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Compound Detail

CHEMBL1580288

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CCS(=O)(=O)c1nc(S(=O)(=O)c2ccc(Cl)cc2)c(N2CCc3ccccc3C2)s1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1580288
Phase Preclinical
Structure Type MOL
InChI Key XWBNXNPYMCYTKF-UHFFFAOYSA-N
4
Targets
7
Activities
1
Assay Types
0
PK Parameters
6
Publications
0
Known Names

Molecular Properties

483.0
MW (Da)
3.99
ALogP
7
HBA
0
HBD
84.4
PSA (Ų)
0.55
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 C20H19ClN2O4S3
MW 483.04
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -1.55

Activity Summary

Ki 7 meas. best 6.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 6
CHEMBL3371
 Ki 6.92 6.8867 119.0 3
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 6.53 6.515 296.0 2
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 4.91 4.91 12200.0 1
5-hydroxytryptamine receptor 7
CHEMBL3155
 Ki 4.8 4.8 15770.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 6 Ki = 119.0 nM 6.92 Displacement of [3H]LSD from human cloned 5-HT6R expressed in HEK293 cells using... 25866241
5-hydroxytryptamine receptor 6 Ki = 119.0 nM 6.92 Binding affinity to 5-HT6R (unknown origin) assessed as inhibition constant 34311086
5-hydroxytryptamine receptor 6 Ki = 150.0 nM 6.82 Displacement of [3H]LSD from human cloned 5-HT6R expressed in HEK293 cells at 0.... 25866241
5-hydroxytryptamine receptor 2A Ki = 296.0 nM 6.53 Displacement of [3H]-ketanserin from human cloned 5-HT2A receptor expressed in C... 25866241
5-hydroxytryptamine receptor 2A Ki = 315.0 nM 6.5 Displacement of [3H]-ketanserin from human cloned 5-HT2A receptor expressed in C... 25866241
5-hydroxytryptamine receptor 1A Ki = 12200.0 nM 4.91 Displacement of [3H]-8-OH-DPAT from human cloned 5-HT1A receptor expressed in HE... 25866241
5-hydroxytryptamine receptor 7 Ki = 15770.0 nM 4.8 Displacement of [3H]-5-CT from human cloned 5-HT7R expressed in HEK293 cells at ... 25866241

Literature References

PubMed DOI Target Context # Activities
25866241 10.1016/j.bmcl.2015.03.049 5-hydroxytryptamine receptor 2A 2
25866241 10.1016/j.bmcl.2015.03.049 5-hydroxytryptamine receptor 6 2
25866241 10.1016/j.bmcl.2015.03.049 5-hydroxytryptamine receptor 1A 1
25866241 10.1016/j.bmcl.2015.03.049 5-hydroxytryptamine receptor 7 1
25866241 10.1016/j.bmcl.2015.03.049 No relevant target 1
34311086 10.1016/j.bmcl.2021.128275 5-hydroxytryptamine receptor 6 1

Data from ChEMBL 36 via Core Engine