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Compound Detail

CHEMBL2333219

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COc1ccc(CNc2c(CO)cnc3c(C4CC4)cc(C#N)cc23)cc1Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2333219
Phase Preclinical
Structure Type MOL
InChI Key FGBIHGKWPVSHSO-UHFFFAOYSA-N
2
Targets
5
Activities
1
Assay Types
13
PK Parameters
20
Publications
0
Known Names

Molecular Properties

393.9
MW (Da)
4.75
ALogP
5
HBA
2
HBD
78.2
PSA (Ų)
0.63
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 C22H20ClN3O2
MW 393.87
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -0.81

Activity Summary

IC50 5 meas. best 9.57

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
cGMP-specific 3',5'-cyclic phosphodiesterase
CHEMBL1827
 IC50 9.57 9.52 0.3 3
Phosphodiesterase 6
CHEMBL2097163
 IC50 6.47 6.47 339.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 1133.0 ng.hr.mL-1 Mus musculus
AUC 420.0 ng.hr/g Mus musculus
AUC 1014.0 ng.hr.mL-1 Mus musculus
CL 80.0 mL.min-1.g-1 Homo sapiens
Cmax 2594.76 nM Mus musculus
Cmax 385.0 ng/g Mus musculus
MRT 1.61 hr Mus musculus
MRT 1.66 hr Mus musculus
T1/2 1.33 hr Mus musculus
T1/2 1.04 hr Mus musculus
T1/2 0.3417 hr Homo sapiens
Tmax 0.5 hr Mus musculus
Tmax 0.5 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
cGMP-specific 3',5'-cyclic phosphodiesterase IC50 = 0.27 nM 9.57 Inhibition of PDE5 (unknown origin) -
cGMP-specific 3',5'-cyclic phosphodiesterase IC50 = 0.277 nM 9.56 Inhibition of PDE5 (unknown origin) using FAM-cGMP as substrate after 60 mins by... 23313637
cGMP-specific 3',5'-cyclic phosphodiesterase IC50 = 0.37 nM 9.43 Inhibition of PDE5 (unknown origin) using FAM-cGMP or FAM-cAMP as substrate incu... 35033884
Phosphodiesterase 6 IC50 = 339.0 nM 6.47 Inhibition of PDE6 (unknown origin) using FAM-cGMP as substrate after 60 mins by... 23313637
Phosphodiesterase 6 IC50 = 339.0 nM 6.47 Inhibition of PDE6 (unknown origin) using FAM-cGMP or FAM-cAMP as substrate incu... 35033884

Literature References

PubMed DOI Target Context # Activities
23313637 10.1016/j.ejmech.2012.12.009 Unchecked 10
23313637 10.1016/j.ejmech.2012.12.009 Mus musculus 8
37453616 10.1016/j.bmcl.2023.129409 ADMET 8
23313637 10.1016/j.ejmech.2012.12.009 Plasma 6
23313637 10.1016/j.ejmech.2012.12.009 Brain 6
23313637 10.1016/j.ejmech.2012.12.009 ADMET 3
23313637 10.1016/j.ejmech.2012.12.009 Hippocampus 2
23313637 10.1016/j.ejmech.2012.12.009 Dual 3',5'-cyclic-AMP and -GMP phosphodiesterase 11A 1
23313637 10.1016/j.ejmech.2012.12.009 cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A 1
23313637 10.1016/j.ejmech.2012.12.009 High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A 1
23313637 10.1016/j.ejmech.2012.12.009 Phosphodiesterase 8 1
23313637 10.1016/j.ejmech.2012.12.009 Phosphodiesterase 7 1
23313637 10.1016/j.ejmech.2012.12.009 Phosphodiesterase 6 1
23313637 10.1016/j.ejmech.2012.12.009 Phosphodiesterase 4 1
23313637 10.1016/j.ejmech.2012.12.009 Phosphodiesterase 3 1
23313637 10.1016/j.ejmech.2012.12.009 cGMP-dependent 3',5'-cyclic phosphodiesterase 1
23313637 10.1016/j.ejmech.2012.12.009 cGMP-specific 3',5'-cyclic phosphodiesterase 1
- 10.1039/C5MD00419E cGMP-specific 3',5'-cyclic phosphodiesterase 1
28985058 10.1021/acs.jmedchem.7b00979 No relevant target 1
35033884 10.1016/j.bmc.2022.116614 No relevant target 1

Data from ChEMBL 36 via Core Engine