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Compound Detail

CHEMBL205654

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Cc1c(NC2CC2)nc(C2CC2)nc1N1CCCCCC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL205654
Phase Preclinical
Structure Type MOL
InChI Key XMDRTFUFPOAGDR-UHFFFAOYSA-N
9
Targets
22
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

286.4
MW (Da)
3.62
ALogP
4
HBA
1
HBD
41.0
PSA (Ų)
0.92
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H26N4
MW 286.42
Aromatic Rings 1
Heavy Atoms 21
NP-Likeness -1.21

Activity Summary

Ki 11 meas. best 8.5
IC50 8 meas. best 6.2
Kd 3 meas. best 7.9

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Muscarinic acetylcholine receptor M3
CHEMBL245
 Ki 8.5 8.494 3.2 5
Muscarinic acetylcholine receptor M4
CHEMBL1821
 Ki 8.0 8.0 10.0 1
Muscarinic acetylcholine receptor M3
CHEMBL5498
 Kd 7.9 7.9 12.6 2
Muscarinic acetylcholine receptor M1
CHEMBL216
 Ki 7.7 7.7 19.9 1
Muscarinic acetylcholine receptor M5
CHEMBL2035
 Ki 7.2 7.2 63.1 1
Muscarinic acetylcholine receptor M2
CHEMBL211
 Ki 7.2 7.2 63.1 1
Muscarinic acetylcholine receptor M2
CHEMBL211
 Kd 7.0 7.0 100.0 1
Phosphodiesterase 4
CHEMBL2093863
 IC50 6.2 6.15 630.0 4
Unchecked
CHEMBL612545
 IC50 6.2 6.15 630.0 2
PMNL
CHEMBL613706
 IC50 6.1 6.0 794.3 2
Phosphodiesterase 4
CHEMBL2093863
 Ki 5.3 5.3 5011.9 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Muscarinic acetylcholine receptor M3 Ki = 3.162 nM 8.5 Binding affinity to muscarinic M3 receptors 16439121
Muscarinic acetylcholine receptor M3 Ki = 3.162 nM 8.5 Displacement of [3H]N-methylscopolamine from human recombinant M3 muscarinic rec... 17398090
Muscarinic acetylcholine receptor M3 Ki = 3.2 nM 8.49 Antagonist activity at muscarinic M3 receptor 18686943
Muscarinic acetylcholine receptor M3 Ki = 3.2 nM 8.49 Displacement of [3H]N-methylscopolamine from human recombinant M3 muscarinic rec... 17398090
Muscarinic acetylcholine receptor M3 Ki = 3.2 nM 8.49 Displacement of [3H]methylscopolamine from recombinant human muscarinic M3 recep... 16439121
Muscarinic acetylcholine receptor M4 Ki = 10.0 nM 8.0 Binding affinity to muscarinic M4 receptor 16439121
Muscarinic acetylcholine receptor M3 Kd = 12.59 nM 7.9 Activity at muscarinic M3 receptor in guinea pig trachea contracted with carbach... 16439121
Muscarinic acetylcholine receptor M3 Kd = 12.59 nM 7.9 Activity at M3 muscarinic receptor in guinea pig assessed as effect on carbachol... 17398090
Muscarinic acetylcholine receptor M1 Ki = 19.95 nM 7.7 Binding affinity to muscarinic M1 receptor 16439121
Muscarinic acetylcholine receptor M5 Ki = 63.1 nM 7.2 Binding affinity to muscarinic M5 receptor 16439121
Muscarinic acetylcholine receptor M2 Ki = 63.1 nM 7.2 Binding affinity to muscarinic M2 receptor 16439121
Muscarinic acetylcholine receptor M2 Kd = 100.0 nM 7.0 Activity at muscarinic M2 receptor in guinea pig paced left atrium stimulated wi... 16439121
Phosphodiesterase 4 IC50 = 630.0 nM 6.2 Inhibition of PDE4 in U937 cells 17398090
Unchecked IC50 = 630.0 nM 6.2 Inhibition of PDE4 18686943
Phosphodiesterase 4 IC50 = 630.0 nM 6.2 Inhibition of PDE4 activity in U937 cells 16439121
Unchecked IC50 = 790.0 nM 6.1 Inhibition of fMLP-induced elastase release from human PMN cells 17398090
Phosphodiesterase 4 IC50 = 794.33 nM 6.1 Inhibition of PDE4 in U937 cells 17398090
PMNL IC50 = 794.33 nM 6.1 Inhibition of fMLP-induced elastase release from human PMN 16439121
Phosphodiesterase 4 IC50 = 794.33 nM 6.1 Inhibition of PDE4 activity in U937 cells 16439121
PMNL IC50 = 1258.93 nM 5.9 Inhibition of LPS-induced TNFalpha release from human PMN 16439121

Literature References

PubMed DOI Target Context # Activities
16439121 10.1016/j.bmcl.2006.01.006 No relevant target 7
16439121 10.1016/j.bmcl.2006.01.006 Phosphodiesterase 4 4
16439121 10.1016/j.bmcl.2006.01.006 Muscarinic acetylcholine receptor M3 3
17398090 10.1016/j.bmcl.2007.03.047 Mus musculus 3
17398090 10.1016/j.bmcl.2007.03.047 Muscarinic acetylcholine receptor M3 3
17398090 10.1016/j.bmcl.2007.03.047 Phosphodiesterase 4 3
16439121 10.1016/j.bmcl.2006.01.006 Muscarinic acetylcholine receptor M2 2
17398090 10.1016/j.bmcl.2007.03.047 Unchecked 2
16439121 10.1016/j.bmcl.2006.01.006 PMNL 2
18686943 10.1021/jm800582j Muscarinic acetylcholine receptor M3 1
18686943 10.1021/jm800582j Unchecked 1
16439121 10.1016/j.bmcl.2006.01.006 Phosphodiesterase 7 1
16439121 10.1016/j.bmcl.2006.01.006 Phosphodiesterase 6 1
16439121 10.1016/j.bmcl.2006.01.006 cGMP-specific 3',5'-cyclic phosphodiesterase 1
16439121 10.1016/j.bmcl.2006.01.006 Phosphodiesterase 3 1
16439121 10.1016/j.bmcl.2006.01.006 cGMP-dependent 3',5'-cyclic phosphodiesterase 1
16439121 10.1016/j.bmcl.2006.01.006 Phosphodiesterase 1 1
16439121 10.1016/j.bmcl.2006.01.006 Muscarinic acetylcholine receptor M5 1
16439121 10.1016/j.bmcl.2006.01.006 Muscarinic acetylcholine receptor M4 1
16439121 10.1016/j.bmcl.2006.01.006 Muscarinic acetylcholine receptor M1 1

Data from ChEMBL 36 via Core Engine