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Compound Detail

CHEMBL4218772

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COCCNc1cc(O)c2c(=O)c3c(-c4nccs4)[nH]c(Cc4ccc5c(c4)OCO5)c3oc2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4218772
Phase Preclinical
Structure Type MOL
InChI Key VNWKVRSLWCIUCC-UHFFFAOYSA-N
7
Targets
7
Activities
1
Assay Types
4
PK Parameters
20
Publications
0
Known Names

Molecular Properties

491.5
MW (Da)
4.48
ALogP
9
HBA
3
HBD
118.8
PSA (Ų)
0.29
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H21N3O6S
MW 491.53
Aromatic Rings 5
Heavy Atoms 35
NP-Likeness -0.26

Activity Summary

IC50 7 meas. best 9.49

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
cGMP-specific 3',5'-cyclic phosphodiesterase
CHEMBL1827
 IC50 9.49 9.49 0.3 1
Cone cGMP-specific 3',5'-cyclic phosphodiesterase subunit alpha'
CHEMBL3977
 IC50 8.92 8.92 1.2 1
Dual 3',5'-cyclic-AMP and -GMP phosphodiesterase 11A
CHEMBL2717
 IC50 7.41 7.41 39.0 1
3',5'-cyclic-AMP phosphodiesterase 4D
CHEMBL288
 IC50 7.37 7.37 43.0 1
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A
CHEMBL4409
 IC50 7.34 7.34 46.0 1
cGMP-dependent 3',5'-cyclic phosphodiesterase
CHEMBL2652
 IC50 6.97 6.97 106.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 6.87 6.87 135.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 75.6 mL.min-1.g-1 Rattus norvegicus
CL 136.09 mL.min-1.kg-1 Rattus norvegicus
CL 39.17 mL.min-1.kg-1 Rattus norvegicus
T1/2 15.07 hr 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 = 0.32 nM 9.49 Inhibition of human PDE5A1 catalytic domain (535 to 860 residues) expressed in E... 30148362
Cone cGMP-specific 3',5'-cyclic phosphodiesterase subunit alpha' IC50 = 1.2 nM 8.92 Inhibition of PDE6C catalytic domain (1 to 858 residues) (unknown origin) expres... 30148362
Dual 3',5'-cyclic-AMP and -GMP phosphodiesterase 11A IC50 = 39.0 nM 7.41 Inhibition of PDE11A catalytic domain (588 to 911 residues) (unknown origin) exp... 30148362
3',5'-cyclic-AMP phosphodiesterase 4D IC50 = 43.0 nM 7.37 Inhibition of PDE4D2 catalytic domain (86 to 413 residues) (unknown origin) expr... 30148362
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A IC50 = 46.0 nM 7.34 Inhibition of PDE10A catalytic domain (449 to 770 residues) (unknown origin) exp... 30148362
cGMP-dependent 3',5'-cyclic phosphodiesterase IC50 = 106.0 nM 6.97 Inhibition of PDE2A catalytic domain (580 to 919 residues) (unknown origin) expr... 30148362
Cytochrome P450 2C9 IC50 = 135.0 nM 6.87 Inhibition of CYP2C9 in human liver microsomes in presence of NADPH 30148362

Literature References

PubMed DOI Target Context # Activities
30148362 10.1021/acs.jmedchem.8b01209 Unchecked 10
30148362 10.1021/acs.jmedchem.8b01209 ADMET 7
30148362 10.1021/acs.jmedchem.8b01209 Rattus norvegicus 3
30148362 10.1021/acs.jmedchem.8b01209 Dual 3',5'-cyclic-AMP and -GMP phosphodiesterase 11A 1
30148362 10.1021/acs.jmedchem.8b01209 Mus musculus 1
30148362 10.1021/acs.jmedchem.8b01209 Cytochrome P450 2C9 1
30148362 10.1021/acs.jmedchem.8b01209 Cytochrome P450 3A4 1
30148362 10.1021/acs.jmedchem.8b01209 Cytochrome P450 2B6 1
30148362 10.1021/acs.jmedchem.8b01209 Cytochrome P450 1A2 1
30148362 10.1021/acs.jmedchem.8b01209 Voltage-gated inwardly rectifying potassium channel KCNH2 1
30148362 10.1021/acs.jmedchem.8b01209 cGMP-specific 3',5'-cyclic phosphodiesterase 1
30148362 10.1021/acs.jmedchem.8b01209 cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A 1
30148362 10.1021/acs.jmedchem.8b01209 High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A 1
30148362 10.1021/acs.jmedchem.8b01209 High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8A 1
30148362 10.1021/acs.jmedchem.8b01209 High affinity 3',5'-cyclic-AMP phosphodiesterase 7A 1
30148362 10.1021/acs.jmedchem.8b01209 Cone cGMP-specific 3',5'-cyclic phosphodiesterase subunit alpha' 1
30148362 10.1021/acs.jmedchem.8b01209 3',5'-cyclic-AMP phosphodiesterase 4D 1
30148362 10.1021/acs.jmedchem.8b01209 cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A 1
30148362 10.1021/acs.jmedchem.8b01209 cGMP-dependent 3',5'-cyclic phosphodiesterase 1
30148362 10.1021/acs.jmedchem.8b01209 Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1B 1

Data from ChEMBL 36 via Core Engine