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Compound Detail

CHEMBL324017

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CN1CCc2cc(Br)c(O)cc2C(c2ccccc2)C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL324017
Phase Preclinical
Structure Type MOL
InChI Key XFTVOHWWEQGXLS-UHFFFAOYSA-N

Known Names

SK&F-83566 SK-83566
4
Targets
7
Activities
2
Assay Types
0
PK Parameters
18
Publications
2
Known Names

Molecular Properties

332.2
MW (Da)
3.77
ALogP
2
HBA
1
HBD
23.5
PSA (Ų)
0.86
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C17H18BrNO
MW 332.24
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness 0.38

Activity Summary

Ki 5 meas. best 9.52
IC50 2 meas. best 5.65

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(1A) dopamine receptor
CHEMBL2056
 Ki 9.52 9.52 0.3 1
D(1B) dopamine receptor
CHEMBL1850
 Ki 8.76 8.6 1.8 3
D(2) dopamine receptor
CHEMBL217
 Ki 5.87 5.87 1360.0 1
D(1A) dopamine receptor
CHEMBL2056
 IC50 5.65 5.65 2240.0 1
Adenylate cyclase type 2
CHEMBL3760
 IC50 5.24 5.24 5710.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(1A) dopamine receptor Ki = 0.3 nM 9.52 Binding affinity against dopamine receptor D1 by using [3H]-SCH- 23390 as radiol... 1956042
D(1B) dopamine receptor Ki = 1.75 nM 8.76 Displacement of [3H]SCH23390 from dopamine D5 receptor (unknown origin) 33882273
D(1B) dopamine receptor Ki = 2.3 nM 8.64 Binding affinity to human D5 receptor 32107165
D(1B) dopamine receptor Ki = 3.95 nM 8.4 Displacement of [3H]SCH23390 from dopamine D5 receptor (unknown origin) 32631525
D(2) dopamine receptor Ki = 1360.0 nM 5.87 Binding affinity against dopamine receptor D2 by using [3H]spiperone as radiolig... 1956042
D(1A) dopamine receptor IC50 = 2240.0 nM 5.65 Inhibition of human D1 receptor expressed in HEK293 cells assessed as cyclic AMP... 37931521
Adenylate cyclase type 2 IC50 = 5710.0 nM 5.24 Inhibition of human adenylate cyclase 2 expressed in ACdelta 3/6 knockout HEK293... 37931521

Literature References

PubMed DOI Target Context # Activities
37931521 10.1016/j.bmc.2023.117508 Adenylate cyclase type 2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
34102377 10.1016/j.ejmech.2021.113581 Adenylate cyclase type 1 1
37931521 10.1016/j.bmc.2023.117508 D(1A) dopamine receptor 1
37931521 10.1016/j.bmc.2023.117508 Adenylate cyclase type 5 1
37931521 10.1016/j.bmc.2023.117508 Adenylate cyclase type 1 1
37931521 10.1016/j.bmc.2023.117508 J774.A1 1
37931521 10.1016/j.bmc.2023.117508 Unchecked 1
34102377 10.1016/j.ejmech.2021.113581 Adenylate cyclase type 3 1
34102377 10.1016/j.ejmech.2021.113581 Adenylate cyclase type 2 1
1956042 10.1021/jm00115a012 D(1A) dopamine receptor 1
34102377 10.1016/j.ejmech.2021.113581 J774.A1 1
34102377 10.1016/j.ejmech.2021.113581 Unchecked 1
33882273 10.1016/j.bmcl.2021.128047 D(1B) dopamine receptor 1
32107165 10.1016/j.bmcl.2020.127053 D(1B) dopamine receptor 1
32631525 10.1016/j.bmcl.2020.127305 D(1B) dopamine receptor 1
1956042 10.1021/jm00115a012 Dopamine D1 and D2 receptor 1
1956042 10.1021/jm00115a012 D(2) dopamine receptor 1

Data from ChEMBL 36 via Core Engine