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Compound Detail

CHEMBL247920

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CCc1c(-c2ccccc2)c(-c2ccccc2)nn1-c1ccccc1-c1cccc(OCC(=O)O)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL247920
Phase Preclinical
Structure Type MOL
InChI Key SJRVJRYZAQYCEE-UHFFFAOYSA-N
5
Targets
28
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

474.6
MW (Da)
6.90
ALogP
4
HBA
1
HBD
64.3
PSA (Ų)
0.27
QED
1
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C31H26N2O3
MW 474.56
Aromatic Rings 5
Heavy Atoms 36
NP-Likeness -0.64

Activity Summary

Ki 16 meas. best 8.13
IC50 9 meas. best 6.66
Kd 3 meas. best 8.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Fatty acid-binding protein, adipocyte
CHEMBL2083
 Kd 8.4 6.8967 4.0 3
Fatty acid-binding protein, adipocyte
CHEMBL2083
 Ki 8.13 7.0357 7.4 7
Fatty acid-binding protein, adipocyte
CHEMBL2021755
 Ki 7.54 7.54 29.0 1
Fatty acid-binding protein, adipocyte
CHEMBL2083
 IC50 6.66 6.4025 221.0 4
Fatty acid-binding protein, heart
CHEMBL3344
 Ki 6.6 5.662 250.0 5
Fatty acid-binding protein 5
CHEMBL3674
 Ki 6.46 5.9833 350.0 3
Fatty acid-binding protein, heart
CHEMBL3344
 IC50 5.92 5.2 1200.0 3
Fatty acid-binding protein, liver
CHEMBL5421
 IC50 5.57 5.485 2710.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Fatty acid-binding protein, adipocyte Kd = 4.0 nM 8.4 Binding affinity to human FABP4 expressed in Escherichia coli assessed as degree... 28738306
Fatty acid-binding protein, adipocyte Ki = 7.4 nM 8.13 Displacement of [3H]2,3-bis[(2,4-dichlorobenzyl)oxy]benzoic acid from aFABP 17502136
Fatty acid-binding protein, adipocyte Ki = 15.0 nM 7.82 Displacement of fluorescent 1-anilinonapthalene 8-sulfonic acid from human a-FAB... 21481589
Fatty acid-binding protein, adipocyte Ki = 29.0 nM 7.54 Inhibition of rat ap2 by fluorescent 1,8-anilino-8-naphthalene sulfonate assay 22483089
Fatty acid-binding protein, adipocyte Ki = 160.0 nM 6.8 Binding affinity to FABP4 (unknown origin) assessed as inhibition constant 28738306
Fatty acid-binding protein, adipocyte Ki = 160.0 nM 6.8 Binding affinity to His-tagged human recombinant FABP4 expressed in Escherichia ... 27096055
Fatty acid-binding protein, adipocyte IC50 = 221.0 nM 6.66 Inhibition of human FABP4 by 8-anilino-1-naphthalenesulfonic acid based fluoresc... 23395658
Fatty acid-binding protein, adipocyte Ki = 220.0 nM 6.66 Displacement of 1,8-ANS from His6-tagged FABP4 (unknown origin) expressed in Esc... 27460668
Fatty acid-binding protein, heart Ki = 250.0 nM 6.6 Affinity Biochemical interaction: (competitive binding assay with increased fluo... -
Fatty acid-binding protein, adipocyte Ki = 253.4 nM 6.6 Displacement of 1,8-ANS from recombinant human 6His-tagged FABP4 expressed in Es... 32202425
Fatty acid-binding protein, heart Ki = 250.0 nM 6.6 Displacement of 1,8-ANS from mFABP by fluorescence based-assay 17502136
Fatty acid-binding protein, adipocyte Kd = 252.7 nM 6.6 Binding affinity at recombinant human 6His-tagged FABP4 expressed in Escherichia... 32202425
Fatty acid-binding protein 5 Ki = 350.0 nM 6.46 Affinity Biochemical interaction: (competitive binding assay with increased fluo... -
Fatty acid-binding protein 5 Ki = 350.0 nM 6.46 Displacement of 1,8-ANS from eFABP by fluorescence based-assay 17502136
Fatty acid-binding protein, adipocyte Ki = 360.0 nM 6.44 Displacement of 1,8-ANS from FABP4 (unknown origin) assessed as inhibition const... 37037141
Fatty acid-binding protein, adipocyte IC50 = 400.0 nM 6.4 Displacement of 8-anilino-1-naphthalene-sulfonic acid from FABP4 (unknown origin... 37079895
Fatty acid-binding protein, adipocyte IC50 = 400.0 nM 6.4 Inhibition of FABP4 (unknown origin) incubated for 3 mins by fluorescence based ... 39067439
Fatty acid-binding protein, adipocyte IC50 = 710.0 nM 6.15 Inhibition of FABP4 (unknown origin) 28738306
Fatty acid-binding protein, heart IC50 = 1200.0 nM 5.92 Displacement of BODIPY 500/510 C4 from human FABP3 expressed in Escherichia coli... 28738306
Fatty acid-binding protein, adipocyte Kd = 2050.0 nM 5.69 Direct binding to His6-tagged FABP4 (unknown origin) expressed in Escherichia co... 27460668

Literature References

PubMed DOI Target Context # Activities
17554340 10.1038/nature05844 Mus musculus 54
17554340 10.1038/nature05844 Macrophage 15
17554340 10.1038/nature05844 THP-1 10
17554340 10.1038/nature05844 Molecular identity unknown 9
32202425 10.1021/acs.jmedchem.9b02107 Mus musculus 9
27460668 10.1016/j.bmc.2016.07.022 Fatty acid-binding protein, adipocyte 6
28738306 10.1016/j.ejmech.2017.07.022 Fatty acid-binding protein, adipocyte 5
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
37079895 10.1021/acs.jmedchem.2c01918 Bile acid receptor 3
37037141 10.1016/j.ejmech.2023.115319 ADMET 3
37037141 10.1016/j.ejmech.2023.115319 Mus musculus 3
37079895 10.1021/acs.jmedchem.2c01918 Unchecked 3
32202425 10.1021/acs.jmedchem.9b02107 Fatty acid-binding protein, adipocyte 3
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
17502136 10.1016/j.bmcl.2006.12.044 Fatty acid-binding protein, adipocyte 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
37079895 10.1021/acs.jmedchem.2c01918 Fatty acid-binding protein, liver 2
21481589 10.1016/j.bmcl.2011.03.063 RAW264.7 2
17554340 10.1038/nature05844 Unchecked 2
37079895 10.1021/acs.jmedchem.2c01918 Peroxisome proliferator-activated receptor alpha 2

Data from ChEMBL 36 via Core Engine