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Compound Detail

CHEMBL269004

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CCCN(CCC)[C@H]1CCc2c(O)cccc2C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL269004
Phase Preclinical
Structure Type MOL
InChI Key MDBWEQVKJDMEMK-AWEZNQCLSA-N
6
Targets
20
Activities
2
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 -0.22

Activity Summary

Ki 16 meas. best 9.27
EC50 4 meas. best 9.2

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(3) dopamine receptor
CHEMBL234
 Ki 9.27 9.27 0.5 1
D(3) dopamine receptor
CHEMBL234
 EC50 9.2 9.2 0.6 2
D(3) dopamine receptor
CHEMBL3138
 Ki 8.87 8.79 1.4 5
D(2) dopamine receptor
CHEMBL217
 Ki 8.22 8.0733 6.0 3
D(2) dopamine receptor
CHEMBL217
 EC50 7.39 7.39 41.0 2
D(4) dopamine receptor
CHEMBL219
 Ki 7.33 7.33 47.0 1
D(2) dopamine receptor
CHEMBL339
 Ki 7.23 7.066 58.8 5
Beta-2 adrenergic receptor
CHEMBL210
 Ki 4.4 4.4 40000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(3) dopamine receptor Ki = 0.54 nM 9.27 Binding affinity was evaluated by calculating competition for [3H]spiperone bind... 8863800
D(3) dopamine receptor EC50 = 0.63 nM 9.2 Agonist activity at human D3 receptor expressed in CHO cells assessed as stimula... 36571976
D(3) dopamine receptor EC50 = 0.63 nM 9.2 Agonist activity at human cloned dopamine D3 receptor expressed in CHO cells by ... 23275802
D(3) dopamine receptor Ki = 1.36 nM 8.87 Displacement of [3H]spiroperidol from rat cloned dopamine D3 receptor expressed ... 22642365
D(3) dopamine receptor Ki = 1.36 nM 8.87 Displacement of [3H]spiperone from rat cloned dopamine D3 receptor expressed in ... 23623679
D(3) dopamine receptor Ki = 1.4 nM 8.85 Displacement of [3H]spiperone from rat cloned dopamine D3 receptor expressed in ... 23275802
D(3) dopamine receptor Ki = 2.07 nM 8.68 Displacement of [3H]-spiroperidol from rat D3 receptor expressed in HEK293 cells... 36571976
D(3) dopamine receptor Ki = 2.07 nM 8.68 Displacement of [3H]Spiroperidol from cloned rat dopamine D3 receptor expressed ... 26555041
D(2) dopamine receptor Ki = 6.0 nM 8.22 Binding affinity was evaluated by calculating competition for [3H]spiperone bind... 8863800
D(2) dopamine receptor Ki = 7.1 nM 8.15 Displacement of [3H]spiperone from human D2S receptor expressed in CHO cells 27132867
D(2) dopamine receptor Ki = 14.0 nM 7.85 Binding affinity was evaluated by calculating competition for [3H]N-0437 binding... 8863800
D(2) dopamine receptor EC50 = 41.0 nM 7.39 Agonist activity at human D2 receptor expressed in CHO cells assessed as stimula... 36571976
D(2) dopamine receptor EC50 = 41.0 nM 7.39 Agonist activity at human cloned dopamine D2 receptor expressed in CHO cells by ... 23275802
D(4) dopamine receptor Ki = 47.0 nM 7.33 Binding affinity was evaluated by calculating competition for [3H]spiperone bind... 8863800
D(2) dopamine receptor Ki = 58.8 nM 7.23 Displacement of [3H]spiroperidol from rat cloned dopamine D2L receptor expressed... 22642365
D(2) dopamine receptor Ki = 59.0 nM 7.23 Displacement of [3H]spiperone from rat cloned dopamine D2L receptor expressed in... 23275802
D(2) dopamine receptor Ki = 58.8 nM 7.23 Displacement of [3H]spiperone from rat cloned dopamine D2L receptor expressed in... 23623679
D(2) dopamine receptor Ki = 153.0 nM 6.82 Displacement of [3H]Spiroperidol from cloned rat dopamine D2L receptor expressed... 26555041
D(2) dopamine receptor Ki = 153.0 nM 6.82 Displacement of [3H]-spiroperidol from rat D2L receptor expressed in HEK293 cell... 36571976
Beta-2 adrenergic receptor Ki = 40000.0 nM 4.4 Displacement of [3H]CGP12177 from human beta2 receptor expressed in CHO cells 27132867

Literature References

PubMed DOI Target Context # Activities
3599021 10.1021/jm00390a004 Rattus norvegicus 3
36571976 10.1016/j.bmc.2022.117131 D(3) dopamine receptor 3
36571976 10.1016/j.bmc.2022.117131 D(2) dopamine receptor 3
23275802 10.1021/ml3002117 D(2) dopamine receptor 3
23275802 10.1021/ml3002117 D(3) dopamine receptor 3
8863800 10.1021/jm960345l D(2) dopamine receptor 2
36571976 10.1016/j.bmc.2022.117131 Unchecked 2
23275802 10.1021/ml3002117 Unchecked 2
22642365 10.1021/jm300268s Unchecked 1
22642365 10.1021/jm300268s D(3) dopamine receptor 1
23623679 10.1016/j.bmc.2013.03.059 Unchecked 1
23623679 10.1016/j.bmc.2013.03.059 D(3) dopamine receptor 1
23623679 10.1016/j.bmc.2013.03.059 D(2) dopamine receptor 1
26555041 10.1021/acs.jmedchem.5b01031 D(3) dopamine receptor 1
26555041 10.1021/acs.jmedchem.5b01031 D(2) dopamine receptor 1
26555041 10.1021/acs.jmedchem.5b01031 Unchecked 1
27132867 10.1016/j.bmc.2016.04.028 Beta-2 adrenergic receptor 1
27132867 10.1016/j.bmc.2016.04.028 D(2) dopamine receptor 1
22642365 10.1021/jm300268s D(2) dopamine receptor 1
8863800 10.1021/jm960345l D(4) dopamine receptor 1

Data from ChEMBL 36 via Core Engine