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Compound Detail

CHEMBL442242

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Cc1nn(C)cc1-c1ccc2cc(CCN3CCC[C@H]3C)ccc2n1

Basic Information

ChEMBL ID CHEMBL442242
Phase Preclinical
Structure Type MOL
InChI Key GGGPOYPNHTZKFQ-OAHLLOKOSA-N
3
Targets
16
Activities
3
Assay Types
4
PK Parameters
20
Publications
0
Known Names

Molecular Properties

334.5
MW (Da)
3.97
ALogP
4
HBA
0
HBD
34.0
PSA (Ų)
0.72
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H26N4
MW 334.47
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness -1.48

Activity Summary

Ki 10 meas. best 9.35
EC50 4 meas. best 8.7
IC50 2 meas. best 7.37

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histamine H3 receptor
CHEMBL264
Ki 9.35 9.34 0.4 5
Histamine H3 receptor
CHEMBL4124
Ki 8.8 8.7225 1.6 4
Histamine H3 receptor
CHEMBL264
EC50 8.7 8.7 2.0 2
Histamine H3 receptor
CHEMBL4124
EC50 8.24 8.24 5.8 2
Histamine H3 receptor
CHEMBL264
IC50 7.37 7.37 43.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
Ki 5.21 5.21 6200.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 4.61 4.61 24800.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 61.67 mL.min-1.kg-1 Rattus norvegicus
F 58.0 % Rattus norvegicus
F 77.0 % Canis lupus familiaris
T1/2 1.7 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histamine H3 receptor Ki = 0.4467 nM 9.35 Displacement of [3H]-N-alpha methyl histamine from human H3 receptor expressed i... 17918921
Histamine H3 receptor Ki = 0.45 nM 9.35 Displacement of [3H]-N-alpha methyl histamine from human H3 receptor expressed i... 17918921
Histamine H3 receptor Ki = 0.45 nM 9.35 Displacement of [3H]N-alpha-methylhistamine from human cloned histamine H3 recep... 20457525
Histamine H3 receptor Ki = 0.45 nM 9.35 Displacement of [3H]Nalpha-methylhistamine from recombinant human histamine H3 r... 31303996
Histamine H3 receptor Ki = 0.5 nM 9.3 Displacement of [125I]Iodoproxyfan from human recombinant histamine H3 receptor ... 21802950
Histamine H3 receptor Ki = 1.6 nM 8.8 Displacement of [3H]N-alpha-methylhistamine from rat cloned histamine H3 recepto... 20457525
Histamine H3 receptor Ki = 1.622 nM 8.79 Displacement of [3H]-N-alpha methyl histamine from rat H3 receptor expressed in ... 17918921
Histamine H3 receptor Ki = 1.62 nM 8.79 Displacement of [3H]-N-alpha methyl histamine from rat H3 receptor expressed in ... 17918921
Histamine H3 receptor EC50 = 1.995 nM 8.7 Agonist activity at human histamine H3 receptor expressed in HEK239 cells assess... 17918921
Histamine H3 receptor EC50 = 2.0 nM 8.7 Agonist activity at human histamine H3 receptor expressed in HEK239 cells assess... 17918921
Histamine H3 receptor Ki = 3.09 nM 8.51 Antagonist activity at rat histamine H3 receptor expressed in HEK239 cells asses... 17918921
Histamine H3 receptor EC50 = 5.754 nM 8.24 Agonist activity at rat histamine H3 receptor expressed in HEK239 cells assessed... 17918921
Histamine H3 receptor EC50 = 5.75 nM 8.24 Agonist activity at rat histamine H3 receptor expressed in HEK239 cells assessed... 17918921
Histamine H3 receptor IC50 = 43.0 nM 7.37 Antagonist activity at human H3 receptor expressed in CHOK1 cells incubated for ... 31303996
Voltage-gated inwardly rectifying potassium channel KCNH2 Ki = 6200.0 nM 5.21 Displacement of [3H]dofetilide from human ERG expressed in HEK293 cells 20457525
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 24800.0 nM 4.61 Displacement of [3H]dofetilide from human recombinant ERG by Competitive binding... 21802950

Literature References

PubMed DOI Target Context # Activities
17918921 10.1021/jm0705051 Histamine H3 receptor 14
17918921 10.1021/jm0705051 Rattus norvegicus 9
17918921 10.1021/jm0705051 Plasma 5
31303996 10.1039/C8MD00412A Histamine H3 receptor 3
20457525 10.1016/j.bmcl.2010.04.045 Histamine H3 receptor 2
17918921 10.1021/jm0705051 Cytochrome P450 2D6 1
17918921 10.1021/jm0705051 Brain 1
20457525 10.1016/j.bmcl.2010.04.045 Unchecked 1
20457525 10.1016/j.bmcl.2010.04.045 Voltage-gated inwardly rectifying potassium channel KCNH2 1
17918921 10.1021/jm0705051 No relevant target 1
17918921 10.1021/jm0705051 ADMET 1
17918921 10.1021/jm0705051 Cytochrome P450 3A4 1
17918921 10.1021/jm0705051 Cytochrome P450 2E1 1
17918921 10.1021/jm0705051 Nucleic Acid 1
17918921 10.1021/jm0705051 Cytochrome P450 2C9 1
17918921 10.1021/jm0705051 Cytochrome P450 2C19 1
17918921 10.1021/jm0705051 Cytochrome P450 2A6 1
17918921 10.1021/jm0705051 Cytochrome P450 1A2 1
17918921 10.1021/jm0705051 Unchecked 1
17918921 10.1021/jm0705051 Canis familiaris 1

Data from ChEMBL 36 via Core Engine