Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL3769968

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
C=CCOc1cc(F)c(F)cc1C1CC1CN.Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3769968
Phase Preclinical
Structure Type MOL
InChI Key XGCOQOYOBQPELW-UHFFFAOYSA-N
Parent Compound CHEMBL3771384
Active Moiety CHEMBL3771384
18
Targets
45
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

239.3
MW (Da)
2.59
ALogP
2
HBA
1
HBD
35.2
PSA (Ų)
0.80
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C13H16ClF2NO
MW 275.73
Aromatic Rings 1
Heavy Atoms 17
NP-Likeness 0.05

Activity Summary

Ki 34 meas. best 7.57
EC50 10 meas. best 8.06
IC50 1 meas. best 5.04

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2C
CHEMBL225
 EC50 8.06 7.5 8.7 4
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 7.57 7.555 26.9 2
5-hydroxytryptamine receptor 2B
CHEMBL1833
 Ki 7.17 7.165 68.0 2
5-hydroxytryptamine receptor 6
CHEMBL3371
 Ki 6.96 6.95 111.0 2
Alpha-2A adrenergic receptor
CHEMBL1867
 Ki 6.78 6.48 166.0 2
D(3) dopamine receptor
CHEMBL234
 Ki 6.71 6.705 195.0 2
Alpha-2C adrenergic receptor
CHEMBL1916
 Ki 6.56 6.56 275.4 2
Alpha-2B adrenergic receptor
CHEMBL1942
 Ki 6.42 6.115 380.2 2
5-hydroxytryptamine receptor 2A
CHEMBL224
 EC50 6.31 6.195 489.8 4
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 6.12 6.075 750.0 2
Beta-2 adrenergic receptor
CHEMBL210
 Ki 6.09 6.09 807.0 2
5-hydroxytryptamine receptor 7
CHEMBL3155
 Ki 5.99 5.94 1023.3 2
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 5.9 5.9 1258.9 2
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 5.8 5.8 1573.0 2
D(4) dopamine receptor
CHEMBL219
 Ki 5.77 5.77 1685.0 2
5-hydroxytryptamine receptor 2B
CHEMBL1833
 EC50 5.76 5.76 1737.8 2
Unchecked
CHEMBL612545
 Ki 5.68 5.675 2089.3 2
Muscarinic acetylcholine receptor M5
CHEMBL2035
 Ki 5.55 5.55 2818.4 2
Histamine H2 receptor
CHEMBL1941
 Ki 5.47 5.47 3388.0 2
D(2) dopamine receptor
CHEMBL217
 Ki 5.31 5.31 4897.8 2
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.04 5.04 9100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2C EC50 = 8.71 nM 8.06 Agonist activity at recombinant human 5HT2C-INI receptor expressed in Flp-In-293... 26704965
5-hydroxytryptamine receptor 2C EC50 = 8.7 nM 8.06 Agonist activity at recombinant human 5HT2C-INI receptor expressed in Flp-In-293... 26704965
5-hydroxytryptamine receptor 2C Ki = 26.92 nM 7.57 Binding affinity to human 5HT2C receptor by radioligand binding assay 26704965
5-hydroxytryptamine receptor 2C Ki = 29.0 nM 7.54 Binding affinity to human 5HT2C receptor by radioligand binding assay 26704965
5-hydroxytryptamine receptor 2B Ki = 68.0 nM 7.17 Binding affinity to human 5HT2B receptor by radioligand binding assay 26704965
5-hydroxytryptamine receptor 2B Ki = 69.18 nM 7.16 Binding affinity to human 5HT2B receptor by radioligand binding assay 26704965
5-hydroxytryptamine receptor 6 Ki = 111.0 nM 6.96 Binding affinity to human 5HT6 receptor by radioligand binding assay 26704965
5-hydroxytryptamine receptor 6 Ki = 114.82 nM 6.94 Binding affinity to human 5HT6 receptor by radioligand binding assay 26704965
5-hydroxytryptamine receptor 2C EC50 = 114.82 nM 6.94 Agonist activity at recombinant human 5HT2C-INI receptor expressed in Flp-In-293... 26704965
5-hydroxytryptamine receptor 2C EC50 = 116.0 nM 6.94 Agonist activity at recombinant human 5HT2C-INI receptor expressed in Flp-In-293... 26704965
Alpha-2A adrenergic receptor Ki = 165.96 nM 6.78 Binding affinity to human alpha-2A adrenergic receptor by radioligand binding as... 26704965
D(3) dopamine receptor Ki = 194.98 nM 6.71 Binding affinity to dopamine D3 receptor (unknown origin) by radioligand binding... 26704965
D(3) dopamine receptor Ki = 201.0 nM 6.7 Binding affinity to dopamine D3 receptor (unknown origin) by radioligand binding... 26704965
Alpha-2C adrenergic receptor Ki = 275.42 nM 6.56 Binding affinity to human alpha-2C adrenergic receptor by radioligand binding as... 26704965
Alpha-2C adrenergic receptor Ki = 278.0 nM 6.56 Binding affinity to human alpha-2C adrenergic receptor by radioligand binding as... 26704965
Alpha-2B adrenergic receptor Ki = 380.19 nM 6.42 Binding affinity to human alpha-2B adrenergic receptor by radioligand binding as... 26704965
5-hydroxytryptamine receptor 2A EC50 = 489.78 nM 6.31 Agonist activity at recombinant human 5HT2A receptor expressed in Flp-In-293 cel... 26704965
5-hydroxytryptamine receptor 2A EC50 = 491.0 nM 6.31 Agonist activity at recombinant human 5HT2A receptor expressed in Flp-In-293 cel... 26704965
Alpha-2A adrenergic receptor Ki = 661.0 nM 6.18 Binding affinity to human alpha-2A adrenergic receptor by radioligand binding as... 26704965
5-hydroxytryptamine receptor 1A Ki = 750.0 nM 6.12 Binding affinity to human 5HT1A receptor by radioligand binding assay 26704965

