Compound Detail

CHEMBL4067682

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COc1ccc(Cn2c(=O)n3ncnc3c3c4c(sc32)CN(CC2CCOCC2)CC4)c(F)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4067682
Phase	Preclinical
Structure Type	MOL
InChI Key	FOZFBBKUKXGMND-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

483.6

MW (Da)

3.09

ALogP

HBA

HBD

73.9

PSA (Å²)

0.43

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C24H26FN5O3S
MW	483.57
Aromatic Rings	4
Heavy Atoms	34
NP-Likeness	-1.92

Activity Summary

IC50 9 meas. best 7.58

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Phosphodiesterase 1 CHEMBL2095150	IC50	7.58	7.58	26.0	1
Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1B CHEMBL4425	IC50	7.58	7.58	26.0	1
cGMP-specific 3',5'-cyclic phosphodiesterase CHEMBL1827	IC50	6.58	6.58	260.0	1
Dual 3',5'-cyclic-AMP and -GMP phosphodiesterase 11A CHEMBL2717	IC50	6.55	6.55	280.0	1
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A CHEMBL4409	IC50	6.16	6.16	690.0	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	5.57	5.57	2700.0	1
cGMP-dependent 3',5'-cyclic phosphodiesterase CHEMBL2652	IC50	5.1	5.1	7900.0	1
High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8A CHEMBL4640	IC50	5.08	5.08	8400.0	1
3',5'-cyclic-AMP phosphodiesterase 4D CHEMBL288	IC50	5.03	5.03	9300.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	11.0	mL.min-1.g-1	Homo sapiens
CL	22.0	mL.min-1.g-1	Rattus norvegicus
CL	50.0	%	Rattus norvegicus
Cmax	110.0	nM	Rattus norvegicus
F	90.0	%	Rattus norvegicus
Fu	0.016	-	Rattus norvegicus
Fu	0.072	-	Rattus norvegicus
Fu	1.8	nM	Rattus norvegicus
T1/2	2.3	hr	Rattus norvegicus
Tmax	0.8	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1B	IC50	=	26.0	nM	7.58	Inhibition of full length GST-tagged PDE1B (unknown origin) assessed as decrease...	28406621
Phosphodiesterase 1	IC50	=	26.0	nM	7.58	Inhibition of PDE1 (unknown origin)	33412421
cGMP-specific 3',5'-cyclic phosphodiesterase	IC50	=	260.0	nM	6.58	Inhibition of N-terminal GST-tagged full length recombinant human PDE5A1 express...	28406621
Dual 3',5'-cyclic-AMP and -GMP phosphodiesterase 11A	IC50	=	280.0	nM	6.55	Inhibition of N-terminal GST-tagged full length recombinant human PDE11A4 expres...	28406621
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	IC50	=	690.0	nM	6.16	Inhibition of PDE10A1 (unknown origin) assessed as decrease in FAM-cAMP hydrolys...	28406621
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	2700.0	nM	5.57	Inhibition of human ERG	28406621
cGMP-dependent 3',5'-cyclic phosphodiesterase	IC50	=	7900.0	nM	5.1	Inhibition of PDE2A1 (unknown origin) assessed as decrease in FAM-cAMP hydrolysi...	28406621
High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8A	IC50	=	8400.0	nM	5.08	Inhibition of N-terminal GST-tagged full length recombinant human PDE8A1 express...	28406621
3',5'-cyclic-AMP phosphodiesterase 4D	IC50	=	9300.0	nM	5.03	Inhibition of PDE4D3 (unknown origin) assessed as decrease in FAM-cAMP hydrolysi...	28406621

Literature References

PubMed	DOI	Target Context	# Activities
28406621	10.1021/acs.jmedchem.7b00302	Unchecked	10
28406621	10.1021/acs.jmedchem.7b00302	Rattus norvegicus	7
28406621	10.1021/acs.jmedchem.7b00302	Brain	3
28406621	10.1021/acs.jmedchem.7b00302	ADMET	2
28406621	10.1021/acs.jmedchem.7b00302	Liver	2
28406621	10.1021/acs.jmedchem.7b00302	Dual 3',5'-cyclic-AMP and -GMP phosphodiesterase 11A	1
33412421	10.1016/j.ejmech.2020.113123	Unchecked	1
33412421	10.1016/j.ejmech.2020.113123	Phosphodiesterase 1	1
28406621	10.1021/acs.jmedchem.7b00302	Plasma	1
28406621	10.1021/acs.jmedchem.7b00302	Cavia porcellus	1
28406621	10.1021/acs.jmedchem.7b00302	Voltage-gated inwardly rectifying potassium channel KCNH2	1
28406621	10.1021/acs.jmedchem.7b00302	Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1B	1
28406621	10.1021/acs.jmedchem.7b00302	cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	1
28406621	10.1021/acs.jmedchem.7b00302	High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	1
28406621	10.1021/acs.jmedchem.7b00302	High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8A	1
28406621	10.1021/acs.jmedchem.7b00302	High affinity 3',5'-cyclic-AMP phosphodiesterase 7A	1
28406621	10.1021/acs.jmedchem.7b00302	Cone cGMP-specific 3',5'-cyclic phosphodiesterase subunit alpha'	1
28406621	10.1021/acs.jmedchem.7b00302	cGMP-specific 3',5'-cyclic phosphodiesterase	1
28406621	10.1021/acs.jmedchem.7b00302	3',5'-cyclic-AMP phosphodiesterase 4D	1
28406621	10.1021/acs.jmedchem.7b00302	cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A	1

Data from ChEMBL 36 via Core Engine