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Compound Detail

CHEMBL14460

SB-243213
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Cc1cc2c(cc1C(F)(F)F)N(C(=O)Nc1ccc(Oc3cccnc3C)nc1)CC2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL14460
Name SB-243213
Phase Preclinical
Structure Type MOL
InChI Key ZETBBVYSBABLHL-UHFFFAOYSA-N
5
Targets
14
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

428.4
MW (Da)
5.50
ALogP
4
HBA
1
HBD
67.3
PSA (Ų)
0.60
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 C22H19F3N4O2
MW 428.41
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -1.76

Activity Summary

Ki 10 meas. best 9.0
IC50 4 meas. best 9.15

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2C
CHEMBL225
 IC50 9.15 9.15 0.7 1
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 9.0 9.0 1.0 4
5-hydroxytryptamine receptor 2A
CHEMBL224
 IC50 7.49 7.49 32.4 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
 Ki 7.0 7.0 100.0 3
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 6.8 6.8 158.5 3
5-hydroxytryptamine receptor 6
CHEMBL3371
 IC50 6.18 6.18 667.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 4.64 4.64 23000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2C IC50 = 0.7 nM 9.15 Displacement of [3H]mesulergine at human cloned 5HT2C receptor expressed in CHOK... 18602261
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 2C Ki = 1.0 nM 9.0 Binding affinity at 5HT2C receptor 18602261
5-hydroxytryptamine receptor 2A IC50 = 32.4 nM 7.49 Displacement of [3H]ketanserin from human cloned 5HT2A receptor 18602261
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 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 6 IC50 = 667.0 nM 6.18 Displacement of [3H]LSD from human cloned 5HT6 receptor 18602261
Cytochrome P450 2C9 IC50 = 23000.0 nM 4.64 Inhibition of heterologously expressed human cytochrome P450 2C9 10737744

Literature References

PubMed DOI Target Context # Activities
17315987 10.1021/jm0612968 Rattus norvegicus 4
18602261 10.1016/j.bmcl.2008.06.064 5-hydroxytryptamine receptor 2C 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
10737744 10.1021/jm990388c Cytochrome P450 3A4 1
16168649 10.1016/j.bmcl.2005.08.004 5-hydroxytryptamine receptor 2A 1
16168649 10.1016/j.bmcl.2005.08.004 5-hydroxytryptamine receptor 2C 1
10969986 10.1016/s0960-894x(00)00364-4 Serotonin 2 receptors; 5-HT2a & 5-HT2c 1
10969986 10.1016/s0960-894x(00)00364-4 Rattus norvegicus 1
10969986 10.1016/s0960-894x(00)00364-4 5-hydroxytryptamine receptor 2B 1
10969986 10.1016/s0960-894x(00)00364-4 5-hydroxytryptamine receptor 2A 1
10969986 10.1016/s0960-894x(00)00364-4 5-hydroxytryptamine receptor 2C 1
10737744 10.1021/jm990388c 5-hydroxytryptamine receptor 2A 1
10737744 10.1021/jm990388c Cytochrome P450 2C19 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

Data from ChEMBL 36 via Core Engine