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Compound Detail

CHEMBL279898

ENPROFYLLINE
🧪 Phase II
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🧪 Phase II
CCCn1c(=O)[nH]c(=O)c2nc[nH]c21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL279898
Name ENPROFYLLINE
Phase Phase II
Structure Type MOL
InChI Key SIQPXVQCUCHWDI-UHFFFAOYSA-N

Known Names

D 4028 D-4028 Enprofilina Enprofylline
13
Targets
30
Activities
2
Assay Types
5
PK Parameters
20
Publications
4
Known Names

Molecular Properties

194.2
MW (Da)
-0.18
ALogP
4
HBA
2
HBD
83.5
PSA (Ų)
0.70
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Stem -fylline
USAN Year 1985

Extended Properties

Molecular Formula C8H10N4O2
MW 194.19
Aromatic Rings 2
Heavy Atoms 14
NP-Likeness -0.88

Activity Summary

Ki 28 meas. best 5.33
EC50 2 meas. best 5.14

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A2a
CHEMBL251
 Ki 5.33 4.64 4730.0 3
Adenosine receptor A2b
CHEMBL255
 Ki 5.33 5.302 4700.0 5
Adenosine receptor A2a
CHEMBL251
 EC50 5.14 5.14 7200.0 1
Cavia porcellus
CHEMBL369
 EC50 5.14 5.14 7200.0 1
Adenosine receptor A2a
CHEMBL302
 Ki 4.5 4.5 32000.0 1
Adenosine receptor A1
CHEMBL318
 Ki 4.5 4.2833 32000.0 3
Adenosine receptor A1
CHEMBL226
 Ki 4.38 4.37 42000.0 2
Phosphodiesterase 4
CHEMBL2093863
 Ki 4.37 4.37 43100.0 2
Adenosine receptor A1
CHEMBL2304404
 Ki 4.22 4.22 60700.0 2
Adenosine receptor A3
CHEMBL3360
 Ki 4.19 4.19 65000.0 1
Adenosine A2 receptor
CHEMBL2094117
 Ki 4.05 4.05 89000.0 1
Adenosine A2 receptor
CHEMBL2094257
 Ki 4.04 4.04 90600.0 1
Adenosine receptor A2a
CHEMBL2605
 Ki 4.04 4.04 90600.0 1
Adenosine receptor A3
CHEMBL256
 Ki 4.03 4.03 92600.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 4.0 mL.min-1.kg-1 Homo sapiens
CL 4.0 mL.min-1.kg-1 Homo sapiens
Fu 0.55 - Homo sapiens
MRT 2.6 hr Homo sapiens
T1/2 1.8 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A2b Ki = 4730.0 nM 5.33 Binding affinity at human Adenosine A2B receptor expressed in HEK293 cells, usin... 12014951
Adenosine receptor A2b Ki = 4730.0 nM 5.33 Displacement of [3H]ZM241385 from human adenosine A2b receptor expressed in HEK ... 16759111
Adenosine receptor A2b Ki = 4730.0 nM 5.33 Displacement of [3H]DPX from human recombinant Adenosine A2B receptor expressed ... 26824742
Adenosine receptor A2b Ki = 4700.0 nM 5.33 Displacement of [125I]ABOPX from human adenosine receptor A2b expressed in HEK29... 27842891
Adenosine receptor A2a Ki = 4730.0 nM 5.33 Antagonist activity at adenosine A2A receptor (unknown origin) 34695776
Adenosine receptor A2b Ki = 6400.0 nM 5.19 Binding affinity to human adenosine A2B receptor 19569717
Cavia porcellus EC50 = 7200.0 nM 5.14 Effective concentration required in vitro for tracheal muscle (from male Hartley... 8496906
Adenosine receptor A2a EC50 = 7200.0 nM 5.14 Relaxant activity on the spontaneous tone of isolated guinea pig tracheal ring c... 1331453
Adenosine receptor A1 Ki = 32000.0 nM 4.5 Binding affinity at Adenosine A1 receptor in rat brain cortical membrane using [... 8230124
Adenosine receptor A2a Ki = 32000.0 nM 4.5 Binding affinity to human adenosine A2A receptor 19569717
Adenosine receptor A2a Ki = 32000.0 nM 4.5 Binding affinity to rat adenosine A2A receptor 19569717
Adenosine receptor A1 Ki = 42000.0 nM 4.38 Displacement of [3H]CPX from human adenosine A3 receptor expressed in CHO cells 16759111
Phosphodiesterase 4 Ki = 43100.0 nM 4.37 Inhibition of c-AMP phosphodiesterase activity in guinea pig tracheal muscle 1331453
Phosphodiesterase 4 Ki = 43100.0 nM 4.37 Inhibition of cyclic AMP-phosphodiesterase ( PDE) in the supernatant of tracheal... 8496906
Adenosine receptor A1 Ki = 44000.0 nM 4.36 Binding affinity to human adenosine A1 receptor 19569717
Adenosine receptor A1 Ki = 55000.0 nM 4.26 Binding affinity for Adenosine A1 receptor from rat brain using [3H]-PIA as radi... 2213834
Adenosine receptor A1 Ki = 60700.0 nM 4.22 Affinity against adenosine A1 receptor in the brain membranes by the displacemen... 1331453
Adenosine receptor A1 Ki = 60700.0 nM 4.22 Binding affinity against adenosine A1 receptor of cerebral cortex using [3H]CPX ... 8496906
Adenosine receptor A3 Ki = 65000.0 nM 4.19 Binding affinity to rat adenosine A3 receptor 19569717
Adenosine receptor A1 Ki = 81000.0 nM 4.09 Inhibition of 1 nM [3H]- N6-(phenylisopropyl) adenosine binding to Adenosine A1 ... 2724296

Literature References

PubMed DOI Target Context # Activities
18426954 10.1124/dmd.108.020479 ADMET 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
8496906 10.1021/jm00062a010 Cavia porcellus 4
- 10.6019/CHEMBL3301361 ADMET 3
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
19569717 10.1021/jm900413e Adenosine receptor A1 2
2213834 10.1021/jm00172a022 Adenosine A2 receptor 2
19569717 10.1021/jm900413e Adenosine receptor A2a 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
19569717 10.1021/jm900413e Adenosine receptor A3 2
8496906 10.1021/jm00062a010 NON-PROTEIN TARGET 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
19445515 10.1021/jm900403j Homo sapiens 2
37468498 10.1038/s41467-023-40064-9 Adenosine receptor A3 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
1331453 10.1021/jm00100a008 Cavia porcellus 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
1331453 10.1021/jm00100a008 Adenosine receptor A1 2
1331453 10.1021/jm00100a008 Adenosine receptor A2a 2
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2

Data from ChEMBL 36 via Core Engine