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Compound Detail

CHEMBL2171421

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COc1cc(N)ccc1-c1nc2c(C)nn(C3CCCCC3)c(=O)c2[nH]1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2171421
Phase Preclinical
Structure Type MOL
InChI Key KIURSEWENRYPDI-UHFFFAOYSA-N
4
Targets
4
Activities
1
Assay Types
9
PK Parameters
18
Publications
0
Known Names

Molecular Properties

353.4
MW (Da)
3.19
ALogP
6
HBA
2
HBD
98.8
PSA (Ų)
0.70
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H23N5O2
MW 353.43
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -0.89

Activity Summary

IC50 4 meas. best 7.51

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A
CHEMBL3012
 IC50 7.51 7.51 31.0 1
3',5'-cyclic-AMP phosphodiesterase 7B
CHEMBL4716
 IC50 7.37 7.37 43.0 1
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A
CHEMBL2040702
 IC50 7.2 7.2 63.0 1
3',5'-cyclic-AMP phosphodiesterase 4D
CHEMBL288
 IC50 5.18 5.18 6550.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 168407.0 ng.hr.mL-1 Mus musculus
AUC 5019.0 ng.hr.mL-1 Mus musculus
AUC 792.0 ng.hr.mL-1 Mus musculus
Cmax 125031.83 nM Mus musculus
Cmax 17975.27 nM Mus musculus
Cmax 4181.87 nM Mus musculus
Tmax 0.5 hr Mus musculus
Tmax 0.25 hr Mus musculus
Tmax 0.25 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A IC50 = 31.0 nM 7.51 Inhibition of cloned human recombinant PDE7A assessed as [3H]cAMP hydrolysis by ... 22944118
3',5'-cyclic-AMP phosphodiesterase 7B IC50 = 43.0 nM 7.37 Inhibition of cloned human recombinant PDE7B assessed as [3H]cAMP hydrolysis by ... 22944118
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A IC50 = 63.0 nM 7.2 Inhibition of mouse PDE7A assessed as [3H]cAMP hydrolysis after 5 to 15 mins by ... 22944118
3',5'-cyclic-AMP phosphodiesterase 4D IC50 = 6550.0 nM 5.18 Inhibition of cloned human recombinant PDE4D assessed as [3H]cAMP hydrolysis by ... 22944118

Literature References

PubMed DOI Target Context # Activities
22944118 10.1016/j.bmcl.2012.07.077 Mus musculus 14
22944118 10.1016/j.bmcl.2012.07.077 Brain 7
22944118 10.1016/j.bmcl.2012.07.077 Nucleic Acid 3
22944118 10.1016/j.bmcl.2012.07.077 Plasma 3
22944118 10.1016/j.bmcl.2012.07.077 High affinity 3',5'-cyclic-AMP phosphodiesterase 7A 2
22944118 10.1016/j.bmcl.2012.07.077 Liver microsomes 2
22944118 10.1016/j.bmcl.2012.07.077 Unchecked 2
22944118 10.1016/j.bmcl.2012.07.077 3',5'-cyclic-AMP phosphodiesterase 4D 2
22944118 10.1016/j.bmcl.2012.07.077 3',5'-cyclic-AMP phosphodiesterase 7B 1
22944118 10.1016/j.bmcl.2012.07.077 Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1A 1
22944118 10.1016/j.bmcl.2012.07.077 cGMP-dependent 3',5'-cyclic phosphodiesterase 1
22944118 10.1016/j.bmcl.2012.07.077 cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A 1
22944118 10.1016/j.bmcl.2012.07.077 cGMP-specific 3',5'-cyclic phosphodiesterase 1
22944118 10.1016/j.bmcl.2012.07.077 High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8A 1
22944118 10.1016/j.bmcl.2012.07.077 High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A 1
22944118 10.1016/j.bmcl.2012.07.077 cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A 1
22944118 10.1016/j.bmcl.2012.07.077 Dual 3',5'-cyclic-AMP and -GMP phosphodiesterase 11A 1
22944118 10.1016/j.bmcl.2012.07.077 Liver 1

Data from ChEMBL 36 via Core Engine