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Compound Detail

CHEMBL3092650

GSK239512
🧪 Phase II
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🧪 Phase II
O=C1CCCN1c1ccc(Oc2ccc3c(c2)CCN(C2CCC2)CC3)nc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3092650
Name GSK239512
Phase Phase II
Structure Type MOL
InChI Key YFRBKEVUUCQYOW-UHFFFAOYSA-N

Known Names

Gsk-239512 GSK-239512A Gsk239512
4
Targets
9
Activities
2
Assay Types
23
PK Parameters
16
Publications
3
Known Names
6
Indications
1
Mechanisms

Molecular Properties

377.5
MW (Da)
3.95
ALogP
4
HBA
0
HBD
45.7
PSA (Ų)
0.81
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Extended Properties

Molecular Formula C23H27N3O2
MW 377.49
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness -1.20

Mechanism of Action

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

Indications

Alzheimer Disease Multiple Sclerosis, Relapsing-Remitting Schizophrenia Cognitive Dysfunction Dementia Multiple Sclerosis

Activity Summary

Ki 8 meas. best 10.0
EC50 1 meas. best 7.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histamine H3 receptor
CHEMBL264
 Ki 10.0 9.522 0.1 5
Histamine H3 receptor
CHEMBL4124
 Ki 9.83 9.635 0.1 2
Rattus norvegicus
CHEMBL376
 EC50 7.82 7.82 15.0 1
Histamine H1 receptor
CHEMBL231
 Ki 5.6 5.6 2511.9 1

Pharmacokinetic Data

Parameter Value Units Species
CL 28.0 mL.min-1.kg-1 Macaca fascicularis
CL 22.0 mL.min-1.kg-1 Canis lupus familiaris
CL 39.0 mL.min-1.kg-1 Rattus norvegicus
CL 0.6 mL.min-1.g-1 Homo sapiens
CL 1.6 mL.min-1.g-1 Rattus norvegicus
Cmax 145.0 nM Macaca fascicularis
Cmax 383.0 nM Macaca fascicularis
Cmax 120.0 nM Canis lupus familiaris
Cmax 393.0 nM Canis lupus familiaris
Cmax 348.0 nM Rattus norvegicus
Cmax 671.0 nM Rattus norvegicus
F 55.0 % Macaca fascicularis
F 33.0 % Canis lupus familiaris
F 51.0 % Rattus norvegicus
T1/2 1.7 hr Macaca fascicularis
T1/2 1.7 hr Macaca fascicularis
T1/2 1.8 hr Canis lupus familiaris
T1/2 1.7 hr Canis lupus familiaris
T1/2 2.1 hr Rattus norvegicus
T1/2 1.2 hr Rattus norvegicus
Tmax 1.3 hr Macaca fascicularis
Tmax 0.7 hr Canis lupus familiaris
Tmax 1.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histamine H3 receptor Ki = 0.1 nM 10.0 Antagonist activity at human histamine H3 receptor expressed in CHOK1 cells asse... 24269482
Histamine H3 receptor Ki = 0.1 nM 10.0 Antagonist activity at human Histamine H3 receptor 38393759
Histamine H3 receptor Ki = 0.1202 nM 9.92 Displacement of [3H]-R-alpha-ethylhistamine from histamine H3 receptor in human ... 24269482
Histamine H3 receptor Ki = 0.1479 nM 9.83 Displacement of [3H]-R-alpha-ethylhistamine from rat histamine H3 receptor expre... 24269482
Histamine H3 receptor Ki = 0.2042 nM 9.69 Displacement of [3H]-R-alpha-ethylhistamine from human histamine H3 receptor exp... 24269482
Histamine H3 receptor Ki = 0.3631 nM 9.44 Displacement of [3H]-R-alpha-ethylhistamine from histamine H3 receptor in rat ce... 24269482
Histamine H3 receptor Ki = 10.0 nM 8.0 Binding affinity to recombinant human H3 receptor 26731168
Rattus norvegicus EC50 = 15.0 nM 7.82 Ex vivo receptor occupancy of histamine H3 receptor in rat brain 24269482
Histamine H1 receptor Ki = 2511.89 nM 5.6 Binding affinity to human histamine H1 receptor 24269482

Literature References

PubMed DOI Target Context # Activities
24269482 10.1016/j.bmcl.2013.09.090 Rattus norvegicus 15
24269482 10.1016/j.bmcl.2013.09.090 Cynomolgus monkey 8
24269482 10.1016/j.bmcl.2013.09.090 Canis familiaris 8
24269482 10.1016/j.bmcl.2013.09.090 Histamine H3 receptor 5
24269482 10.1016/j.bmcl.2013.09.090 Nucleic Acid 3
24269482 10.1016/j.bmcl.2013.09.090 Liver microsome 2
24269482 10.1016/j.bmcl.2013.09.090 Albumin 1
24269482 10.1016/j.bmcl.2013.09.090 ADMET 1
24269482 10.1016/j.bmcl.2013.09.090 No relevant target 1
24269482 10.1016/j.bmcl.2013.09.090 Voltage-gated inwardly rectifying potassium channel KCNH2 1
24269482 10.1016/j.bmcl.2013.09.090 Histamine H4 receptor 1
24269482 10.1016/j.bmcl.2013.09.090 Histamine H2 receptor 1
24269482 10.1016/j.bmcl.2013.09.090 Histamine H1 receptor 1
24269482 10.1016/j.bmcl.2013.09.090 Blood 1
26731168 10.1016/j.ejmech.2015.12.005 Histamine H3 receptor 1
38393759 10.1021/acs.jmedchem.3c02117 Histamine H3 receptor 1

Data from ChEMBL 36 via Core Engine