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Compound Detail

CHEMBL268229

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C[C@@H](N)Cc1c[nH]cn1

Basic Information

ChEMBL ID CHEMBL268229
Phase Preclinical
Structure Type MOL
InChI Key XNQIOISZPFVUFG-RXMQYKEDSA-N
4
Targets
33
Activities
4
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

125.2
MW (Da)
0.30
ALogP
2
HBA
2
HBD
54.7
PSA (Ų)
0.60
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 -0.07

Activity Summary

Ki 24 meas. best 10.07
EC50 6 meas. best 9.5
IC50 2 meas. best 8.82
Kd 1 meas. best 7.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histamine H3 receptor
CHEMBL5076
Ki 10.07 9.3825 0.1 4
Histamine H3 receptor
CHEMBL264
EC50 9.5 8.655 0.3 4
Histamine H3 receptor
CHEMBL264
Ki 9.26 8.402 0.6 15
Histamine H3 receptor
CHEMBL4124
IC50 8.82 8.82 1.5 1
Histamine H3 receptor
CHEMBL264
IC50 8.64 8.64 2.3 1
Histamine H3 receptor
CHEMBL5076
Kd 7.8 7.8 15.8 1
Histamine H4 receptor
CHEMBL3759
Ki 6.84 6.7267 146.0 3
Histamine H4 receptor
CHEMBL3759
EC50 6.2 6.075 631.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histamine H3 receptor Ki = 0.08511 nM 10.07 Binding affinity towards histamine H3 receptor using [3H](R)-alpha-methylhistami... 10406649
Histamine H3 receptor Ki = 0.1514 nM 9.82 Binding affinity towards histamine H3 receptor using [3H](R)-alpha-methylhistami... 10406649
Histamine H3 receptor EC50 = 0.3162 nM 9.5 Agonist activity at human histamine H3 receptor expressed in human SK-N-MC cells... 21044842
Histamine H3 receptor Ki = 0.55 nM 9.26 Displacement of [3H[N-alpha-methylhistamine form human recombinant histamine H3 ... 20384344
Histamine H3 receptor EC50 = 0.6761 nM 9.17 Inhibitory activity determined by the inhibition of cAMP- stimulated beta-galact... 14640553
Histamine H3 receptor Ki = 0.7 nM 9.15 Binding affinity to the human histamine H3 receptor 12954048
Histamine H3 receptor Ki = 0.8 nM 9.1 Displacement of [3H]N-alpha-methylhistamine from human histamine H3 receptor exp... 19577344
Histamine H3 receptor Ki = 0.88 nM 9.06 Inhibition of Histamine H3 receptor 12723960
Histamine H3 receptor Ki = 1.1 nM 8.96 Displacement of [3H]N-alpha-methylhistamine from human recombinant histamine H3 ... 23403082
Histamine H3 receptor IC50 = 1.5 nM 8.82 Inhibition of rat histamine H3 receptor 20875743
Histamine H3 receptor Ki = 1.5 nM 8.82 Binding affinity of compound towards Histamine H3 receptor was determined in gui... 9871662
Histamine H3 receptor Ki = 1.5 nM 8.82 Binding affinity against Histamine H3 receptor 7752184
Histamine H3 receptor Ki = 1.995 nM 8.7 Displacement of [3H]N-alpha-methylhistamine from human histamine H3 receptor exp... 18433114
Histamine H3 receptor IC50 = 2.3 nM 8.64 Displacement of [3H]N-alpha-methylhistamine from human recombinant histamine H3 ... 23403082
Histamine H3 receptor Ki = 2.7 nM 8.57 Antagonist potency against human histamine H3 receptor expressed in CHO cells wa... 15139761
Histamine H3 receptor EC50 = 2.8 nM 8.55 Agonist activity at human recombinant histamine H3 receptor expressed in CHO cel... 20384344
Histamine H3 receptor Ki = 3.981 nM 8.4 Binding affinity to histamine H3 receptor (unknown origin) 37974943
Histamine H3 receptor Ki = 4.365 nM 8.36 Inhibitory activity measured by [3H]- N alpha- methyl-histamine binding to membr... 14640553
Histamine H3 receptor Ki = 5.012 nM 8.3 Displacement of [3H]NAMH from human C-terminal Nluc-tagged Halo tag fused betwee... 37974943
Histamine H3 receptor Ki = 6.31 nM 8.2 Displacement of [3H]Nalpha-methylhistamine from human histamine H3 receptor expr... 21044842

Literature References

PubMed DOI Target Context # Activities
1967317 10.1021/jm00163a001 Rattus norvegicus 6
14640553 10.1021/jm030905y Histamine H3 receptor 4
37974943 10.1021/acsmedchemlett.3c00413 Histamine H3 receptor 4
10406649 10.1016/s0960-894x(99)00272-3 Histamine H3 receptor 3
23403082 10.1016/j.bmcl.2013.01.025 Histamine H3 receptor 3
9871662 10.1016/s0960-894x(98)00020-1 Histamine H1 receptor 3
9871662 10.1016/s0960-894x(98)00020-1 Histamine H3 receptor 3
14640553 10.1021/jm030905y Histamine H4 receptor 3
21044842 10.1016/j.bmcl.2010.10.041 Histamine H4 receptor 3
21044842 10.1016/j.bmcl.2010.10.041 Histamine H3 receptor 3
7752184 10.1021/jm00010a003 Histamine H1 receptor 2
8308858 10.1021/jm00029a002 Histamine H3 receptor 2
10197963 10.1021/jm980408v Histamine H3 receptor 2
18433114 10.1021/jm7014149 Histamine H3 receptor 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
7752184 10.1021/jm00010a003 Cavia porcellus 2
7752184 10.1021/jm00010a003 Histamine H3 receptor 2
34309390 10.1021/acs.jmedchem.1c01089 Histamine H3 receptor 2
20384344 10.1021/jm901890s Histamine H3 receptor 2
1967317 10.1021/jm00163a001 Unchecked 1

Data from ChEMBL 36 via Core Engine