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Compound Detail

CHEMBL4764679

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CN1CCc2ccc(OCCCN3CCC(c4noc5cc(F)ccc45)CC3)cc2C1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4764679
Phase Preclinical
Structure Type MOL
InChI Key RDGPIFCCGRDXMY-UHFFFAOYSA-N
14
Targets
19
Activities
2
Assay Types
15
PK Parameters
20
Publications
0
Known Names

Molecular Properties

437.5
MW (Da)
4.24
ALogP
5
HBA
0
HBD
58.8
PSA (Ų)
0.54
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H28FN3O3
MW 437.52
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness -1.05

Activity Summary

Ki 13 meas. best 10.0
IC50 6 meas. best 8.2

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2A
CHEMBL322
 Ki 10.0 9.595 0.1 2
D(2) dopamine receptor
CHEMBL217
 Ki 9.0 9.0 1.0 1
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 8.62 8.33 2.4 2
5-hydroxytryptamine receptor 7
CHEMBL3223
 Ki 8.31 8.27 4.9 2
D(2) dopamine receptor
CHEMBL217
 IC50 8.2 8.2 6.3 1
D(2) dopamine receptor
CHEMBL339
 Ki 8.16 8.16 6.9 1
5-hydroxytryptamine receptor 6
CHEMBL3371
 Ki 8.02 8.02 9.6 1
5-hydroxytryptamine receptor 7
CHEMBL3155
 IC50 7.9 7.9 12.5 1
5-hydroxytryptamine receptor 6
CHEMBL3371
 IC50 7.4 7.4 39.7 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 IC50 7.33 7.33 46.3 1
5-hydroxytryptamine receptor 1A
CHEMBL214
 IC50 7.25 7.25 56.9 1
D(3) dopamine receptor
CHEMBL234
 Ki 6.65 6.65 226.0 1
Adrenergic receptor alpha-1
CHEMBL1907610
 Ki 6.0 6.0 991.0 1
Histamine H1 receptor
CHEMBL3943
 Ki 5.92 5.92 1196.0 1
5-hydroxytryptamine receptor 2C
CHEMBL324
 Ki 5.77 5.77 1687.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.64 5.64 2312.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 2350.0 ng.hr.mL-1 Rattus norvegicus
AUC 2370.0 ng.hr.mL-1 Rattus norvegicus
AUC 5194.0 ng.hr.mL-1 Rattus norvegicus
AUC 5288.0 ng.hr.mL-1 Rattus norvegicus
CL 14.7 mL.min-1.kg-1 Rattus norvegicus
CL 7.68 mL.min-1.kg-1 Rattus norvegicus
Cmax 5864.87 nM Rattus norvegicus
Cmax 3853.54 nM Rattus norvegicus
F 22.1 % Rattus norvegicus
T1/2 0.94 hr Rattus norvegicus
T1/2 3.25 hr Rattus norvegicus
Tmax 0.08 hr Rattus norvegicus
Tmax 0.54 hr Rattus norvegicus
Vd 1.16 L.kg-1 Rattus norvegicus
Vd 30.71 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2A Ki = 0.1 nM 10.0 Receptor Binding Assay: 5-HT2A:(1) The prepared membrane was applied with buffer... -
5-hydroxytryptamine receptor 2A Ki = 0.65 nM 9.19 Displacement of [3H]ketanserin from rat cerebral cortex 5HT2A receptor measured ... 32877805
D(2) dopamine receptor Ki = 1.0 nM 9.0 Receptor Binding Assay: D2:Procedures(1) The prepared membrane was applied with ... -
5-hydroxytryptamine receptor 1A Ki = 2.4 nM 8.62 Receptor Binding Assay: 5-HT1A: (1) The prepared membrane was applied with appro... -
5-hydroxytryptamine receptor 7 Ki = 4.9 nM 8.31 Displacement of [3H]5-CT from rat cerebral cortex 5HT7 receptor measured after 3... 32877805
5-hydroxytryptamine receptor 7 Ki = 5.9 nM 8.23 Receptor Binding Assay: 5-HT7: (1) The prepared membrane was applied with buffer... -
D(2) dopamine receptor IC50 = 6.3 nM 8.2 Antagonist activity at human D2 receptor expressed in CHO-K1 cells assessed as i... 32877805
D(2) dopamine receptor Ki = 6.9 nM 8.16 Displacement of [3H]spiperone from D2 receptor in rat striatum measured after 15... 32877805
5-hydroxytryptamine receptor 1A Ki = 9.1 nM 8.04 Displacement of [3H](+)8-OH-DPAT from rat cerebral cortex 5HT1A receptor measure... 32877805
5-hydroxytryptamine receptor 6 Ki = 9.6 nM 8.02 Displacement of [3H]lysergic acid diethylamide from human recombinant 5HT6 recep... 32877805
5-hydroxytryptamine receptor 7 IC50 = 12.5 nM 7.9 Antagonist activity at human 5HT7 receptor expressed in CHO-K1 cells assessed as... 32877805
5-hydroxytryptamine receptor 6 IC50 = 39.7 nM 7.4 Antagonist activity at human 5HT6 receptor expressed in CHO-K1 cells assessed as... 32877805
5-hydroxytryptamine receptor 2A IC50 = 46.3 nM 7.33 Antagonist activity at human 5HT2A receptor expressed in CHO-K1 cells assessed a... 32877805
5-hydroxytryptamine receptor 1A IC50 = 56.9 nM 7.25 Antagonist activity at human 5HT1A receptor expressed in CHO-K1 cells assessed a... 32877805
D(3) dopamine receptor Ki = 226.0 nM 6.65 Binding affinity to D3 receptor (unknown origin) 32877805
Adrenergic receptor alpha-1 Ki = 991.0 nM 6.0 Displacement of [3H]prazosin from rat cerebral cortex alpha1 adrenergic receptor... 32877805
Histamine H1 receptor Ki = 1196.0 nM 5.92 Displacement of [3H]pyrilamine from guinea pig cerebellum histamine H1 receptor ... 32877805
5-hydroxytryptamine receptor 2C Ki = 1687.0 nM 5.77 Displacement of [3H]mesulergine from rat cerebral cortex 5HT2C receptor measured... 32877805
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 2312.0 nM 5.64 Inhibition of human ERG expressed in HEK293 cells by whole-cell patch clamp meth... 32877805

