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Compound Detail

CHEMBL3104093

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CN1CCc2c(c3cccc4c3n2CCc2ccccc2-4)C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3104093
Phase Preclinical
Structure Type MOL
InChI Key XKGPHJMKJBEURD-UHFFFAOYSA-N
18
Targets
45
Activities
1
Assay Types
5
PK Parameters
20
Publications
0
Known Names

Molecular Properties

288.4
MW (Da)
3.85
ALogP
2
HBA
0
HBD
8.2
PSA (Ų)
0.61
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 C20H20N2
MW 288.39
Aromatic Rings 3
Heavy Atoms 22
NP-Likeness -0.21

Activity Summary

Ki 45 meas. best 6.98

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2B
CHEMBL1833
 Ki 6.98 6.98 104.0 3
5-hydroxytryptamine receptor 7
CHEMBL3155
 Ki 6.71 6.71 195.0 3
Sigma non-opioid intracellular receptor 1
CHEMBL287
 Ki 6.66 6.66 218.8 3
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 6.59 6.59 257.0 3
Alpha-1A adrenergic receptor
CHEMBL229
 Ki 6.54 6.54 286.0 3
Alpha-1D adrenergic receptor
CHEMBL223
 Ki 6.53 6.53 293.0 3
Unchecked
CHEMBL612545
 Ki 6.51 6.51 309.0 3
Alpha-2A adrenergic receptor
CHEMBL1867
 Ki 6.39 6.39 407.0 3
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 6.38 6.38 413.0 2
Alpha-2C adrenergic receptor
CHEMBL1916
 Ki 6.35 6.35 446.0 3
5-hydroxytryptamine receptor 3A
CHEMBL1899
 Ki 6.3 6.29 501.2 2
5-hydroxytryptamine receptor 1D
CHEMBL1983
 Ki 6.2 6.2 625.0 2
Histamine H2 receptor
CHEMBL1941
 Ki 6.03 6.03 933.2 2
D(4) dopamine receptor
CHEMBL219
 Ki 5.91 5.885 1230.3 2
5-hydroxytryptamine receptor 1B
CHEMBL1898
 Ki 5.91 5.91 1218.0 2
Sodium-dependent noradrenaline transporter
CHEMBL222
 Ki 5.71 5.71 1949.8 2
Alpha-1B adrenergic receptor
CHEMBL232
 Ki 5.65 5.65 2238.7 2
Alpha-2B adrenergic receptor
CHEMBL1942
 Ki 5.36 5.36 4354.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 211.0 ng.hr.mL-1 Mus musculus
AUC 216.3 ng.hr.mL-1 Mus musculus
Cmax 436.91 nM Mus musculus
T1/2 1.86 hr Mus musculus
Tmax 0.25 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2B Ki = 104.0 nM 6.98 Displacement of [3H]LSD from 5-HT2B receptor (unknown origin) 24365159
5-hydroxytryptamine receptor 2B Ki = 104.0 nM 6.98 Binding affinity to 5-HT2B receptor (unknown origin) 24863744
5-hydroxytryptamine receptor 2B Ki = 104.71 nM 6.98 Displacement of [3H]LSD from 5-HT2B receptor (unknown origin) 24365159
5-hydroxytryptamine receptor 7 Ki = 195.0 nM 6.71 Displacement of [3H]LSD from 5-HT7 receptor (unknown origin) 24365159
5-hydroxytryptamine receptor 7 Ki = 194.98 nM 6.71 Displacement of [3H]LSD from 5-HT7 receptor (unknown origin) 24365159
5-hydroxytryptamine receptor 7 Ki = 195.0 nM 6.71 Binding affinity to 5-HT7 receptor (unknown origin) 24863744
Sigma non-opioid intracellular receptor 1 Ki = 220.0 nM 6.66 Displacement of [3H](+)Pentazocine from sigma 1 receptor (unknown origin) 24365159
Sigma non-opioid intracellular receptor 1 Ki = 218.78 nM 6.66 Displacement of [3H](+)Pentazocine from sigma 1 receptor (unknown origin) 24365159
Sigma non-opioid intracellular receptor 1 Ki = 220.0 nM 6.66 Binding affinity to sigma1 receptor (unknown origin) 24863744
5-hydroxytryptamine receptor 2A Ki = 257.04 nM 6.59 Displacement of [3H]Ketanserin from 5-HT2A receptor (unknown origin) 24365159
5-hydroxytryptamine receptor 2A Ki = 257.0 nM 6.59 Binding affinity to 5-HT2A receptor (unknown origin) 24863744
5-hydroxytryptamine receptor 2A Ki = 257.0 nM 6.59 Displacement of [3H]Ketanserin from 5-HT2A receptor (unknown origin) 24365159
Alpha-1A adrenergic receptor Ki = 286.0 nM 6.54 Displacement of [125I]HEAT from adrenergic alpha1A receptor (unknown origin) 24365159
Alpha-1A adrenergic receptor Ki = 286.0 nM 6.54 Binding affinity to adrenergic alpha 1A receptor (unknown origin) 24863744
Alpha-1A adrenergic receptor Ki = 288.4 nM 6.54 Displacement of [125I]HEAT from adrenergic alpha1A receptor (unknown origin) 24365159
Alpha-1D adrenergic receptor Ki = 293.0 nM 6.53 Displacement of [125I]HEAT from adrenergic alpha1D receptor (unknown origin) 24365159
Alpha-1D adrenergic receptor Ki = 293.0 nM 6.53 Binding affinity to adrenergic alpha 1D receptor (unknown origin) 24863744
Alpha-1D adrenergic receptor Ki = 295.12 nM 6.53 Displacement of [125I]HEAT from adrenergic alpha1D receptor (unknown origin) 24365159
Unchecked Ki = 312.0 nM 6.51 Displacement of [3H]DTG from sigma 2 receptor (unknown origin) 24365159
Unchecked Ki = 312.0 nM 6.51 Binding affinity to sigma2 receptor (unknown origin) 24863744

