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Compound Detail

CHEMBL6607

BROLAMFETAMINE
🧪 Phase II
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🧪 Phase II
COc1cc(CC(C)N)c(OC)cc1Br
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL6607
Name BROLAMFETAMINE
Phase Phase II
Structure Type MOL
InChI Key FXMWUTGUCAKGQL-UHFFFAOYSA-N

Known Names

Brolamfetamine Brolanfetamina Bromo-dma J275.083J
9
Targets
39
Activities
4
Assay Types
0
PK Parameters
20
Publications
4
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
Chirality Racemic

Flags

Natural Product
USAN Stem -fetamine

Extended Properties

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

Activity Summary

Ki 30 meas. best 10.0
EC50 4 meas. best 7.66
Kd 4 meas. best 7.35
IC50 1 meas. best 4.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2A
CHEMBL322
 Ki 10.0 8.0758 0.1 12
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 9.22 8.0 0.6 3
Serotonin 2 (5-HT2) receptor
CHEMBL2093870
 Ki 9.1 7.7786 0.8 7
5-hydroxytryptamine receptor 2C
CHEMBL324
 Ki 8.55 7.722 2.8 5
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 8.21 8.21 6.1 1
5-hydroxytryptamine receptor 2A
CHEMBL322
 EC50 7.66 7.29 22.0 4
Serotonin (5-HT) receptor
CHEMBL2094123
 Kd 7.35 7.35 44.7 3
5-hydroxytryptamine receptor 2B
CHEMBL323
 Kd 7.35 7.35 44.7 1
Serotonin 1 (5-HT1) receptor
CHEMBL2095159
 Ki 5.48 5.48 3340.0 2
Amine oxidase [flavin-containing] A
CHEMBL3358
 IC50 4.0 4.0 100000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2A Ki = 0.1 nM 10.0 Binding affinity for 5-HT2A serotonin receptor 15537358
5-hydroxytryptamine receptor 2A Ki = 0.6 nM 9.22 Displacement of [125I]DOI from recombinant human 5HT2A expressed in Syrian hamst... 28244748
Serotonin 2 (5-HT2) receptor Ki = 0.79 nM 9.1 Affinity towards [3H]- DOB -labeled 5-hydroxytryptamine 2 receptor sites in rat ... 3572981
5-hydroxytryptamine receptor 2A Ki = 0.8 nM 9.1 Displacement of [3H]DOB from 5HT2A in Sprague-Dawley rat cortex membranes measur... 28244748
5-hydroxytryptamine receptor 2A Ki = 2.2 nM 8.66 In vitro binding to 5-hydroxytryptamine 2A receptor using [125 I]-DOI 12877591
5-hydroxytryptamine receptor 2A Ki = 2.2 nM 8.66 Binding affinity at cloned rat 5-hydroxytryptamine 2A receptor using [3H]DOB as ... 11300881
Serotonin 2 (5-HT2) receptor Ki = 2.6 nM 8.59 Compound was evaluated for its ability to displace 0.25 nM [125I](R)-DOI from bi... 1992127
5-hydroxytryptamine receptor 2C Ki = 2.8 nM 8.55 In vitro binding to 5-hydroxytryptamine 2C receptor using [125 I]-DOI 12877591
5-hydroxytryptamine receptor 2C Ki = 2.8 nM 8.55 Binding affinity at cloned rat 5-hydroxytryptamine 2C receptor using [3H]DOI as ... 11300881
5-hydroxytryptamine receptor 1A Ki = 6.1 nM 8.21 Binding affinity towards rat hippocampal 5-hydroxytryptamine 1A receptor using [... 8709129
5-hydroxytryptamine receptor 2A Ki = 13.0 nM 7.89 Displacement of [3H]ketanserin from rat 5HT2A receptor expressed in mouse NIH3T3... 18467103
5-hydroxytryptamine receptor 2A EC50 = 22.0 nM 7.66 Agonist activity at rat 5HT2A receptor expressed in mouse NIH3T3 cells assessed ... 18467103
5-hydroxytryptamine receptor 2A Ki = 22.0 nM 7.66 Displacement of [3H]ketanserin from 5HT2A receptor in Sprague-Dawley rat brain b... 18296055
5-hydroxytryptamine receptor 2A Ki = 22.0 nM 7.66 Binding affinity towards rat cortical 5-hydroxytryptamine 2A receptor using [3H]... 8709129
5-hydroxytryptamine receptor 2A Ki = 32.0 nM 7.5 Displacement of [3H]ketanserin from NIH3T3 cells stably expressing rat 5-hydroxy... 10956215
5-hydroxytryptamine receptor 2A Ki = 32.0 nM 7.5 Binding affinity against rat 5-hydroxytryptamine 2A receptor using [3H]ketanseri... 11563927
5-hydroxytryptamine receptor 2A Ki = 32.0 nM 7.5 Displacement of [3H]ketanserin from rat 5HT2A expressed in mouse NIH/3T3 cell me... 28244748
5-hydroxytryptamine receptor 2A Ki = 41.0 nM 7.39 Binding affinity towards 5-hydroxytryptamine 2A receptor sites by using [3H]keta... 12852967
5-hydroxytryptamine receptor 2A Ki = 41.0 nM 7.39 Displacement of [3H]ketanserin from 5HT2A receptor expressed in NIH3T3 cells 18847250
5-hydroxytryptamine receptor 2A Ki = 41.0 nM 7.39 Displacement of [3H]ketanserin from 5HT2A in Sprague-Dawley rat cortex membranes... 28244748

Literature References

PubMed DOI Target Context # Activities
7143352 10.1021/jm00352a013 Rattus norvegicus 9
18467103 10.1016/j.bmc.2008.04.030 Rattus norvegicus 7
7996545 10.1021/jm00051a011 Rattus norvegicus 4
28244748 10.1021/acs.jmedchem.7b00085 5-hydroxytryptamine receptor 2A 4
15537358 10.1021/jm040082s 5-hydroxytryptamine receptor 2A 3
11300881 10.1021/jm000491y 5-hydroxytryptamine receptor 2A 3
12877591 10.1021/jm030064v Rattus norvegicus 3
18467103 10.1016/j.bmc.2008.04.030 5-hydroxytryptamine receptor 2A 3
1542100 10.1021/jm00082a014 Serotonin 2 (5-HT2) receptor 2
18296055 10.1016/j.bmc.2008.02.033 5-hydroxytryptamine receptor 2A 2
3572981 10.1021/jm00388a032 Serotonin 2 (5-HT2) receptor 2
7310818 10.1021/jm00144a009 No relevant target 2
12877591 10.1021/jm030064v 5-hydroxytryptamine receptor 2A 2
12877591 10.1021/jm030064v 5-hydroxytryptamine receptor 1A 1
3543362 10.1021/jm00384a001 Serotonin 2 (5-HT2) receptor 1
3543362 10.1021/jm00384a001 Serotonin 1 (5-HT1) receptor 1
7365744 10.1021/jm00177a017 Serotonin (5-HT) receptor 1
7143352 10.1021/jm00352a013 Homo sapiens 1
7143352 10.1021/jm00352a013 Serotonin (5-HT) receptor 1
1992127 10.1021/jm00105a043 Serotonin 2 (5-HT2) receptor 1

Data from ChEMBL 36 via Core Engine