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Compound Detail

CHEMBL11592

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CCCN(CCCCN1C(=O)CC2(CCCC2)CC1=O)C1COc2cccc(OC)c2C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL11592
Phase Preclinical
Structure Type MOL
InChI Key DLLULNTXJPATBC-UHFFFAOYSA-N
10
Targets
21
Activities
2
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

442.6
MW (Da)
4.20
ALogP
5
HBA
0
HBD
59.1
PSA (Ų)
0.42
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H38N2O4
MW 442.60
Aromatic Rings 1
Heavy Atoms 32
NP-Likeness -0.34

Activity Summary

IC50 20 meas. best 9.7
Ki 1 meas. best 10.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 10.0 10.0 0.1 1
5-hydroxytryptamine receptor 1A
CHEMBL214
 IC50 9.7 9.7 0.2 1
5-hydroxytryptamine receptor 1A
CHEMBL273
 IC50 9.7 9.3067 0.2 3
D(2) dopamine receptor
CHEMBL217
 IC50 8.0 8.0 10.0 1
D(2) dopamine receptor
CHEMBL3998
 IC50 8.0 7.9 10.0 3
5-hydroxytryptamine receptor 2A
CHEMBL224
 IC50 6.0 6.0 1000.0 1
Unchecked
CHEMBL612545
 IC50 6.0 5.6067 1000.0 3
5-hydroxytryptamine receptor 1B
CHEMBL1898
 IC50 5.3 5.3 5011.9 1
5-hydroxytryptamine receptor 1B
CHEMBL3459
 IC50 5.3 5.1733 5000.0 3
D(1A) dopamine receptor
CHEMBL2967
 IC50 4.7 4.5 20000.0 3
D(1A) dopamine receptor
CHEMBL2056
 IC50 4.4 4.4 39810.7 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 1A Ki = 0.1 nM 10.0 Binding affinity of a compound to rat brain 5-hydroxytryptamine 1A (serotonin) r... 8568799
5-hydroxytryptamine receptor 1A IC50 = 0.1995 nM 9.7 Binding affinity towards 5-hydroxytryptamine 1A receptor by displacement of [3H]... -
5-hydroxytryptamine receptor 1A IC50 = 0.2 nM 9.7 Binding affinity to 5-hydroxytryptamine 1A receptor in rat hippocampus membranes... 8863806
5-hydroxytryptamine receptor 1A IC50 = 0.3 nM 9.52 Binding affinity to 5-hydroxytryptamine 1A receptor in rat hippocampus membranes... 8863806
5-hydroxytryptamine receptor 1A IC50 = 2.0 nM 8.7 Binding affinity to 5-hydroxytryptamine 1A receptor in rat hippocampus membranes... 8863806
D(2) dopamine receptor IC50 = 10.0 nM 8.0 Displacement of [3H]SDZ-205-501 from Dopamine receptor D2 in calf caudate nucleu... 8863806
D(2) dopamine receptor IC50 = 10.0 nM 8.0 Binding affinity towards Dopamine receptor D2 by displacement of [3H]-Raclopride... -
D(2) dopamine receptor IC50 = 10.0 nM 8.0 Displacement of [3H]SDZ-205-501 from Dopamine receptor D2 in calf caudate nucleu... 8863806
D(2) dopamine receptor IC50 = 20.0 nM 7.7 Displacement of [3H]SDZ-205-501 from Dopamine receptor D2 in calf caudate nucleu... 8863806
Unchecked IC50 = 1000.0 nM 6.0 Binding affinity to 5-hydroxytryptamine 2 receptor using calf frontal cortex, [3... 8863806
5-hydroxytryptamine receptor 2A IC50 = 1000.0 nM 6.0 Binding affinity towards 5-hydroxytryptamine 2A receptor by displacement of [3H]... -
Unchecked IC50 = 3000.0 nM 5.52 Binding affinity to 5-hydroxytryptamine 2 receptor using calf frontal cortex, [3... 8863806
5-hydroxytryptamine receptor 1B IC50 = 5000.0 nM 5.3 Binding affinity to 5-HT1B receptors using rat cortex+striatum + globus pallidus... 8863806
Unchecked IC50 = 5000.0 nM 5.3 Binding affinity to 5-hydroxytryptamine 2 receptor using calf frontal cortex, [3... 8863806
5-hydroxytryptamine receptor 1B IC50 = 5011.87 nM 5.3 Binding affinity towards 5-hydroxytryptamine 1B receptor by displacement of [3H]... -
5-hydroxytryptamine receptor 1B IC50 = 6000.0 nM 5.22 Binding affinity to 5-HT1B receptors using rat cortex+striatum + globus pallidus... 8863806
5-hydroxytryptamine receptor 1B IC50 = 10000.0 nM 5.0 Binding affinity to 5-HT1B receptors using rat cortex+striatum + globus pallidus... 8863806
D(1A) dopamine receptor IC50 = 20000.0 nM 4.7 Displacement of [3H]raclopride from Dopamine receptor D1 of calf striatum 8863806
D(1A) dopamine receptor IC50 = 40000.0 nM 4.4 Displacement of [3H]raclopride from Dopamine receptor D1 of calf striatum 8863806
D(1A) dopamine receptor IC50 = 40000.0 nM 4.4 Displacement of [3H]raclopride from Dopamine receptor D1 of calf striatum 8863806

Literature References

PubMed DOI Target Context # Activities
8863806 10.1021/jm950861w 5-hydroxytryptamine receptor 1A 3
8863806 10.1021/jm950861w 5-hydroxytryptamine receptor 1B 3
8863806 10.1021/jm950861w Unchecked 3
8863806 10.1021/jm950861w D(1A) dopamine receptor 3
8863806 10.1021/jm950861w D(2) dopamine receptor 3
- 10.1016/S0960-894X(01)80990-2 5-hydroxytryptamine receptor 1A 1
- 10.1016/S0960-894X(01)80990-2 5-hydroxytryptamine receptor 1B 1
- 10.1016/S0960-894X(01)80990-2 Serotonin 2 (5-HT2) receptor 1
8568799 10.1021/jm950410b 5-hydroxytryptamine receptor 1A 1
- 10.1016/0960-894X(96)00174-6 5-hydroxytryptamine receptor 1A 1
- 10.1016/0960-894X(96)00174-6 5-hydroxytryptamine receptor 1B 1
- 10.1016/0960-894X(96)00174-6 5-hydroxytryptamine receptor 2A 1
- 10.1016/0960-894X(96)00174-6 D(1A) dopamine receptor 1
- 10.1016/0960-894X(96)00174-6 D(2) dopamine receptor 1

Data from ChEMBL 36 via Core Engine