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Compound Detail

CHEMBL1935601

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O=S(=O)(c1cccc(F)c1)c1ccc2c3c(oc2c1)C1(CCCOC1)NCC3
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1935601
Phase Preclinical
Structure Type MOL
InChI Key OVDCCBDDPCBOAW-UHFFFAOYSA-N
5
Targets
11
Activities
2
Assay Types
9
PK Parameters
20
Publications
0
Known Names

Molecular Properties

401.5
MW (Da)
3.56
ALogP
5
HBA
1
HBD
68.5
PSA (Ų)
0.71
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 C21H20FNO4S
MW 401.46
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -0.58

Activity Summary

IC50 6 meas. best 8.01
Ki 5 meas. best 8.36

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 6
CHEMBL3371
 Ki 8.36 7.8133 4.4 3
5-hydroxytryptamine receptor 6
CHEMBL3371
 IC50 8.01 8.01 9.8 1
5-hydroxytryptamine receptor 6
CHEMBL3372
 Ki 7.77 7.595 16.9 2
5-hydroxytryptamine receptor 2B
CHEMBL1833
 IC50 5.82 5.82 1500.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 5.72 5.72 1900.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.02 4.9367 9600.0 3

Pharmacokinetic Data

Parameter Value Units Species
AUC 974.0 ng.hr.mL-1 Rattus norvegicus
CL 32.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 523.09 nM Rattus norvegicus
F 36.0 % Rattus norvegicus
T1/2 1.4 hr Rattus norvegicus
T1/2 0.5 hr Homo sapiens
T1/2 0.6667 hr Canis lupus familiaris
T1/2 0.4167 hr Rattus norvegicus
Vd 4.0 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 6 Ki = 4.4 nM 8.36 Displacement of [3H]LSD from full length human 5HT6 receptor 22153937
5-hydroxytryptamine receptor 6 Ki = 6.5 nM 8.19 Displacement of [3H]LSD from full length human 5HT6 receptor 22153937
5-hydroxytryptamine receptor 6 IC50 = 9.8 nM 8.01 Antagonist activity at human recombinant 5-HT6 receptor expressed human astrocyt... 22153937
5-hydroxytryptamine receptor 6 Ki = 16.9 nM 7.77 Displacement of [3H]LSD from full length rat 5HT6 receptor 22153937
5-hydroxytryptamine receptor 6 Ki = 38.3 nM 7.42 Displacement of [3H]LSD from full length rat 5HT6 receptor 22153937
5-hydroxytryptamine receptor 6 Ki = 130.0 nM 6.89 Displacement of [3H]LSD from full length human 5HT6 receptor 22153937
5-hydroxytryptamine receptor 2B IC50 = 1500.0 nM 5.82 Antagonist activity at 5HT2B receptor 22153937
Cytochrome P450 2C9 IC50 = 1900.0 nM 5.72 Inhibition of CYP2C9 22153937
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 9600.0 nM 5.02 Inhibition of human ERG by patch express assay 22153937
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 12000.0 nM 4.92 Inhibition of human ERG by patch express assay 22153937
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 13600.0 nM 4.87 Inhibition of human ERG by patch express assay 22153937

Literature References

PubMed DOI Target Context # Activities
22153937 10.1016/j.bmcl.2011.11.050 Rattus norvegicus 7
22153937 10.1016/j.bmcl.2011.11.050 5-hydroxytryptamine receptor 6 7
22153937 10.1016/j.bmcl.2011.11.050 Unchecked 4
22153937 10.1016/j.bmcl.2011.11.050 No relevant target 3
22153937 10.1016/j.bmcl.2011.11.050 Voltage-gated inwardly rectifying potassium channel KCNH2 3
22153937 10.1016/j.bmcl.2011.11.050 Liver microsomes 2
22153937 10.1016/j.bmcl.2011.11.050 5-hydroxytryptamine receptor 2B 2
22153937 10.1016/j.bmcl.2011.11.050 Voltage-gated L-type calcium channel 1
22153937 10.1016/j.bmcl.2011.11.050 Brain 1
22153937 10.1016/j.bmcl.2011.11.050 Cytochrome P450 2C9 1
22153937 10.1016/j.bmcl.2011.11.050 Cytochrome P450 3A4 1
22153937 10.1016/j.bmcl.2011.11.050 Cytochrome P450 2D6 1
22153937 10.1016/j.bmcl.2011.11.050 Cytochrome P450 2C19 1
22153937 10.1016/j.bmcl.2011.11.050 Cytochrome P450 1A2 1
22153937 10.1016/j.bmcl.2011.11.050 D(3) dopamine receptor 1
22153937 10.1016/j.bmcl.2011.11.050 D(2) dopamine receptor 1
22153937 10.1016/j.bmcl.2011.11.050 Alpha-2B adrenergic receptor 1
22153937 10.1016/j.bmcl.2011.11.050 Alpha-2A adrenergic receptor 1
22153937 10.1016/j.bmcl.2011.11.050 5-hydroxytryptamine receptor 2A 1
22153937 10.1016/j.bmcl.2011.11.050 Nucleic Acid 1

Data from ChEMBL 36 via Core Engine