Literature References

PubMed DOI Target Context # Activities
26704965 10.1021/acs.jmedchem.5b01153 Mus musculus 13
26704965 10.1021/acs.jmedchem.5b01153 5-hydroxytryptamine receptor 2C 9
26704965 10.1021/acs.jmedchem.5b01153 5-hydroxytryptamine receptor 2B 9
26704965 10.1021/acs.jmedchem.5b01153 5-hydroxytryptamine receptor 2A 9
26704965 10.1021/acs.jmedchem.5b01153 ADMET 6
26704965 10.1021/acs.jmedchem.5b01153 Liver microsome 4
26704965 10.1021/acs.jmedchem.5b01153 Muscarinic acetylcholine receptor M5 3
26704965 10.1021/acs.jmedchem.5b01153 Histamine H2 receptor 3
26704965 10.1021/acs.jmedchem.5b01153 Beta-2 adrenergic receptor 3
26704965 10.1021/acs.jmedchem.5b01153 Alpha-2C adrenergic receptor 3
26704965 10.1021/acs.jmedchem.5b01153 Alpha-2B adrenergic receptor 3
26704965 10.1021/acs.jmedchem.5b01153 Alpha-2A adrenergic receptor 3
26704965 10.1021/acs.jmedchem.5b01153 D(4) dopamine receptor 3
26704965 10.1021/acs.jmedchem.5b01153 D(3) dopamine receptor 3
26704965 10.1021/acs.jmedchem.5b01153 D(2) dopamine receptor 3
26704965 10.1021/acs.jmedchem.5b01153 Sodium-dependent serotonin transporter 3
26704965 10.1021/acs.jmedchem.5b01153 5-hydroxytryptamine receptor 7 3
26704965 10.1021/acs.jmedchem.5b01153 5-hydroxytryptamine receptor 6 3
26704965 10.1021/acs.jmedchem.5b01153 5-hydroxytryptamine receptor 1A 3
26704965 10.1021/acs.jmedchem.5b01153 Unchecked 3

Data from ChEMBL 36 via Core Engine