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Compound Detail

CHEMBL4458575

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O=C(O)C[C@H]1CCCN(C[C@@H](O)c2ccc(-c3noc(-c4onc(-c5ccccc5)c4C(F)(F)F)n3)cc2)C1

Basic Information

ChEMBL ID CHEMBL4458575
Phase Preclinical
Structure Type MOL
InChI Key YBQLZPRLWZZECJ-OXQOHEQNSA-N
7
Targets
8
Activities
2
Assay Types
24
PK Parameters
20
Publications
0
Known Names

Molecular Properties

542.5
MW (Da)
5.30
ALogP
8
HBA
2
HBD
125.7
PSA (Ų)
0.31
QED
2
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H25F3N4O5
MW 542.51
Aromatic Rings 4
Heavy Atoms 39
NP-Likeness -1.02

Activity Summary

EC50 6 meas. best 9.3
IC50 2 meas. best 5.39

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sphingosine 1-phosphate receptor 4
CHEMBL3230
EC50 9.3 9.3 0.5 1
Sphingosine 1-phosphate receptor 5
CHEMBL2274
EC50 9.28 9.28 0.5 1
Sphingosine 1-phosphate receptor 1
CHEMBL4333
EC50 8.92 8.61 1.2 2
Rattus norvegicus
CHEMBL376
EC50 7.72 7.72 19.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 5.39 5.39 4100.0 1
Sphingosine 1-phosphate receptor 3
CHEMBL3892
EC50 5.28 5.28 5300.0 1
Cytochrome P450 2C8
CHEMBL3721
IC50 4.66 4.66 22000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 170890.65 ng.hr.mL-1 Mus musculus
AUC 35805.66 ng.hr.mL-1 Rattus norvegicus
AUC 14105.26 ng.hr.mL-1 Macaca fascicularis
AUC 4231.58 ng.hr.mL-1 Canis lupus familiaris
CL 100.0 mL.min-1.kg-1 Mus musculus
CL 1000.0 mL.min-1.kg-1 Rattus norvegicus
CL 500.0 mL.min-1.kg-1 Macaca fascicularis
CL 1300.0 mL.min-1.kg-1 Canis lupus familiaris
Cmax 44000.0 nM Mus musculus
Cmax 4700.0 nM Rattus norvegicus
Cmax 1500.0 nM Macaca fascicularis
Cmax 489000.0 nM Canis lupus familiaris
F 62.0 % Mus musculus
F 87.0 % Rattus norvegicus
F 90.0 % Macaca fascicularis
F 90.0 % Canis lupus familiaris
T1/2 23.0 hr Mus musculus
T1/2 28.0 hr Rattus norvegicus
T1/2 27.0 hr Macaca fascicularis
T1/2 24.0 hr Canis lupus familiaris
Tmax 0.5 hr Mus musculus
Tmax 3.7 hr Rattus norvegicus
Tmax 10.0 hr Macaca fascicularis
Tmax 4.0 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
27309907 10.1021/acs.jmedchem.6b00373 ADMET 43
27309907 10.1021/acs.jmedchem.6b00373 Rattus norvegicus 6
27309907 10.1021/acs.jmedchem.6b00373 No relevant target 5
27309907 10.1021/acs.jmedchem.6b00373 Sphingosine 1-phosphate receptor 1 3
27309907 10.1021/acs.jmedchem.6b00373 Unchecked 3
27309907 10.1021/acs.jmedchem.6b00373 Sphingosine 1-phosphate receptor 3 2
30785748 10.1021/acs.jmedchem.8b01695 Unchecked 2
27309907 10.1021/acs.jmedchem.6b00373 Sphingosine 1-phosphate receptor 5 2
27309907 10.1021/acs.jmedchem.6b00373 Sphingosine 1-phosphate receptor 4 2
27309907 10.1021/acs.jmedchem.6b00373 Voltage-gated inwardly rectifying potassium channel KCNH2 1
27309907 10.1021/acs.jmedchem.6b00373 Cytochrome P450 1A2 1
27309907 10.1021/acs.jmedchem.6b00373 Cytochrome P450 2B6 1
27309907 10.1021/acs.jmedchem.6b00373 Cytochrome P450 2C9 1
27309907 10.1021/acs.jmedchem.6b00373 Cytochrome P450 2C19 1
27309907 10.1021/acs.jmedchem.6b00373 Cytochrome P450 2D6 1
27309907 10.1021/acs.jmedchem.6b00373 Cytochrome P450 3A4 1
27309907 10.1021/acs.jmedchem.6b00373 Cytochrome P450 2C8 1
27309907 10.1021/acs.jmedchem.6b00373 Mus musculus 1
30785748 10.1021/acs.jmedchem.8b01695 ADMET 1
30785748 10.1021/acs.jmedchem.8b01695 Rattus norvegicus 1

Data from ChEMBL 36 via Core Engine