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Compound Detail

CHEMBL1688473

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Cc1cccc(C)c1-c1cccc(COc2ccc(CCC(=O)O)c(F)c2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1688473
Phase Preclinical
Structure Type MOL
InChI Key GOWIOGNRWWZDKB-UHFFFAOYSA-N
3
Targets
16
Activities
2
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

378.4
MW (Da)
5.71
ALogP
2
HBA
1
HBD
46.5
PSA (Ų)
0.57
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H23FO3
MW 378.44
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -0.51

Activity Summary

EC50 10 meas. best 8.24
Ki 6 meas. best 7.5

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Free fatty acid receptor 1
CHEMBL4422
 EC50 8.24 8.0111 5.7 9
Free fatty acid receptor 1
CHEMBL4422
 Ki 7.5 7.5 32.0 3
Free fatty acid receptor 1
CHEMBL1795180
 Ki 7.44 7.3267 36.0 3
Free fatty acid receptor 4
CHEMBL5339
 EC50 5.08 5.08 8317.6 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Free fatty acid receptor 1 EC50 = 5.7 nM 8.24 Agonist activity against human GPR40 expressed in CHO cells assessed as increase... 21319751
Free fatty acid receptor 1 EC50 = 5.7 nM 8.24 Agonist activity at human GPR40 expressed in Flp-InTM T-RexTM HEK293 cells asses... 22724451
Free fatty acid receptor 1 EC50 = 5.7 nM 8.24 Agonist activity at human GPR40 expressed in CHO cells assessed as calcium influ... 24900210
Free fatty acid receptor 1 EC50 = 6.026 nM 8.22 Agonist activity at human FFA1 receptor expressed in human 1321N1 cells assessed... 21854074
Free fatty acid receptor 1 EC50 = 6.026 nM 8.22 Agonist activity at human GPR40 expressed in Flp-InTM T-RexTM HEK293 cells asses... 22724451
Free fatty acid receptor 1 EC50 = 7.7 nM 8.11 Agonist activity at human GR40 receptor expressed in CHO cells assessed as incre... 22242551
Free fatty acid receptor 1 EC50 = 14.2 nM 7.85 Agonist activity at FFA1 receptor (unknown origin) stably expressed in CHO cells... 31279294
Free fatty acid receptor 1 EC50 = 30.0 nM 7.52 Agonist activity at human GPR40 receptor expressed in CHO cells assessed as incr... 22428944
Free fatty acid receptor 1 Ki = 32.0 nM 7.5 Displacement of 3-[4-({2',6'-dimethyl-6-[(4-[3H])-phenylmethoxy]biphenyl-3-yl}me... 22242551
Free fatty acid receptor 1 Ki = 32.0 nM 7.5 Displacement of 3-[4-({2',6'-dimethyl-6-[(4-[3H])phenylmethoxy]biphenyl-3-yl}met... 22428944
Free fatty acid receptor 1 Ki = 32.0 nM 7.5 Displacement of 3-[4-({2',6'-dimethyl-6-[(4-[3H])phenylmethoxy]biphenyl-3-yl}met... 24900210
Free fatty acid receptor 1 EC50 = 34.67 nM 7.46 Agonist activity at human GPR40 expressed in Flp-InTM T-RexTM HEK293 cells asses... 22724451
Free fatty acid receptor 1 Ki = 36.0 nM 7.44 Displacement of 3-[4-({2',6'-dimethyl-6-[(4-[3H])phenylmethoxy]biphenyl-3-yl}met... 22428944
Free fatty acid receptor 1 Ki = 54.0 nM 7.27 Displacement of 3-[4-({2',6'-dimethyl-6-[(4-[3H])-phenylmethoxy]biphenyl-3-yl}me... 22242551
Free fatty acid receptor 1 Ki = 54.0 nM 7.27 Displacement of 3-[4-({2',6'-dimethyl-6-[(4-[3H])phenylmethoxy]biphenyl-3-yl}met... 24900210
Free fatty acid receptor 4 EC50 = 8317.64 nM 5.08 Agonist activity at GPR120 assessed as stimulation of calcium mobilization 22724451

Literature References

PubMed DOI Target Context # Activities
21319751 10.1021/jm101405t Rattus norvegicus 4
22724451 10.1021/jm3002026 Free fatty acid receptor 1 4
22242551 10.1021/jm2012968 Free fatty acid receptor 1 3
22428944 10.1021/jm2016123 Free fatty acid receptor 1 3
24900210 10.1021/ml1000855 Free fatty acid receptor 1 3
22428944 10.1021/jm2016123 ADMET 2
22724451 10.1021/jm3002026 Free fatty acid receptor 4 2
21319751 10.1021/jm101405t Free fatty acid receptor 1 1
21854074 10.1021/jm2005699 Free fatty acid receptor 1 1
22242551 10.1021/jm2012968 No relevant target 1
22428944 10.1021/jm2016123 No relevant target 1
22724451 10.1021/jm3002026 Liver microsomes 1
22724451 10.1021/jm3002026 No relevant target 1
31279294 10.1016/j.ejmech.2019.06.087 Free fatty acid receptor 1 1
31279294 10.1016/j.ejmech.2019.06.087 No relevant target 1

Data from ChEMBL 36 via Core Engine