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

CHEMBL438139

ROCAGLAMIDE
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
COc1ccc([C@@]23Oc4cc(OC)cc(OC)c4[C@]2(O)[C@H](O)[C@H](C(=O)N(C)C)[C@H]3c2ccccc2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL438139
Name ROCAGLAMIDE
Phase Preclinical
Structure Type MOL
InChI Key DAPAQENNNINUPW-IDAMAFBJSA-N
9
Targets
22
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

505.6
MW (Da)
3.05
ALogP
7
HBA
2
HBD
97.7
PSA (Ų)
0.53
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C29H31NO7
MW 505.57
Aromatic Rings 3
Heavy Atoms 37
NP-Likeness 1.24

Activity Summary

IC50 17 meas. best 8.33
EC50 4 meas. best 8.4
Kd 1 meas. best 6.81

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Hepatitis C virus
CHEMBL379
 EC50 8.4 8.4 4.0 1
Unchecked
CHEMBL612545
 EC50 8.4 8.4 4.0 1
Eukaryotic initiation factor 4A-I
CHEMBL2052028
 IC50 8.33 7.2925 4.7 4
MDA-MB-231
CHEMBL400
 IC50 7.7 7.7 20.0 1
Hepatitis E virus
CHEMBL5465478
 EC50 7.68 7.62 21.0 2
Transcription factor p65
CHEMBL5533
 IC50 7.16 6.8033 70.0 6
Nuclear factor NF-kappa-B p105 subunit
CHEMBL3251
 IC50 7.12 6.41 75.0 2
HeLa
CHEMBL399
 IC50 7.0 7.0 100.0 1
Eukaryotic initiation factor 4A-I
CHEMBL2052028
 Kd 6.81 6.81 156.0 1
Unchecked
CHEMBL612545
 IC50 5.7 5.64 2000.0 2
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.41 5.41 3900.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked EC50 = 4.0 nM 8.4 Cell Surface Biotinylation Assay: Huh7.5.1 cells from four 150 mm plates were tr... -
Hepatitis C virus EC50 = 4.0 nM 8.4 Antiviral activity against HCV infected in human Huh-7.5.1 cells assessed as red... 32693294
Eukaryotic initiation factor 4A-I IC50 = 4.7 nM 8.33 Inhibition of eIF4A1 in human MDA-MB-231 cells assessed as inhibition of cellula... 32470302
MDA-MB-231 IC50 = 20.0 nM 7.7 Antiproliferative activity against human MDA-MB-231 cells assessed as reduction ... 32470302
Hepatitis E virus EC50 = 21.0 nM 7.68 Antiviral activity against HEV Kernow-C1 infected in gaussia luciferase transfec... 38127656
Hepatitis E virus EC50 = 27.8 nM 7.56 Antiviral activity against HEV Kernow-C1 infected in gaussia luciferase transfec... 38127656
Eukaryotic initiation factor 4A-I IC50 = 47.0 nM 7.33 Inhibition of eIF4A1 in human MDA-MB-231 cells assessed as inhibition of cellula... 32470302
Transcription factor p65 IC50 = 70.0 nM 7.16 Inhibition of biotinylated consensus sequence binding to NF-kB p65 in human HeLa... 30057155
Nuclear factor NF-kappa-B p105 subunit IC50 = 75.0 nM 7.12 Inhibition of NFkappa p50 isolated from nuclear extract of human HeLa cells asse... 20384315
Transcription factor p65 IC50 = 75.0 nM 7.12 Inhibition of NFkappa p65 in nuclear extract of human HeLa cells assessed as blo... 21428375
Transcription factor p65 IC50 = 75.0 nM 7.12 Inhibition of NFkappa p65 isolated from nuclear extract of human HeLa cells by E... 21513293
Transcription factor p65 IC50 = 80.0 nM 7.1 Inhibition of nuclear factor NF-kappa-B p65 subunit after 1 hr by ELISA 19839614
HeLa IC50 = 100.0 nM 7.0 Antiproliferative activity against human HeLa cells assessed as cell growth inhi... 33592144
Transcription factor p65 IC50 = 120.0 nM 6.92 Inhibition of TNF alpha stimulated NF-KappaB p65 in human HeLa nuclear extract a... 31120251
Eukaryotic initiation factor 4A-I IC50 = 135.0 nM 6.87 Inhibition of eIF4A1 in human MDA-MB-231 cells assessed as inhibition of cellula... 32470302
Eukaryotic initiation factor 4A-I Kd = 156.0 nM 6.81 Binding affinity to full length recombinant eIF4A1 (unknown origin) assessed as ... 32470302
Eukaryotic initiation factor 4A-I IC50 = 231.0 nM 6.64 Inhibition of eIF4A1 in human MDA-MB-231 cells assessed as inhibition of cellula... 32470302
Unchecked IC50 = 2000.0 nM 5.7 Inhibition of NF-kappaB by ELISA assay 17055270
Nuclear factor NF-kappa-B p105 subunit IC50 = 2000.0 nM 5.7 Inhibition of p50 after 1 hr by ELISA 19839614
Unchecked IC50 = 2600.0 nM 5.58 Inhibition of TNF alpha-induced NF-kappaB (unknown origin) activation in HEK293 ... 26863083

Literature References

PubMed DOI Target Context # Activities
32470302 10.1021/acs.jmedchem.0c00182 Eukaryotic initiation factor 4A-I 5
9214732 10.1021/np970163+ NON-PROTEIN TARGET 4
38127656 10.1021/acs.jmedchem.3c01357 Hepatitis E virus 4
10775404 10.1021/jf990509h Pyricularia grisea 3
10775404 10.1021/jf990509h Fusarium avenaceum 3
10775404 10.1021/jf990509h Alternaria citri 3
9214732 10.1021/np970163+ P388 2
38127656 10.1021/acs.jmedchem.3c01357 HepG2 2
38127656 10.1021/acs.jmedchem.3c01357 ADMET 2
19839614 10.1021/np900517h Transcription factor p65 1
9214732 10.1021/np970163+ TE-671 1
19422206 10.1021/np9001724 Nuclear factor NF-kappa-B p105 subunit 1
20384315 10.1021/np1002065 Transcription factor p65 1
20384315 10.1021/np1002065 Nuclear factor NF-kappa-B p105 subunit 1
21428375 10.1021/np200051j Transcription factor p65 1
21513293 10.1021/np200062x Transcription factor p65 1
9214732 10.1021/np970163+ HCT-8 1
9214732 10.1021/np970163+ A549 1
23301897 10.1021/np3007588 Transcription factor p65 1
9214732 10.1021/np970163+ KB 1

Data from ChEMBL 36 via Core Engine