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Compound Detail

CHEMBL8600

DOM
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COc1cc(CC(C)N)c(OC)cc1C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL8600
Name DOM
Phase Preclinical
Structure Type MOL
InChI Key NTJQREUGJKIARY-UHFFFAOYSA-N
10
Targets
19
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

209.3
MW (Da)
1.90
ALogP
3
HBA
1
HBD
44.5
PSA (Ų)
0.82
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 C12H19NO2
MW 209.29
Aromatic Rings 1
Heavy Atoms 15
NP-Likeness 0.14

Activity Summary

Ki 13 meas. best 8.1
Kd 4 meas. best 7.13
IC50 2 meas. best 4.97

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serotonin 2 (5-HT2) receptor
CHEMBL2093870
 Ki 8.1 7.3657 8.0 7
5-hydroxytryptamine receptor 2A
CHEMBL322
 Ki 7.72 7.36 19.0 2
Serotonin (5-HT) receptor
CHEMBL2094123
 Kd 7.13 7.1233 74.1 3
5-hydroxytryptamine receptor 2B
CHEMBL323
 Kd 7.12 7.12 75.9 1
5-hydroxytryptamine receptor 2C
CHEMBL324
 Ki 6.71 6.71 193.0 1
5-hydroxytryptamine receptor 1B
CHEMBL3459
 Ki 5.68 5.68 2070.0 1
Serotonin 1 (5-HT1) receptor
CHEMBL2095159
 Ki 5.54 5.54 2890.0 1
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 5.29 5.29 5125.0 1
Rattus norvegicus
CHEMBL376
 IC50 4.97 4.97 10655.0 1
Amine oxidase [flavin-containing] A
CHEMBL3358
 IC50 4.62 4.62 24000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Serotonin 2 (5-HT2) receptor Ki = 8.0 nM 8.1 Binding affinity towards 5-hydroxytryptamine 2 receptor using [3H]- 1-(4-bromo-2... 2965244
Serotonin 2 (5-HT2) receptor Ki = 18.6 nM 7.73 Compound was evaluated for its ability to displace 0.25 nM [125I](R)-DOI from bi... 1992127
Serotonin 2 (5-HT2) receptor Ki = 18.6 nM 7.73 Binding affinity against 5-hydroxytryptamine 2 receptor from rat frontal cortex ... 7658446
5-hydroxytryptamine receptor 2A Ki = 19.0 nM 7.72 Compound was evaluated for its ability to displace [125I](R)-DOI from 5-hydroxyt... 12113827
Serotonin (5-HT) receptor Kd = 74.13 nM 7.13 Binding affinity at rat 5-hydroxytryptamine receptor. 7143352
Serotonin (5-HT) receptor Kd = 75.86 nM 7.12 Affinity against 5-hydroxytryptamine receptors in rat fundus model 7365744
5-hydroxytryptamine receptor 2B Kd = 75.86 nM 7.12 Affinity against 5-hydroxytryptamine 2B receptor in the isolated rat stomach fun... 7310818
Serotonin (5-HT) receptor Kd = 75.86 nM 7.12 Competitive antagonist activity at 5-HT serotonin receptor in Sprague-Dawley rat... 278843
Serotonin 2 (5-HT2) receptor Ki = 100.0 nM 7.0 Binding affinity towards 5-hydroxytryptamine 2 receptor using [3H]- ketanserin a... 2965244
Serotonin 2 (5-HT2) receptor Ki = 100.0 nM 7.0 Binding affinity to rat cortical membranes at 5-hydroxytryptamine 2 (5-HT2) rece... 3543362
Serotonin 2 (5-HT2) receptor Ki = 100.0 nM 7.0 Binding affinity against 5-hydroxytryptamine 2 receptor of rat frontal cortex us... 2308135
Serotonin 2 (5-HT2) receptor Ki = 100.0 nM 7.0 Binding affinity towards 5-hydroxytryptamine 2 receptor from frontal cortical re... 1542100
5-hydroxytryptamine receptor 2A Ki = 100.0 nM 7.0 Displacement of [3H]ketanserin from 5HT2A receptor in Sprague-Dawley rat brain b... 18296055
5-hydroxytryptamine receptor 2C Ki = 193.0 nM 6.71 Binding affinity towards 5-hydroxytryptamine 1C receptor from frontal cortical r... 1542100
5-hydroxytryptamine receptor 1B Ki = 2070.0 nM 5.68 Binding affinity against 5-HT1B serotonin receptor in rat striatum 2965244
Serotonin 1 (5-HT1) receptor Ki = 2890.0 nM 5.54 Evaluated for binding affinity towards rat cortical membranes at 5-hydroxytrypta... 3543362
5-hydroxytryptamine receptor 1A Ki = 5125.0 nM 5.29 Binding affinity against 5-hydroxytryptamine 1A receptor in rat hippocampal tiss... 2965244
Rattus norvegicus IC50 = 10655.0 nM 4.97 Compound was evaluated for the uptake inhibition of [3H]-5-HT in rats 1674539
Amine oxidase [flavin-containing] A IC50 = 24000.0 nM 4.62 Inhibitory concentration against monoamine oxidase A in rat brain mitochondrial ... 15801832

Literature References

PubMed DOI Target Context # Activities
6581313 10.1021/jm00367a008 Rattus norvegicus 20
1992127 10.1021/jm00105a043 Rattus norvegicus 5
7658446 10.1021/jm00018a019 Rattus norvegicus 5
28244748 10.1021/acs.jmedchem.7b00085 Rattus norvegicus 3
3783595 10.1021/jm00161a038 Rattus norvegicus 3
1542100 10.1021/jm00082a014 Serotonin 2 (5-HT2) receptor 2
2965244 10.1021/jm00399a031 Serotonin 2 (5-HT2) receptor 2
2965244 10.1021/jm00399a031 Rattus norvegicus 2
6737421 10.1021/jm00372a015 Rattus norvegicus 2
458821 10.1021/jm00192a011 ADMET 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
2299636 10.1021/jm00164a036 Homo sapiens 2
7310818 10.1021/jm00144a009 No relevant target 2
18296055 10.1016/j.bmc.2008.02.033 5-hydroxytryptamine receptor 2A 2
7658446 10.1021/jm00018a019 Unchecked 1
7143352 10.1021/jm00352a013 Homo sapiens 1
7143352 10.1021/jm00352a013 Rattus norvegicus 1
7143352 10.1021/jm00352a013 Serotonin (5-HT) receptor 1
1992127 10.1021/jm00105a043 ADMET 1
1992127 10.1021/jm00105a043 Serotonin 2 (5-HT2) receptor 1

Data from ChEMBL 36 via Core Engine