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Compound Detail

CHEMBL71724

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COc1ccc(N2CCN(CCC3OCCc4ccccc43)CC2)cc1

Basic Information

ChEMBL ID CHEMBL71724
Phase Preclinical
Structure Type MOL
InChI Key IAUNACXRZSWWJT-UHFFFAOYSA-N
13
Targets
13
Activities
1
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

352.5
MW (Da)
3.52
ALogP
4
HBA
0
HBD
24.9
PSA (Ų)
0.82
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H28N2O2
MW 352.48
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -0.93

Activity Summary

Ki 13 meas. best 8.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(4) dopamine receptor
CHEMBL3361
Ki 8.85 8.85 1.4 1
D(4) dopamine receptor
CHEMBL219
Ki 8.62 8.62 2.4 1
5-hydroxytryptamine receptor 1D
CHEMBL1983
Ki 8.17 8.17 6.7 1
Serotonin 2 (5-HT2) receptor
CHEMBL2093870
Ki 7.12 7.12 76.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 7.12 7.12 76.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
Ki 6.05 6.05 899.0 1
5-hydroxytryptamine receptor 1A
CHEMBL273
Ki 5.96 5.96 1100.0 1
D(2) dopamine receptor
CHEMBL339
Ki 5.96 5.96 1100.0 1
D(3) dopamine receptor
CHEMBL3138
Ki 5.92 5.92 1200.0 1
Adrenergic receptor alpha-1
CHEMBL1907610
Ki 5.89 5.89 1280.0 1
D(2) dopamine receptor
CHEMBL217
Ki 5.84 5.84 1431.0 1
Adrenergic receptor alpha-2
CHEMBL2093864
Ki 5.75 5.75 1800.0 1
5-hydroxytryptamine receptor 1B
CHEMBL2304408
Ki 5.14 5.14 7242.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(4) dopamine receptor Ki = 1.4 nM 8.85 Binding affinity of [3H]spiperone towards Dopamine receptor D4 expressed in cult... 8691438
D(4) dopamine receptor Ki = 2.4 nM 8.62 The compound was tested for CNS binding affinity towards Dopamine receptor D4 fr... 9632349
5-hydroxytryptamine receptor 1D Ki = 6.7 nM 8.17 The compound was tested for CNS binding affinity towards 5-hydroxytryptamine 1D ... 9632349
Serotonin 2 (5-HT2) receptor Ki = 76.0 nM 7.12 Binding affinity of [3H]ketanserin towards 5-hydroxytryptamine 2 receptor in clo... 8691438
5-hydroxytryptamine receptor 2A Ki = 76.0 nM 7.12 The compound was tested for CNS binding affinity towards 5-hydroxytryptamine 2A ... 9632349
5-hydroxytryptamine receptor 1A Ki = 899.0 nM 6.05 The compound was tested for CNS binding affinity towards 5-hydroxytryptamine 1A ... 9632349
D(2) dopamine receptor Ki = 1100.0 nM 5.96 Binding affinity of [3H]U-86170 towards Dopamine receptor D2 in cloned mammalian... 8691438
5-hydroxytryptamine receptor 1A Ki = 1100.0 nM 5.96 Binding affinity of [3H]-8-OH-DPAT towards 5-hydroxytryptamine 1A receptor in cl... 8691438
D(3) dopamine receptor Ki = 1200.0 nM 5.92 Binding affinity of [3H]spiperone towards Dopamine receptor D3 in cloned mammali... 8691438
Adrenergic receptor alpha-1 Ki = 1280.0 nM 5.89 Percent inhibition against binding of [3H]prazosin to cloned mammalian Alpha-1 a... 8691438
D(2) dopamine receptor Ki = 1431.0 nM 5.84 The compound was tested for CNS binding affinity towards Dopamine receptor D2 fr... 9632349
Adrenergic receptor alpha-2 Ki = 1800.0 nM 5.75 Percent inhibition against binding of [3H]prazosin to cloned mammalian Alpha-2 a... 8691438
5-hydroxytryptamine receptor 1B Ki = 7242.0 nM 5.14 The compound was tested for CNS binding affinity towards 5-hydroxytryptamine 1B ... 9632349

Literature References

PubMed DOI Target Context # Activities
8691438 10.1021/jm960084f D(1A) dopamine receptor 1
8691438 10.1021/jm960084f D(2) dopamine receptor 1
8691438 10.1021/jm960084f D(3) dopamine receptor 1
8691438 10.1021/jm960084f D(4) dopamine receptor 1
8691438 10.1021/jm960084f 5-hydroxytryptamine receptor 1A 1
8691438 10.1021/jm960084f Serotonin 2 (5-HT2) receptor 1
8691438 10.1021/jm960084f Adrenergic receptor alpha-1 1
8691438 10.1021/jm960084f Adrenergic receptor alpha-2 1
9632349 10.1021/jm980137o 5-hydroxytryptamine receptor 1D 1
9632349 10.1021/jm980137o 5-hydroxytryptamine receptor 1B 1
9632349 10.1021/jm980137o 5-hydroxytryptamine receptor 1A 1
9632349 10.1021/jm980137o 5-hydroxytryptamine receptor 2A 1
9632349 10.1021/jm980137o D(2) dopamine receptor 1
9632349 10.1021/jm980137o D(4) dopamine receptor 1

Data from ChEMBL 36 via Core Engine