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Compound Detail

CHEMBL175832

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O=S(=O)(c1ccc(F)cc1)C1(F)CCN(CCc2ccc(F)cc2F)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL175832
Phase Preclinical
Structure Type MOL
InChI Key VDURQHWFSXZAER-UHFFFAOYSA-N
5
Targets
12
Activities
1
Assay Types
3
PK Parameters
17
Publications
0
Known Names

Molecular Properties

401.4
MW (Da)
3.88
ALogP
3
HBA
0
HBD
37.4
PSA (Ų)
0.56
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H19F4NO2S
MW 401.43
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -1.32

Activity Summary

Ki 12 meas. best 9.41

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 9.41 9.41 0.4 3
5-hydroxytryptamine receptor 2A
CHEMBL322
 Ki 9.2 9.2 0.6 1
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 7.16 6.8867 69.0 3
D(2) dopamine receptor
CHEMBL217
 Ki 6.51 6.505 310.0 2
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 Ki 5.25 5.25 5561.0 3

Pharmacokinetic Data

Parameter Value Units Species
Clp 69.0 ml min-1 Rattus norvegicus
F 51.0 % Rattus norvegicus
T1/2 3.8 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2A Ki = 0.39 nM 9.41 Binding affinity against human 5-hydroxytryptamine 2A receptor 15993598
5-hydroxytryptamine receptor 2A Ki = 0.39 nM 9.41 Displacement of [3H]ketanserin from human 5HT2A receptor expressed in CHO cells 17314044
5-hydroxytryptamine receptor 2A Ki = 0.39 nM 9.41 Displacement of [3H]- ketanserin from human 5HT2A receptor expressed CHO cells 20493697
5-hydroxytryptamine receptor 2A Ki = 0.63 nM 9.2 Binding affinity against rat 5-hydroxytryptamine 2A receptor 15993598
5-hydroxytryptamine receptor 2C Ki = 69.0 nM 7.16 Displacement of [3H]mesulergine from human 5HT2C receptor expressed CHO cells 20493697
5-hydroxytryptamine receptor 2C Ki = 176.0 nM 6.75 Binding affinity against human 5-hydroxytryptamine 2c receptor 15993598
5-hydroxytryptamine receptor 2C Ki = 180.0 nM 6.75 Displacement of [3H]mesurgeline from human 5HT2C receptor expressed in CHO cells 17314044
D(2) dopamine receptor Ki = 310.0 nM 6.51 Displacement of [3H]spiperone from human dopamine D2 receptor expressed in CHO c... 17314044
D(2) dopamine receptor Ki = 313.0 nM 6.5 Binding affinity against human Dopamine receptor D2 15993598
Voltage-gated inwardly rectifying potassium channel KCNH2 Ki = 5561.0 nM 5.25 Binding affinity against human IKr channel 15993598
Voltage-gated inwardly rectifying potassium channel KCNH2 Ki = 5600.0 nM 5.25 Displacement of [3H]dofetilide from hERG expressed in HEK cells 17314044
Voltage-gated inwardly rectifying potassium channel KCNH2 Ki = 5561.0 nM 5.25 Displacement of [3H]-dofetilide from human ERG receptor expressed HEK cells 20493697

Literature References

PubMed DOI Target Context # Activities
15993598 10.1016/j.bmcl.2005.05.104 ADMET 3
15993598 10.1016/j.bmcl.2005.05.104 5-hydroxytryptamine receptor 2A 3
20493697 10.1016/j.bmcl.2010.04.090 Rattus norvegicus 1
20493697 10.1016/j.bmcl.2010.04.090 Voltage-gated inwardly rectifying potassium channel KCNH2 1
20493697 10.1016/j.bmcl.2010.04.090 5-hydroxytryptamine receptor 2C 1
20493697 10.1016/j.bmcl.2010.04.090 Liver microsomes 1
20493697 10.1016/j.bmcl.2010.04.090 Serotonin 2 receptors; 5-HT2a & 5-HT2c 1
20493697 10.1016/j.bmcl.2010.04.090 5-hydroxytryptamine receptor 2A 1
17314044 10.1016/j.bmcl.2007.01.098 Voltage-gated inwardly rectifying potassium channel KCNH2 1
17314044 10.1016/j.bmcl.2007.01.098 D(2) dopamine receptor 1
17314044 10.1016/j.bmcl.2007.01.098 Serotonin 2 receptors; 5-HT2a & 5-HT2c 1
17314044 10.1016/j.bmcl.2007.01.098 5-hydroxytryptamine receptor 2C 1
17314044 10.1016/j.bmcl.2007.01.098 5-hydroxytryptamine receptor 2A 1
15993598 10.1016/j.bmcl.2005.05.104 No relevant target 1
15993598 10.1016/j.bmcl.2005.05.104 Voltage-gated inwardly rectifying potassium channel KCNH2 1
15993598 10.1016/j.bmcl.2005.05.104 D(2) dopamine receptor 1
15993598 10.1016/j.bmcl.2005.05.104 5-hydroxytryptamine receptor 2C 1

Data from ChEMBL 36 via Core Engine