Compound Detail

CHEMBL5417689

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CCOc1cc([C@H](Cc2c(Cl)c[n+]([O-])cc2Cl)OC(=O)c2ccc(CN[C@@](CO)(C(=O)O[C@H]3CN4CCC3CC4)c3ccccc3)s2)ccc1OC

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5417689
Phase	Preclinical
Structure Type	MOL
InChI Key	UXEIWFVTAFVRHB-QVRIRJLUSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

770.7

MW (Da)

5.85

ALogP

HBA

HBD

133.5

PSA (Å²)

0.09

QED

Ro5 Violations

Rot. Bonds

Availability	Unknown
Chirality	Unknown

First in Class Prodrug

IC50 7 meas. best 10.6

Ki 2 meas. best 9.2

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
3',5'-cyclic-AMP phosphodiesterase 4C CHEMBL291	IC50	10.6	10.6	0.0	1
3',5'-cyclic-AMP phosphodiesterase 4A CHEMBL254	IC50	10.5	10.5	0.0	1
3',5'-cyclic-AMP phosphodiesterase 4B CHEMBL275	IC50	10.4	9.7	0.0	2
Unchecked CHEMBL612545	IC50	9.5	9.5	0.3	1
3',5'-cyclic-AMP phosphodiesterase 4D CHEMBL288	IC50	9.4	9.4	0.4	1
Muscarinic acetylcholine receptor M3 CHEMBL245	Ki	9.2	9.2	0.6	1
Muscarinic acetylcholine receptor M2 CHEMBL211	Ki	8.0	8.0	10.0	1
Trachea CHEMBL4296542	IC50	7.9	7.9	12.6	1

Parameter	Value	Units	Species
AUC	9242.0	hr.ng/g	Rattus norvegicus
AUC	3.7	ng.hr.mL-1	Rattus norvegicus
Cmax	6267.0	ng/g	Rattus norvegicus
Cmax	2.595	nM	Rattus norvegicus
T1/2	4.3	hr	Rattus norvegicus

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
3',5'-cyclic-AMP phosphodiesterase 4C	IC50	=	0.02512	nM	10.6	Inhibition of human recombinant PDE4C2 expressed in baculovirus expression syste...	37561958
3',5'-cyclic-AMP phosphodiesterase 4A	IC50	=	0.03162	nM	10.5	Inhibition of human recombinant PDE4A4 expressed in baculovirus expression syste...	37561958
3',5'-cyclic-AMP phosphodiesterase 4B	IC50	=	0.03981	nM	10.4	Inhibition of human recombinant PDE4B2 expressed in baculovirus expression syste...	37561958
Unchecked	IC50	=	0.3162	nM	9.5	Antiinflammatory activity against LPS-stimulated human PBMC cells assessed reduc...	37561958
3',5'-cyclic-AMP phosphodiesterase 4D	IC50	=	0.3981	nM	9.4	Inhibition of human recombinant PDE4D3 expressed in baculovirus expression syste...	37561958
Muscarinic acetylcholine receptor M3	Ki	=	0.631	nM	9.2	Displacement of [3H]N-methylscopolamine chloride from human muscarinic M3 recept...	37561958
3',5'-cyclic-AMP phosphodiesterase 4B	IC50	=	1.0	nM	9.0	Inhibition of human recombinant PDE4B2 expressed in baculovirus expression syste...	37561958
Muscarinic acetylcholine receptor M2	Ki	=	10.0	nM	8.0	Displacement of [3H]N-methylscopolamine chloride from human muscarinic M2 recept...	37561958
Trachea	IC50	=	12.59	nM	7.9	Bronchoconstriction activity in Sprague-Dawley rat trachea assessed as inhibitio...	37561958

PubMed	DOI	Target Context	# Activities
37561958	10.1021/acs.jmedchem.3c01012	Rattus norvegicus	12
37561958	10.1021/acs.jmedchem.3c01012	ADMET	11
37561958	10.1021/acs.jmedchem.3c01012	3',5'-cyclic-AMP phosphodiesterase 4B	2
37561958	10.1021/acs.jmedchem.3c01012	Unchecked	2
37561958	10.1021/acs.jmedchem.3c01012	No relevant target	2
37561958	10.1021/acs.jmedchem.3c01012	Muscarinic acetylcholine receptor M3	1
37561958	10.1021/acs.jmedchem.3c01012	Trachea	1
37561958	10.1021/acs.jmedchem.3c01012	Muscarinic acetylcholine receptor M2	1
37561958	10.1021/acs.jmedchem.3c01012	Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1A	1
37561958	10.1021/acs.jmedchem.3c01012	cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A	1
37561958	10.1021/acs.jmedchem.3c01012	cGMP-specific 3',5'-cyclic phosphodiesterase	1
37561958	10.1021/acs.jmedchem.3c01012	3',5'-cyclic-AMP phosphodiesterase 4A	1
37561958	10.1021/acs.jmedchem.3c01012	3',5'-cyclic-AMP phosphodiesterase 4C	1
37561958	10.1021/acs.jmedchem.3c01012	3',5'-cyclic-AMP phosphodiesterase 4D	1

Data from ChEMBL 36 via Core Engine