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Compound Detail

CHEMBL4469848

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FC(F)(F)c1cc(Oc2nccc3occc23)ccc1-c1cccc2nccn12

Basic Information

ChEMBL ID CHEMBL4469848
Phase Preclinical
Structure Type MOL
InChI Key ZKXUDWLJTFYOAN-UHFFFAOYSA-N
28
Targets
32
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

395.3
MW (Da)
5.95
ALogP
5
HBA
0
HBD
52.6
PSA (Ų)
0.38
QED
1
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H12F3N3O2
MW 395.34
Aromatic Rings 5
Heavy Atoms 29
NP-Likeness -1.08

Activity Summary

Ki 28 meas. best 7.33
EC50 4 meas. best 8.64

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(1A) dopamine receptor
CHEMBL2056
EC50 8.64 7.605 2.3 4
D(1B) dopamine receptor
CHEMBL1850
Ki 7.33 7.33 47.0 1
D(1A) dopamine receptor
CHEMBL2056
Ki 6.82 6.82 150.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 6.08 6.08 830.0 1
Kappa-type opioid receptor
CHEMBL237
Ki 5.82 5.82 1500.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
Ki 5.6 5.6 2500.0 1
5-hydroxytryptamine receptor 7
CHEMBL3155
Ki 5.39 5.39 4100.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 5.37 5.37 4300.0 1
Mu-type opioid receptor
CHEMBL233
Ki 5.36 5.36 4400.0 1
Alpha-2A adrenergic receptor
CHEMBL1867
Ki 5.29 5.29 5100.0 1
Histamine H2 receptor
CHEMBL1941
Ki 5.17 5.17 6700.0 1
5-hydroxytryptamine receptor 6
CHEMBL3371
Ki 5.16 5.16 6900.0 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
Ki 5.16 5.16 6900.0 1
Alpha-1A adrenergic receptor
CHEMBL229
Ki 5.16 5.16 7000.0 1
D(4) dopamine receptor
CHEMBL219
Ki 5.16 5.16 6900.0 1
5-hydroxytryptamine receptor 5A
CHEMBL3426
Ki 5.13 5.13 7400.0 1
Alpha-1B adrenergic receptor
CHEMBL232
Ki 5.13 5.13 7400.0 1
D(2) dopamine receptor
CHEMBL217
Ki 5.12 5.12 7600.0 1
Muscarinic acetylcholine receptor M2
CHEMBL211
Ki 5.09 5.09 8100.0 1
Beta-1 adrenergic receptor
CHEMBL213
Ki 5.07 5.07 8500.0 1
Beta-2 adrenergic receptor
CHEMBL210
Ki 5.07 5.07 8600.0 1
Muscarinic acetylcholine receptor M1
CHEMBL216
Ki 5.05 5.05 9000.0 1
5-hydroxytryptamine receptor 1D
CHEMBL1983
Ki 5.05 5.05 8900.0 1
Sodium-dependent dopamine transporter
CHEMBL238
Ki 5.04 5.04 9100.0 1
5-hydroxytryptamine receptor 3A
CHEMBL1899
Ki 5.03 5.03 9300.0 1
5-hydroxytryptamine receptor 1B
CHEMBL1898
Ki 5.03 5.03 9300.0 1
Sodium-dependent serotonin transporter
CHEMBL228
Ki 5.01 5.01 9700.0 1
Histamine H1 receptor
CHEMBL231
Ki 5.01 5.01 9800.0 1
5-hydroxytryptamine receptor 1E
CHEMBL2182
Ki 5.0 5.0 9900.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(1A) dopamine receptor EC50 = 2.291 nM 8.64 Agonist activity at recombinant human D1 receptor expressed in HEK29T cells asse... 30875219
D(1A) dopamine receptor EC50 = 2.3 nM 8.64 Agonist activity at recombinant human D1 receptor expressed in HEK29T cells asse... 30875219
D(1B) dopamine receptor Ki = 47.0 nM 7.33 Displacement of [3H]-SCH23390 from recombinant human D5 receptor transiently exp... 30875219
D(1A) dopamine receptor Ki = 150.0 nM 6.82 Displacement of [3H]-SCH23390 from recombinant human D1 receptor transiently exp... 30875219
D(1A) dopamine receptor EC50 = 270.0 nM 6.57 Agonist activity at recombinant C-terminal RLuc8-fused human D1 receptor express... 30875219
D(1A) dopamine receptor EC50 = 269.15 nM 6.57 Agonist activity at recombinant C-terminal RLuc8-fused human D1 receptor express... 30875219
5-hydroxytryptamine receptor 2B Ki = 830.0 nM 6.08 Displacement of [3H]-LSD from recombinant human 5HT2B receptor stably expressed ... 30875219
Kappa-type opioid receptor Ki = 1500.0 nM 5.82 Displacement of [3H]-U69593 from KOR (unknown origin) measured after 90 mins by ... 30875219
5-hydroxytryptamine receptor 1A Ki = 2500.0 nM 5.6 Displacement of [3H]-Way100635 from recombinant human 5HT1A receptor stably expr... 30875219
5-hydroxytryptamine receptor 7 Ki = 4100.0 nM 5.39 Displacement of [3H]-LSD from recombinant human 5HT7A receptor stably expressed ... 30875219
5-hydroxytryptamine receptor 2A Ki = 4300.0 nM 5.37 Displacement of [3H]-Ketanserin from 5HT2A receptor (unknown origin) measured af... 30875219
Mu-type opioid receptor Ki = 4400.0 nM 5.36 Displacement of [3H]-DAMGO from recombinant human MOR stably expressed in HEK ce... 30875219
Alpha-2A adrenergic receptor Ki = 5100.0 nM 5.29 Displacement of [3H]-rauwolscine from recombinant human alpha2A adrenergic recep... 30875219
Histamine H2 receptor Ki = 6700.0 nM 5.17 Displacement of [125I]-Iodo-aminopotentidine from human histamine H2 receptor ex... 30875219
Alpha-1A adrenergic receptor Ki = 7000.0 nM 5.16 Displacement of [3H]-prazosin from recombinant human alpha1A adrenergic receptor... 30875219
Sigma non-opioid intracellular receptor 1 Ki = 6900.0 nM 5.16 Displacement of [3H]-pentazocine from sigma1 receptor (unknown origin) after 90 ... 30875219
5-hydroxytryptamine receptor 6 Ki = 6900.0 nM 5.16 Displacement of [3H]-LSD from recombinant human 5HT6 receptor stably expressed i... 30875219
D(4) dopamine receptor Ki = 6900.0 nM 5.16 Displacement of [3H]-N-methylspiperone from recombinant human D4 receptor stably... 30875219
5-hydroxytryptamine receptor 5A Ki = 7400.0 nM 5.13 Displacement of [3H]-LSD from recombinant human 5HT5A receptor stably expressed ... 30875219
Alpha-1B adrenergic receptor Ki = 7400.0 nM 5.13 Displacement of [3H]-prazosin from recombinant human alpha1B adrenergic receptor... 30875219

