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Compound Detail

CHEMBL468880

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COc1cc(C[C@H](C)N)c(OC)cc1Br
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL468880
Phase Preclinical
Structure Type MOL
InChI Key FXMWUTGUCAKGQL-ZETCQYMHSA-N
7
Targets
10
Activities
3
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

274.2
MW (Da)
2.36
ALogP
3
HBA
1
HBD
44.5
PSA (Ų)
0.92
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C11H16BrNO2
MW 274.16
Aromatic Rings 1
Heavy Atoms 15
NP-Likeness 0.09

Activity Summary

Ki 7 meas. best 8.72
EC50 2 meas. best 5.67
Kd 1 meas. best 6.93

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 8.72 8.72 1.9 1
Serotonin 2 (5-HT2) receptor
CHEMBL2093870
 Ki 8.64 7.29 2.3 4
5-hydroxytryptamine receptor 2C
CHEMBL324
 Ki 7.08 7.08 84.0 1
Serotonin (5-HT) receptor
CHEMBL2094123
 Kd 6.93 6.93 117.5 1
Trace amine-associated receptor 1
CHEMBL1926495
 EC50 5.67 5.67 2140.0 1
Serotonin 1 (5-HT1) receptor
CHEMBL2095159
 Ki 5.3 5.3 5000.0 1
Trace amine-associated receptor 1
CHEMBL5857
 EC50 4.81 4.81 15340.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2A Ki = 1.9 nM 8.72 Displacement of [3H]ketanserin from 5HT2A receptor expressed in NIH3T3 cells 18847250
Serotonin 2 (5-HT2) receptor Ki = 2.3 nM 8.64 Affinity towards [3H]- DOB -labeled 5-hydroxytryptamine 2 receptor sites in rat ... 3572981
5-hydroxytryptamine receptor 2C Ki = 84.0 nM 7.08 Binding affinity towards 5-hydroxytryptamine 1C receptor from frontal cortical r... 1542100
Serotonin (5-HT) receptor Kd = 117.49 nM 6.93 Binding affinity at rat 5-hydroxytryptamine receptor. 7143352
Serotonin 2 (5-HT2) receptor Ki = 145.0 nM 6.84 Binding affinity to rat cortical membranes at 5-hydroxytryptamine 2 (5-HT2) rece... 3543362
Serotonin 2 (5-HT2) receptor Ki = 145.0 nM 6.84 Binding affinity towards 5-hydroxytryptamine 2 receptor from frontal cortical re... 1542100
Serotonin 2 (5-HT2) receptor Ki = 145.0 nM 6.84 Affinity towards [3H]- ketanserin-labeled 5-hydroxytryptamine 2 receptor sites i... 3572981
Trace amine-associated receptor 1 EC50 = 2140.0 nM 5.67 Activation of rhesus monkey TAAR1 expressed in RD-HGA16 cells co-expressing Gq p... 22037049
Serotonin 1 (5-HT1) receptor Ki = 5000.0 nM 5.3 Evaluated for binding affinity towards rat cortical membranes at 5-hydroxytrypta... 3543362
Trace amine-associated receptor 1 EC50 = 15340.0 nM 4.81 Activation of C-terminal HA epitope tagged human TAAR1 expressed in RD-HGA16 cel... 22037049

Literature References

PubMed DOI Target Context # Activities
3572981 10.1021/jm00388a032 Rattus norvegicus 13
7143352 10.1021/jm00352a013 Rattus norvegicus 7
1542100 10.1021/jm00082a014 Serotonin 2 (5-HT2) receptor 2
3572981 10.1021/jm00388a032 Serotonin 2 (5-HT2) receptor 2
22037049 10.1016/j.bmc.2011.10.007 Trace amine-associated receptor 1 2
7143352 10.1021/jm00352a013 Serotonin (5-HT) receptor 1
7143352 10.1021/jm00352a013 Homo sapiens 1
3543362 10.1021/jm00384a001 Serotonin 1 (5-HT1) receptor 1
3543362 10.1021/jm00384a001 Serotonin 2 (5-HT2) receptor 1
1542100 10.1021/jm00082a014 5-hydroxytryptamine receptor 2C 1
18847250 10.1021/jm800771x 5-hydroxytryptamine receptor 2A 1

Data from ChEMBL 36 via Core Engine