Compound Detail

CHEMBL62350

8-PHENYL THEOPHYLLINE

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Cn1c(=O)c2nc(-c3ccccc3)[nH]c2n(C)c1=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL62350
Name	8-PHENYL THEOPHYLLINE
Phase	Preclinical
Structure Type	MOL
InChI Key	PJFMAVHETLRJHJ-UHFFFAOYSA-N

Known Names

8-Phenyl-1,3-dimethylxanthine 8-PT

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

256.3

MW (Da)

0.63

ALogP

HBA

HBD

72.7

PSA (Å²)

0.69

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C13H12N4O2
MW	256.26
Aromatic Rings	3
Heavy Atoms	19
NP-Likeness	-0.84

Activity Summary

Ki 38 meas. best 8.51

IC50 16 meas. best 8.52

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Adenosine receptor A1 CHEMBL4975	IC50	8.52	8.52	3.0	1
Adenosine receptor A1 CHEMBL318	IC50	8.52	7.6075	3.0	4
Adenosine receptor A1 CHEMBL4975	Ki	8.51	7.605	3.1	2
Adenosine receptor A1 CHEMBL318	Ki	7.89	7.0281	13.0	16
Adenosine A2 receptor CHEMBL2094117	Ki	7.68	6.186	20.9	10
Unchecked CHEMBL612545	IC50	7.43	7.43	37.0	1
Adenosine receptor A2b CHEMBL255	IC50	6.68	6.53	210.0	2
Adenosine receptor A2a CHEMBL2605	Ki	6.4	6.33	400.0	2
Adenosine receptor A2b CHEMBL255	Ki	6.38	6.38	415.0	2
Adenosine receptor A2a CHEMBL251	IC50	6.34	6.34	454.0	1
Adenosine receptor CHEMBL2111386	Ki	6.3	6.3	500.0	1
Adenosine receptor A1 CHEMBL226	IC50	6.3	6.085	500.0	2
Adenosine receptor A2a CHEMBL302	Ki	6.08	6.0533	830.0	3
Adenosine receptor A2b CHEMBL2592	IC50	5.96	5.96	1100.0	1
Adenosine receptor A3 CHEMBL256	IC50	5.9	5.9	1250.0	1
Adenosine receptor A1 CHEMBL2304404	Ki	5.8	5.8	1600.0	1
Cavia porcellus CHEMBL369	IC50	5.78	5.78	1650.0	1
Adenosine A2 receptor CHEMBL2094257	Ki	5.72	5.72	1900.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Adenosine receptor A1	IC50	=	3.0	nM	8.52	Binding affinity against adenosine A1 receptor in rat brain membrane preparation...	3806606
Adenosine receptor A1	IC50	=	3.0	nM	8.52	Binding affinity against bovine brain adenosine A1 receptor by using N6-[3H]- cy...	2991519
Adenosine receptor A1	Ki	=	3.1	nM	8.51	Displacement of [3H]CPX from adenosine A1 receptor of calf brain cortical membra...	2002461
Adenosine receptor A1	IC50	=	8.8	nM	8.06	Binding affinity towards adenosine A1 receptor of rat brain membranes with 1 M N...	3351850
Adenosine receptor A1	Ki	=	13.0	nM	7.89	Inhibition of [3H]-CHA binding to rat brain membrane Adenosine A1 receptor	2258897
Adenosine receptor A1	IC50	=	18.0	nM	7.75	Binding affinity to adenosine A1 receptor of rat brain membranes without NaCl by...	3351850
Adenosine A2 receptor	Ki	=	20.9	nM	7.68	Binding of Adenosine A2 receptor in whole rat brain membrane using [3H]CHA as a ...	2258897
Unchecked	IC50	=	37.0	nM	7.43	Inhibition of Adenylate Cyclase in Rat adipocytes	2258897
Adenosine receptor A1	Ki	=	37.0	nM	7.43	Displacement of [3H]CPX from adenosine A1 receptor of rat brain cortical membran...	2002461
Adenosine receptor A1	Ki	=	60.0	nM	7.22	Binding affinity against adenosine A1 receptor in rat cortex by the displacement...	2016719
Adenosine receptor A1	Ki	=	60.0	nM	7.22	Affinity towards adenosine A1 receptor	-
Adenosine receptor A1	Ki	=	70.0	nM	7.16	Inhibition of [3H]- PIA binding at adenosine A1 receptor on rat cerebral cortex ...	3806597
Adenosine receptor A1	Ki	=	76.0	nM	7.12	Binding affinity for adenosine A1 receptor from rat brain membranes using [3H]PI...	8410976
Adenosine receptor A1	Ki	=	86.0	nM	7.07	Binding affinity against adenosine A1 receptor using [3H]-CHA or [3H]PIA as radi...	1738138
Adenosine receptor A1	Ki	=	86.0	nM	7.07	Binding affinity towards adenosine A1 receptor in rat whole brain membranes usin...	1501234
Adenosine receptor A1	Ki	=	86.0	nM	7.07	Binding affinity against Adenosine A1 receptor in rat brain membrane, using [3H]...	2795597
Adenosine receptor A1	Ki	=	86.0	nM	7.07	Inhibition of binding of 1 nM [3H]N-6-(phenylisopropyl)adenosine to adenosine A1...	2754711
Adenosine receptor A1	Ki	=	89.0	nM	7.05	Binding affinity for adenosine A1 receptor using [3H]PIA in rat brain cortical m...	14761205
Adenosine receptor A1	Ki	=	89.0	nM	7.05	Binding affinity against Adenosine A1 receptor by displacing [3H]CHA radioligand...	12139454
Adenosine receptor A1	Ki	=	89.0	nM	7.05	Binding affinity to A1 adenosine receptor from rat cortical membrane in presence...	8182711

Literature References

PubMed	DOI	Target Context	# Activities
1501234	10.1021/jm00094a022	Rattus norvegicus	23
11170626	10.1021/jm990499b	Adenosine receptor A2b	3
2991519	10.1021/jm00146a016	Adenosine receptor A1	3
2724296	10.1021/jm00126a014	Adenosine receptor A1	2
6279840	10.1021/jm00345a001	Adenosine receptor	2
1501234	10.1021/jm00094a022	Adenosine receptor A1	2
1501234	10.1021/jm00094a022	Adenosine A2 receptor	2
2002461	10.1021/jm00107a046	Adenosine receptor A1	2
2724296	10.1021/jm00126a014	Adenosine A2 receptor	2
6279840	10.1021/jm00345a001	Adenosine receptor A1	2
3806606	10.1021/jm00384a016	Adenosine receptor A1	2
3351850	10.1021/jm00399a010	Adenosine receptor A1	2
2016719	10.1021/jm00108a029	Adenosine A2 receptor	2
14761205	10.1021/jm0310030	Adenosine receptor A3	1
34019396	10.1021/acs.jmedchem.1c00261	No relevant target	1
2795597	10.1021/jm00130a004	Adenosine A2 receptor	1
2795597	10.1021/jm00130a004	Adenosine receptor A1	1
14761205	10.1021/jm0310030	Adenosine receptor A2a	1
14761205	10.1021/jm0310030	Adenosine receptor A1	1
2258897	10.1021/jm00174a004	Unchecked	1

Data from ChEMBL 36 via Core Engine