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Compound Detail

CHEMBL14368

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COc1cc2c(cc1C(F)(F)F)N(C(=O)Nc1cc(Br)cc(-c3cccnc3)c1)CC2

Basic Information

ChEMBL ID CHEMBL14368
Phase Preclinical
Structure Type MOL
InChI Key FNWNLUXEHHLLML-UHFFFAOYSA-N
4
Targets
6
Activities
2
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

492.3
MW (Da)
6.13
ALogP
3
HBA
1
HBD
54.5
PSA (Ų)
0.48
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 C22H17BrF3N3O2
MW 492.30
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -1.54

Activity Summary

IC50 4 meas. best 8.0
Ki 2 meas. best 8.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 8.7 8.7 2.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
IC50 8.0 8.0 10.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 7.7 7.7 19.9 1
Plasmodium falciparum
CHEMBL364
IC50 6.8 6.38 160.0 2
Cytochrome P450 1A2
CHEMBL3356
IC50 5.16 5.16 7000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
20485427 10.1038/nature09107 Plasmodium falciparum 4
24900481 10.1021/ml300008j Plasmodium falciparum 3
10737744 10.1021/jm990388c 5-hydroxytryptamine receptor 2A 1
10737744 10.1021/jm990388c 5-hydroxytryptamine receptor 2B 1
10737744 10.1021/jm990388c 5-hydroxytryptamine receptor 2C 1
10737744 10.1021/jm990388c Serotonin 2 receptors; 5-HT2a & 5-HT2c 1
10737744 10.1021/jm990388c Serotonin receptor (2b and 2c) 1
10737744 10.1021/jm990388c Cytochrome P450 1A2 1
10737744 10.1021/jm990388c Rattus norvegicus 1
20485427 10.1038/nature09107 Unchecked 1
20485427 10.1038/nature09107 HepG2 1
24900481 10.1021/ml300008j Unchecked 1
24900481 10.1021/ml300008j 5-hydroxytryptamine receptor 2C 1
- 10.6019/CHEMBL3433997 Solute carrier family 2, facilitated glucose transporter member 1 1
- 10.6019/CHEMBL3433997 Hexose transporter 1 1
- 10.6019/CHEMBL3433997 Glucose transporter 1

Data from ChEMBL 36 via Core Engine