Compound Detail

CHEMBL77971

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COC(=O)c1c(-c2cc(OC)c(OC)c(OC)c2)c2ccc(OCc3ccccn3)cc2c(=O)n1-c1ccc(N)cc1.O=S(=O)(O)O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL77971
Phase	Preclinical
Structure Type	MOL
InChI Key	NVGOUBIJVPSVSL-UHFFFAOYSA-N
Parent Compound	CHEMBL1179483
Active Moiety	CHEMBL1179483

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

567.6

MW (Da)

5.03

ALogP

HBA

HBD

124.1

PSA (Å²)

0.19

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C32H31N3O11S
MW	665.68
Aromatic Rings	5
Heavy Atoms	42
NP-Likeness	-0.63

Activity Summary

IC50 12 meas. best 9.0

EC50 1 meas. best 8.1

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
cGMP-specific 3',5'-cyclic phosphodiesterase CHEMBL2304402	IC50	9.0	9.0	1.0	1
Oryctolagus cuniculus CHEMBL374	EC50	8.1	8.1	7.9	1
Phosphodiesterase 6 CHEMBL2096979	IC50	7.55	7.55	28.0	1
Plasmodium falciparum CHEMBL364	IC50	6.1	5.5857	794.3	7
Phosphodiesterase 1 CHEMBL2095150	IC50	5.52	5.52	3000.0	1
Phosphodiesterase 4 CHEMBL2093863	IC50	5.48	5.48	3300.0	1
cGMP-dependent 3',5'-cyclic phosphodiesterase CHEMBL3477	IC50	5.01	5.01	9700.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
cGMP-specific 3',5'-cyclic phosphodiesterase	IC50	=	1.0	nM	9.0	Inhibitory activity against phosphodiesterase 5 (PDE5) isolated from canine lung	12824030
Oryctolagus cuniculus	EC50	=	7.9	nM	8.1	Relaxant effect on rabbit corpus cavernosum	12824030
Phosphodiesterase 6	IC50	=	28.0	nM	7.55	Inhibitory activity against Phosphodiesterase 6 isolated from bovine retina	12824030
Plasmodium falciparum	IC50	=	794.33	nM	6.1	Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g...	19734910
Plasmodium falciparum	IC50	=	2511.89	nM	5.6	Antiplasmodial activity against Plasmodium falciparum Dd2 after 72 hrs by SYBR g...	19734910
Plasmodium falciparum	IC50	=	2511.89	nM	5.6	Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g...	19734910
Plasmodium falciparum	IC50	=	2511.89	nM	5.6	Antiplasmodial activity against Plasmodium falciparum HB3 after 72 hrs by SYBR g...	19734910
Plasmodium falciparum	IC50	=	2511.89	nM	5.6	Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr...	19734910
Phosphodiesterase 1	IC50	=	3000.0	nM	5.52	Inhibitory activity against phosphodiesterase-1 (PDE1) isolated from canine lung	12824030
Phosphodiesterase 4	IC50	=	3300.0	nM	5.48	Inhibitory activity against phosphodiesterase 4 (PDE4) isolated from canine lung	12824030
Plasmodium falciparum	IC50	=	3981.07	nM	5.4	Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g...	19734910
Plasmodium falciparum	IC50	=	6309.57	nM	5.2	Antiplasmodial activity against Plasmodium falciparum D10 after 72 hrs by SYBR g...	19734910
cGMP-dependent 3',5'-cyclic phosphodiesterase	IC50	=	9700.0	nM	5.01	Inhibitory activity against phosphodiesterase-2 (PDE2) isolated from bovine adre...	12824030

Literature References

PubMed	DOI	Target Context	# Activities
19734910	10.1038/nchembio.215	Plasmodium falciparum	7
12824030	10.1016/s0960-894x(03)00440-2	Phosphodiesterase 1	1
12824030	10.1016/s0960-894x(03)00440-2	cGMP-dependent 3',5'-cyclic phosphodiesterase	1
12824030	10.1016/s0960-894x(03)00440-2	Phosphodiesterase 3	1
12824030	10.1016/s0960-894x(03)00440-2	Phosphodiesterase 4	1
12824030	10.1016/s0960-894x(03)00440-2	cGMP-specific 3',5'-cyclic phosphodiesterase	1
12824030	10.1016/s0960-894x(03)00440-2	Phosphodiesterase 6	1
12824030	10.1016/s0960-894x(03)00440-2	Oryctolagus cuniculus	1
17417631	10.1038/nchembio873	Unchecked	1

Data from ChEMBL 36 via Core Engine