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Compound Detail

CHEMBL101008

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CC(N)Cc1c2c(c(Br)c3c1OCC3)OCC2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL101008
Phase Preclinical
Structure Type MOL
InChI Key FKRREVSELFOLDT-UHFFFAOYSA-N
5
Targets
18
Activities
3
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

298.2
MW (Da)
2.21
ALogP
3
HBA
1
HBD
44.5
PSA (Ų)
0.91
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C13H16BrNO2
MW 298.18
Aromatic Rings 1
Heavy Atoms 17
NP-Likeness 0.52

Activity Summary

Ki 15 meas. best 9.52
EC50 2 meas. best 7.89
IC50 1 meas. best 9.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 9.52 9.2267 0.3 3
5-hydroxytryptamine receptor 2A
CHEMBL322
 IC50 9.52 9.52 0.3 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 9.32 8.87 0.5 3
5-hydroxytryptamine receptor 2A
CHEMBL322
 Ki 9.0 8.032 1.0 5
5-hydroxytryptamine receptor 2B
CHEMBL1833
 Ki 8.94 8.8467 1.1 3
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 8.37 8.37 4.3 1
5-hydroxytryptamine receptor 2A
CHEMBL322
 EC50 7.89 7.89 13.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2A IC50 = 0.3 nM 9.52 Displacement of [125I]DOI from 5HT2A receptor in rat cerebral cortex 17419053
5-hydroxytryptamine receptor 2C Ki = 0.3 nM 9.52 Binding activity against cloned human 5-hydroxytryptamine 2C receptor using [125... 9857084
5-hydroxytryptamine receptor 2C Ki = 0.3 nM 9.52 Agonistic activity at cloned human 5-hydroxytryptamine 2C receptor using [125I]D... 8709129
5-hydroxytryptamine receptor 2A Ki = 0.48 nM 9.32 Binding activity against cloned human 5-hydroxytryptamine 2A receptor using [125... 9857084
5-hydroxytryptamine receptor 2A Ki = 0.48 nM 9.32 Agonistic activity at cloned human 5-hydroxytryptamine 2A receptor using [125I]D... 8709129
5-hydroxytryptamine receptor 2A Ki = 1.0 nM 9.0 Displacement of [3H]ketanserin from rat 5HT2A receptor expressed in mouse NIH3T3... 18467103
5-hydroxytryptamine receptor 2B Ki = 1.15 nM 8.94 Antagonistic activity at cloned human 5-hydroxytryptamine 2B receptor using [3H]... 8709129
5-hydroxytryptamine receptor 2B Ki = 1.6 nM 8.8 Binding activity against cloned human 5-hydroxytryptamine 2B receptor using [3H]... 9857084
5-hydroxytryptamine receptor 2B Ki = 1.6 nM 8.8 Agonistic activity at cloned human 5-hydroxytryptamine 2B receptor using [3H]-5-... 8709129
5-hydroxytryptamine receptor 2C Ki = 2.28 nM 8.64 Antagonistic activity at cloned human 5-hydroxytryptamine 2C receptor using [3H]... 8709129
5-hydroxytryptamine receptor 1A Ki = 4.3 nM 8.37 Binding affinity towards rat hippocampal 5-hydroxytryptamine 1A receptor using [... 8709129
5-hydroxytryptamine receptor 2A Ki = 10.73 nM 7.97 Antagonistic activity at cloned human 5-hydroxytryptamine 2A receptor using [3H]... 8709129
5-hydroxytryptamine receptor 2A EC50 = 13.0 nM 7.89 Agonist activity at rat 5HT2A receptor expressed in mouse NIH3T3 cells assessed ... 18467103
5-hydroxytryptamine receptor 2A EC50 = 13.0 nM 7.89 Agonist activity at 5HT2A receptor in rat A7r5 cells assessed as intracellular c... 17419053
5-hydroxytryptamine receptor 2A Ki = 14.8 nM 7.83 Antagonistic activity measured for 5-hydroxytryptamine 2A receptor using [3H]-MD... 9857084
5-hydroxytryptamine receptor 2A Ki = 14.8 nM 7.83 Displacement of [3H]MDL100907 from 5HT2A receptor in Sprague-Dawley rat brain by... 18296055
5-hydroxytryptamine receptor 2A Ki = 18.0 nM 7.75 Binding affinity towards rat cortical 5-hydroxytryptamine 2A receptor using [3H]... 8709129
5-hydroxytryptamine receptor 2A Ki = 18.0 nM 7.75 Displacement of [3H]ketanserin from 5HT2A receptor in Sprague-Dawley rat brain b... 18296055

Literature References

PubMed DOI Target Context # Activities
8709129 10.1021/jm960199j 5-hydroxytryptamine receptor 2A 3
17419053 10.1016/j.bmcl.2007.03.073 5-hydroxytryptamine receptor 2A 3
18296055 10.1016/j.bmc.2008.02.033 5-hydroxytryptamine receptor 2A 3
18467103 10.1016/j.bmc.2008.04.030 5-hydroxytryptamine receptor 2A 3
9857084 10.1021/jm9803525 5-hydroxytryptamine receptor 2A 2
8709129 10.1021/jm960199j 5-hydroxytryptamine receptor 2B 2
8709129 10.1021/jm960199j 5-hydroxytryptamine receptor 2C 2
9857084 10.1021/jm9803525 5-hydroxytryptamine receptor 2B 1
9857084 10.1021/jm9803525 5-hydroxytryptamine receptor 2C 1
9857084 10.1021/jm9803525 Rattus norvegicus 1
8709129 10.1021/jm960199j Rattus norvegicus 1
8709129 10.1021/jm960199j 5-hydroxytryptamine receptor 1A 1
18296055 10.1016/j.bmc.2008.02.033 No relevant target 1

Data from ChEMBL 36 via Core Engine