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Compound Detail

CHEMBL392573

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Cc1cc2ncc(-c3ccc4cc(CCN5CCC[C@H]5C)ccc4n3)c(C)n2n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL392573
Phase Preclinical
Structure Type MOL
InChI Key NJPWXCCVGLUPFM-QGZVFWFLSA-N
3
Targets
16
Activities
3
Assay Types
6
PK Parameters
20
Publications
0
Known Names

Molecular Properties

385.5
MW (Da)
4.59
ALogP
5
HBA
0
HBD
46.3
PSA (Ų)
0.52
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 C24H27N5
MW 385.51
Aromatic Rings 4
Heavy Atoms 29
NP-Likeness -1.58

Activity Summary

Ki 11 meas. best 9.62
EC50 4 meas. best 8.95
IC50 1 meas. best 5.06

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histamine H3 receptor
CHEMBL264
 Ki 9.62 9.62 0.2 5
Histamine H3 receptor
CHEMBL4124
 Ki 9.04 9.032 0.9 5
Histamine H3 receptor
CHEMBL264
 EC50 8.95 8.95 1.1 2
Histamine H3 receptor
CHEMBL4124
 EC50 8.3 8.3 5.0 2
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 Ki 5.66 5.66 2200.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.06 5.06 8800.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 14.0 mL.min-1.kg-1 Rattus norvegicus
F 90.0 % Rattus norvegicus
F 72.0 % Canis lupus familiaris
F 90.0 % Rattus norvegicus
T1/2 5.3 hr Rattus norvegicus
T1/2 5.3 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histamine H3 receptor Ki = 0.2399 nM 9.62 Displacement of [3H]-N-alpha methyl histamine from human H3 receptor expressed i... 17918921
Histamine H3 receptor Ki = 0.24 nM 9.62 Displacement of [3H]-N-alpha methyl histamine from human H3 receptor expressed i... 17918921
Histamine H3 receptor Ki = 0.24 nM 9.62 Displacement of [3H]N-alpha-methylhistamine from human cloned histamine H3 recep... 20457525
Histamine H3 receptor Ki = 0.24 nM 9.62 Displacement of [125I]Iodoproxyfan from human recombinant histamine H3 receptor ... 21802950
Histamine H3 receptor Ki = 0.24 nM 9.62 Binding affinity to human histamine H3 receptor 21062081
Histamine H3 receptor Ki = 0.91 nM 9.04 Antagonist activity at rat histamine H3 receptor expressed in HEK239 cells asses... 17918921
Histamine H3 receptor Ki = 0.9333 nM 9.03 Displacement of [3H]-N-alpha methyl histamine from rat H3 receptor expressed in ... 17918921
Histamine H3 receptor Ki = 0.93 nM 9.03 Displacement of [3H]-N-alpha methyl histamine from rat H3 receptor expressed in ... 17918921
Histamine H3 receptor Ki = 0.93 nM 9.03 Displacement of [3H]N-alpha-methylhistamine from rat cloned histamine H3 recepto... 20457525
Histamine H3 receptor Ki = 0.93 nM 9.03 Binding affinity to rat cortical histamine H3 receptor 21062081
Histamine H3 receptor EC50 = 1.122 nM 8.95 Agonist activity at human histamine H3 receptor expressed in HEK239 cells assess... 17918921
Histamine H3 receptor EC50 = 1.12 nM 8.95 Agonist activity at human histamine H3 receptor expressed in HEK239 cells assess... 17918921
Histamine H3 receptor EC50 = 5.012 nM 8.3 Agonist activity at rat histamine H3 receptor expressed in HEK239 cells assessed... 17918921
Histamine H3 receptor EC50 = 5.01 nM 8.3 Agonist activity at rat histamine H3 receptor expressed in HEK239 cells assessed... 17918921
Voltage-gated inwardly rectifying potassium channel KCNH2 Ki = 2200.0 nM 5.66 Displacement of [3H]dofetilide from human ERG expressed in HEK293 cells 20457525
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 8800.0 nM 5.06 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 11
17918921 10.1021/jm0705051 Plasma 5
17918921 10.1021/jm0705051 Phospholipidosis 3
20457525 10.1016/j.bmcl.2010.04.045 Histamine H3 receptor 2
21062081 10.1021/jm100064d Histamine H3 receptor 2
21062081 10.1021/jm100064d Rattus norvegicus 2
17918921 10.1021/jm0705051 Nucleic Acid 2
17918921 10.1021/jm0705051 Brain 2
17918921 10.1021/jm0705051 Cytochrome P450 1A2 1
17918921 10.1021/jm0705051 Adenosine receptor A3 1
17918921 10.1021/jm0705051 Muscarinic acetylcholine receptor M4 1
17918921 10.1021/jm0705051 Voltage-gated L-type calcium channel 1
17918921 10.1021/jm0705051 Unchecked 1
17918921 10.1021/jm0705051 Cytochrome P450 2A6 1
17918921 10.1021/jm0705051 Cytochrome P450 2C19 1
17918921 10.1021/jm0705051 Cytochrome P450 2C9 1
17918921 10.1021/jm0705051 Cytochrome P450 2E1 1
17918921 10.1021/jm0705051 Cytochrome P450 2D6 1
17918921 10.1021/jm0705051 Canis familiaris 1

Data from ChEMBL 36 via Core Engine