Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL4471352

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
COc1c(OCCCCCCC(=O)O)cc2oc3cc4c(c(O)c3c(=O)c2c1CC=C(C)C)C=CC(C)(C)O4
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4471352
Phase Preclinical
Structure Type MOL
InChI Key QHLZYKWHQKCZMD-UHFFFAOYSA-N
5
Targets
7
Activities
1
Assay Types
12
PK Parameters
20
Publications
0
Known Names

Molecular Properties

536.6
MW (Da)
6.77
ALogP
7
HBA
2
HBD
115.4
PSA (Ų)
0.16
QED
2
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C31H36O8
MW 536.62
Aromatic Rings 3
Heavy Atoms 39
NP-Likeness 2.12

Activity Summary

IC50 7 meas. best 8.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
3',5'-cyclic-AMP phosphodiesterase 4B
CHEMBL275
 IC50 8.1 8.05 8.0 2
Unchecked
CHEMBL612545
 IC50 8.05 8.05 9.0 1
3',5'-cyclic-AMP phosphodiesterase 4D
CHEMBL288
 IC50 7.77 7.745 17.0 2
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A
CHEMBL3012
 IC50 6.21 6.21 620.0 1
cGMP-specific 3',5'-cyclic phosphodiesterase
CHEMBL1827
 IC50 5.47 5.47 3390.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 6666.0 ng.hr.mL-1 Rattus norvegicus
AUC 6707.0 ng.hr.mL-1 Rattus norvegicus
AUC 4742.0 ng.hr.mL-1 Rattus norvegicus
AUC 4793.0 ng.hr.mL-1 Rattus norvegicus
Cmax 26201.04 nM Rattus norvegicus
Cmax 1231.78 nM Rattus norvegicus
F 28.0 % Rattus norvegicus
T1/2 4.28 hr Rattus norvegicus
T1/2 3.48 hr Rattus norvegicus
T1/2 2.805 hr Rattus norvegicus
Tmax 0.083 hr Rattus norvegicus
Tmax 4.67 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
3',5'-cyclic-AMP phosphodiesterase 4B IC50 = 8.0 nM 8.1 Inhibition of human PDE4B1 (1 to 736 residues) expressed in Escherichia coli BL2... 32115956
Unchecked IC50 = 9.0 nM 8.05 Inhibition of human PDE4D7 (1 to 748 residues) expressed in Escherichia coli BL2... 32115956
3',5'-cyclic-AMP phosphodiesterase 4B IC50 = 10.0 nM 8.0 Inhibition of human PDE4B2 (152 to 487 residues) expressed in Escherichia coli B... 32115956
3',5'-cyclic-AMP phosphodiesterase 4D IC50 = 17.0 nM 7.77 Inhibition of human PDE4D2 (86 to 413 residues) expressed in Escherichia coli BL... 32115956
3',5'-cyclic-AMP phosphodiesterase 4D IC50 = 19.0 nM 7.72 Inhibition of PDE4D2 (86-413) (unknown origin) expressed in Escherichia coli BL2... 34520193
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A IC50 = 620.0 nM 6.21 Inhibition of human PDE7A1 (130 to 482 residues) expressed in Escherichia coli B... 32115956
cGMP-specific 3',5'-cyclic phosphodiesterase IC50 = 3390.0 nM 5.47 Inhibition of human PDE5A1 (535 to 860 residues) expressed in Escherichia coli B... 32115956

Literature References

PubMed DOI Target Context # Activities
32115956 10.1021/acs.jmedchem.0c00060 ADMET 16
32115956 10.1021/acs.jmedchem.0c00060 Unchecked 9
32115956 10.1021/acs.jmedchem.0c00060 Mus musculus 5
32115956 10.1021/acs.jmedchem.0c00060 3',5'-cyclic-AMP phosphodiesterase 4B 3
34520193 10.1021/acs.jmedchem.1c01085 3',5'-cyclic-AMP phosphodiesterase 4D 1
32115956 10.1021/acs.jmedchem.0c00060 3',5'-cyclic-AMP phosphodiesterase 4D 1
32115956 10.1021/acs.jmedchem.0c00060 RAW264.7 1
32115956 10.1021/acs.jmedchem.0c00060 Cytochrome P450 3A4 1
32115956 10.1021/acs.jmedchem.0c00060 Cytochrome P450 2D6 1
32115956 10.1021/acs.jmedchem.0c00060 Cytochrome P450 2C9 1
32115956 10.1021/acs.jmedchem.0c00060 Cytochrome P450 2B6 1
32115956 10.1021/acs.jmedchem.0c00060 Cytochrome P450 1A2 1
32115956 10.1021/acs.jmedchem.0c00060 Voltage-gated inwardly rectifying potassium channel KCNH2 1
32115956 10.1021/acs.jmedchem.0c00060 cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A 1
32115956 10.1021/acs.jmedchem.0c00060 High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A 1
32115956 10.1021/acs.jmedchem.0c00060 High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8A 1
32115956 10.1021/acs.jmedchem.0c00060 High affinity 3',5'-cyclic-AMP phosphodiesterase 7A 1
32115956 10.1021/acs.jmedchem.0c00060 cGMP-specific 3',5'-cyclic phosphodiesterase 1
32115956 10.1021/acs.jmedchem.0c00060 cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A 1
32115956 10.1021/acs.jmedchem.0c00060 cGMP-dependent 3',5'-cyclic phosphodiesterase 1

Data from ChEMBL 36 via Core Engine