Literature References

PubMed DOI Target Context # Activities
32877805 10.1016/j.ejmech.2020.112709 ADMET 22
32877805 10.1016/j.ejmech.2020.112709 Mus musculus 12
32877805 10.1016/j.ejmech.2020.112709 Unchecked 6
32877805 10.1016/j.ejmech.2020.112709 D(2) dopamine receptor 4
32877805 10.1016/j.ejmech.2020.112709 5-hydroxytryptamine receptor 1A 4
32877805 10.1016/j.ejmech.2020.112709 5-hydroxytryptamine receptor 2A 4
32877805 10.1016/j.ejmech.2020.112709 5-hydroxytryptamine receptor 7 4
32877805 10.1016/j.ejmech.2020.112709 5-hydroxytryptamine receptor 6 4
32877805 10.1016/j.ejmech.2020.112709 Rattus norvegicus 3
32877805 10.1016/j.ejmech.2020.112709 Sigma intracellular receptor 2 1
32877805 10.1016/j.ejmech.2020.112709 Sodium-dependent dopamine transporter 1
32877805 10.1016/j.ejmech.2020.112709 Sodium-dependent noradrenaline transporter 1
32877805 10.1016/j.ejmech.2020.112709 Sodium-dependent serotonin transporter 1
32877805 10.1016/j.ejmech.2020.112709 Histamine H3 receptor 1
32877805 10.1016/j.ejmech.2020.112709 Adrenergic receptor alpha-2 1
32877805 10.1016/j.ejmech.2020.112709 D(1A) dopamine receptor 1
32877805 10.1016/j.ejmech.2020.112709 Voltage-gated inwardly rectifying potassium channel KCNH2 1
32877805 10.1016/j.ejmech.2020.112709 Histamine H1 receptor 1
32877805 10.1016/j.ejmech.2020.112709 5-hydroxytryptamine receptor 2C 1
32877805 10.1016/j.ejmech.2020.112709 Adrenergic receptor alpha-1 1

Data from ChEMBL 36 via Core Engine