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Compound Detail

CHEMBL4102616

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CCCN(CCCCOc1ccc2ccnn2c1)[C@@H]1CCc2c(O)cccc2C1

Basic Information

ChEMBL ID CHEMBL4102616
Phase Preclinical
Structure Type MOL
InChI Key JQXMVFBXXAKVDC-OAQYLSRUSA-N
6
Targets
16
Activities
2
Assay Types
0
PK Parameters
6
Publications
0
Known Names

Molecular Properties

393.5
MW (Da)
4.47
ALogP
5
HBA
1
HBD
50.0
PSA (Ų)
0.55
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 C24H31N3O2
MW 393.53
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -0.71

Activity Summary

EC50 8 meas. best 8.77
Ki 8 meas. best 7.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(2) dopamine receptor
CHEMBL217
EC50 8.77 7.8313 1.7 8
D(3) dopamine receptor
CHEMBL234
Ki 7.96 7.96 11.0 1
Unchecked
CHEMBL612545
Ki 7.6 7.2 25.0 2
D(2) dopamine receptor
CHEMBL217
Ki 7.32 7.12 48.0 2
D(4) dopamine receptor
CHEMBL219
Ki 7.27 7.27 54.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 5.96 5.96 1100.0 1
D(1A) dopamine receptor
CHEMBL2056
Ki 5.07 5.07 8600.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(2) dopamine receptor EC50 = 1.7 nM 8.77 Agonist activity at N-terminal flag-tagged D2S receptor (unknown origin) express... 28248104
D(2) dopamine receptor EC50 = 2.2 nM 8.66 Agonist activity at N-terminal flag-tagged D2S receptor (unknown origin) express... 28248104
D(2) dopamine receptor EC50 = 5.5 nM 8.26 Agonist activity at N-terminal flag-tagged D2S receptor (unknown origin) express... 28248104
D(2) dopamine receptor EC50 = 8.7 nM 8.06 Agonist activity at N-terminal flag-tagged D2S receptor (unknown origin) express... 28248104
D(2) dopamine receptor EC50 = 9.6 nM 8.02 Agonist activity at N-terminal flag-tagged D2S receptor (unknown origin) express... 28248104
D(3) dopamine receptor Ki = 11.0 nM 7.96 Displacement of [3H]spiperone from human Dopamine D3 receptor expressed in CHO c... 28248104
Unchecked Ki = 25.0 nM 7.6 Displacement of [3H]WAY100635 from 5-HT1A receptor in porcine cerebral cortex af... 28248104
D(2) dopamine receptor Ki = 48.0 nM 7.32 Displacement of [3H]spiperone from human Dopamine D2S receptor expressed in CHO ... 28248104
D(4) dopamine receptor Ki = 54.0 nM 7.27 Displacement of [3H]spiperone from human Dopamine D4 receptor expressed in CHO c... 28248104
D(2) dopamine receptor EC50 = 61.0 nM 7.21 Agonist activity at N-terminal flag-tagged D2S receptor (unknown origin) express... 28248104
D(2) dopamine receptor EC50 = 98.0 nM 7.01 Agonist activity at N-terminal flag-tagged D2S receptor (unknown origin) express... 28248104
D(2) dopamine receptor Ki = 120.0 nM 6.92 Displacement of [3H]spiperone from human Dopamine D2L receptor expressed in CHO ... 28248104
Unchecked Ki = 160.0 nM 6.8 Displacement of [3H]prazosin from adrenergic alpha 1 receptor in porcine cerebra... 28248104
D(2) dopamine receptor EC50 = 218.0 nM 6.66 Agonist activity at ARMS2-PK2 tagged D2S receptor (unknown origin) expressed in ... 28248104
5-hydroxytryptamine receptor 2A Ki = 1100.0 nM 5.96 Displacement of [3H]ketanserin from human 5-HT2A receptor expressed in HEK293T c... 28248104
D(1A) dopamine receptor Ki = 8600.0 nM 5.07 Displacement of [3H]SCH23390 from human Dopamine D1 receptor expressed in HEK293... 28248104

Literature References

PubMed DOI Target Context # Activities
28248104 10.1021/acs.jmedchem.6b01857 D(2) dopamine receptor 18
28248104 10.1021/acs.jmedchem.6b01857 Unchecked 2
28248104 10.1021/acs.jmedchem.6b01857 D(1A) dopamine receptor 1
28248104 10.1021/acs.jmedchem.6b01857 D(3) dopamine receptor 1
28248104 10.1021/acs.jmedchem.6b01857 D(4) dopamine receptor 1
28248104 10.1021/acs.jmedchem.6b01857 5-hydroxytryptamine receptor 2A 1

Data from ChEMBL 36 via Core Engine