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Compound Detail

CHEMBL567470

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CCCOCCn1c(=O)c(N[C@H]2CC[C@H](O)CC2)nc2cnc(-c3ccc(OC)nc3)cc21

Basic Information

ChEMBL ID CHEMBL567470
Phase Preclinical
Structure Type MOL
InChI Key IVZATIQZZIVIQL-IYARVYRRSA-N
5
Targets
5
Activities
1
Assay Types
10
PK Parameters
20
Publications
0
Known Names

Molecular Properties

453.5
MW (Da)
3.00
ALogP
9
HBA
2
HBD
111.4
PSA (Ų)
0.48
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H31N5O4
MW 453.54
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness -1.31

Activity Summary

IC50 5 meas. best 10.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
cGMP-specific 3',5'-cyclic phosphodiesterase
CHEMBL1827
IC50 10.3 10.3 0.1 1
Rod cGMP-specific 3',5'-cyclic phosphodiesterase subunit alpha
CHEMBL3878
IC50 8.01 8.01 9.8 1
Dual 3',5'-cyclic-AMP and -GMP phosphodiesterase 11A
CHEMBL2717
IC50 7.19 7.19 64.1 1
3',5'-cyclic-AMP phosphodiesterase 4B
CHEMBL275
IC50 6.54 6.54 290.0 1
3',5'-cyclic-AMP phosphodiesterase 4D
CHEMBL288
IC50 5.92 5.92 1210.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 5.5 mL.min-1.kg-1 Rattus norvegicus
CL 3.5 mL.min-1.kg-1 Canis lupus familiaris
CL 400.0 mL.min-1.kg-1 Rattus norvegicus
F 50.0 % Rattus norvegicus
F 75.0 % Canis lupus familiaris
T1/2 4.1 hr Rattus norvegicus
T1/2 17.6 hr Canis lupus familiaris
Vd 1.4 L.kg-1 Rattus norvegicus
Vd 3.7 L.kg-1 Canis lupus familiaris
Vd 100.0 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
19631533 10.1016/j.bmcl.2009.07.019 Unchecked 18
19631533 10.1016/j.bmcl.2009.07.019 Rattus norvegicus 7
19631533 10.1016/j.bmcl.2009.07.019 Canis familiaris 4
19631533 10.1016/j.bmcl.2009.07.019 3',5'-cyclic-AMP phosphodiesterase 4D 2
19631533 10.1016/j.bmcl.2009.07.019 3',5'-cyclic-AMP phosphodiesterase 4B 2
19631533 10.1016/j.bmcl.2009.07.019 cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A 1
19631533 10.1016/j.bmcl.2009.07.019 High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8B 1
19631533 10.1016/j.bmcl.2009.07.019 High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8A 1
19631533 10.1016/j.bmcl.2009.07.019 3',5'-cyclic-AMP phosphodiesterase 7B 1
19631533 10.1016/j.bmcl.2009.07.019 High affinity 3',5'-cyclic-AMP phosphodiesterase 7A 1
19631533 10.1016/j.bmcl.2009.07.019 3',5'-cyclic-AMP phosphodiesterase 4C 1
19631533 10.1016/j.bmcl.2009.07.019 3',5'-cyclic-AMP phosphodiesterase 4A 1
19631533 10.1016/j.bmcl.2009.07.019 cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B 1
19631533 10.1016/j.bmcl.2009.07.019 cGMP-specific 3',5'-cyclic phosphodiesterase 1
19631533 10.1016/j.bmcl.2009.07.019 cGMP-dependent 3',5'-cyclic phosphodiesterase 1
19631533 10.1016/j.bmcl.2009.07.019 Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1C 1
19631533 10.1016/j.bmcl.2009.07.019 Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1B 1
19631533 10.1016/j.bmcl.2009.07.019 Dual 3',5'-cyclic-AMP and -GMP phosphodiesterase 11A 1
19631533 10.1016/j.bmcl.2009.07.019 Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1A 1
19631533 10.1016/j.bmcl.2009.07.019 Caco-2 1

Data from ChEMBL 36 via Core Engine