Compound Detail

CHEMBL327708

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CCCn1c(=O)c2nc(C3CCCC3)[nH]c2n(CCCOC(=O)c2ccc(S(=O)(=O)F)cc2)c1=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL327708
Phase	Preclinical
Structure Type	MOL
InChI Key	XJLGXHIRSHTRPQ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

506.6

MW (Da)

2.86

ALogP

HBA

HBD

133.1

PSA (Å²)

0.27

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C23H27FN4O6S
MW	506.56
Aromatic Rings	3
Heavy Atoms	35
NP-Likeness	-0.73

Activity Summary

IC50 6 meas. best 8.92

Kd 6 meas. best 9.64

Ki 1 meas. best 7.94

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Adenosine receptor A2a CHEMBL302	Kd	9.64	9.64	0.2	1
Adenosine receptor A1 CHEMBL226	Kd	9.48	9.315	0.3	4
Adenosine receptor A2a CHEMBL302	IC50	8.92	8.92	1.2	1
Adenosine receptor A1 CHEMBL226	IC50	8.0	7.9533	10.0	3
Adenosine receptor A1 CHEMBL318	Ki	7.94	7.94	11.5	1
Adenosine A2 receptor CHEMBL2094117	Kd	7.28	7.28	53.0	1
Adenosine A2 receptor CHEMBL2094117	IC50	5.05	5.05	9000.0	1
Plasmodium falciparum CHEMBL364	IC50	5.0	5.0	10000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Adenosine receptor A2a	Kd	=	0.23	nM	9.64	Dissociation constant of [3H]ZM-241385 binding to adenosine A2A receptor(AR)	11150167
Adenosine receptor A1	Kd	=	0.33	nM	9.48	Dissociation constant of [3H]DPCPX binding to adenosine A1 receptor (AR) at 5 nM	11150167
Adenosine receptor A1	Kd	=	0.33	nM	9.48	Equilibrium dissociation constant for [3H]DPCPX binding to Adenosine A1 receptor...	12372528
Adenosine receptor A1	Kd	=	0.71	nM	9.15	Dissociation constant of [3H]DPCPX binding to adenosine A1 receptor (AR) at 100 ...	11150167
Adenosine receptor A1	Kd	=	0.71	nM	9.15	Equilibrium dissociation constant for [3H]DPCPX binding to Adenosine A1 receptor...	12372528
Adenosine receptor A2a	IC50	=	1.2	nM	8.92	Inhibition of [3H]ZM-241385 binding to adenosine A2A receptor(AR).	11150167
Adenosine receptor A1	IC50	=	10.0	nM	8.0	Inhibition of specific binding of [3H]CPX to the A1 adenosine receptor in DDT1 M...	8064798
Adenosine receptor A1	Ki	=	11.5	nM	7.94	Binding affinity towards rat Adenosine A1 receptor using [3H]-DPCPX	11277527
Adenosine receptor A1	IC50	=	11.8	nM	7.93	Inhibition of [3H]-DPCPX binding to adenosine A1 receptor (AR).	11150167
Adenosine receptor A1	IC50	=	11.8	nM	7.93	Inhibitory concentration against [3H]DPCPX binding to Adenosine A1 receptor from...	12372528
Adenosine A2 receptor	Kd	=	53.0	nM	7.28	Binding of [3H]NECA to A2 adenosine receptor (post-Xanthine)	8064798
Adenosine A2 receptor	IC50	=	9000.0	nM	5.05	Inhibition of [3H]NECA binding to A2 adenosine receptor of PC12 cell membranes	8064798
Plasmodium falciparum	IC50	=	10000.0	nM	5.0	Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr...	19734910

Literature References

PubMed	DOI	Target Context	# Activities
11150167	10.1021/jm000181f	Adenosine receptor A1	5
12372528	10.1016/s0960-894x(02)00639-x	Adenosine receptor A1	5
11150167	10.1021/jm000181f	Adenosine receptor A2a	3
8064798	10.1021/jm00043a010	Adenosine receptor A1	3
8064798	10.1021/jm00043a010	Adenosine A2 receptor	3
27958734	10.1021/acs.jmedchem.6b01561	Adenosine receptor A1	3
-	10.6019/CHEMBL3885741	Adenosine receptor A1	2
11277527	10.1016/s0960-894x(01)00069-5	Adenosine receptor A1	1
19734910	10.1038/nchembio.215	Plasmodium falciparum	1
17417631	10.1038/nchembio873	Unchecked	1

Data from ChEMBL 36 via Core Engine