Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL257943

RETROFRACTAMIDE B
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
CC(C)CNC(=O)/C=C/C=C/CCCC/C=C/c1ccc2c(c1)OCO2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL257943
Name RETROFRACTAMIDE B
Phase Preclinical
Structure Type MOL
InChI Key RPOYGOULCHMVBB-ADDDGJNWSA-N
3
Targets
3
Activities
1
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

355.5
MW (Da)
4.87
ALogP
3
HBA
1
HBD
47.6
PSA (Ų)
0.37
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C22H29NO3
MW 355.48
Aromatic Rings 1
Heavy Atoms 26
NP-Likeness 0.83

Activity Summary

IC50 3 meas. best 5.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
WI-38
CHEMBL614391
 IC50 5.7 5.7 2000.0 1
Hepatocyte
CHEMBL3140324
 IC50 5.58 5.58 2600.0 1
Sterol O-acyltransferase 1
CHEMBL2782
 IC50 5.43 5.43 3700.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
WI-38 IC50 = 2000.0 nM 5.7 Induction of senescence in human WI-38 cells 38436272
Hepatocyte IC50 = 2600.0 nM 5.58 Hepatoprotective activity in ddY mouse hepatocytes assessed as inhibition of D-g... 19775895
Sterol O-acyltransferase 1 IC50 = 3700.0 nM 5.43 Inhibition of human macrophage ACAT expressed in human HepG2 cells using [14C]ol... 23419736

Literature References

PubMed DOI Target Context # Activities
19775895 10.1016/j.bmc.2009.08.050 Hepatocyte 9
18289853 10.1016/j.bmcl.2008.01.101 Hepatocyte 4
18477507 10.1016/j.bmcl.2008.04.052 3T3-L1 4
19775895 10.1016/j.bmc.2009.08.050 L929 4
23419736 10.1016/j.ejmech.2013.01.020 Sterol O-acyltransferase 1 1
25241925 10.1016/j.bmcl.2014.08.063 A549 1
25241925 10.1016/j.bmcl.2014.08.063 MCF7 1
25241925 10.1016/j.bmcl.2014.08.063 ZR-75-1 1
25241925 10.1016/j.bmcl.2014.08.063 SK-BR-3 1
25241925 10.1016/j.bmcl.2014.08.063 MDA-MB-231 1
25241925 10.1016/j.bmcl.2014.08.063 DU-145 1
25241925 10.1016/j.bmcl.2014.08.063 KB 1
25241925 10.1016/j.bmcl.2014.08.063 NON-PROTEIN TARGET 1
26087027 10.1016/j.ejmech.2015.04.061 Aedes aegypti 1
38436272 10.1021/acs.jnatprod.3c01195 WI-38 1

Data from ChEMBL 36 via Core Engine