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Compound Detail

CHEMBL9666

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COc1ccccc1N1CCNCC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL9666
Phase Preclinical
Structure Type MOL
InChI Key VNZLQLYBRIOLFZ-UHFFFAOYSA-N
16
Targets
30
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

192.3
MW (Da)
1.10
ALogP
3
HBA
1
HBD
24.5
PSA (Ų)
0.76
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 C11H16N2O
MW 192.26
Aromatic Rings 1
Heavy Atoms 14
NP-Likeness -1.01

Activity Summary

Ki 28 meas. best 8.92
IC50 2 meas. best 5.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 6
CHEMBL3371
 Ki 8.92 8.92 1.2 1
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 8.02 7.23 9.5 10
5-hydroxytryptamine receptor 1B
CHEMBL3459
 Ki 7.76 7.76 17.3 1
Serotonin 1 (5-HT1) receptor
CHEMBL2095159
 Ki 7.55 7.545 28.0 2
Unchecked
CHEMBL612545
 Ki 7.46 7.46 35.0 1
5-hydroxytryptamine receptor 7
CHEMBL3223
 Ki 6.9 6.755 125.9 2
Adrenergic receptor alpha-1
CHEMBL1907610
 Ki 6.29 6.29 510.0 2
D(2) dopamine receptor
CHEMBL217
 Ki 6.17 5.65 679.6 3
D(2) dopamine receptor
CHEMBL339
 Ki 5.92 5.92 1200.0 1
Beta-1 adrenergic receptor
CHEMBL213
 IC50 5.7 5.7 2000.0 1
D(3) dopamine receptor
CHEMBL234
 Ki 5.65 5.65 2262.0 1
Serotonin 3 (5-HT3) receptor
CHEMBL2094132
 Ki 5.6 5.6 2500.0 1
Serotonin 2 (5-HT2) receptor
CHEMBL2093870
 Ki 5.46 5.46 3500.0 1
Alpha-1A adrenergic receptor
CHEMBL319
 Ki 5.46 5.46 3508.0 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
 Ki 4.95 4.95 11200.0 1
Beta-2 adrenergic receptor
CHEMBL2289
 IC50 4.47 4.47 34000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 6 Ki = 1.2 nM 8.92 Binding affinity against 5 Hydroxy tryptamine 6 receptor 15745826
5-hydroxytryptamine receptor 1A Ki = 9.5 nM 8.02 Binding affinity towards 5-hydroxytryptamine 1A receptor by displacing [3H]WB-41... 1346653
5-hydroxytryptamine receptor 1A Ki = 9.5 nM 8.02 Binding affinity at rat 5-hydroxytryptamine 1A receptor by [3H]WB-4101 displacem... 2565400
5-hydroxytryptamine receptor 1A Ki = 12.88 nM 7.89 Binding affinity of a compound to rat brain 5-hydroxytryptamine 1A (serotonin) r... 8568799
5-hydroxytryptamine receptor 1B Ki = 17.3 nM 7.76 Binding affinity at rat 5-hydroxytryptamine 1B receptor by [3H]5-HT displacement... 2565400
Serotonin 1 (5-HT1) receptor Ki = 28.0 nM 7.55 The compound was tested for its binding affinity towards 5-hydroxytryptamine 1 r... 1346653
Serotonin 1 (5-HT1) receptor Ki = 29.0 nM 7.54 Inhibition of [3H]5-HT radioligand binding against 5-hydroxytryptamine 1 recepto... 2565400
Unchecked Ki = 35.0 nM 7.46 Displacement of [3H]spiperone from 5-hydroxytryptamine 1 receptor of rat cortex 3701781
5-hydroxytryptamine receptor 1A Ki = 68.0 nM 7.17 Evaluated for binding affinity towards 5-hydroxytryptamine 1A receptor in rat br... 3172131
5-hydroxytryptamine receptor 1A Ki = 68.0 nM 7.17 Binding affinity towards rat 5-hydroxytryptamine 1A receptor using [3H]8-OH-DPAT... 8893838
5-hydroxytryptamine receptor 1A Ki = 67.61 nM 7.17 Binding affinity of a compound to rat brain 5-hydroxytryptamine 1A (serotonin) r... 8568799
5-hydroxytryptamine receptor 7 Ki = 125.89 nM 6.9 Binding affinity at rat 5-hydroxytryptamine 7 receptor. 14640545
5-hydroxytryptamine receptor 1A Ki = 170.0 nM 6.77 Displacement of radioligand [3H]2-(di-N-propylamino)-8-hydroxytetralin from 5-hy... 8410989
5-hydroxytryptamine receptor 1A Ki = 170.0 nM 6.77 Displacement of [3H]2-(di-N-propylamino)-8-hydroxytetralin from central 5-hydrox... 7783126
5-hydroxytryptamine receptor 1A Ki = 170.0 nM 6.77 Binding affinity was evaluated by determining in vitro displacement of [3H]8-OH-... 9022796
5-hydroxytryptamine receptor 7 Ki = 243.0 nM 6.61 Displacement of [3H]LSD from rat kidney proximal convoluted tubule 5HT7R express... 22738316
5-hydroxytryptamine receptor 1A Ki = 281.0 nM 6.55 Binding affinity for 5-hydroxytryptamine 1A receptor measured by displacing [3H]... 1648138
Adrenergic receptor alpha-1 Ki = 510.0 nM 6.29 The compound was tested for its binding affinity towards Alpha-1 adrenergic rece... 1346653
Adrenergic receptor alpha-1 Ki = 510.0 nM 6.29 Binding affinity against rat Alpha-1 adrenergic receptor. 2565400
D(2) dopamine receptor Ki = 679.6 nM 6.17 Displacement of [125I]IABN from human D2L receptor expressed in HEK293 cells aft... 22632094

Literature References

PubMed DOI Target Context # Activities
3701781 10.1021/jm00155a008 Rattus norvegicus 9
24827597 10.1021/jm500457x D(2) dopamine receptor 7
8568799 10.1021/jm950410b 5-hydroxytryptamine receptor 1A 2
14640545 10.1021/jm030826m 5-hydroxytryptamine receptor 7 2
1346653 10.1021/jm00081a018 Rattus norvegicus 2
22632094 10.1021/jm300482h D(3) dopamine receptor 2
22632094 10.1021/jm300482h D(2) dopamine receptor 2
3172131 10.1021/jm00118a018 5-hydroxytryptamine receptor 1A 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
2565400 10.1021/jm00125a020 Rattus norvegicus 2
7783126 10.1021/jm00011a014 5-hydroxytryptamine receptor 1A 1
2565400 10.1021/jm00125a020 Serotonin 1 (5-HT1) receptor 1
2565400 10.1021/jm00125a020 5-hydroxytryptamine receptor 1B 1
2565400 10.1021/jm00125a020 D(1A) dopamine receptor 1
2565400 10.1021/jm00125a020 Adrenergic receptor alpha-1 1
1662725 10.1021/jm00116a003 Sigma non-opioid intracellular receptor 1 1
1346653 10.1021/jm00081a018 Serotonin 2 (5-HT2) receptor 1
1346653 10.1021/jm00081a018 5-hydroxytryptamine receptor 1A 1
1346653 10.1021/jm00081a018 D(2) dopamine receptor 1
3701781 10.1021/jm00155a008 Serotonin 2 (5-HT2) receptor 1

Data from ChEMBL 36 via Core Engine