Literature References

PubMed DOI Target Context # Activities
24863744 10.1016/j.bmcl.2014.05.016 Mus musculus 16
24863744 10.1016/j.bmcl.2014.05.016 Rattus norvegicus 10
37690597 10.1016/j.bmcl.2023.129472 Rattus norvegicus 6
24863744 10.1016/j.bmcl.2014.05.016 Unchecked 4
24365159 10.1016/j.bmcl.2013.12.024 Alpha-1A adrenergic receptor 2
24365159 10.1016/j.bmcl.2013.12.024 5-hydroxytryptamine receptor 1B 2
24365159 10.1016/j.bmcl.2013.12.024 5-hydroxytryptamine receptor 2A 2
24365159 10.1016/j.bmcl.2013.12.024 5-hydroxytryptamine receptor 2B 2
24365159 10.1016/j.bmcl.2013.12.024 5-hydroxytryptamine receptor 3A 2
24365159 10.1016/j.bmcl.2013.12.024 5-hydroxytryptamine receptor 7 2
24365159 10.1016/j.bmcl.2013.12.024 D(4) dopamine receptor 2
24365159 10.1016/j.bmcl.2013.12.024 Sodium-dependent serotonin transporter 2
24365159 10.1016/j.bmcl.2013.12.024 Alpha-1D adrenergic receptor 2
24365159 10.1016/j.bmcl.2013.12.024 Alpha-2A adrenergic receptor 2
24365159 10.1016/j.bmcl.2013.12.024 Alpha-2B adrenergic receptor 2
24365159 10.1016/j.bmcl.2013.12.024 Alpha-2C adrenergic receptor 2
24365159 10.1016/j.bmcl.2013.12.024 Histamine H2 receptor 2
24365159 10.1016/j.bmcl.2013.12.024 Sigma non-opioid intracellular receptor 1 2
24365159 10.1016/j.bmcl.2013.12.024 Unchecked 2
24365159 10.1016/j.bmcl.2013.12.024 Sodium-dependent noradrenaline transporter 2

Data from ChEMBL 36 via Core Engine