Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL1767164

GSK-1004723
🧪 Phase II
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
🧪 Phase II
O=c1c2ccccc2c(Cc2ccc(Cl)cc2)nn1C[C@H]1CCCN1CCCCc1ccc(OCCCN2CCCCCC2)cc1

Basic Information

ChEMBL ID CHEMBL1767164
Name GSK-1004723
Phase Phase II
Structure Type MOL
InChI Key YANGEESWIGIKOP-UUWRZZSWSA-N

Known Names

Gsk-1004723 Gsk1004723
9
Targets
24
Activities
3
Assay Types
6
PK Parameters
20
Publications
2
Known Names
2
Indications
2
Mechanisms

Molecular Properties

641.3
MW (Da)
7.77
ALogP
6
HBA
0
HBD
50.6
PSA (Ų)
0.13
QED
2
Ro5 Violations
14
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula C39H49ClN4O2
MW 641.30
Aromatic Rings 4
Heavy Atoms 46
NP-Likeness -1.04

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Histamine H3 receptor antagonist ANTAGONIST Histamine H3 receptor
Histamine H1 receptor antagonist ANTAGONIST Histamine H1 receptor

Indications

Rhinitis, Allergic, Seasonal Rhinitis, Allergic, Seasonal

Activity Summary

Ki 14 meas. best 9.6
IC50 7 meas. best 7.4
Kd 3 meas. best 9.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histamine H3 receptor
CHEMBL264
Ki 9.6 9.6 0.3 4
Histamine H1 receptor
CHEMBL231
Kd 9.1 9.1 0.8 3
Histamine H1 receptor
CHEMBL231
Ki 8.0 7.95 10.0 4
Alpha-1B adrenergic receptor
CHEMBL232
Ki 7.5 7.5 31.6 3
Alpha-1A adrenergic receptor
CHEMBL229
Ki 7.4 7.4 39.8 3
Cytochrome P450 2D6
CHEMBL289
IC50 7.4 7.4 40.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 7.3 7.3 50.1 3
Cytochrome P450 3A4
CHEMBL340
IC50 6.52 6.52 300.0 1
Histamine H2 receptor
CHEMBL1941
IC50 5.0 5.0 10000.0 1
Histamine H4 receptor
CHEMBL3759
IC50 5.0 5.0 10000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 27.0 mL.min-1.kg-1 Canis lupus familiaris
CL 30.0 mL.min-1.kg-1 Rattus norvegicus
F 19.0 % Canis lupus familiaris
F 4.0 % Rattus norvegicus
T1/2 2.2 hr Rattus norvegicus
T1/2 9.4 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histamine H3 receptor Ki = 0.2512 nM 9.6 Antagonist activity at human Histamine H3 receptor expressed in CHO cell membran... 27866818
Histamine H3 receptor Ki = 0.2512 nM 9.6 Binding affinity to human histamine H3 receptor 21062081
Histamine H3 receptor Ki = 0.2512 nM 9.6 Antagonist activity at human H3 receptor expressed in CHO cells assessed as inhi... 22985961
Histamine H3 receptor Ki = 0.2512 nM 9.6 Antagonist activity at human recombinant histamine H3 receptor expressed in CHO ... 21381763
Histamine H1 receptor Kd = 0.7943 nM 9.1 Antagonist activity at human recombinant histamine H1 receptor expressed in inta... 21381763
Histamine H1 receptor Kd = 0.7943 nM 9.1 Antagonist activity against human CHO cells H1 receptor at 100 nM after 30 mins ... 22985961
Histamine H1 receptor Kd = 0.7943 nM 9.1 Antagonist activity at human Histamine H1 receptor expressed in CHO cells assess... 27866818
Histamine H1 receptor Ki = 10.0 nM 8.0 Antagonist activity at human Histamine H1 receptor expressed in CHO cells assess... 27866818
Histamine H1 receptor Ki = 10.0 nM 8.0 Antagonist activity at human H1 receptor expressed in CHO cells assessed as inhi... 22985961
Histamine H1 receptor Ki = 10.0 nM 8.0 Antagonist activity at human recombinant histamine H1 receptor expressed in inta... 21381763
Histamine H1 receptor Ki = 15.85 nM 7.8 Binding affinity to human histamine H1 receptor 21062081
Alpha-1B adrenergic receptor Ki = 31.62 nM 7.5 Binding affinity to human adrenergic Alpha-1B receptor expressed in rat intact f... 21381763
Alpha-1B adrenergic receptor Ki = 31.62 nM 7.5 Antagonist activity at human adrenergic alpha1B receptor expressed in rat fibrob... 22985961
Alpha-1B adrenergic receptor Ki = 31.62 nM 7.5 Antagonist activity at adrenergic alpha1B receptor (unknown origin) expressed in... 27866818
Alpha-1A adrenergic receptor Ki = 39.81 nM 7.4 Binding affinity to human adrenergic alpha1A receptor expressed in rat intact fi... 21381763
Alpha-1A adrenergic receptor Ki = 39.81 nM 7.4 Antagonist activity at human adrenergic alpha1A receptor expressed in rat fibrob... 22985961
Cytochrome P450 2D6 IC50 = 40.0 nM 7.4 Inhibition of CYP2D6 21381763
Alpha-1A adrenergic receptor Ki = 39.81 nM 7.4 Antagonist activity at adrenergic alpha1A receptor (unknown origin) expressed in... 27866818
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 50.12 nM 7.3 Displacement of [3H]-dofetilide from human ERG expressed in CHOK1 cell membranes... 27866818
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 50.12 nM 7.3 Displacement of [3H]dofetilide from human ERG 22985961

Literature References

PubMed DOI Target Context # Activities
21381763 10.1021/jm1013874 Canis familiaris 5
21381763 10.1021/jm1013874 Rattus norvegicus 5
27866818 10.1016/j.bmcl.2016.11.022 Histamine H1 receptor 4
21381763 10.1021/jm1013874 Histamine H1 receptor 3
22985961 10.1016/j.bmc.2012.08.032 Histamine H1 receptor 2
21381763 10.1021/jm1013874 Cytochrome P450 3A4 2
21381763 10.1021/jm1013874 Cytochrome P450 2D6 2
21381763 10.1021/jm1013874 Liver microsomes 2
21381763 10.1021/jm1013874 Voltage-gated inwardly rectifying potassium channel KCNH2 2
21381763 10.1021/jm1013874 Liver 1
21381763 10.1021/jm1013874 Alpha-1B adrenergic receptor 1
21381763 10.1021/jm1013874 Histamine H2 receptor 1
27866818 10.1016/j.bmcl.2016.11.022 Voltage-gated inwardly rectifying potassium channel KCNH2 1
21381763 10.1021/jm1013874 Heart 1
21381763 10.1021/jm1013874 Hepatocyte 1
21381763 10.1021/jm1013874 ADMET 1
21381763 10.1021/jm1013874 Nucleic Acid 1
21381763 10.1021/jm1013874 Cytochrome P450 1A2 1
21381763 10.1021/jm1013874 Cytochrome P450 2C19 1
21381763 10.1021/jm1013874 Cytochrome P450 2C9 1

Data from ChEMBL 36 via Core Engine