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

CHEMBL74078

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
O=C(O)c1ccc(-c2cc3cccnc3c(-c3cccc([N+](=O)[O-])c3)n2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL74078
Phase Preclinical
Structure Type MOL
InChI Key QTNUWEKKZHSUQO-UHFFFAOYSA-N
9
Targets
18
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

371.4
MW (Da)
4.57
ALogP
5
HBA
1
HBD
106.2
PSA (Ų)
0.42
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C21H13N3O4
MW 371.35
Aromatic Rings 4
Heavy Atoms 28
NP-Likeness -1.07

Activity Summary

IC50 17 meas. best 9.22
EC50 1 meas. best 7.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Phosphodiesterase 4
CHEMBL2093863
 IC50 9.22 9.22 0.6 1
3',5'-cyclic-AMP phosphodiesterase 4D
CHEMBL288
 IC50 9.0 8.31 1.0 4
3',5'-cyclic-AMP phosphodiesterase 4A
CHEMBL254
 EC50 7.7 7.7 20.0 1
3',5'-cyclic-AMP phosphodiesterase 4A
CHEMBL254
 IC50 7.54 6.785 29.0 4
3',5'-cyclic-AMP phosphodiesterase 4B
CHEMBL275
 IC50 7.31 6.75 49.0 2
3',5'-cyclic-AMP phosphodiesterase 4B
CHEMBL3382
 IC50 7.31 7.31 49.0 1
3',5'-cyclic-AMP phosphodiesterase 4C
CHEMBL291
 IC50 7.17 7.17 68.0 2
PBMC
CHEMBL613107
 IC50 6.94 6.94 115.0 1
Phosphodiesterase 4
CHEMBL2094267
 IC50 6.22 6.22 600.0 1
Homo sapiens
CHEMBL372
 IC50 6.16 6.16 700.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Phosphodiesterase 4 IC50 = 0.6 nM 9.22 Inhibition of [3H]rolipram binding in human peripheral blood mononuclear cells 11755362
3',5'-cyclic-AMP phosphodiesterase 4D IC50 = 1.0 nM 9.0 Inhibition of human Phosphodiesterase 4D from peripheral blood mononuclear cells 11755362
3',5'-cyclic-AMP phosphodiesterase 4D IC50 = 1.0 nM 9.0 Inhibitory activity against Phosphodiesterase 4D (PDE4D) from human source expre... 10691693
3',5'-cyclic-AMP phosphodiesterase 4D IC50 = 1.0 nM 9.0 Inhibition of human PDE4D 18686943
3',5'-cyclic-AMP phosphodiesterase 4A EC50 = 20.0 nM 7.7 Induction of SQSTM1-dependent intracellular redistribution of GFP-tagged PDE4A4 ... 21456625
3',5'-cyclic-AMP phosphodiesterase 4A IC50 = 29.0 nM 7.54 Inhibition of full-length PDE4A4 using cAMP as substrate by two-step radiochemic... 21456625
3',5'-cyclic-AMP phosphodiesterase 4B IC50 = 49.0 nM 7.31 Inhibition of human Phosphodiesterase 4B from peripheral blood mononuclear cells 11755362
3',5'-cyclic-AMP phosphodiesterase 4B IC50 = 49.0 nM 7.31 Inhibitory activity against Phosphodiesterase 4B (PDE4B) from rat source express... 10691693
3',5'-cyclic-AMP phosphodiesterase 4C IC50 = 68.0 nM 7.17 Inhibitory activity against Phosphodiesterase 4C (PDE4C) from human source expre... 10691693
3',5'-cyclic-AMP phosphodiesterase 4C IC50 = 68.0 nM 7.17 Inhibition of human Phosphodiesterase 4C from peripheral blood mononuclear cells 11755362
3',5'-cyclic-AMP phosphodiesterase 4A IC50 = 88.0 nM 7.06 Inhibition of human Phosphodiesterase 4A from peripheral blood mononuclear cells 11755362
3',5'-cyclic-AMP phosphodiesterase 4A IC50 = 88.0 nM 7.06 Inhibitory activity against Phosphodiesterase 4A (PDE4A) from human source expre... 10691693
PBMC IC50 = 115.0 nM 6.94 Inhibition of TNF-alpha release from human peripheral blood mononuclear cells 11755362
3',5'-cyclic-AMP phosphodiesterase 4D IC50 = 570.0 nM 6.24 Inhibition of recombinant human PDE4D2 catalytic domain (86 to 413 residues) exp... 26908025
Phosphodiesterase 4 IC50 = 600.0 nM 6.22 Inhibition of [3H]-Rolipram binding to rat brain membranes 10691693
3',5'-cyclic-AMP phosphodiesterase 4B IC50 = 650.0 nM 6.19 Inhibition of recombinant human PDE4B2 catalytic domain (152 to 487 residues) ex... 26908025
Homo sapiens IC50 = 700.0 nM 6.16 Inhibition of fMLP-induced oxidative burst in human eosinophils 10691693
3',5'-cyclic-AMP phosphodiesterase 4A IC50 = 3300.0 nM 5.48 Inhibition of recombinant human PDE4A10 catalytic domain (290 to 622 residues) e... 26908025

Literature References

PubMed DOI Target Context # Activities
10691693 10.1021/jm991094u Rattus norvegicus 5
18686943 10.1021/jm800582j Rattus norvegicus 3
18686943 10.1021/jm800582j Unchecked 3
21456625 10.1021/jm200070e 3',5'-cyclic-AMP phosphodiesterase 4A 2
10691693 10.1021/jm991094u 3',5'-cyclic-AMP phosphodiesterase 4D 1
26908025 10.1021/acs.jmedchem.5b01813 3',5'-cyclic-AMP phosphodiesterase 4A 1
18686943 10.1021/jm800582j 3',5'-cyclic-AMP phosphodiesterase 4D 1
10691693 10.1021/jm991094u Unchecked 1
10691693 10.1021/jm991094u Phosphodiesterase 3 1
10691693 10.1021/jm991094u Homo sapiens 1
10691693 10.1021/jm991094u Phosphodiesterase 4 1
11755362 10.1016/s0960-894x(01)00720-x 3',5'-cyclic-AMP phosphodiesterase 4A 1
10691693 10.1021/jm991094u 3',5'-cyclic-AMP phosphodiesterase 4C 1
10691693 10.1021/jm991094u 3',5'-cyclic-AMP phosphodiesterase 4B 1
10691693 10.1021/jm991094u 3',5'-cyclic-AMP phosphodiesterase 4A 1
11755362 10.1016/s0960-894x(01)00720-x PBMC 1
11755362 10.1016/s0960-894x(01)00720-x Phosphodiesterase 4 1
11755362 10.1016/s0960-894x(01)00720-x Phosphodiesterase 3 1
11755362 10.1016/s0960-894x(01)00720-x 3',5'-cyclic-AMP phosphodiesterase 4D 1
11755362 10.1016/s0960-894x(01)00720-x 3',5'-cyclic-AMP phosphodiesterase 4C 1

Data from ChEMBL 36 via Core Engine