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Compound Detail

CHEMBL1814790

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CN1CCc2cc(Cl)c(O)cc2[C@@H](c2ccccc2)C1.O=C(O)/C=C\C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1814790
Phase Preclinical
Structure Type MOL
InChI Key FGHVSEXHEAUJBT-HFNHQGOYSA-N
Parent Compound CHEMBL62
Active Moiety CHEMBL62
4
Targets
15
Activities
2
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

287.8
MW (Da)
3.67
ALogP
2
HBA
1
HBD
23.5
PSA (Ų)
0.87
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 C21H22ClNO5
MW 403.86
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness 0.17

Activity Summary

IC50 8 meas. best 9.82
Ki 7 meas. best 10.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(1A) dopamine receptor
CHEMBL2056
 Ki 10.0 9.98 0.1 4
D(1B) dopamine receptor
CHEMBL1850
 IC50 9.82 9.625 0.1 2
D(1B) dopamine receptor
CHEMBL1850
 Ki 9.77 9.77 0.2 1
D(1A) dopamine receptor
CHEMBL2056
 IC50 9.66 9.024 0.2 5
Unchecked
CHEMBL612545
 Ki 9.34 9.32 0.5 2
D(2) dopamine receptor
CHEMBL217
 IC50 7.59 7.59 25.8 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(1A) dopamine receptor Ki = 0.1 nM 10.0 Displacement of [3H]SCH23390 from human recombinant D1 receptor expressed in CHO... 24805037
D(1A) dopamine receptor Ki = 0.1 nM 10.0 Displacement of [3H]SCH23390 from human dopamine D1 receptor expressed in CHO ce... 25557493
D(1A) dopamine receptor Ki = 0.11 nM 9.96 Binding affinity to human dopamine D1 receptor by radioligand displacement assay 23466604
D(1A) dopamine receptor Ki = 0.11 nM 9.96 Binding affinity to D1 (unknown origin) assessed as inhibition constant 28849908
D(1B) dopamine receptor IC50 = 0.15 nM 9.82 Binding affinity to human dopamine D5 receptor by radioligand displacement assay 23582449
D(1B) dopamine receptor Ki = 0.17 nM 9.77 Binding affinity to human dopamine D5 receptor by radioligand displacement assay 23466604
D(1A) dopamine receptor IC50 = 0.22 nM 9.66 Binding affinity to human dopamine D1 receptor by radioligand displacement assay 23582449
D(1A) dopamine receptor IC50 = 0.25 nM 9.6 Inhibition of D1 (unknown origin) 28849908
D(1A) dopamine receptor IC50 = 0.27 nM 9.57 Binding affinity to human dopamine D1 receptor by radioligand displacement assay 23466604
D(1B) dopamine receptor IC50 = 0.37 nM 9.43 Binding affinity to human dopamine D5 receptor by radioligand displacement assay 23466604
Unchecked Ki = 0.46 nM 9.34 Displacement of [3H]SCH-23390 from dopamine D1-like receptor in porcine striatal... 22204903
Unchecked Ki = 0.5 nM 9.3 Displacement of [3H]SCH-23390 from dopamine D1 like receptor in porcine striatal... 21714510
D(1A) dopamine receptor IC50 = 1.7 nM 8.77 Antagonist activity at human recombinant at D1 receptor assessed as inhibition o... 24805037
D(2) dopamine receptor IC50 = 25.8 nM 7.59 Antagonist activity at human D2 receptor expressed in CHO-K1 cells assessed as i... 32877805
D(1A) dopamine receptor IC50 = 30.0 nM 7.52 Antagonist activity at D1 receptor (unknown origin) after 40 mins by [35S]GTP-ga... 25308766

Literature References

PubMed DOI Target Context # Activities
21714510 10.1021/jm200334c Unchecked 3
23466604 10.1016/j.ejmech.2013.01.044 D(1B) dopamine receptor 2
23466604 10.1016/j.ejmech.2013.01.044 D(1A) dopamine receptor 2
24805037 10.1021/jm401895u D(1A) dopamine receptor 2
32877805 10.1016/j.ejmech.2020.112709 D(2) dopamine receptor 2
28849908 10.1021/acschembio.7b00481 D(1A) dopamine receptor 2
22204903 10.1016/j.ejmech.2011.11.039 Unchecked 1
23582449 10.1016/j.bmc.2013.03.016 D(1B) dopamine receptor 1
23582449 10.1016/j.bmc.2013.03.016 D(1A) dopamine receptor 1
25308766 10.1016/j.bmc.2014.09.024 D(1A) dopamine receptor 1
25557493 10.1016/j.ejmech.2014.12.045 D(1A) dopamine receptor 1

Data from ChEMBL 36 via Core Engine