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Compound Detail

CHEMBL4093612

A-1596586
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COc1ccc2c(c1)O[C@@H](c1ccc(OC)c(OC)c1)C[C@H]2NC(=O)C1(c2ccc3c(c2)OC(F)(F)O3)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4093612
Name A-1596586
Phase Preclinical
Structure Type MOL
InChI Key KDOQEEMQPHIANX-NFBKMPQASA-N
5
Targets
17
Activities
2
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

539.5
MW (Da)
5.45
ALogP
7
HBA
1
HBD
84.5
PSA (Ų)
0.43
QED
2
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C29H27F2NO7
MW 539.53
Aromatic Rings 3
Heavy Atoms 39
NP-Likeness -0.17

Activity Summary

Ki 9 meas. best 7.71
EC50 8 meas. best 7.55

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Gamma-aminobutyric acid receptor subunit alpha-1
CHEMBL1962
 Ki 7.71 7.71 19.6 1
Unchecked
CHEMBL612545
 Ki 7.71 7.71 19.5 2
Cystic fibrosis transmembrane conductance regulator
CHEMBL4051
 EC50 7.55 7.28 28.0 8
Sigma non-opioid intracellular receptor 1
CHEMBL287
 Ki 6.5 6.5 314.6 3
Sigma intracellular receptor 2
CHEMBL4105907
 Ki 5.92 5.92 1192.3 3

Pharmacokinetic Data

Parameter Value Units Species
CL 25666.67 mL.min-1.kg-1 Homo sapiens
CL 17100.0 mL.min-1.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Gamma-aminobutyric acid receptor subunit alpha-1 Ki = 19.59 nM 7.71 Selectivity interaction (GPCR panel (PDSP screen)) EUB0000544a GABRA1 -
Unchecked Ki = 19.5 nM 7.71 GPCRScan assay: inhibition of GABA/PBR -
Unchecked Ki = 19.59 nM 7.71 GPCRScan assay: inhibition of GABA/PBR -
Cystic fibrosis transmembrane conductance regulator EC50 = 28.0 nM 7.55 HBE-TECC (Human Bronchial Epithelial- Trans-Epithelial Current Clamp) assay -
Cystic fibrosis transmembrane conductance regulator EC50 = 28.0 nM 7.55 Affinity On-target Cellular interaction (CFTR Restoration Trans-Epithelial Curre... -
Cystic fibrosis transmembrane conductance regulator EC50 = 28.0 nM 7.55 Corrector activity at CFTR F508del/F508del mutant in primary HBE cells assessed ... 29251932
Cystic fibrosis transmembrane conductance regulator EC50 = 35.0 nM 7.46 Affinity Phenotypic Cellular interaction (Plasma membrane-expressed enzyme accep... -
Cystic fibrosis transmembrane conductance regulator EC50 = 35.0 nM 7.46 Plasma membrane-expressed enzyme acceptor protein (EA-MEM) assay -
Cystic fibrosis transmembrane conductance regulator EC50 = 130.0 nM 6.89 Corrector activity at HRP-fused CFTR F508del mutant (unknown origin) expressed i... 29251932
Cystic fibrosis transmembrane conductance regulator EC50 = 130.0 nM 6.89 CSE-HRP surface expression (Cell surface expression-horseradish peroxidase) assa... -
Cystic fibrosis transmembrane conductance regulator EC50 = 130.0 nM 6.89 Selectivity interaction (CSE-HRP surface expression (cell surface expression-hor... -
Sigma non-opioid intracellular receptor 1 Ki = 314.63 nM 6.5 GPCRScan assay: inhibition of Sigma 1 -
Sigma non-opioid intracellular receptor 1 Ki = 316.23 nM 6.5 GPCRScan assay: inhibition of Sigma 1 -
Sigma non-opioid intracellular receptor 1 Ki = 314.63 nM 6.5 Selectivity interaction (GPCR panel (PDSP screen)) EUB0000544a SIGMAR1 -
Sigma intracellular receptor 2 Ki = 1192.34 nM 5.92 GPCRScan assay: inhibition of Sigma 2 -
Sigma intracellular receptor 2 Ki = 1202.26 nM 5.92 GPCRScan assay: inhibition of Sigma 2 -
Sigma intracellular receptor 2 Ki = 1192.34 nM 5.92 Selectivity interaction (GPCR panel (PDSP screen)) EUB0000544a TMEM97 -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4507262 Tyrosine-protein kinase ABL1 15
- 10.6019/CHEMBL4507262 Epidermal growth factor receptor 12
- 10.6019/CHEMBL5724558 Colon cancer organoid 12
- 10.6019/CHEMBL5674860 Colon cancer organoid 12
- 10.6019/CHEMBL4507262 Receptor-type tyrosine-protein kinase FLT3 11
- 10.6019/CHEMBL4507262 Unchecked 11
- 10.6019/CHEMBL4689842 HEK-293T 10
- 10.6019/CHEMBL4507262 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 10
- 10.6019/CHEMBL4507262 Mast/stem cell growth factor receptor Kit 9
- 10.6019/CHEMBL4689842 U2OS 8
- 10.6019/CHEMBL5608141 Colon cancer organoid 6
- 10.6019/CHEMBL4689842 Fibroblast 6
- 10.1158/2159-8290.CD-23-0050 Colon cancer organoid 5
- 10.6019/CHEMBL4507262 Sigma non-opioid intracellular receptor 1 4
- 10.6019/CHEMBL4507262 Proto-oncogene tyrosine-protein kinase receptor Ret 4
- 10.6019/CHEMBL4507262 Cystic fibrosis transmembrane conductance regulator 4
- 10.6019/CHEMBL4507262 GABA-A receptor; anion channel 4
29251932 10.1021/acs.jmedchem.7b01339 Cystic fibrosis transmembrane conductance regulator 4
- 10.6019/CHEMBL4507262 Sigma intracellular receptor 2 3
- 10.6019/CHEMBL4507262 ALK tyrosine kinase receptor 3

Data from ChEMBL 36 via Core Engine