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Compound Detail

CHEMBL3794064

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O=C(O)C1CN(Cc2ccc(-c3noc(-c4onc(-c5ccccc5)c4C(F)(F)F)n3)cc2)C1

Basic Information

ChEMBL ID CHEMBL3794064
Phase Preclinical
Structure Type MOL
InChI Key RRPYZEWVBYBTJC-UHFFFAOYSA-N
3
Targets
8
Activities
2
Assay Types
30
PK Parameters
20
Publications
0
Known Names

Molecular Properties

470.4
MW (Da)
4.59
ALogP
7
HBA
1
HBD
105.5
PSA (Ų)
0.44
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H17F3N4O4
MW 470.41
Aromatic Rings 4
Heavy Atoms 34
NP-Likeness -1.26

Activity Summary

EC50 7 meas. best 9.57
IC50 1 meas. best 4.75

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sphingosine 1-phosphate receptor 1
CHEMBL4333
EC50 9.57 9.39 0.3 4
Sphingosine 1-phosphate receptor 3
CHEMBL3892
EC50 5.8 5.8 1600.0 3
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 4.75 4.75 18000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 117602.5 ng.hr.mL-1 Mus musculus
AUC 20698.04 ng.hr.mL-1 Rattus norvegicus
AUC 11760.25 ng.hr.mL-1 Macaca fascicularis
AUC 5174.51 ng.hr.mL-1 Canis lupus familiaris
CL 0.3 mL.min-1.kg-1 Mus musculus
CL 0.3 % Mus musculus
CL 1.7 mL.min-1.kg-1 Rattus norvegicus
CL 2.4 % Rattus norvegicus
CL 5.2 mL.min-1.kg-1 Macaca fascicularis
CL 12.0 % Macaca fascicularis
CL 1.6 mL.min-1.kg-1 Canis lupus familiaris
CL 5.2 % Canis lupus familiaris
Cmax 31000.0 nM Mus musculus
Cmax 3900.0 nM Rattus norvegicus
Cmax 4000.0 nM Macaca fascicularis
Cmax 1300.0 nM Canis lupus familiaris
F 71.0 % Mus musculus
F 52.0 % Rattus norvegicus
F 70.0 % Macaca fascicularis
F 45.0 % Canis lupus familiaris
MRT 14.0 hr Mus musculus
MRT 14.0 hr Rattus norvegicus
MRT 2.2 hr Macaca fascicularis
MRT 8.9 hr Canis lupus familiaris
T1/2 9.8 hr Mus musculus
T1/2 10.0 hr Rattus norvegicus
T1/2 3.0 hr Macaca fascicularis
T1/2 7.4 hr Canis lupus familiaris
Tmax 3.0 hr Mus musculus
Tmax 3.3 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
26924461 10.1021/acs.jmedchem.6b00089 Rattus norvegicus 23
26924461 10.1021/acs.jmedchem.6b00089 Mus musculus 15
26924461 10.1021/acs.jmedchem.6b00089 Canis familiaris 10
26924461 10.1021/acs.jmedchem.6b00089 Cynomolgus monkey 10
26924461 10.1021/acs.jmedchem.6b00089 Plasma 9
26924461 10.1021/acs.jmedchem.6b00089 Unchecked 6
26924461 10.1021/acs.jmedchem.6b00089 Sphingosine 1-phosphate receptor 1 5
26924461 10.1021/acs.jmedchem.6b00089 Molecular identity unknown 5
27055941 10.1016/j.bmcl.2016.03.105 Plasma 3
27726358 10.1021/acs.jmedchem.6b01099 ADMET 3
26924461 10.1021/acs.jmedchem.6b00089 ADMET 2
26924461 10.1021/acs.jmedchem.6b00089 No relevant target 2
27726358 10.1021/acs.jmedchem.6b01099 Rattus norvegicus 2
27055941 10.1016/j.bmcl.2016.03.105 Rattus norvegicus 2
26924461 10.1021/acs.jmedchem.6b00089 Cytochrome P450 1A2 1
26924461 10.1021/acs.jmedchem.6b00089 Voltage-gated inwardly rectifying potassium channel KCNH2 1
26924461 10.1021/acs.jmedchem.6b00089 Salmonella typhi 1
26924461 10.1021/acs.jmedchem.6b00089 Sphingosine 1-phosphate receptor 3 1
26924461 10.1021/acs.jmedchem.6b00089 Cytochrome P450 2C19 1
27055941 10.1016/j.bmcl.2016.03.105 Sphingosine 1-phosphate receptor 1 1

Data from ChEMBL 36 via Core Engine