMBL216
 Ki 4.7 4.7 20000.0 1
Cytochrome P450 2D6
CHEMBL289
 IC50 4.3 4.2967 50000.0 3

Pharmacokinetic Data

Parameter Value Units Species
AUC 2.3 ng.hr.mL-1 Homo sapiens
AUC 3.1 ng.hr.mL-1 Homo sapiens
CL 5.0 mL.min-1.kg-1 Homo sapiens
CL 1500.0 mL.min-1.kg-1 Rattus norvegicus
CL 3.3 mL.min-1.kg-1 Rattus norvegicus
CL 4.3 mL.min-1.kg-1 Homo sapiens
CL 2.5 mL.min-1.kg-1 Homo sapiens
CL 3.3 mL.min-1.kg-1 Homo sapiens
CL 68.0 mL.min-1.kg-1 Rattus norvegicus
T1/2 12.0 hr Homo sapiens
T1/2 7.4 hr Homo sapiens
T1/2 12.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histamine H1 receptor Ki = 1.3 nM 8.89 Displacement of [3H]pyrilamine from human histamine H1 receptor expressed in CHO... 19663387
Histamine H1 receptor Ki = 1.3 nM 8.89 Binding affinity at histamine H1 receptor 20227880
Histamine H1 receptor Ki = 1.3 nM 8.89 Binding affinity to histamine H1 receptor 21232954
Histamine H1 receptor Ki = 1.5 nM 8.82 Inhibition of histamine H1 receptor 20800486
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 IC50 = 1400.0 nM 5.85 Inhibition of human ERG by patch clamp assay 20227880
Muscarinic acetylcholine receptor M1 Ki = 20000.0 nM 4.7 Binding affinity at M1 receptor 20227880
Cytochrome P450 2D6 IC50 = 50500.0 nM 4.3 Inhibition of recombinant CYP2D6 in presence of NADPH generating system 19663387
Cytochrome P450 2D6 IC50 = 50000.0 nM 4.3 Inhibition of CYP2D6 20800486
Cytochrome P450 2D6 IC50 = 51000.0 nM 4.29 Inhibition of CYP2D6 20227880

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
20800486 10.1016/j.bmcl.2010.07.117 Unchecked 5
20800486 10.1016/j.bmcl.2010.07.117 Rattus norvegicus 3
19663387 10.1021/jm900933k Liver microsomes 2
20227880 10.1016/j.bmcl.2010.02.055 Unchecked 2
20227880 10.1016/j.bmcl.2010.02.055 Voltage-gated inwardly rectifying potassium channel KCNH2 2
20227880 10.1016/j.bmcl.2010.02.055 Muscarinic acetylcholine receptor M1 1
21232954 10.1016/j.bmcl.2010.12.053 Voltage-gated inwardly rectifying potassium channel KCNH2 1
20800486 10.1016/j.bmcl.2010.07.117 Hepatocyte 1
21232954 10.1016/j.bmcl.2010.12.053 Cytochrome P450 2D6 1
21232954 10.1016/j.bmcl.2010.12.053 Histamine H1 receptor 1
20227880 10.1016/j.bmcl.2010.02.055 Cytochrome P450 2D6 1
19663387 10.1021/jm900933k Histamine H1 receptor 1
20227880 10.1016/j.bmcl.2010.02.055 Histamine H1 receptor 1
19663387 10.1021/jm900933k Histamine H3 receptor 1
19663387 10.1021/jm900933k Homo sapiens 1
19663387 10.1021/jm900933k Cytochrome P450 2D6 1
19663387 10.1021/jm900933k Voltage-gated inwardly rectifying potassium channel KCNH2 1
19663387 10.1021/jm900933k 5-hydroxytryptamine receptor 2A 1

Data from ChEMBL 36 via Core Engine