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Compound Detail

CHEMBL3315088

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CCCNC(=O)COc1c(C(=O)Cc2c(Cl)cncc2Cl)ccc(OC)c1OC

Basic Information

ChEMBL ID CHEMBL3315088
Phase Preclinical
Structure Type MOL
InChI Key HOKIHKLKOZWCRY-UHFFFAOYSA-N
3
Targets
3
Activities
1
Assay Types
8
PK Parameters
18
Publications
0
Known Names

Molecular Properties

441.3
MW (Da)
3.74
ALogP
6
HBA
1
HBD
86.8
PSA (Ų)
0.57
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H22Cl2N2O5
MW 441.31
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness -0.78

Activity Summary

IC50 3 meas. best 8.55

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Phosphodiesterase 4
CHEMBL2093863
IC50 8.55 8.55 2.8 1
3',5'-cyclic-AMP phosphodiesterase 4D
CHEMBL288
IC50 8.3 8.3 5.0 1
PBMC
CHEMBL613107
IC50 7.8 7.8 16.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 5.45 ng.hr.mL-1 Homo sapiens
AUC 14.9 ng.hr.mL-1 Homo sapiens
AUC 49.2 ng.hr.mL-1 Homo sapiens
AUC 100.0 ng.hr.mL-1 Homo sapiens
Cmax 0.6322 nM Homo sapiens
Cmax 1.709 nM Homo sapiens
Cmax 5.416 nM Homo sapiens
Cmax 11.49 nM Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
24984230 10.1021/jm500378a Homo sapiens 9
24984230 10.1021/jm500378a No relevant target 7
24984230 10.1021/jm500378a Mus musculus 4
33054196 10.1021/acs.jmedchem.0c00797 ADMET 2
24984230 10.1021/jm500378a Mustela putorius furo 2
24984230 10.1021/jm500378a Phosphodiesterase 8 1
33054196 10.1021/acs.jmedchem.0c00797 Phosphodiesterase 4 1
24984230 10.1021/jm500378a Dual 3',5'-cyclic-AMP and -GMP phosphodiesterase 11A 1
24984230 10.1021/jm500378a cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A 1
24984230 10.1021/jm500378a High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A 1
24984230 10.1021/jm500378a 3',5'-cyclic-AMP phosphodiesterase 4D 1
24984230 10.1021/jm500378a High affinity 3',5'-cyclic-AMP phosphodiesterase 7A 1
24984230 10.1021/jm500378a cGMP-specific 3',5'-cyclic phosphodiesterase 1
24984230 10.1021/jm500378a Phosphodiesterase 3 1
24984230 10.1021/jm500378a cGMP-dependent 3',5'-cyclic phosphodiesterase 1
24984230 10.1021/jm500378a Phosphodiesterase 1 1
24984230 10.1021/jm500378a Liver microsome 1
24984230 10.1021/jm500378a PBMC 1

Data from ChEMBL 36 via Core Engine