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Compound Detail

CHEMBL586213

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COc1cc2c(cc1C(F)(F)F)N(C(=O)Nc1cc(OC(F)(F)F)cc(-c3cccnc3)c1)CC2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL586213
Phase Preclinical
Structure Type MOL
InChI Key PLPFIMGOJTYGRW-UHFFFAOYSA-N
4
Targets
9
Activities
1
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

497.4
MW (Da)
6.27
ALogP
4
HBA
1
HBD
63.7
PSA (Ų)
0.43
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H17F6N3O3
MW 497.40
Aromatic Rings 3
Heavy Atoms 35
NP-Likeness -1.45

Activity Summary

IC50 9 meas. best 7.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 IC50 7.6 7.225 25.0 6
5-hydroxytryptamine receptor 2C
CHEMBL225
 IC50 7.3 7.3 50.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 5.7 5.7 2000.0 1
Cytochrome P450 2D6
CHEMBL289
 IC50 4.89 4.89 13000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 0.3 ml/min.g Homo sapiens
CL 0.3 ml/min.g Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 25.0 nM 7.6 Antiplasmodial activity against Plasmodium falciparum 3D7A assessed as inhibitio... 24900481
Plasmodium falciparum IC50 = 40.0 nM 7.4 Antiplasmodial activity against Plasmodium falciparum 3D7A assessed as inhibitio... 24900481
5-hydroxytryptamine receptor 2C IC50 = 50.0 nM 7.3 Inhibition of human 5HT2c receptor expressed in CHO-K1 cells assessed as inhibit... 24900481
Plasmodium falciparum IC50 = 80.0 nM 7.1 Antimalarial activity against Plasmodium falciparum 3D7 A infected in red blood ... 24900261
Plasmodium falciparum IC50 = 80.0 nM 7.1 Antiplasmodial activity against Plasmodium falciparum 3D7A assessed as inhibitio... 24900481
Plasmodium falciparum IC50 = 80.0 nM 7.1 Antiplasmodial activity against Plasmodium falciparum 3D7A assessed as inhibitio... 24900481
Plasmodium falciparum IC50 = 90.0 nM 7.05 Antiplasmodial activity against Plasmodium falciparum HB3 assessed as inhibition... 24900481
Cytochrome P450 2C9 IC50 = 2000.0 nM 5.7 Inhibition of human CYP2C9 using 7-methoxy-4-triflouromethylcoumarin-3-acetic ac... 24900481
Cytochrome P450 2D6 IC50 = 13000.0 nM 4.89 Inhibition of human CYP2D6 using 4-methylaminomethyl-7-methoxycoumarin as substr... 24900481

Literature References

PubMed DOI Target Context # Activities
24900481 10.1021/ml300008j Plasmodium falciparum 9
24900481 10.1021/ml300008j No relevant target 7
20485427 10.1038/nature09107 Plasmodium falciparum 4
24900261 10.1021/ml200135p ADMET 2
24900261 10.1021/ml200135p Plasmodium falciparum 2
24900481 10.1021/ml300008j ADMET 2
- 10.6019/CHEMBL3433997 Glucose transporter 1
20485427 10.1038/nature09107 HepG2 1
24900481 10.1021/ml300008j L1210 1
24900481 10.1021/ml300008j MDCK 1
24900481 10.1021/ml300008j Liver 1
24900481 10.1021/ml300008j Liver microsomes 1
24900481 10.1021/ml300008j Albumin 1
24900481 10.1021/ml300008j Plasma 1
24900481 10.1021/ml300008j Cytochrome P450 2C9 1
24900481 10.1021/ml300008j Cytochrome P450 2D6 1
24900481 10.1021/ml300008j Cytochrome P450 3A4 1
24900481 10.1021/ml300008j Cytochrome P450 2C19 1
24900481 10.1021/ml300008j Voltage-gated inwardly rectifying potassium channel KCNH2 1
24900261 10.1021/ml200135p Voltage-gated inwardly rectifying potassium channel KCNH2 1

Data from ChEMBL 36 via Core Engine