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Compound Detail

CHEMBL262083

N6-PHENYLADENOSINE
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OC[C@H]1O[C@@H](n2cnc3c(Nc4ccccc4)ncnc32)[C@H](O)[C@@H]1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL262083
Name N6-PHENYLADENOSINE
Phase Preclinical
Structure Type MOL
InChI Key QVUUUSJUORLECR-XNIJJKJLSA-N
7
Targets
22
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

343.3
MW (Da)
0.18
ALogP
9
HBA
4
HBD
125.5
PSA (Ų)
0.53
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H17N5O4
MW 343.34
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness 0.44

Activity Summary

Ki 13 meas. best 8.52
IC50 9 meas. best 8.48

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A1
CHEMBL318
 Ki 8.52 8.3475 3.0 8
Adenosine receptor A1
CHEMBL318
 IC50 8.48 8.335 3.3 2
Adenosine receptor A1
CHEMBL2114
 IC50 8.34 8.34 4.6 1
Adenosine A2 receptor
CHEMBL2094117
 Ki 6.96 5.908 110.0 5
Unchecked
CHEMBL612545
 IC50 6.72 6.115 190.0 2
Adenosine A2 receptor
CHEMBL2094117
 IC50 6.18 6.18 660.0 1
Neuropeptide Y receptor type 2
CHEMBL4018
 IC50 5.33 5.33 4729.0 1
Neuropeptide Y receptor type 1
CHEMBL4777
 IC50 5.11 5.11 7826.0 1
Equilibrative nucleoside transporter 1
CHEMBL1997
 IC50 4.49 4.49 32359.4 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A1 Ki = 3.0 nM 8.52 Evaluated for the binding affinity towards the Adenosine A1 receptor in corpora ... 2374150
Adenosine receptor A1 Ki = 3.2 nM 8.49 Inhibition of binding of 1 nM N6-[3H]cyclohexyladenosine to adenosine A1 recepto... 2993623
Adenosine receptor A1 Ki = 3.2 nM 8.49 Inhibition of [3H]-CHA binding to rat brain membrane Adenosine A1 receptor 2258897
Adenosine receptor A1 IC50 = 3.311 nM 8.48 Evaluated for binding affinity against Adenosine A1 receptor 1542091
Adenosine receptor A1 Ki = 3.5 nM 8.46 Affinity for adenosine A1 receptor at rat cortical receptors using 1 nM [3H]PIA 1433217
Adenosine receptor A1 IC50 = 4.6 nM 8.34 Displacement of [125I]ABA from adenosine A1 receptor of chick cerebellar membran... 3572985
Adenosine receptor A1 Ki = 4.62 nM 8.34 Binding affinity for Adenosine A1 receptor in corpora striata of rats using [3H]... 2374150
Adenosine receptor A1 Ki = 4.6 nM 8.34 Binding affinity for Adenosine A1 receptor using [3H]- CHA or [3H]- PIA 1738138
Adenosine receptor A1 Ki = 4.6 nM 8.34 Binding affinity to adenosine A1 receptor in rat whole brain membranes by [3H]N6... 2888894
Adenosine receptor A1 IC50 = 6.5 nM 8.19 Evaluated for the binding affinity towards the Adenosine A1 receptor in cerebral... 2374150
Adenosine receptor A1 Ki = 16.0 nM 7.8 Inhibition of [3H]- (R)-P1A binding to adenosine A1 receptor 1766003
Adenosine A2 receptor Ki = 110.0 nM 6.96 Binding of Adenosine A2 receptor in whole rat brain membrane using [3H]CHA as a ... 2258897
Unchecked IC50 = 190.0 nM 6.72 Inhibition of Adenylate Cyclase in Rat adipocytes 2258897
Adenosine A2 receptor IC50 = 660.0 nM 6.18 Displacement of [3H]-NECA from adenosine A2 receptor of rat striatal membrane 3572985
Adenosine A2 receptor Ki = 663.0 nM 6.18 Affinity for adenosine A2 receptor at rat striatal membrane using 5 nM [3H]CGS-2... 1433217
Adenosine A2 receptor Ki = 660.0 nM 6.18 Binding affinity to A2 adenosine receptor in rat striatal membranes by [3H]NECA ... 2888894
Adenosine A2 receptor Ki = 1200.0 nM 5.92 Inhibition of [3H]- NECA binding to adenosine receptor A2 1766003
Unchecked IC50 = 3100.0 nM 5.51 Effective concentration against A2AR mediated P12 adenylatencyclase activity 1766003
Neuropeptide Y receptor type 2 IC50 = 4729.0 nM 5.33 PUBCHEM_BIOASSAY: Dose response cell-based screening assay for antagonists of ne... -
Neuropeptide Y receptor type 1 IC50 = 7826.0 nM 5.11 PUBCHEM_BIOASSAY: Dose response counterscreen for neuropeptide Y receptor Y2 (NP... -

Literature References

PubMed DOI Target Context # Activities
3012086 10.1021/jm00156a016 Adenosine A2 receptor 4
2374150 10.1021/jm00170a031 Adenosine receptor A1 3
1433217 10.1021/jm00100a020 Adenosine A2 receptor 2
18321038 10.1021/jm701442d Adenosine receptor A2b 2
2888894 10.1021/jm00393a003 Mus musculus 2
1433217 10.1021/jm00100a020 Adenosine receptor A1 2
2258897 10.1021/jm00174a004 Unchecked 1
2888894 10.1021/jm00393a003 Adenosine receptor A1 1
2888894 10.1021/jm00393a003 Adenosine A2 receptor 1
2258897 10.1021/jm00174a004 Adenosine A2 receptor 1
28933546 10.1021/acs.jmedchem.7b01066 Unchecked 1
6279840 10.1021/jm00345a001 Adenosine A2 receptor 1
6279840 10.1021/jm00345a001 Adenosine receptor 1
1738138 10.1021/jm00081a001 Adenosine receptor A1 1
1738138 10.1021/jm00081a001 Adenosine A2 receptor 1
1738138 10.1021/jm00081a001 Adenosine receptors; A1 & A2 1
3572985 10.1021/jm00388a039 Adenosine receptor A1 1
2258897 10.1021/jm00174a004 Adenosine receptor A1 1
3572985 10.1021/jm00388a039 Unchecked 1
1542091 10.1021/jm00082a003 Adenosine receptor A1 1

Data from ChEMBL 36 via Core Engine