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Compound Detail

CHEMBL27508

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CCCn1c(=O)c2c(nc(/C=C/c3ccc(OC)c(OC)c3)n2C)n(CCC)c1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL27508
Phase Preclinical
Structure Type MOL
InChI Key UQGGPCQNHJCOPS-PKNBQFBNSA-N

Known Names

KF-17837
7
Targets
25
Activities
2
Assay Types
3
PK Parameters
20
Publications
1
Known Names

Molecular Properties

412.5
MW (Da)
2.90
ALogP
8
HBA
0
HBD
80.3
PSA (Ų)
0.57
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H28N4O4
MW 412.49
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -0.72

Activity Summary

Ki 22 meas. best 9.0
IC50 3 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine A2 receptor
CHEMBL2094117
 Ki 9.0 8.1825 1.0 4
Adenosine receptor A2a
CHEMBL251
 IC50 9.0 9.0 1.0 1
Adenosine receptor A2a
CHEMBL302
 Ki 9.0 7.988 1.0 5
Adenosine receptor A1
CHEMBL318
 IC50 7.21 7.21 62.0 1
Adenosine receptor A1
CHEMBL318
 Ki 7.21 6.4944 62.0 9
Adenosine receptor A2a
CHEMBL251
 Ki 7.15 7.15 71.0 1
Adenosine receptor A1
CHEMBL2304404
 Ki 5.82 5.82 1500.0 2
Adenosine receptor A2b
CHEMBL255
 IC50 5.82 5.82 1500.0 1
Adenosine receptor A3
CHEMBL256
 Ki 5.6 5.6 2500.0 1

Pharmacokinetic Data

Parameter Value Units Species
F 60.0 % Rattus norvegicus
T1/2 5.17 hr -
T1/2 4.1 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A2a IC50 = 1.0 nM 9.0 Inhibitory activity against cyclic AMP production in rat Adenosine A2A receptor ... 11170626
Adenosine receptor A2a Ki = 1.0 nM 9.0 Displacement of [3H]-CGS- 21680 from Adenosine A2a receptor of rat forebrain mem... -
Adenosine A2 receptor Ki = 1.0 nM 9.0 Binding affinity against Adenosine A2 receptor of striatal membrane using [3H]CG... 8246243
Adenosine receptor A2a Ki = 7.8 nM 8.11 In vitro binding affinity against Adenosine A2a receptor in rat forebrain membra... -
Adenosine A2 receptor Ki = 7.8 nM 8.11 Binding affinity at Adenosine A2 receptor from rat striatal membranes by N-[3H] ... 8355252
Adenosine A2 receptor Ki = 7.8 nM 8.11 Binding affinity against adenosine A2 receptor from rat striatal membranes, usin... 1613758
Adenosine receptor A2a Ki = 8.5 nM 8.07 Ability to inhibit binding of [3H]-CGS- 21680 to adenosine A2A receptor in rat b... 9435909
Adenosine A2 receptor Ki = 31.1 nM 7.51 Binding affinity against adenosine A2 receptor in rat brain using [3H]- CGS 2168... 8496902
Adenosine receptor A2a Ki = 42.0 nM 7.38 Inhibition of [3H]ZM-241385 binding to adenosine A2a receptor of rat brain tissu... 15771443
Adenosine receptor A2a Ki = 42.0 nM 7.38 Inhibition of [3H]ZM-241,385 binding to rat brain adenosine A2a receptor 15294001
Adenosine receptor A1 IC50 = 62.0 nM 7.21 Inhibitory activity against cyclic AMP production in rat Adenosine A1 receptor a... 11170626
Adenosine receptor A1 Ki = 62.0 nM 7.21 Binding affinity for Adenosine A1 receptor using N-[3H] cyclohexyladenosine in r... 8246243
Adenosine receptor A1 Ki = 62.0 nM 7.21 Displacement of [3H]CHA from Adenosine A1 receptor of rat forebrain membranes (s... -
Adenosine receptor A2a Ki = 71.0 nM 7.15 Binding Affinity for adenosine A2A receptor expressed in HEK293 cells compared t... 11170626
Adenosine receptor A1 Ki = 260.0 nM 6.58 Ability to inhibit binding of [3H]CHA to adenosine A1 receptor in rat brain cort... 9435909
Adenosine receptor A1 Ki = 390.0 nM 6.41 Displacement of [3H]CHA from Adenosine A1 receptor of rat forebrain membranes -
Adenosine receptor A1 Ki = 430.0 nM 6.37 Tested for binding affinity against Adenosine A1 receptor from rat forebrain mem... 8355252
Adenosine receptor A1 Ki = 430.0 nM 6.37 Binding affinity against adenosine A1 receptor from rat forebrain membranes usin... 1613758
Adenosine receptor A1 Ki = 577.0 nM 6.24 Affinity against Adenosine A1 receptor in rat brain using [3H]- PIA as radioliga... 8496902
Adenosine receptor A1 Ki = 930.0 nM 6.03 Inhibition of [3H]DPCPX binding to adenosine A1 receptor of rat cerebral cortex 15771443

Literature References

PubMed DOI Target Context # Activities
8355252 10.1021/jm00069a009 Rattus norvegicus 10
8355252 10.1021/jm00069a009 Mus musculus 8
15294001 10.1021/jm0498405 Rattus norvegicus 4
8246243 10.1021/jm00075a031 ADMET 3
1613758 10.1021/jm00090a027 Adenosine receptor A1 2
11170626 10.1021/jm990499b Adenosine receptor A2b 2
11170626 10.1021/jm990499b Adenosine receptor A1 2
8355252 10.1021/jm00069a009 Adenosine receptors; A1 & A2 2
11170626 10.1021/jm990499b Adenosine receptor A2a 2
8355252 10.1021/jm00069a009 Adenosine receptor A1 2
- 10.1016/S0960-894X(97)00440-X Adenosine receptors; A1 & A2a 2
- 10.1016/S0960-894X(97)00440-X Adenosine receptor A2a 2
- 10.1016/S0960-894X(97)00440-X Adenosine receptor A1 2
8246243 10.1021/jm00075a031 No relevant target 1
8246243 10.1021/jm00075a031 Adenosine receptors; A1 & A2 1
8246243 10.1021/jm00075a031 Adenosine receptor A1 1
- 10.1016/S0960-894X(97)00440-X Mus musculus 1
8496902 10.1021/jm00062a005 Adenosine receptor A1 1
9435909 10.1021/jm970515+ Adenosine receptors; A1 & A2a 1
9435909 10.1021/jm970515+ Adenosine receptor A2a 1

Data from ChEMBL 36 via Core Engine