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Compound Detail

CHEMBL4448752

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

Basic Information

ChEMBL ID CHEMBL4448752
Phase Preclinical
Structure Type MOL
InChI Key KEQLVIFRZVZQOA-RBUKOAKNSA-N
5
Targets
5
Activities
1
Assay Types
24
PK Parameters
6
Publications
0
Known Names

Molecular Properties

528.5
MW (Da)
4.91
ALogP
8
HBA
2
HBD
125.7
PSA (Ų)
0.34
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H23F3N4O5
MW 528.49
Aromatic Rings 4
Heavy Atoms 38
NP-Likeness -1.18

Activity Summary

EC50 5 meas. best 9.04

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sphingosine 1-phosphate receptor 4
CHEMBL3230
EC50 9.04 9.04 0.9 1
Sphingosine 1-phosphate receptor 5
CHEMBL2274
EC50 8.96 8.96 1.1 1
Sphingosine 1-phosphate receptor 1
CHEMBL4333
EC50 8.46 8.46 3.5 1
Rattus norvegicus
CHEMBL376
EC50 7.72 7.72 19.0 1
Sphingosine 1-phosphate receptor 3
CHEMBL3892
EC50 5.03 5.03 9400.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 191313.38 ng.hr.mL-1 Mus musculus
AUC 31709.4 ng.hr.mL-1 Rattus norvegicus
AUC 8984.33 ng.hr.mL-1 Macaca fascicularis
AUC 687.04 ng.hr.mL-1 Canis lupus familiaris
CL 100.0 mL.min-1.kg-1 Mus musculus
CL 1700.0 mL.min-1.kg-1 Rattus norvegicus
CL 700.0 mL.min-1.kg-1 Macaca fascicularis
CL 1400.0 mL.min-1.kg-1 Canis lupus familiaris
Cmax 45000.0 nM Mus musculus
Cmax 5300.0 nM Rattus norvegicus
Cmax 1100.0 nM Macaca fascicularis
Cmax 840.0 nM Canis lupus familiaris
F 66.0 % Mus musculus
F 76.0 % Rattus norvegicus
F 88.0 % Macaca fascicularis
F 74.0 % Canis lupus familiaris
T1/2 15.0 hr Mus musculus
T1/2 9.0 hr Rattus norvegicus
T1/2 33.0 hr Macaca fascicularis
T1/2 12.0 hr Canis lupus familiaris
Tmax 1.0 hr Mus musculus
Tmax 3.3 hr Rattus norvegicus
Tmax 4.0 hr Macaca fascicularis
Tmax 0.8 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 42
27309907 10.1021/acs.jmedchem.6b00373 Rattus norvegicus 5
27309907 10.1021/acs.jmedchem.6b00373 Sphingosine 1-phosphate receptor 1 2
27309907 10.1021/acs.jmedchem.6b00373 Sphingosine 1-phosphate receptor 3 2
27309907 10.1021/acs.jmedchem.6b00373 Sphingosine 1-phosphate receptor 4 2
27309907 10.1021/acs.jmedchem.6b00373 Sphingosine 1-phosphate receptor 5 2

Data from ChEMBL 36 via Core Engine