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Compound Detail

CHEMBL4751920

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Cc1cc(N[C@H]2CCc3ccc(Cl)cc3C2)n2nc(C(C)(F)F)nc2n1

Basic Information

ChEMBL ID CHEMBL4751920
Phase Preclinical
Structure Type MOL
InChI Key MIVYUYYPBSQCPE-AWEZNQCLSA-N
5
Targets
7
Activities
2
Assay Types
13
PK Parameters
13
Publications
0
Known Names

Molecular Properties

377.8
MW (Da)
4.17
ALogP
5
HBA
1
HBD
55.1
PSA (Ų)
0.74
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H18ClF2N5
MW 377.83
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -1.61

Activity Summary

IC50 5 meas. best 8.2
EC50 2 meas. best 8.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
EC50 8.92 8.92 1.2 1
Unchecked
CHEMBL612545
IC50 8.2 8.1 6.3 2
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 5.82 5.82 1500.0 1
Cytochrome P450 2C9
CHEMBL3397
IC50 5.68 5.68 2100.0 1
Cytochrome P450 2D6
CHEMBL289
IC50 5.57 5.57 2700.0 1
Unchecked
CHEMBL612545
EC50 5.07 5.07 8600.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 8576.74 ng.hr.mL-1 Mus musculus
AUC 1322.4 ng.hr.mL-1 Rattus norvegicus
AUC 9294.62 ng.hr.mL-1 Rattus norvegicus
CL 21.2 mL.min-1.kg-1 Rattus norvegicus
CL 589.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 5000.0 nM Mus musculus
Cmax 3300.0 nM Rattus norvegicus
F 67.0 % Rattus norvegicus
T1/2 1.5 hr Mus musculus
T1/2 2.0 hr Mus musculus
T1/2 5.9 hr Rattus norvegicus
Tmax 1.0 hr Mus musculus
Tmax 3.3 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
27127993 10.1021/acs.jmedchem.6b00275 ADMET 30
27127993 10.1021/acs.jmedchem.6b00275 Plasmodium falciparum 8
27127993 10.1021/acs.jmedchem.6b00275 Unchecked 5
27127993 10.1021/acs.jmedchem.6b00275 No relevant target 5
27127993 10.1021/acs.jmedchem.6b00275 Dihydroorotate dehydrogenase (quinone), mitochondrial 3
27127993 10.1021/acs.jmedchem.6b00275 Cytochrome P450 2C19 1
27127993 10.1021/acs.jmedchem.6b00275 Cytochrome P450 2C9 1
27127993 10.1021/acs.jmedchem.6b00275 Voltage-gated inwardly rectifying potassium channel KCNH2 1
27127993 10.1021/acs.jmedchem.6b00275 Cytochrome P450 1A2 1
27127993 10.1021/acs.jmedchem.6b00275 Cytochrome P450 2B6 1
27127993 10.1021/acs.jmedchem.6b00275 Cytochrome P450 2C8 1
27127993 10.1021/acs.jmedchem.6b00275 Cytochrome P450 2D6 1
27127993 10.1021/acs.jmedchem.6b00275 Cytochrome P450 3A4 1

Data from ChEMBL 36 via Core Engine