Compound Detail

CHEMBL4128481

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

COc1ccc2c(N[C@@H](C)Cc3cc(C)[nH]n3)ncnc2c1OC

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4128481
Phase	Preclinical
Structure Type	MOL
InChI Key	JTROLECZHRVLFM-JTQLQIEISA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

327.4

MW (Da)

2.72

ALogP

HBA

HBD

85.0

PSA (Å²)

0.72

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C17H21N5O2
MW	327.39
Aromatic Rings	3
Heavy Atoms	24
NP-Likeness	-1.04

Activity Summary

IC50 12 meas. best 8.05

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1B CHEMBL4425	IC50	8.05	8.045	9.0	2
High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8B CHEMBL4408	IC50	7.81	7.81	15.5	1
3',5'-cyclic-AMP phosphodiesterase 4D CHEMBL288	IC50	7.58	7.58	26.3	1
Dual 3',5'-cyclic-AMP and -GMP phosphodiesterase 11A CHEMBL2717	IC50	7.46	7.46	34.7	1
Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1C CHEMBL4619	IC50	7.42	7.42	38.0	1
Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1A CHEMBL3421	IC50	7.38	7.38	42.0	1
3',5'-cyclic-AMP phosphodiesterase 7B CHEMBL4716	IC50	7.38	7.38	41.3	1
cGMP-dependent 3',5'-cyclic phosphodiesterase CHEMBL2652	IC50	7.32	7.32	47.6	1
cGMP-specific 3',5'-cyclic phosphodiesterase CHEMBL1827	IC50	7.26	7.26	54.3	1
Unchecked CHEMBL612545	IC50	6.88	6.88	133.0	1
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A CHEMBL4409	IC50	6.39	6.39	409.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
Fu	0.25	-	Rattus norvegicus
Fu	0.2	-	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	=	9.0	nM	8.05	Inhibition of recombinant full length PDE1B in human myocardium using cAMP as su...	33412421
Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1B	IC50	=	9.1	nM	8.04	Inhibition of full length recombinant human PDE1B1 using 3',5'-[3H]cAMP as subst...	29718668
High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8B	IC50	=	15.5	nM	7.81	Inhibition of full length recombinant human PDE8B using 3',5'-[3H]cAMP as substr...	29718668
3',5'-cyclic-AMP phosphodiesterase 4D	IC50	=	26.3	nM	7.58	Inhibition of full length recombinant human PDE4D3 using 3',5'-[3H]cAMP as subst...	29718668
Dual 3',5'-cyclic-AMP and -GMP phosphodiesterase 11A	IC50	=	34.7	nM	7.46	Inhibition of full length recombinant human PDE11A4 using 3',5'-[3H]cGMP as subs...	29718668
Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1C	IC50	=	38.0	nM	7.42	Inhibition of full length recombinant human PDE1C using 3',5'-[3H]cAMP as substr...	29718668
Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1A	IC50	=	42.0	nM	7.38	Inhibition of full length recombinant human PDE1A using 3',5'-[3H]cAMP as substr...	29718668
3',5'-cyclic-AMP phosphodiesterase 7B	IC50	=	41.3	nM	7.38	Inhibition of full length recombinant human PDE7B using 3',5'-[3H]cAMP as substr...	29718668
cGMP-dependent 3',5'-cyclic phosphodiesterase	IC50	=	47.6	nM	7.32	Inhibition of full length recombinant human PDE2A1 using 3',5'-[3H]cGMP as subst...	29718668
cGMP-specific 3',5'-cyclic phosphodiesterase	IC50	=	54.3	nM	7.26	Inhibition of full length recombinant human PDE5A1 using 3',5'-[3H]cGMP as subst...	29718668
Unchecked	IC50	=	133.0	nM	6.88	Inhibition of full length recombinant human PDE3A1 using 3',5'-[3H]cAMP as subst...	29718668
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	IC50	=	409.0	nM	6.39	Inhibition of full length recombinant human PDE10A1 using 3',5'-[3H]cAMP as subs...	29718668

Literature References

PubMed	DOI	Target Context	# Activities
29718668	10.1021/acs.jmedchem.8b00374	Unchecked	38
29718668	10.1021/acs.jmedchem.8b00374	ADMET	20
29718668	10.1021/acs.jmedchem.8b00374	Angiotensin-converting enzyme	2
29718668	10.1021/acs.jmedchem.8b00374	High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	1
33412421	10.1016/j.ejmech.2020.113123	Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1B	1
29718668	10.1021/acs.jmedchem.8b00374	5-hydroxytryptamine receptor 3A	1
29718668	10.1021/acs.jmedchem.8b00374	5-hydroxytryptamine receptor 2C	1
29718668	10.1021/acs.jmedchem.8b00374	5-hydroxytryptamine receptor 2A	1
29718668	10.1021/acs.jmedchem.8b00374	5-hydroxytryptamine receptor 1A	1
29718668	10.1021/acs.jmedchem.8b00374	Broad substrate specificity ATP-binding cassette transporter ABCG2	1
29718668	10.1021/acs.jmedchem.8b00374	Dual 3',5'-cyclic-AMP and -GMP phosphodiesterase 11A	1
29718668	10.1021/acs.jmedchem.8b00374	cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	1
29718668	10.1021/acs.jmedchem.8b00374	Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1A	1
29718668	10.1021/acs.jmedchem.8b00374	High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8B	1
29718668	10.1021/acs.jmedchem.8b00374	3',5'-cyclic-AMP phosphodiesterase 7B	1
29718668	10.1021/acs.jmedchem.8b00374	Rod cGMP-specific 3',5'-cyclic phosphodiesterase subunit alpha	1
29718668	10.1021/acs.jmedchem.8b00374	cGMP-specific 3',5'-cyclic phosphodiesterase	1
29718668	10.1021/acs.jmedchem.8b00374	3',5'-cyclic-AMP phosphodiesterase 4D	1
29718668	10.1021/acs.jmedchem.8b00374	cGMP-dependent 3',5'-cyclic phosphodiesterase	1
29718668	10.1021/acs.jmedchem.8b00374	Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1C	1

Data from ChEMBL 36 via Core Engine