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Compound Detail

CHEMBL285755

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CCCN(CCC)C1CCc2ccc(O)cc2C1

Basic Information

ChEMBL ID CHEMBL285755
Phase Preclinical
Structure Type MOL
InChI Key BLYMJBIZMIGWFK-UHFFFAOYSA-N
12
Targets
50
Activities
4
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

247.4
MW (Da)
3.37
ALogP
2
HBA
1
HBD
23.5
PSA (Ų)
0.86
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 C16H25NO
MW 247.38
Aromatic Rings 1
Heavy Atoms 18
NP-Likeness -0.15

Activity Summary

Ki 35 meas. best 8.93
IC50 10 meas. best 8.96
EC50 4 meas. best 10.19
Kd 1 meas. best 9.17

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dopamine receptor D2 and D3
CHEMBL2111342
EC50 10.19 10.19 0.1 1
D(3) dopamine receptor
CHEMBL234
EC50 9.28 9.28 0.5 1
D(3) dopamine receptor
CHEMBL3138
Kd 9.17 9.17 0.7 1
D(3) dopamine receptor
CHEMBL3138
IC50 8.96 8.93 1.1 2
D(3) dopamine receptor
CHEMBL3138
Ki 8.93 8.4671 1.2 7
D(3) dopamine receptor
CHEMBL234
Ki 8.85 8.3743 1.4 7
D(2) dopamine receptor
CHEMBL339
EC50 8.73 8.73 1.9 1
D(2) dopamine receptor
CHEMBL217
Ki 8.64 7.176 2.3 5
D(2) dopamine receptor
CHEMBL339
Ki 8.6 7.0275 2.5 8
Dopamine receptor D2 and D3
CHEMBL2111342
IC50 8.31 7.77 4.8 2
Sigma non-opioid intracellular receptor 1
CHEMBL3602
Ki 7.63 7.63 23.2 1
D(2) dopamine receptor
CHEMBL339
IC50 7.52 6.9967 30.0 3
D(2) dopamine receptor
CHEMBL217
EC50 7.4 7.4 39.8 1
5-hydroxytryptamine receptor 1A
CHEMBL214
Ki 7.33 7.33 47.0 1
Nucleic Acid
CHEMBL345
IC50 7.2 7.2 63.0 1
5-hydroxytryptamine receptor 1A
CHEMBL273
Ki 7.14 6.345 72.7 4
D(4) dopamine receptor
CHEMBL219
Ki 6.83 6.83 148.0 1
Adrenergic receptor alpha-2
CHEMBL2093864
IC50 5.92 5.92 1200.0 1
Adrenergic receptor alpha-1
CHEMBL1907610
IC50 4.75 4.75 18000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dopamine receptor D2 and D3 EC50 = 0.064 nM 10.19 Agonist activity at Rattus norvegicus (rat) dopamine D2/D3 receptor transfected ... -
D(3) dopamine receptor EC50 = 0.531 nM 9.28 Agonist activity at human dopamine D3 receptor expressed in mouse ATt-20 cells a... 18410082
D(3) dopamine receptor Kd = 0.67 nM 9.17 Tested for binding affinity against dopamine receptor D3 8277513
D(3) dopamine receptor IC50 = 1.11 nM 8.96 Displacement of [3H]nemonapride from Rattus norvegicus (rat) chimeric dopamine D... -
D(3) dopamine receptor Ki = 1.18 nM 8.93 Tested for binding affinity against dopamine receptor D3 expressed in Sf9 cells. 8098771
D(3) dopamine receptor IC50 = 1.25 nM 8.9 Displacement of [3H]nemonapride from Rattus norvegicus (rat) wild type dopamine ... -
D(3) dopamine receptor Ki = 1.4 nM 8.85 Tested in vitro for the inhibition of [3H]U-86170 binding to Dopamine receptor D... -
D(3) dopamine receptor Ki = 1.49 nM 8.83 Displacement of [3H]7-OH-DPAT from human D3 receptor transfected in HEK293 cells... 27035329
D(3) dopamine receptor Ki = 1.75 nM 8.76 Displacement of [3H]N-methylspiperone from human D3 receptor transfected in HEK2... 27035329
D(2) dopamine receptor EC50 = 1.88 nM 8.73 Agonist activity at Rattus norvegicus (rat) dopamine D2 receptor transfected in ... -
D(2) dopamine receptor Ki = 2.27 nM 8.64 Displacement of [3H]7-OH-DPAT from human D2 receptor transfected in HEK293 cells... 27035329
D(3) dopamine receptor Ki = 2.35 nM 8.63 Displacement of [3H]spiperone from rat dopamine D3 receptor expressed in HEK293 ... 18410082
D(3) dopamine receptor Ki = 2.35 nM 8.63 Displacement of [3H]spiperone from cloned dopamine D3 receptor expressed in HEK ... 20146482
D(2) dopamine receptor Ki = 2.5 nM 8.6 Tested in vitro for the inhibition of [3H]raclopride binding to Dopamine recepto... -
D(3) dopamine receptor Ki = 2.9 nM 8.54 Tested for the inhibitory activity against Dopamine D3 receptor in infected Sf9 ... 7990123
D(3) dopamine receptor Ki = 2.9 nM 8.54 Inhibitory activity against [125I]- NCQ298 binding to dopamine receptor D3 in Sf... 8230102
D(3) dopamine receptor Ki = 2.9 nM 8.54 Tested for inhibition of the binding of [125I]NCQ298 to dopamine receptor D3 8098771
D(3) dopamine receptor Ki = 3.6 nM 8.44 Displacement of [3H]spiperone from human wild type D3 receptor expressed in huma... 18834111
Dopamine receptor D2 and D3 IC50 = 4.84 nM 8.31 Displacement of [3H]nemonapride from Rattus norvegicus (rat) chimeric dopamine D... -
D(3) dopamine receptor Ki = 6.19 nM 8.21 Displacement of [3H]spiperone from rat D3 receptor expressed in HEK293 cells 20605099

Literature References

PubMed DOI Target Context # Activities
7932553 10.1021/jm00046a010 Rattus norvegicus 7
- 10.1016/S0960-894X(97)10068-3 Rattus norvegicus 6
6811743 10.1021/jm00350a008 Rattus norvegicus 5
6460101 10.1021/jm00140a002 Rattus norvegicus 5
- 10.1007/s00044-004-0006-x Dopamine receptor D2 and D3 4
- 10.1007/s00044-004-0006-x D(2) dopamine receptor 4
18834111 10.1021/jm800895v D(3) dopamine receptor 3
18410082 10.1021/jm701524h D(3) dopamine receptor 3
8230131 10.1021/jm00074a022 Dopamine receptor 3
8230131 10.1021/jm00074a022 Unchecked 3
18410082 10.1021/jm701524h D(2) dopamine receptor 3
2903247 10.1021/jm00119a020 No relevant target 3
27035329 10.1021/acs.jmedchem.5b01612 D(2) dopamine receptor 2
18410082 10.1021/jm701524h Unchecked 2
2903247 10.1021/jm00119a020 Rattus norvegicus 2
8230131 10.1021/jm00074a022 Rattus norvegicus 2
8098771 10.1021/jm00062a025 D(3) dopamine receptor 2
18834111 10.1021/jm800895v Unchecked 2
- 10.1007/s00044-004-0006-x D(3) dopamine receptor 2
27035329 10.1021/acs.jmedchem.5b01612 Unchecked 2

Data from ChEMBL 36 via Core Engine