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Compound Detail

CHEMBL3360415

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COc1ccc(NC(=O)[C@@H](C)Nc2nc3c(cnn3C3CCCC3)c(=O)[nH]2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3360415
Phase Preclinical
Structure Type MOL
InChI Key UBBCZBKJYNXHGT-GFCCVEGCSA-N
8
Targets
11
Activities
1
Assay Types
7
PK Parameters
20
Publications
0
Known Names

Molecular Properties

396.4
MW (Da)
2.68
ALogP
7
HBA
3
HBD
113.9
PSA (Ų)
0.59
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 C20H24N6O3
MW 396.45
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -1.54

Activity Summary

IC50 11 meas. best 9.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A
CHEMBL3535
 IC50 9.22 8.835 0.6 4
cGMP-specific 3',5'-cyclic phosphodiesterase
CHEMBL1827
 IC50 7.04 7.04 90.6 1
Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1B
CHEMBL4425
 IC50 6.33 6.33 473.0 1
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A
CHEMBL3012
 IC50 5.75 5.75 1800.0 1
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A
CHEMBL4409
 IC50 5.16 5.16 6900.0 1
cGMP-dependent 3',5'-cyclic phosphodiesterase
CHEMBL2652
 IC50 4.89 4.89 13000.0 1
Phosphodiesterase 4
CHEMBL2093863
 IC50 4.67 4.67 21200.0 1
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A
CHEMBL241
 IC50 4.48 4.48 33200.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 62.0 mL.min-1.g-1 Mus musculus
CL 244.3 mL.min-1.kg-1 Mus musculus
CL 65.8 mL.min-1.kg-1 Mus musculus
CL 0.062 mL.min-1.kg-1 Rattus norvegicus
CL 65800.0 mL.min-1.g-1 Rattus norvegicus
T1/2 0.3717 hr Mus musculus
T1/2 0.3883 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A IC50 = 0.6 nM 9.22 Inhibition of PDE9A2 catalytic domain (unknown origin) using [3H]-cGMP/[3H]-cAMP... 25432025
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A IC50 = 0.6 nM 9.22 Inhibition of PDE9A (unknown origin) 32527553
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A IC50 = 0.6 nM 9.22 Displacement of [3H]-cGMP from PDE9A2 (unknown origin) incubated for 15 mins by ... 35144038
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A IC50 = 21.0 nM 7.68 Inhibition of PDE9A (unknown origin) 38614063
cGMP-specific 3',5'-cyclic phosphodiesterase IC50 = 90.6 nM 7.04 Inhibition of PDE5A1 catalytic domain (unknown origin) using [3H]-cGMP/[3H]-cAMP... 25432025
Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1B IC50 = 473.0 nM 6.33 Inhibition of PDE1B2 catalytic domain (unknown origin) using [3H]-cGMP/[3H]-cAMP... 25432025
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A IC50 = 1800.0 nM 5.75 Inhibition of PDE7A1 catalytic domain (unknown origin) using [3H]-cGMP/[3H]-cAMP... 25432025
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A IC50 = 6900.0 nM 5.16 Inhibition of PDE10A2 catalytic domain (unknown origin) using [3H]-cGMP/[3H]-cAM... 25432025
cGMP-dependent 3',5'-cyclic phosphodiesterase IC50 = 13000.0 nM 4.89 Inhibition of PDE2A3 catalytic domain (unknown origin) using [3H]-cGMP/[3H]-cAMP... 25432025
Phosphodiesterase 4 IC50 = 21200.0 nM 4.67 Inhibition of PDE4D2 catalytic domain (unknown origin) using [3H]-cGMP/[3H]-cAMP... 25432025
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A IC50 = 33200.0 nM 4.48 Inhibition of PDE3A catalytic domain (unknown origin) using [3H]-cGMP/[3H]-cAMP ... 25432025

Literature References

PubMed DOI Target Context # Activities
25432025 10.1021/jm500836h Unchecked 7
25432025 10.1021/jm500836h HepG2 6
25432025 10.1021/jm500836h Mus musculus 5
25432025 10.1021/jm500836h Liver 4
25432025 10.1021/jm500836h ADMET 3
32527553 10.1016/j.bmcl.2020.127254 ADMET 3
38614063 10.1016/j.ejmech.2024.116386 High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A 1
35144038 10.1016/j.ejmech.2022.114170 High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A 1
32527553 10.1016/j.bmcl.2020.127254 No relevant target 1
32527553 10.1016/j.bmcl.2020.127254 High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A 1
25432025 10.1021/jm500836h Molecular identity unknown 1
25432025 10.1021/jm500836h cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A 1
25432025 10.1021/jm500836h cGMP-dependent 3',5'-cyclic phosphodiesterase 1
25432025 10.1021/jm500836h cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A 1
25432025 10.1021/jm500836h High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8A 1
25432025 10.1021/jm500836h High affinity 3',5'-cyclic-AMP phosphodiesterase 7A 1
25432025 10.1021/jm500836h cGMP-specific 3',5'-cyclic phosphodiesterase 1
25432025 10.1021/jm500836h Phosphodiesterase 4 1
25432025 10.1021/jm500836h Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1B 1
25432025 10.1021/jm500836h High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A 1

Data from ChEMBL 36 via Core Engine