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Compound Detail

CHEMBL4094869

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CCCN(CCCCOc1ccn2nccc2c1)[C@@H]1CCc2c(O)cccc2C1

Basic Information

ChEMBL ID CHEMBL4094869
Phase Preclinical
Structure Type MOL
InChI Key IWAHIMCMPBOXKG-HXUWFJFHSA-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 -0.85

Activity Summary

EC50 8 meas. best 8.82
Ki 8 meas. best 8.04

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(2) dopamine receptor
CHEMBL217
EC50 8.82 7.9175 1.5 8
Unchecked
CHEMBL612545
Ki 8.04 7.275 9.1 2
D(3) dopamine receptor
CHEMBL234
Ki 7.89 7.89 13.0 1
D(2) dopamine receptor
CHEMBL217
Ki 7.41 7.215 39.0 2
D(4) dopamine receptor
CHEMBL219
Ki 7.08 7.08 84.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 5.8 5.8 1600.0 1
D(1A) dopamine receptor
CHEMBL2056
Ki 5.43 5.43 3700.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(2) dopamine receptor EC50 = 1.5 nM 8.82 Agonist activity at N-terminal flag-tagged D2S receptor (unknown origin) express... 28248104
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 = 5.2 nM 8.28 Agonist activity at N-terminal flag-tagged D2S receptor (unknown origin) express... 28248104
D(2) dopamine receptor EC50 = 8.4 nM 8.08 Agonist activity at N-terminal flag-tagged D2S receptor (unknown origin) express... 28248104
Unchecked Ki = 9.1 nM 8.04 Displacement of [3H]WAY100635 from 5-HT1A receptor in porcine cerebral cortex af... 28248104
D(2) dopamine receptor EC50 = 9.8 nM 8.01 Agonist activity at N-terminal flag-tagged D2S receptor (unknown origin) express... 28248104
D(3) dopamine receptor Ki = 13.0 nM 7.89 Displacement of [3H]spiperone from human Dopamine D3 receptor expressed in CHO c... 28248104
D(2) dopamine receptor Ki = 39.0 nM 7.41 Displacement of [3H]spiperone from human Dopamine D2S receptor expressed in CHO ... 28248104
D(2) dopamine receptor EC50 = 48.0 nM 7.32 Agonist activity at N-terminal flag-tagged D2S receptor (unknown origin) express... 28248104
D(2) dopamine receptor EC50 = 54.0 nM 7.27 Agonist activity at N-terminal flag-tagged D2S receptor (unknown origin) express... 28248104
D(4) dopamine receptor Ki = 84.0 nM 7.08 Displacement of [3H]spiperone from human Dopamine D4 receptor expressed in CHO c... 28248104
D(2) dopamine receptor Ki = 96.0 nM 7.02 Displacement of [3H]spiperone from human Dopamine D2L receptor expressed in CHO ... 28248104
D(2) dopamine receptor EC50 = 161.0 nM 6.79 Agonist activity at ARMS2-PK2 tagged D2S receptor (unknown origin) expressed in ... 28248104
Unchecked Ki = 310.0 nM 6.51 Displacement of [3H]prazosin from adrenergic alpha 1 receptor in porcine cerebra... 28248104
5-hydroxytryptamine receptor 2A Ki = 1600.0 nM 5.8 Displacement of [3H]ketanserin from human 5-HT2A receptor expressed in HEK293T c... 28248104
D(1A) dopamine receptor Ki = 3700.0 nM 5.43 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