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Compound Detail

CHEMBL275443

4-METHYLHISTAMINE
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Cc1nc[nH]c1CCN

Basic Information

ChEMBL ID CHEMBL275443
Name 4-METHYLHISTAMINE
Phase Preclinical
Structure Type MOL
InChI Key UGYXPZQILZRKJJ-UHFFFAOYSA-N
6
Targets
12
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

125.2
MW (Da)
0.22
ALogP
2
HBA
2
HBD
54.7
PSA (Ų)
0.59
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C6H11N3
MW 125.17
Aromatic Rings 1
Heavy Atoms 9
NP-Likeness -0.28

Activity Summary

EC50 9 meas. best 7.5
Ki 3 meas. best 7.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histamine H4 receptor
CHEMBL3759
EC50 7.5 7.35 31.6 3
Histamine H4 receptor
CHEMBL3759
Ki 7.3 7.3 50.1 1
Histamine H4 receptor
CHEMBL5657
EC50 5.8 5.8 1584.9 1
Histamine H4 receptor
CHEMBL4468
EC50 5.6 5.6 2511.9 1
Histamine H2 receptor
CHEMBL1941
EC50 5.54 5.52 2884.0 2
Histamine H3 receptor
CHEMBL264
Ki 5.2 5.2 6309.6 1
Histamine H2 receptor
CHEMBL1941
Ki 5.1 5.1 7943.3 1
Histamine H3 receptor
CHEMBL264
EC50 4.91 4.91 12400.0 1
Histamine H1 receptor
CHEMBL231
EC50 4.8 4.8 15848.9 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histamine H4 receptor EC50 = 31.62 nM 7.5 Agonist activity at human recombinant histamine H4 receptor expressed in Sf9 cel... 21044842
Histamine H4 receptor EC50 = 39.81 nM 7.4 Agonist activity at human histamine H4 receptor expressed in human SK-N-MC cells... 21044842
Histamine H4 receptor Ki = 50.12 nM 7.3 Displacement of [3H]-histamine from human histamine H4 receptor expressed in Sf9... 21044842
Histamine H4 receptor EC50 = 70.79 nM 7.15 Agonist activity at human histamine H4 receptor expressed in Sf9 cells coexpress... 19791743
Histamine H4 receptor EC50 = 1584.89 nM 5.8 Agonist activity at mouse histamine H4 receptor 21044842
Histamine H4 receptor EC50 = 2511.89 nM 5.6 Agonist activity at rat histamine H4 receptor 21044842
Histamine H2 receptor EC50 = 2884.03 nM 5.54 Agonist activity at human histamine H2 receptor expressed in Sf9 cells coexpress... 19791743
Histamine H2 receptor EC50 = 3162.28 nM 5.5 Agonist activity at human histamine H2 receptor expressed in Sf9 cells coexpress... 21044842
Histamine H3 receptor Ki = 6309.57 nM 5.2 Displacement of [3H]Nalpha-methylhistamine from human histamine H3 receptor expr... 21044842
Histamine H2 receptor Ki = 7943.28 nM 5.1 Displacement of [125I]iodoaminopotentidine from human histamine H2 receptor expr... 21044842
Histamine H3 receptor EC50 = 12400.0 nM 4.91 Agonist activity at human histamine H3 receptor expressed in sf9 cell membrane c... 27007611
Histamine H1 receptor EC50 = 15848.93 nM 4.8 Agonist activity at human histamine H1 receptor expressed in Sf9 cells coexpress... 19791743

Literature References

PubMed DOI Target Context # Activities
21044842 10.1016/j.bmcl.2010.10.041 Histamine H4 receptor 7
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
21044842 10.1016/j.bmcl.2010.10.041 Unchecked 4
21044842 10.1016/j.bmcl.2010.10.041 Histamine H2 receptor 3
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
19791743 10.1021/jm900526h Histamine H2 receptor 2
27007611 10.1021/acs.jmedchem.6b00120 Histamine H3 receptor 2
21044842 10.1016/j.bmcl.2010.10.041 Histamine H3 receptor 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
27007611 10.1021/acs.jmedchem.6b00120 Histamine H4 receptor 1
27007611 10.1021/acs.jmedchem.6b00120 Histamine H2 receptor 1
27007611 10.1021/acs.jmedchem.6b00120 Histamine H1 receptor 1
21348462 10.1021/jm1013488 Unchecked 1
1967317 10.1021/jm00163a001 Histamine H1 receptor 1
21044842 10.1016/j.bmcl.2010.10.041 Histamine H1 receptor 1
19791743 10.1021/jm900526h Histamine H4 receptor 1
19791743 10.1021/jm900526h Histamine H1 receptor 1
1967317 10.1021/jm00163a001 Rattus norvegicus 1
1967317 10.1021/jm00163a001 Histamine H2 receptor 1

Data from ChEMBL 36 via Core Engine