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Compound Detail

CHEMBL70565

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CCCN1CCO[C@@H]2c3cc(O)ccc3OC[C@H]21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL70565
Phase Preclinical
Structure Type MOL
InChI Key YOILXOMTHPUMRG-TZMCWYRMSA-N
8
Targets
22
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

249.3
MW (Da)
1.94
ALogP
4
HBA
1
HBD
41.9
PSA (Ų)
0.87
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C14H19NO3
MW 249.31
Aromatic Rings 1
Heavy Atoms 18
NP-Likeness 0.63

Activity Summary

Ki 15 meas. best 8.85
IC50 5 meas. best 6.91
EC50 2 meas. best 9.44

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(3) dopamine receptor
CHEMBL3138
 EC50 9.44 9.44 0.4 1
D(3) dopamine receptor
CHEMBL234
 Ki 8.85 8.5167 1.4 6
D(2) dopamine receptor
CHEMBL339
 EC50 8.24 8.24 5.7 1
D(2) dopamine receptor
CHEMBL217
 Ki 7.69 7.184 20.5 5
D(4) dopamine receptor
CHEMBL219
 Ki 7.58 7.175 26.6 2
D(2) dopamine receptor
CHEMBL339
 IC50 6.91 6.215 123.0 4
Nucleic Acid
CHEMBL345
 IC50 5.8 5.8 1600.0 1
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 5.78 5.78 1670.0 1
Mu-type opioid receptor
CHEMBL233
 Ki 4.44 4.44 36600.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(3) dopamine receptor EC50 = 0.36 nM 9.44 Agonist activity by measuring the [3H]-thymidine uptake against Dopamine recepto... 10956195
D(3) dopamine receptor Ki = 1.413 nM 8.85 Inhibition constant against [3H]-spiperone binding to human Dopamine receptor D3... 15801839
D(3) dopamine receptor Ki = 1.4 nM 8.85 Tested for antagonist binding affinity by measuring displacement of [3H]spiperon... 10956195
D(3) dopamine receptor Ki = 1.67 nM 8.78 Displacement of [3H]-(R)-(+)-7-OH-DPAT from human D3 receptor expressed in HEK29... 33062179
D(3) dopamine receptor Ki = 1.69 nM 8.77 Displacement of [3H]-(R)-(+)-7-OH-DPAT from recombinant human D3 receptor expres... 31257877
D(3) dopamine receptor Ki = 1.82 nM 8.74 Displacement of [3H]spiperone from human D3 receptor transfected in HEK293 cell ... 34284107
D(2) dopamine receptor EC50 = 5.7 nM 8.24 Agonist activity by measuring the [3H]thymidine uptake against Dopamine receptor... 10956195
D(2) dopamine receptor Ki = 20.5 nM 7.69 Displacement of [3H]-(R)-(+)-7-OH-DPAT from recombinant human D2L receptor expre... 31257877
D(4) dopamine receptor Ki = 26.6 nM 7.58 Displacement of [3H]-(R)-(+)-7-OH-DPAT from recombinant human D4.4 receptor expr... 31257877
D(2) dopamine receptor Ki = 28.0 nM 7.55 Displacement of [3H]-(R)-(+)-7-OH-DPAT from human D2L receptor expressed in HEK2... 33062179
D(2) dopamine receptor Ki = 42.0 nM 7.38 Human Dopamine receptor D2L affinities to determine agonist activity, using [3H]... 10956195
D(2) dopamine receptor Ki = 43.0 nM 7.37 Displacement of [3H]spiperone from human D2 receptor transfected in HEK293 cell ... 34284107
D(3) dopamine receptor Ki = 78.0 nM 7.11 Tested for antagonist binding affinity by measuring displacement of [3H]spiperon... 10956195
D(2) dopamine receptor IC50 = 123.0 nM 6.91 Affinity for [3H]N-propylnorapomorphine (NPA) Dopamine receptor D2 1967318
D(4) dopamine receptor Ki = 169.0 nM 6.77 Tested for antagonist binding affinity by measuring displacement of [3H]spiperon... 10956195
D(2) dopamine receptor IC50 = 409.0 nM 6.39 Concentration inhibiting specific binding of [3H]haloperidol to Dopamine recepto... 1967318
D(2) dopamine receptor IC50 = 900.0 nM 6.05 Concentration inhibiting specific binding of [3H]haloperidol to Dopamine recepto... 1967318
D(2) dopamine receptor Ki = 1180.0 nM 5.93 Tested for antagonist binding affinity by measuring displacement of [3H]spiperon... 10956195
Nucleic Acid IC50 = 1600.0 nM 5.8 Potency to displace the specific in vitro binding of [3H]N-0437 to calf striatal... 2903247
5-hydroxytryptamine receptor 1A Ki = 1670.0 nM 5.78 Tested for binding affinity by measuring displacement of [3H]8-OH-DPAT from rat ... 10956195

Literature References

PubMed DOI Target Context # Activities
10956195 10.1021/jm0000113 D(2) dopamine receptor 7
1967318 10.1021/jm00163a068 Rattus norvegicus 7
10956195 10.1021/jm0000113 D(3) dopamine receptor 5
1967318 10.1021/jm00163a068 Mus musculus 4
2903247 10.1021/jm00119a020 Rattus norvegicus 3
2903247 10.1021/jm00119a020 No relevant target 3
1967318 10.1021/jm00163a068 D(2) dopamine receptor 3
33062179 10.1021/acsmedchemlett.9b00660 D(1A) dopamine receptor 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
31257877 10.1021/acs.jmedchem.9b00702 Unchecked 2
10956195 10.1021/jm0000113 D(4) dopamine receptor 2
10956195 10.1021/jm0000113 Serotonin 2 (5-HT2) receptor 1
10956195 10.1021/jm0000113 5-hydroxytryptamine receptor 1A 1
15801839 10.1021/jm049269+ D(3) dopamine receptor 1
31257877 10.1021/acs.jmedchem.9b00702 D(2) dopamine receptor 1
31257877 10.1021/acs.jmedchem.9b00702 D(3) dopamine receptor 1
31257877 10.1021/acs.jmedchem.9b00702 D(4) dopamine receptor 1
10956195 10.1021/jm0000113 Dopamine receptors; D2 & D3 1
34284107 10.1016/j.bmcl.2021.128269 Unchecked 1
2903247 10.1021/jm00119a020 Nucleic Acid 1

Data from ChEMBL 36 via Core Engine