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Compound Detail

CHEMBL213912

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CN1CCN(C2=Nc3ccc(Cl)cc3Oc3ccccc32)CC1

Basic Information

ChEMBL ID CHEMBL213912
Phase Preclinical
Structure Type MOL
InChI Key FSRSEANZUZHDHK-UHFFFAOYSA-N
4
Targets
16
Activities
3
Assay Types
0
PK Parameters
12
Publications
0
Known Names

Molecular Properties

327.8
MW (Da)
3.77
ALogP
4
HBA
0
HBD
28.1
PSA (Ų)
0.74
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H18ClN3O
MW 327.82
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness -0.75

Activity Summary

Ki 10 meas. best 8.22
Kd 4 meas. best 7.97
EC50 2 meas. best 8.17

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histamine H4 receptor
CHEMBL3759
Ki 8.22 7.582 6.0 5
Histamine H1 receptor
CHEMBL231
EC50 8.17 8.17 6.8 1
Histamine H1 receptor
CHEMBL231
Ki 8.11 8.1 7.8 3
Histamine H4 receptor
CHEMBL3759
Kd 7.97 7.6625 10.7 4
Histamine H4 receptor
CHEMBL3759
EC50 7.7 7.7 19.9 1
Histamine H2 receptor
CHEMBL1941
Ki 5.06 5.06 8709.6 1
Histamine H3 receptor
CHEMBL264
Ki 5.04 5.04 9120.1 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histamine H4 receptor Ki = 6.0 nM 8.22 Displacement of [3H]histamine from human H4 receptor expressed in HEK cell membr... 22153663
Histamine H1 receptor EC50 = 6.761 nM 8.17 Activity at human histamine H1 receptor transfected in COS7 cells by NF-kappaB l... 16854056
Histamine H1 receptor Ki = 7.762 nM 8.11 Displacement of [3H]mepyramine from human histamine H1 receptor 16854056
Histamine H1 receptor Ki = 7.762 nM 8.11 Binding affinity to histamine H1 receptor 19053770
Histamine H1 receptor Ki = 8.318 nM 8.08 Displacement of [3H]mepyramine from human histamine 1 receptor expressed in Sf9 ... 26718844
Histamine H4 receptor Kd = 10.7 nM 7.97 Displacement of [3H]histamine from human histamine H4 receptor transfected in SK... 16854056
Histamine H4 receptor Kd = 13.0 nM 7.89 Displacement of [3H]histamine from human histamine H4 receptor transfected in SK... 16854056
Histamine H4 receptor EC50 = 19.95 nM 7.7 Activity at human histamine H4 receptor transfected in SK-N-MC cells by cAMP ass... 16854056
Histamine H4 receptor Kd = 22.2 nM 7.65 Displacement of [3H]histamine from human histamine H4 receptor transfected in SK... 16854056
Histamine H4 receptor Ki = 25.12 nM 7.6 Displacement of [3H]histamine from human histamine H4 receptor expressed in HEK2... 18357976
Histamine H4 receptor Ki = 28.18 nM 7.55 Displacement of [3H]histamine from human histamine H4 receptor transfected in SK... 16854056
Histamine H4 receptor Ki = 28.18 nM 7.55 Displacement of [3H]histamine from human histamine H4 receptor expressed in HEK ... 19053770
Histamine H4 receptor Kd = 72.0 nM 7.14 Displacement of [3H]Histamine from human histamine H4 receptor transfected in SK... 16854056
Histamine H4 receptor Ki = 102.33 nM 6.99 Displacement of [3H]histamine from human histamine 4 receptor expressed in Sf9 c... 26718844
Histamine H2 receptor Ki = 8709.64 nM 5.06 Displacement of [3H]APT from human histamine H2 receptor transfected in COS7 cel... 16854056
Histamine H3 receptor Ki = 9120.11 nM 5.04 Displacement of [3H]histamine from human histamine H3 receptor transfected in SK... 16854056

Literature References

PubMed DOI Target Context # Activities
16854056 10.1021/jm051008s Histamine H4 receptor 11
16854056 10.1021/jm051008s Histamine H1 receptor 4
16854056 10.1021/jm051008s Histamine H3 receptor 3
16854056 10.1021/jm051008s Histamine H2 receptor 2
16854056 10.1021/jm051008s Histamine receptor (H3 and H4) 1
16854056 10.1021/jm051008s Unchecked 1
18357976 10.1021/jm7014217 Histamine H4 receptor 1
19053770 10.1021/jm800876b Histamine H4 receptor 1
19053770 10.1021/jm800876b Histamine H1 receptor 1
22153663 10.1016/j.bmcl.2011.10.104 Histamine H4 receptor 1
26718844 10.1016/j.bmcl.2015.12.035 Histamine H4 receptor 1
26718844 10.1016/j.bmcl.2015.12.035 Histamine H1 receptor 1

Data from ChEMBL 36 via Core Engine