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Compound Detail

CHEMBL400189

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C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cnc2c(NC3CCCC3)ncnc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL400189
Phase Preclinical
Structure Type MOL
InChI Key BVOLJUDYJILMMW-QTDMDRALSA-N
9
Targets
17
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

349.4
MW (Da)
0.18
ALogP
9
HBA
4
HBD
125.5
PSA (Ų)
0.62
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 C16H23N5O4
MW 349.39
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness 0.76

Activity Summary

Ki 16 meas. best 8.36
IC50 1 meas. best 8.64

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Rattus norvegicus
CHEMBL376
 IC50 8.64 8.64 2.3 1
Adenosine receptor A1
CHEMBL4975
 Ki 8.36 7.38 4.4 4
Adenosine receptor A1
CHEMBL226
 Ki 8.35 8.35 4.5 1
Adenosine receptor A1
CHEMBL318
 Ki 8.02 8.02 9.5 1
A1 adenosine receptor
CHEMBL1075029
 Ki 8.0 6.47 10.0 2
Adenosine receptor A3
CHEMBL3360
 Ki 6.68 6.68 208.0 2
Adenosine receptor A3
CHEMBL256
 Ki 6.66 5.615 220.0 2
Adenosine receptor A2b
CHEMBL255
 Ki 6.06 6.06 879.0 1
Adenosine receptor A2a
CHEMBL251
 Ki 5.14 5.08 7220.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Rattus norvegicus IC50 = 2.3 nM 8.64 The compound was tested for the concentration to inhibit 50% of Adenylyl cyclase... 9572897
Adenosine receptor A1 Ki = 4.4 nM 8.36 Displacement of [3H]CCPA from adenosine A1 receptor in bovine cortical membrane 17933541
Adenosine receptor A1 Ki = 4.52 nM 8.35 Displacement of [3H]CCPA from human recombinant adenosine A1 receptor expressed ... 17933541
Adenosine receptor A1 Ki = 9.5 nM 8.02 Inhibitory activity at Adenosine A1 receptor by inhibition of [3H]CHA binding to... 9572897
Adenosine receptor A1 Ki = 9.5 nM 8.02 Inhibition of [3H]CHA (N6-cyclohexyl adenosine) to rat brain membrane Adenosine ... 11881988
Adenosine receptor A1 Ki = 10.0 nM 8.0 Displacement of [3H]DPCPX binding to adenosine A1 receptors of bovine cortical m... 15743197
A1 adenosine receptor Ki = 10.0 nM 8.0 Displacement of [3H]CCPA from adenosine A1 receptor in pig cortical membrane 17933541
Adenosine receptor A3 Ki = 210.0 nM 6.68 Affinity to Adenosine A3 receptor of rat testis membrane using [3H](R)-PIA with ... 11881988
Adenosine receptor A3 Ki = 208.0 nM 6.68 Inhibitory activity against Adenosine A3 receptor by inhibiting specific [3H](R)... 9572897
Adenosine receptor A3 Ki = 220.0 nM 6.66 Displacement of [125I]AB-MECA from adenosine A3 receptors in bovine cortical mem... 15743197
Adenosine receptor A2b Ki = 879.0 nM 6.06 Agonist activity at human recombinant adenosine A2B receptor expressed in CHO ce... 17933541
Adenosine receptor A2a Ki = 7220.0 nM 5.14 Inhibitory activity at Adenosine A2A receptor by inhibition of [3H]-CGS- 21680 b... 9572897
Adenosine receptor A1 Ki = 7230.0 nM 5.14 Displacement of [3H]CGS21680 from adenosine A1 receptor in bovine striatum membr... 17933541
Adenosine receptor A2a Ki = 7560.0 nM 5.12 Displacement of [3H]CGS-21680 binding to adenosine A2A receptors of bovine stria... 15743197
Adenosine receptor A2a Ki = 10400.0 nM 4.98 Displacement of [3H]NECA from human recombinant adenosine A2A receptor expressed... 17933541
A1 adenosine receptor Ki = 11370.0 nM 4.94 Displacement of [3H]CGS21680 from adenosine A1 receptor in pig striatum membrane 17933541
Adenosine receptor A3 Ki = 26800.0 nM 4.57 Displacement of [3H]NECA from human recombinant adenosine A3 receptor expressed ... 17933541

Literature References

PubMed DOI Target Context # Activities
9572897 10.1021/jm9707737 Unchecked 3
17933541 10.1016/j.bmc.2007.09.035 Adenosine receptor A1 3
17933541 10.1016/j.bmc.2007.09.035 Unchecked 2
9572897 10.1021/jm9707737 Rattus norvegicus 2
17933541 10.1016/j.bmc.2007.09.035 A1 adenosine receptor 2
11881988 10.1021/jm0102755 Adenosine receptor A2a and A3 1
17933541 10.1016/j.bmc.2007.09.035 Adenosine receptors; A1 & A3 1
15743197 10.1021/jm049408n Adenosine receptors; A2a & A3 1
15743197 10.1021/jm049408n Adenosine receptors; A1 & A3 1
15743197 10.1021/jm049408n Adenosine receptors; A1 & A2a 1
15743197 10.1021/jm049408n Adenosine receptor A3 1
15743197 10.1021/jm049408n Adenosine receptor A2a 1
15743197 10.1021/jm049408n Adenosine receptor A1 1
9572897 10.1021/jm9707737 Adenosine receptor A1 1
11881988 10.1021/jm0102755 Adenosine receptors; A1 & A3 1
11881988 10.1021/jm0102755 Adenosine receptors; A1 & A2a 1
11881988 10.1021/jm0102755 Adenosine receptor A3 1
11881988 10.1021/jm0102755 Adenosine receptor A2a 1
11881988 10.1021/jm0102755 Adenosine receptor A1 1
9572897 10.1021/jm9707737 Adenosine receptor A3 1

Data from ChEMBL 36 via Core Engine