Literature References

PubMed DOI Target Context # Activities
30875219 10.1021/acs.jmedchem.9b00351 D(1A) dopamine receptor 8
30875219 10.1021/acs.jmedchem.9b00351 5-hydroxytryptamine receptor 2B 1
30875219 10.1021/acs.jmedchem.9b00351 Sodium-dependent serotonin transporter 1
30875219 10.1021/acs.jmedchem.9b00351 Beta-1 adrenergic receptor 1
30875219 10.1021/acs.jmedchem.9b00351 Alpha-2A adrenergic receptor 1
30875219 10.1021/acs.jmedchem.9b00351 Alpha-1B adrenergic receptor 1
30875219 10.1021/acs.jmedchem.9b00351 Alpha-1A adrenergic receptor 1
30875219 10.1021/acs.jmedchem.9b00351 5-hydroxytryptamine receptor 7 1
30875219 10.1021/acs.jmedchem.9b00351 5-hydroxytryptamine receptor 6 1
30875219 10.1021/acs.jmedchem.9b00351 5-hydroxytryptamine receptor 5A 1
30875219 10.1021/acs.jmedchem.9b00351 5-hydroxytryptamine receptor 4 1
30875219 10.1021/acs.jmedchem.9b00351 5-hydroxytryptamine receptor 3A 1
30875219 10.1021/acs.jmedchem.9b00351 5-hydroxytryptamine receptor 2A 1
30875219 10.1021/acs.jmedchem.9b00351 5-hydroxytryptamine receptor 1E 1
30875219 10.1021/acs.jmedchem.9b00351 5-hydroxytryptamine receptor 1D 1
30875219 10.1021/acs.jmedchem.9b00351 5-hydroxytryptamine receptor 1B 1
30875219 10.1021/acs.jmedchem.9b00351 5-hydroxytryptamine receptor 1A 1
30875219 10.1021/acs.jmedchem.9b00351 D(1B) dopamine receptor 1
30875219 10.1021/acs.jmedchem.9b00351 D(4) dopamine receptor 1
30875219 10.1021/acs.jmedchem.9b00351 D(3) dopamine receptor 1

Data from ChEMBL 36 via Core Engine