Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL380330

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
COc1ccc2c(c1)CCN(C)CCc1ccccc1C2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL380330
Phase Preclinical
Structure Type MOL
InChI Key ATCJEKKXEJVYOB-UHFFFAOYSA-N
7
Targets
20
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

281.4
MW (Da)
3.32
ALogP
2
HBA
0
HBD
12.5
PSA (Ų)
0.79
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 C19H23NO
MW 281.40
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness -0.24

Activity Summary

Ki 19 meas. best 9.26
Kd 1 meas. best 8.69

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(2) dopamine receptor
CHEMBL217
 Ki 9.26 8.164 0.6 5
5-hydroxytryptamine receptor 2A
CHEMBL2490
 Kd 8.69 8.69 2.0 1
D(1B) dopamine receptor
CHEMBL1850
 Ki 8.14 7.525 7.2 4
D(1A) dopamine receptor
CHEMBL2056
 Ki 7.64 7.576 22.9 5
D(4) dopamine receptor
CHEMBL219
 Ki 7.36 7.36 43.4 1
Unchecked
CHEMBL612545
 Ki 7.36 7.36 43.4 1
D(3) dopamine receptor
CHEMBL234
 Ki 7.12 7.12 75.7 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(2) dopamine receptor Ki = 0.55 nM 9.26 Inhibition of D2L dopamine receptor in HEK 293 cells by intracellular calcium as... 16539400
5-hydroxytryptamine receptor 2A Kd = 2.042 nM 8.69 Antagonist activity at serotonin 5HT2A receptor assessed as effect on 5HT-induce... 18534847
D(1B) dopamine receptor Ki = 7.2 nM 8.14 Inhibition of D5 dopamine receptor in HEK 293 cells by intracellular calcium ass... 16539400
D(2) dopamine receptor Ki = 13.0 nM 7.89 Displacement of [3H]spiperone from D2L dopamine receptor 16539400
D(2) dopamine receptor Ki = 13.0 nM 7.89 Displacement of [3H]spiperone from human cloned dopamine D2L receptor expressed ... 17188870
D(2) dopamine receptor Ki = 12.88 nM 7.89 Displacement of [3H]SCH23390 from human cloned dopamine D2L receptor 18534847
D(2) dopamine receptor Ki = 13.0 nM 7.89 Displacement of [3H]spiperone from human dopamine D2L receptor expressed in CHO ... 19744859
D(1A) dopamine receptor Ki = 22.91 nM 7.64 Displacement of [3H]SCH23390 from human cloned dopamine D1 receptor 18534847
D(1A) dopamine receptor Ki = 24.1 nM 7.62 Inhibition of D1 dopamine receptor in HEK 293 cells by intracellular calcium ass... 16539400
D(1A) dopamine receptor Ki = 28.5 nM 7.54 Displacement of [3H]SCH 23390 from human cloned dopamine D1 receptor expressed i... 17188870
D(1A) dopamine receptor Ki = 28.5 nM 7.54 Displacement of [3H]SCH23390 from human dopamine D1 receptor expressed in CHO ce... 19744859
D(1A) dopamine receptor Ki = 28.5 nM 7.54 Displacement of [3H]SCH 23390 from D1 dopamine receptor 16539400
D(1B) dopamine receptor Ki = 38.3 nM 7.42 Binding affinity to human cloned dopamine D5 receptor expressed in HEK 293 cells 17188870
Unchecked Ki = 43.4 nM 7.36 Binding affinity to human cloned dopamine D4.4 receptor expressed in CHO cells 17188870
D(4) dopamine receptor Ki = 43.4 nM 7.36 Displacement of [3H]spiperone from human dopamine D4 receptor expressed in CHO c... 19744859
D(1B) dopamine receptor Ki = 54.0 nM 7.27 Displacement of [3H]SCH 23390 from human dopamine D5 receptor expressed in HEK29... 17676831
D(1B) dopamine receptor Ki = 54.0 nM 7.27 Displacement of [3H]SCH23390 from human dopamine D5 receptor expressed in CHO ce... 19744859
D(3) dopamine receptor Ki = 75.7 nM 7.12 Binding affinity to D3 dopamine receptor by radioligand binding assay 16539400
D(3) dopamine receptor Ki = 75.7 nM 7.12 Binding affinity to human cloned dopamine D3 receptor expressed in CHO cells 17188870
D(3) dopamine receptor Ki = 75.7 nM 7.12 Displacement of [3H]spiperone from human dopamine D3 receptor expressed in CHO c... 19744859

Literature References

PubMed DOI Target Context # Activities
19744859 10.1016/j.bmc.2009.08.028 D(2) dopamine receptor 3
19744859 10.1016/j.bmc.2009.08.028 D(1A) dopamine receptor 3
16539400 10.1021/jm051237e D(2) dopamine receptor 2
16539400 10.1021/jm051237e D(3) dopamine receptor 2
16539400 10.1021/jm051237e D(1B) dopamine receptor 2
16539400 10.1021/jm051237e D(1A) dopamine receptor 2
20350808 10.1016/j.bmcl.2010.03.011 Cholinesterase 1
20350808 10.1016/j.bmcl.2010.03.011 Acetylcholinesterase 1
19744859 10.1016/j.bmc.2009.08.028 D(1B) dopamine receptor 1
19744859 10.1016/j.bmc.2009.08.028 D(4) dopamine receptor 1
19744859 10.1016/j.bmc.2009.08.028 D(3) dopamine receptor 1
18534847 10.1016/j.bmcl.2008.04.081 5-hydroxytryptamine receptor 2A 1
18534847 10.1016/j.bmcl.2008.04.081 D(2) dopamine receptor 1
18534847 10.1016/j.bmcl.2008.04.081 D(1A) dopamine receptor 1
17188870 10.1016/j.bmcl.2006.11.093 D(1B) dopamine receptor 1
17188870 10.1016/j.bmcl.2006.11.093 Unchecked 1
17188870 10.1016/j.bmcl.2006.11.093 D(3) dopamine receptor 1
17188870 10.1016/j.bmcl.2006.11.093 D(2) dopamine receptor 1
17188870 10.1016/j.bmcl.2006.11.093 D(1A) dopamine receptor 1
17676831 10.1021/jm070388+ D(1B) dopamine receptor 1

Data from ChEMBL 36 via Core Engine