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Compound Detail

CHEMBL323312

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Cc1c[n+]([O-])ccc1CC(c1ccc(C(O)(C(F)(F)F)C(F)(F)F)cc1)c1ccc(OC(F)F)c(OC(F)F)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL323312
Phase Preclinical
Structure Type MOL
InChI Key QJLFNDIEDQOREP-UHFFFAOYSA-N
4
Targets
15
Activities
1
Assay Types
9
PK Parameters
18
Publications
0
Known Names

Molecular Properties

587.4
MW (Da)
6.52
ALogP
4
HBA
1
HBD
65.6
PSA (Ų)
0.18
QED
2
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H19F10NO4
MW 587.41
Aromatic Rings 3
Heavy Atoms 40
NP-Likeness -0.63

Activity Summary

IC50 15 meas. best 9.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Blood
CHEMBL613416
 IC50 9.52 9.52 0.3 1
3',5'-cyclic-AMP phosphodiesterase 4A
CHEMBL254
 IC50 8.89 8.5786 1.3 7
3',5'-cyclic-AMP phosphodiesterase 4D
CHEMBL288
 IC50 8.62 8.62 2.4 1
Homo sapiens
CHEMBL372
 IC50 6.52 6.2383 300.0 6

Pharmacokinetic Data

Parameter Value Units Species
Cmax 10000.0 nM Mustela putorius furo
F 60.0 % Rattus norvegicus
F 60.0 % Rattus norvegicus
T1/2 10.0 hr Rattus norvegicus
T1/2 36.0 hr Cercopithecidae
T1/2 19.0 hr Canis lupus familiaris
T1/2 10.0 hr Rattus norvegicus
T1/2 36.0 hr Saimiri sciureus
T1/2 19.0 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Blood IC50 = 0.3 nM 9.52 Inhibition of TNFalpha release in human whole blood 18686943
3',5'-cyclic-AMP phosphodiesterase 4A IC50 = 1.3 nM 8.89 Inhibitory activity against human PDE4A expressed isoform using construct repres... 12639571
3',5'-cyclic-AMP phosphodiesterase 4A IC50 = 1.3 nM 8.89 Inhibition of human Phosphodiesterase 4A isoform using construct representing th... 12270195
3',5'-cyclic-AMP phosphodiesterase 4A IC50 = 1.3 nM 8.89 Inhibition of GST-tagged PDE4A 18686943
3',5'-cyclic-AMP phosphodiesterase 4A IC50 = 2.1 nM 8.68 Inhibition of human Phosphodiesterase 4A isoform using construct representing th... 12270195
3',5'-cyclic-AMP phosphodiesterase 4A IC50 = 2.1 nM 8.68 Inhibition of human Phosphodiesterase 4A isoform using construct representing th... 12270195
3',5'-cyclic-AMP phosphodiesterase 4D IC50 = 2.4 nM 8.62 Inhibition of human PDE4D catalytic domain using [3H]-cAMP or [3H]-cGMP incubate... -
3',5'-cyclic-AMP phosphodiesterase 4A IC50 = 4.2 nM 8.38 Inhibition of human Phosphodiesterase 4A isoform using construct representing th... 12270195
3',5'-cyclic-AMP phosphodiesterase 4A IC50 = 23.0 nM 7.64 Inhibition of human Phosphodiesterase 4A isoform using construct representing th... 12270195
Homo sapiens IC50 = 300.0 nM 6.52 Inhibition of LPS-induced TNF-alpha production in human whole blood. 12639571
Homo sapiens IC50 = 300.0 nM 6.52 Inhibition of LPS-induced TNF-alpha formation in human whole blood. 12270195
Homo sapiens IC50 = 400.0 nM 6.4 Inhibition of LPS-induced TNF-alpha formation in human whole blood. 12270195
Homo sapiens IC50 = 400.0 nM 6.4 Inhibition of LPS-induced TNF-alpha formation in human whole blood. 12270195
Homo sapiens IC50 = 700.0 nM 6.16 Inhibition of LPS-induced TNF-alpha formation in human whole blood. 12270195
Homo sapiens IC50 = 3700.0 nM 5.43 Inhibition of LPS-induced TNF-alpha formation in human whole blood. 12270195

Literature References

PubMed DOI Target Context # Activities
12270195 10.1016/s0960-894x(02)00615-7 Unchecked 6
12270195 10.1016/s0960-894x(02)00615-7 3',5'-cyclic-AMP phosphodiesterase 4A 5
12270195 10.1016/s0960-894x(02)00615-7 Homo sapiens 5
12270195 10.1016/s0960-894x(02)00615-7 Mustela putorius furo 3
18686943 10.1021/jm800582j Rattus norvegicus 3
12270195 10.1016/s0960-894x(02)00615-7 Rattus norvegicus 2
18686943 10.1021/jm800582j Squirrel monkey 2
12270195 10.1016/s0960-894x(02)00615-7 Ovis aries 2
18686943 10.1021/jm800582j Ovis aries 1
12639571 10.1016/s0960-894x(02)01030-2 3',5'-cyclic-AMP phosphodiesterase 4A 1
18686943 10.1021/jm800582j Cavia porcellus 1
18686943 10.1021/jm800582j Canis familiaris 1
18686943 10.1021/jm800582j Blood 1
18686943 10.1021/jm800582j 3',5'-cyclic-AMP phosphodiesterase 4A 1
12270195 10.1016/s0960-894x(02)00615-7 Cavia porcellus 1
12270195 10.1016/s0960-894x(02)00615-7 Canis familiaris 1
12270195 10.1016/s0960-894x(02)00615-7 ADMET 1
12639571 10.1016/s0960-894x(02)01030-2 Homo sapiens 1

Data from ChEMBL 36 via Core Engine