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Compound Detail

CHEMBL2386353

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N#CCc1ccccc1C#Cc1ccc(CCC(=O)O)c(F)c1

Basic Information

ChEMBL ID CHEMBL2386353
Phase Preclinical
Structure Type MOL
InChI Key KIZUBVPJNPVIIN-UHFFFAOYSA-N
6
Targets
13
Activities
2
Assay Types
11
PK Parameters
20
Publications
0
Known Names

Molecular Properties

307.3
MW (Da)
3.31
ALogP
2
HBA
1
HBD
61.1
PSA (Ų)
0.88
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 C19H14FNO2
MW 307.32
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness -0.87

Activity Summary

EC50 10 meas. best 8.23
Ki 3 meas. best 7.07

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Free fatty acid receptor 1
CHEMBL4422
EC50 8.23 7.935 5.9 6
Free fatty acid receptor 4
CHEMBL5339
EC50 8.22 7.125 6.0 2
Free fatty acid receptor 1
CHEMBL4422
Ki 7.07 7.07 85.1 1
Free fatty acid receptor 1
CHEMBL5411
EC50 6.83 6.83 147.9 1
Free fatty acid receptor 1
CHEMBL1795180
EC50 6.49 6.49 323.6 1
D(3) dopamine receptor
CHEMBL234
Ki 5.96 5.96 1097.1 1
Translocator protein
CHEMBL5742
Ki 5.48 5.48 3298.4 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 73133.33 ng.hr.mL-1 Mus musculus
AUC 13483.33 ng.hr.mL-1 Mus musculus
CL 3.1 mL.min-1.kg-1 Mus musculus
Cmax 40153.59 nM Mus musculus
Cmax 25416.5 nM Mus musculus
F 136.0 % Mus musculus
T1/2 5.917 hr Mus musculus
T1/2 1.983 hr Mus musculus
Tmax 0.25 hr Mus musculus
Tmax 0.08333 hr Mus musculus
Vd 0.53 L.kg-1 Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Free fatty acid receptor 1 EC50 = 5.888 nM 8.23 Agonist activity at FFA1 receptor (unknown origin) expressed in human 132N1 cell... 27074625
Free fatty acid receptor 1 EC50 = 6.0 nM 8.22 Agonist activity at human FFA1 receptor transfected in human 1321N1 cells by cal... 23687558
Free fatty acid receptor 4 EC50 = 6.0 nM 8.22 Agonist activity at human GPR120 expressed in HEK293 cells by Fluo4-AM dye based... 38039791
Free fatty acid receptor 1 EC50 = 6.166 nM 8.21 Agonist activity at human FFA1 receptor transfected in human 1321N1 cells by cal... 23687558
Free fatty acid receptor 1 EC50 = 18.62 nM 7.73 Agonist activity at human C-terminal eYFP-tagged FFA1 receptor expressed in HEK-... 27074625
Free fatty acid receptor 1 EC50 = 22.91 nM 7.64 Agonist activity at C-terminal yellow fluorescent protein-fused human FFA1 recep... 23687558
Free fatty acid receptor 1 EC50 = 26.3 nM 7.58 Agonist activity at C-terminal yellow fluorescent protein-fused human FFA1 recep... 23687558
Free fatty acid receptor 1 Ki = 85.11 nM 7.07 Displacement of 3-(2-Fluoro-4-((2'-methyl-4'-(2-(2-((7-nitrobenzo[c][1,2,5]-oxad... 27074625
Free fatty acid receptor 1 EC50 = 147.91 nM 6.83 Agonist activity at mouse FFA1 receptor transfected in human T-REX-293 cells mea... 23687558
Free fatty acid receptor 1 EC50 = 323.59 nM 6.49 Agonist activity at C-terminal yellow fluorescent protein-fused rat FFA1 recepto... 23687558
Free fatty acid receptor 4 EC50 = 933.25 nM 6.03 Agonist activity at C-terminal yellow fluorescent protein-fused human FFA4 recep... 23687558
D(3) dopamine receptor Ki = 1097.11 nM 5.96 PDSP Secondary Binding target: DRD3 - Compounds are tested at 10 uM concentratio... -
Translocator protein Ki = 3298.37 nM 5.48 PDSP Secondary Binding target: TSPO - Compounds are tested at 10 uM concentratio... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5724696 U2OS 24
- 10.6019/CHEMBL5724696 TERT-RPE1 24
23687558 10.1021/ml4000673 Mus musculus 16
- 10.6019/CHEMBL4689842 HEK-293T 10
- 10.6019/CHEMBL4689842 Fibroblast 9
- 10.6019/CHEMBL4689842 U2OS 8
23687558 10.1021/ml4000673 Free fatty acid receptor 1 7
- 10.6019/CHEMBL5209801 Alpha-2A adrenergic receptor 5
- 10.6019/CHEMBL5209801 Glucagon-like peptide 1 receptor 5
27074625 10.1021/acs.jmedchem.6b00202 Free fatty acid receptor 1 5
- 10.6019/CHEMBL5209801 N-formyl peptide receptor 2 5
- 10.6019/CHEMBL5209801 Apelin receptor 5
- 10.6019/CHEMBL5209801 CX3C chemokine receptor 1 5
- 10.6019/CHEMBL5209801 Glucose-dependent insulinotropic receptor 5
- 10.6019/CHEMBL5209801 Type-1 angiotensin II receptor 5
- 10.6019/CHEMBL5209801 Adhesion G-protein coupled receptor F1 5
- 10.6019/CHEMBL5209801 Free fatty acid receptor 4 5
- 10.6019/CHEMBL5209801 Sphingosine 1-phosphate receptor 1 5
- 10.6019/CHEMBL5209801 C5a anaphylatoxin chemotactic receptor 1 5
- 10.6019/CHEMBL5209801 Beta-2 adrenergic receptor 5

Data from ChEMBL 36 via Core Engine