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Compound Detail

CHEMBL2180945

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CCCOc1ccc(S(=O)(=O)N2CCN(C)CC2)cc1-c1nc(CC)c(CC)c(=O)[nH]1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2180945
Phase Preclinical
Structure Type MOL
InChI Key FJJLJIBQQGUEHI-UHFFFAOYSA-N
4
Targets
6
Activities
2
Assay Types
11
PK Parameters
12
Publications
0
Known Names

Molecular Properties

448.6
MW (Da)
2.29
ALogP
6
HBA
1
HBD
95.6
PSA (Ų)
0.67
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H32N4O4S
MW 448.59
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness -1.37

Activity Summary

IC50 5 meas. best 8.8
Kd 1 meas. best 6.88

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
cGMP-specific 3',5'-cyclic phosphodiesterase
CHEMBL1827
 IC50 8.8 8.8 1.6 2
Cone cGMP-specific 3',5'-cyclic phosphodiesterase subunit alpha'
CHEMBL3977
 IC50 7.34 7.34 45.6 1
cGMP-specific 3',5'-cyclic phosphodiesterase
CHEMBL1827
 Kd 6.88 6.88 131.0 1
Unchecked
CHEMBL612545
 IC50 6.13 6.13 741.0 1
Dual 3',5'-cyclic-AMP and -GMP phosphodiesterase 11A
CHEMBL2717
 IC50 5.47 5.47 3360.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 895.0 ng.hr.mL-1 Rattus norvegicus
AUC 4474.0 ng.hr.mL-1 Rattus norvegicus
CL 19.5 mL.min-1.kg-1 Rattus norvegicus
Cmax 1043.27 nM Rattus norvegicus
F 10.0 % Rattus norvegicus
MRT 3.09 hr Rattus norvegicus
MRT 0.81 hr Rattus norvegicus
T1/2 3.94 hr Rattus norvegicus
T1/2 1.29 hr Rattus norvegicus
Tmax 0.25 hr Rattus norvegicus
Vd 2.07 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
cGMP-specific 3',5'-cyclic phosphodiesterase IC50 = 1.6 nM 8.8 Inhibition of human recombinant PDE5A by [3H]cGMP based tritium scintillation pr... 23137303
cGMP-specific 3',5'-cyclic phosphodiesterase IC50 = 1.6 nM 8.8 Inhibition of N-terminal GST-tagged human PDE5A1 expressed in baculovirus infect... 31021628
Cone cGMP-specific 3',5'-cyclic phosphodiesterase subunit alpha' IC50 = 45.6 nM 7.34 Inhibition of human recombinant PDE6C at 1 uM by [3H]cGMP based tritium scintill... 23137303
cGMP-specific 3',5'-cyclic phosphodiesterase Kd = 131.0 nM 6.88 Binding affinity to recombinant human PDE5A1 catalytic domain (535 to 860 residu... 31021628
Unchecked IC50 = 741.0 nM 6.13 Inhibition of rat brain PDE1 by [3H]cGMP based tritium scintillation proximity a... 23137303
Dual 3',5'-cyclic-AMP and -GMP phosphodiesterase 11A IC50 = 3360.0 nM 5.47 Inhibition of human recombinant PDE11A4 at 1 uM by [3H]cGMP based tritium scinti... 23137303

Literature References

PubMed DOI Target Context # Activities
23137303 10.1021/jm301159y Rattus norvegicus 12
23137303 10.1021/jm301159y Unchecked 7
31021628 10.1021/acs.jmedchem.9b00123 cGMP-specific 3',5'-cyclic phosphodiesterase 5
23137303 10.1021/jm301159y Dual 3',5'-cyclic-AMP and -GMP phosphodiesterase 11A 1
23137303 10.1021/jm301159y cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A 1
23137303 10.1021/jm301159y High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A 1
23137303 10.1021/jm301159y High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8A 1
23137303 10.1021/jm301159y High affinity 3',5'-cyclic-AMP phosphodiesterase 7A 1
23137303 10.1021/jm301159y Cone cGMP-specific 3',5'-cyclic phosphodiesterase subunit alpha' 1
23137303 10.1021/jm301159y cGMP-specific 3',5'-cyclic phosphodiesterase 1
31021628 10.1021/acs.jmedchem.9b00123 Unchecked 1
31021628 10.1021/acs.jmedchem.9b00123 ADMET 1

Data from ChEMBL 36 via Core Engine