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Compound Detail

CHEMBL14563

SB-242084
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Cc1cc2c(cc1Cl)N(C(=O)Nc1ccc(Oc3cccnc3C)nc1)CC2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL14563
Name SB-242084
Phase Preclinical
Structure Type MOL
InChI Key GIUZEIJUFOPTMR-UHFFFAOYSA-N
6
Targets
16
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

394.9
MW (Da)
5.13
ALogP
4
HBA
1
HBD
67.3
PSA (Ų)
0.67
QED
1
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H19ClN4O2
MW 394.86
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -1.93

Activity Summary

Ki 15 meas. best 9.8
IC50 1 meas. best 9.48

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2C
CHEMBL324
 Ki 9.8 9.8 0.2 1
5-hydroxytryptamine receptor 2C
CHEMBL225
 IC50 9.48 9.48 0.3 1
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 9.0 9.0 1.0 4
5-hydroxytryptamine receptor 2B
CHEMBL1833
 Ki 7.0 7.0 100.0 4
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 6.8 6.8 158.5 4
5-hydroxytryptamine receptor 2A
CHEMBL322
 Ki 6.56 6.56 274.0 1
Sodium-dependent serotonin transporter
CHEMBL313
 Ki 5.75 5.75 1772.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2C Ki = 0.16 nM 9.8 Displacement of [3H]mesulergine from 5HT2C in Sprague-Dawley rat whole brain mem... 26748694
5-hydroxytryptamine receptor 2C IC50 = 0.33 nM 9.48 Antagonist activity at recombinant human 5-HT2C expressed in human U2OS cells by... 32631554
5-hydroxytryptamine receptor 2C Ki = 1.0 nM 9.0 Displacement of [3H]mesulergine from 5-hydroxytryptamine 2C receptor expressed i... 9357513
5-hydroxytryptamine receptor 2C Ki = 1.0 nM 9.0 Binding affinity towards human cloned 5-hydroxytryptamine receptor 2C in HEK293 ... 10737744
5-hydroxytryptamine receptor 2C Ki = 1.0 nM 9.0 Binding affinity towards human cloned 5-hydroxytryptamine 2C receptor of HEK293 ... 10969986
5-hydroxytryptamine receptor 2C Ki = 1.0 nM 9.0 Binding affinity for human 5-hydroxytryptamine 2C receptor expressed in HEK 293 ... 16168649
5-hydroxytryptamine receptor 2B Ki = 100.0 nM 7.0 Displacement of [3H]5-HT from 5-hydroxytryptamine 2B receptor expressed in HEK 2... 9357513
5-hydroxytryptamine receptor 2B Ki = 100.0 nM 7.0 Binding affinities towards human cloned 5-hydroxytryptamine 2B receptor in HEK29... 10737744
5-hydroxytryptamine receptor 2B Ki = 100.0 nM 7.0 Binding affinity towards human cloned 5-HT2B receptor of HEK293 cells by displac... 10969986
5-hydroxytryptamine receptor 2B Ki = 100.0 nM 7.0 Binding affinity for human 5-hydroxytryptamine 2B receptor expressed in HEK 293 ... 16168649
5-hydroxytryptamine receptor 2A Ki = 158.49 nM 6.8 Displacement of [3H]ketanserin from 5-hydroxytryptamine 2A receptor expressed in... 9357513
5-hydroxytryptamine receptor 2A Ki = 158.49 nM 6.8 Binding affinity towards human cloned 5-hydroxytryptamine receptor 2A in HEK293 ... 10737744
5-hydroxytryptamine receptor 2A Ki = 158.49 nM 6.8 Binding affinity towards human cloned 5-hydroxytryptamine 2A receptor of HEK293 ... 10969986
5-hydroxytryptamine receptor 2A Ki = 158.49 nM 6.8 Binding affinity for human 5-hydroxytryptamine 2A receptor expressed in HEK 293 ... 16168649
5-hydroxytryptamine receptor 2A Ki = 274.0 nM 6.56 Displacement of [3H]ketanserin from 5HT2A in Wistar rat frontal cortex membranes... 26748694
Sodium-dependent serotonin transporter Ki = 1772.0 nM 5.75 Displacement of [3H]citalopram from SERT in Sprague-Dawley rat whole brain membr... 26748694

Literature References

PubMed DOI Target Context # Activities
39137033 10.1021/acs.jmedchem.4c01244 Rattus norvegicus 3
9357513 10.1021/jm970424c Serotonin receptor (2b and 2c) 1
39137033 10.1021/acs.jmedchem.4c01244 Unchecked 1
10737744 10.1021/jm990388c Cytochrome P450 2C9 1
10737744 10.1021/jm990388c Rattus norvegicus 1
10737744 10.1021/jm990388c Cytochrome P450 1A2 1
10737744 10.1021/jm990388c Serotonin receptor (2b and 2c) 1
10737744 10.1021/jm990388c Serotonin 2 receptors; 5-HT2a & 5-HT2c 1
10737744 10.1021/jm990388c 5-hydroxytryptamine receptor 2C 1
10737744 10.1021/jm990388c 5-hydroxytryptamine receptor 2B 1
10737744 10.1021/jm990388c 5-hydroxytryptamine receptor 2A 1
9357513 10.1021/jm970424c 5-hydroxytryptamine receptor 2A 1
9357513 10.1021/jm970424c Serotonin 2 receptors; 5-HT2a & 5-HT2c 1
9357513 10.1021/jm970424c Cytochrome P450 3A4 1
9357513 10.1021/jm970424c Cytochrome P450 2D6 1
9357513 10.1021/jm970424c Aromatase 1
9357513 10.1021/jm970424c Cytochrome P450 2C9 1
9357513 10.1021/jm970424c Cytochrome P450 1A2 1
9357513 10.1021/jm970424c Rattus norvegicus 1
9357513 10.1021/jm970424c 5-hydroxytryptamine receptor 2C 1

Data from ChEMBL 36 via Core Engine