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Compound Detail

CHEMBL4466483

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FC(F)(F)c1cc(Oc2nccc3ccsc23)ccc1-c1cccc2nccn12

Basic Information

ChEMBL ID CHEMBL4466483
Phase Preclinical
Structure Type MOL
InChI Key BWXKKFQODXKNLQ-UHFFFAOYSA-N
30
Targets
32
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

411.4
MW (Da)
6.42
ALogP
5
HBA
0
HBD
39.4
PSA (Ų)
0.34
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 C21H12F3N3OS
MW 411.41
Aromatic Rings 5
Heavy Atoms 29
NP-Likeness -1.56

Activity Summary

Ki 30 meas. best 7.57
EC50 2 meas. best 8.66

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(1A) dopamine receptor
CHEMBL2056
EC50 8.66 8.66 2.2 2
D(1B) dopamine receptor
CHEMBL1850
Ki 7.57 7.57 27.0 1
D(1A) dopamine receptor
CHEMBL2056
Ki 6.89 6.89 130.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 5.96 5.96 1100.0 1
Muscarinic acetylcholine receptor M2
CHEMBL211
Ki 5.77 5.77 1700.0 1
Mu-type opioid receptor
CHEMBL233
Ki 5.68 5.68 2100.0 1
Histamine H2 receptor
CHEMBL1941
Ki 5.6 5.6 2500.0 1
Alpha-2A adrenergic receptor
CHEMBL1867
Ki 5.58 5.58 2600.0 1
Histamine H1 receptor
CHEMBL231
Ki 5.58 5.58 2600.0 1
Muscarinic acetylcholine receptor M3
CHEMBL245
Ki 5.57 5.57 2700.0 1
Alpha-1A adrenergic receptor
CHEMBL229
Ki 5.54 5.54 2900.0 1
Kappa-type opioid receptor
CHEMBL237
Ki 5.5 5.5 3200.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 5.47 5.47 3400.0 1
5-hydroxytryptamine receptor 4
CHEMBL1875
Ki 5.43 5.43 3700.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
Ki 5.43 5.43 3700.0 1
5-hydroxytryptamine receptor 7
CHEMBL3155
Ki 5.42 5.42 3800.0 1
5-hydroxytryptamine receptor 1D
CHEMBL1983
Ki 5.39 5.39 4100.0 1
Sodium-dependent dopamine transporter
CHEMBL238
Ki 5.35 5.35 4500.0 1
Alpha-1B adrenergic receptor
CHEMBL232
Ki 5.32 5.32 4800.0 1
D(4) dopamine receptor
CHEMBL219
Ki 5.31 5.31 4900.0 1
Beta-2 adrenergic receptor
CHEMBL210
Ki 5.23 5.23 5900.0 1
5-hydroxytryptamine receptor 5A
CHEMBL3426
Ki 5.21 5.21 6200.0 1
D(3) dopamine receptor
CHEMBL234
Ki 5.21 5.21 6200.0 1
Muscarinic acetylcholine receptor M1
CHEMBL216
Ki 5.18 5.18 6600.0 1
5-hydroxytryptamine receptor 6
CHEMBL3371
Ki 5.14 5.14 7200.0 1
5-hydroxytryptamine receptor 3A
CHEMBL1899
Ki 5.12 5.12 7600.0 1
5-hydroxytryptamine receptor 1E
CHEMBL2182
Ki 5.11 5.11 7800.0 1
Beta-1 adrenergic receptor
CHEMBL213
Ki 5.07 5.07 8500.0 1
D(2) dopamine receptor
CHEMBL217
Ki 5.06 5.06 8700.0 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
Ki 5.06 5.06 8800.0 1
5-hydroxytryptamine receptor 1B
CHEMBL1898
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 = 2.188 nM 8.66 Agonist activity at recombinant human D1 receptor expressed in HEK29T cells asse... 30875219
D(1A) dopamine receptor EC50 = 2.2 nM 8.66 Agonist activity at recombinant human D1 receptor expressed in HEK29T cells asse... 30875219
D(1B) dopamine receptor Ki = 27.0 nM 7.57 Displacement of [3H]-SCH23390 from recombinant human D5 receptor transiently exp... 30875219
D(1A) dopamine receptor Ki = 130.0 nM 6.89 Displacement of [3H]-SCH23390 from recombinant human D1 receptor transiently exp... 30875219
5-hydroxytryptamine receptor 2B Ki = 1100.0 nM 5.96 Displacement of [3H]-LSD from recombinant human 5HT2B receptor stably expressed ... 30875219
Muscarinic acetylcholine receptor M2 Ki = 1700.0 nM 5.77 Displacement of [3H]-QNB/[3H]-NMS from human muscarinic M2 receptor expressed in... 30875219
Mu-type opioid receptor Ki = 2100.0 nM 5.68 Displacement of [3H]-DAMGO from recombinant human MOR stably expressed in HEK ce... 30875219
Histamine H2 receptor Ki = 2500.0 nM 5.6 Displacement of [125I]-Iodo-aminopotentidine from human histamine H2 receptor ex... 30875219
Alpha-2A adrenergic receptor Ki = 2600.0 nM 5.58 Displacement of [3H]-rauwolscine from recombinant human alpha2A adrenergic recep... 30875219
Histamine H1 receptor Ki = 2600.0 nM 5.58 Displacement of [3H]-pyrilamine from human histamine H1 receptor expressed in st... 30875219
Muscarinic acetylcholine receptor M3 Ki = 2700.0 nM 5.57 Displacement of [3H]-QNB/[3H]-NMS from human muscarinic M3 receptor expressed in... 30875219
Alpha-1A adrenergic receptor Ki = 2900.0 nM 5.54 Displacement of [3H]-prazosin from recombinant human alpha1A adrenergic receptor... 30875219
Kappa-type opioid receptor Ki = 3200.0 nM 5.5 Displacement of [3H]-U69593 from KOR (unknown origin) measured after 90 mins by ... 30875219
5-hydroxytryptamine receptor 2A Ki = 3400.0 nM 5.47 Displacement of [3H]-Ketanserin from 5HT2A receptor (unknown origin) measured af... 30875219
5-hydroxytryptamine receptor 1A Ki = 3700.0 nM 5.43 Displacement of [3H]-Way100635 from recombinant human 5HT1A receptor stably expr... 30875219
5-hydroxytryptamine receptor 4 Ki = 3700.0 nM 5.43 Displacement of [3H]GR113808 from recombinant human 5HT4 receptor stably express... 30875219
5-hydroxytryptamine receptor 7 Ki = 3800.0 nM 5.42 Displacement of [3H]-LSD from recombinant human 5HT7A receptor stably expressed ... 30875219
5-hydroxytryptamine receptor 1D Ki = 4100.0 nM 5.39 Displacement of [3H]5-CT from recombinant human 5HT1D receptor transiently expre... 30875219
Sodium-dependent dopamine transporter Ki = 4500.0 nM 5.35 Displacement of [3H]-Win35428 from human DAT expressed in stable HEK cells after... 30875219
Alpha-1B adrenergic receptor Ki = 4800.0 nM 5.32 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 7
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