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Compound Detail

CHEMBL2314618

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CS(=O)(=O)CC[C@@H]1OCC[C@@]2(S(=O)(=O)c3ccc(C(F)(F)F)cc3)c3c(F)ccc(F)c3OC[C@@H]12

Basic Information

ChEMBL ID CHEMBL2314618
Phase Preclinical
Structure Type MOL
InChI Key DGRSGSKYRNNKNH-XERREHJYSA-N
1
Targets
7
Activities
1
Assay Types
18
PK Parameters
8
Publications
0
Known Names

Molecular Properties

540.5
MW (Da)
3.89
ALogP
6
HBA
0
HBD
86.7
PSA (Ų)
0.54
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H21F5O6S2
MW 540.53
Aromatic Rings 2
Heavy Atoms 35
NP-Likeness -0.37

Activity Summary

IC50 7 meas. best 8.46

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Gamma-secretase
CHEMBL2094135
IC50 8.46 7.99 3.5 7

Pharmacokinetic Data

Parameter Value Units Species
AUC 24864.38 ng.hr.mL-1 Canis lupus familiaris
AUC 9729.54 ng.hr.mL-1 Macaca mulatta
AUC 1891.86 ng.hr.mL-1 Rattus norvegicus
CL 4.6 mL.min-1.kg-1 Canis lupus familiaris
CL 6.5 mL.min-1.kg-1 Macaca mulatta
CL 40.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 1500.0 nM Canis lupus familiaris
Cmax 810.0 nM Macaca mulatta
Cmax 680.0 nM Rattus norvegicus
F 100.0 % Canis lupus familiaris
F 70.0 % Macaca mulatta
F 44.0 % Rattus norvegicus
T1/2 17.0 hr Canis lupus familiaris
T1/2 17.0 hr Macaca mulatta
T1/2 3.6 hr Rattus norvegicus
Tmax 2.3 hr Canis lupus familiaris
Tmax 5.3 hr Macaca mulatta
Tmax 2.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
23265892 10.1016/j.bmcl.2012.11.047 Rattus norvegicus 10
23265892 10.1016/j.bmcl.2012.11.047 Canis familiaris 7
23265892 10.1016/j.bmcl.2012.11.047 Rhesus monkey 7
23265892 10.1016/j.bmcl.2012.11.047 Gamma-secretase 4
23265892 10.1016/j.bmcl.2012.11.047 Mus musculus 4
23265902 10.1016/j.bmcl.2012.11.054 Gamma-secretase 3
23265892 10.1016/j.bmcl.2012.11.047 Voltage-gated inwardly rectifying potassium channel KCNH2 1
23265892 10.1016/j.bmcl.2012.11.047 ADMET 1

Data from ChEMBL 36 via Core Engine