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Compound Detail

CHEMBL1224527

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Oc1ccc2c(c1O)C[C@@H](c1ccccc1)[C@@H]1CCNC[C@@H]21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1224527
Phase Preclinical
Structure Type MOL
InChI Key FKYWSGYMKJUZEP-ZOBUZTSGSA-N
8
Targets
20
Activities
2
Assay Types
0
PK Parameters
17
Publications
0
Known Names

Molecular Properties

295.4
MW (Da)
3.13
ALogP
3
HBA
3
HBD
52.5
PSA (Ų)
0.71
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H21NO2
MW 295.38
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness 1.09

Activity Summary

Ki 19 meas. best 8.22
EC50 1 meas. best 9.19

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(1A) dopamine receptor
CHEMBL2056
 EC50 9.19 9.19 0.6 1
Unchecked
CHEMBL612545
 Ki 8.22 7.355 6.0 4
D(1A) dopamine receptor
CHEMBL2056
 Ki 7.33 6.04 47.0 2
D(3) dopamine receptor
CHEMBL234
 Ki 6.68 6.68 210.0 1
D(2) dopamine receptor
CHEMBL217
 Ki 6.64 6.64 230.0 1
Alpha-2C adrenergic receptor
CHEMBL1916
 Ki 5.96 5.96 1100.0 1
D(1B) dopamine receptor
CHEMBL1850
 Ki 5.55 5.55 2800.0 1
Alpha-2A adrenergic receptor
CHEMBL1867
 Ki 5.46 5.46 3500.0 1
Alpha-2B adrenergic receptor
CHEMBL1942
 Ki 5.19 5.19 6400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(1A) dopamine receptor EC50 = 0.64 nM 9.19 Agonist activity at human D1 receptor assessed as cAMP accumulation 20709559
Unchecked Ki = 6.0 nM 8.22 Displacement of [3H]SCH23390 from D1 like receptor in pig striatal tissue by top... 20709559
Unchecked Ki = 8.2 nM 8.09 Displacement of [3H]-SCH-23390 from dopamine D1 like receptor in pig striatal ho... 23018094
D(1A) dopamine receptor Ki = 47.0 nM 7.33 Displacement of [3H]-SCH-23390 from human dopamine D1 receptor expressed in HEK2... 23018094
Unchecked Ki = 180.0 nM 6.75 Displacement of [3H]-N-methylspiperone from dopamine D2 like receptor in pig str... 23018094
D(3) dopamine receptor Ki = 210.0 nM 6.68 Displacement of [3H]-N-methylspiperone from human dopamine D3 receptor expressed... 23018094
D(2) dopamine receptor Ki = 230.0 nM 6.64 Displacement of [3H]-N-methylspiperone from human dopamine D2long receptor expre... 23018094
Unchecked Ki = 440.0 nM 6.36 Displacement of [3H]spiperone from D2 like receptor in pig striatal tissue by to... 20709559
Alpha-2C adrenergic receptor Ki = 1100.0 nM 5.96 Binding affinity to adrenergic Alpha-2C receptor 20709559
D(1B) dopamine receptor Ki = 2800.0 nM 5.55 Binding affinity to dopamine D5 receptor 20709559
Alpha-2A adrenergic receptor Ki = 3500.0 nM 5.46 Binding affinity to adrenergic alpha2A receptor 20709559
Alpha-2B adrenergic receptor Ki = 6400.0 nM 5.19 Binding affinity to adrenergic alpha2B receptor 20709559
D(1A) dopamine receptor Ki = 18000.0 nM 4.75 Binding affinity to dopamine D1 receptor 20709559

Literature References

PubMed DOI Target Context # Activities
23018094 10.1016/j.bmc.2012.08.058 Unchecked 4
20709559 10.1016/j.bmc.2010.07.052 Unchecked 3
20709559 10.1016/j.bmc.2010.07.052 D(1A) dopamine receptor 3
20709559 10.1016/j.bmc.2010.07.052 D(2) dopamine receptor 1
23018094 10.1016/j.bmc.2012.08.058 D(1A) dopamine receptor 1
23018094 10.1016/j.bmc.2012.08.058 D(2) dopamine receptor 1
23018094 10.1016/j.bmc.2012.08.058 D(3) dopamine receptor 1
20709559 10.1016/j.bmc.2010.07.052 D(1B) dopamine receptor 1
20709559 10.1016/j.bmc.2010.07.052 D(4) dopamine receptor 1
20709559 10.1016/j.bmc.2010.07.052 D(3) dopamine receptor 1
20709559 10.1016/j.bmc.2010.07.052 5-hydroxytryptamine receptor 3A 1
20709559 10.1016/j.bmc.2010.07.052 Kappa-type opioid receptor 1
20709559 10.1016/j.bmc.2010.07.052 Alpha-2C adrenergic receptor 1
20709559 10.1016/j.bmc.2010.07.052 Alpha-2B adrenergic receptor 1
20709559 10.1016/j.bmc.2010.07.052 Alpha-2A adrenergic receptor 1
20709559 10.1016/j.bmc.2010.07.052 Alpha-1A adrenergic receptor 1
20709559 10.1016/j.bmc.2010.07.052 5-hydroxytryptamine receptor 7 1

Data from ChEMBL 36 via Core Engine