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

CHEMBL219553

GIGANTOL
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
COc1cc(O)cc(CCc2ccc(O)c(OC)c2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL219553
Name GIGANTOL
Phase Preclinical
Structure Type MOL
InChI Key BMSPEISBKGSBTR-UHFFFAOYSA-N
17
Targets
26
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

274.3
MW (Da)
2.90
ALogP
4
HBA
2
HBD
58.9
PSA (Ų)
0.88
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C16H18O4
MW 274.32
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness 0.81

Activity Summary

IC50 26 meas. best 6.9

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 6.9 5.4333 125.0 3
Ileum
CHEMBL613680
 IC50 6.58 6.58 260.0 1
HepG2
CHEMBL395
 IC50 5.72 5.375 1883.0 2
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.68 5.59 2100.0 2
HL-60
CHEMBL383
 IC50 4.97 4.97 10600.0 1
Bel-7402
CHEMBL614279
 IC50 4.89 4.89 13010.0 1
SGC-7901
CHEMBL614909
 IC50 4.76 4.76 17380.0 1
No relevant target
CHEMBL2362975
 IC50 4.75 4.75 17700.0 1
THP-1
CHEMBL614245
 IC50 4.63 4.63 23340.0 1
Nitric oxide synthase, inducible
CHEMBL4481
 IC50 4.49 4.49 32230.0 1
RAW
CHEMBL614631
 IC50 4.48 4.48 32900.0 1
Radical scavenging activity
CHEMBL613712
 IC50 4.25 4.25 56400.0 1
KB
CHEMBL398
 IC50 4.21 4.21 61900.0 1
K562
CHEMBL385
 IC50 4.19 4.19 63900.0 1
MCF7
CHEMBL387
 IC50 4.17 4.17 67800.0 1
Tyrosine-protein phosphatase non-receptor type 1
CHEMBL335
 IC50 4.13 4.13 73300.0 1
NCI-H460
CHEMBL396
 IC50 4.11 4.11 76890.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 125.0 nM 6.9 Inhibition of pyruvate carboxylase in human HCCLM3 cell lysate measured upto 24 ... 34931827
Ileum IC50 = 260.0 nM 6.58 Spasmolytic activity in guinea pig ileum assessed as inhibition of spontaneous c... 14987052
HepG2 IC50 = 1883.0 nM 5.72 Antiproliferative activity against human HepG2 cells assessed as inhibition of c... 34931827
NON-PROTEIN TARGET IC50 = 2100.0 nM 5.68 Antiinflammatory activity in human neutrophils assessed as inhibition of FMLP/cy... 27525452
NON-PROTEIN TARGET IC50 = 3200.0 nM 5.5 Antiinflammatory activity in human neutrophils assessed as inhibition of fMLP/CB... 27525452
Unchecked IC50 = 7000.0 nM 5.16 Inhibition of bovine brain CaM-dependent PDE assessed as inorganic phosphate rel... 14987052
HepG2 IC50 = 9300.0 nM 5.03 Anti-cancer activity against human HepG2 cells 32711292
HL-60 IC50 = 10600.0 nM 4.97 Anti-cancer activity against human HL-60 cells 32711292
Bel-7402 IC50 = 13010.0 nM 4.89 Anti-cancer activity against human Bel-7402 cells 32711292
SGC-7901 IC50 = 17380.0 nM 4.76 Anti-cancer activity against human SGC-7901 cells 32711292
No relevant target IC50 = 17700.0 nM 4.75 Antioxidant activity assessed as DPPH radical scavenging activity incubated for ... 32711292
THP-1 IC50 = 23340.0 nM 4.63 Anti-cancer activity against human THP-1 cells 32711292
Nitric oxide synthase, inducible IC50 = 32230.0 nM 4.49 Inhibition of iNOS (unknown origin) 32711292
RAW IC50 = 32900.0 nM 4.48 Inhibition of LPS and TNF-alpha-activated NO production in murine RAW 264.7 cell... 17253844
Radical scavenging activity IC50 = 56400.0 nM 4.25 Antioxidant activity assessed by DPPH radical scavenging assay 17253844
Unchecked IC50 = 57900.0 nM 4.24 Antiproliferative activity against human HCCLM3 cells assessed as inhibition of ... 34931827
KB IC50 = 61900.0 nM 4.21 Anti-cancer activity against human KB cells 32711292
K562 IC50 = 63900.0 nM 4.19 Anti-cancer activity against human K562 cells 32711292
MCF7 IC50 = 67800.0 nM 4.17 Anti-cancer activity against human MCF7 cells 32711292
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 73300.0 nM 4.13 Inhibition of PTP1B (unknown origin) 32711292

Literature References

PubMed DOI Target Context # Activities
24844664 10.1021/np500015v NCI-H460 25
27310249 10.1021/acs.jnatprod.6b00252 NON-PROTEIN TARGET 6
27310249 10.1021/acs.jnatprod.6b00252 Molecular identity unknown 5
14987052 10.1021/np030303h Ileum 5
34931827 10.1021/acs.jmedchem.1c01605 Unchecked 3
27525452 10.1021/acs.jnatprod.6b00118 NON-PROTEIN TARGET 2
24844664 10.1021/np500015v RAC-alpha serine/threonine-protein kinase 1
32711292 10.1016/j.ejmech.2020.112530 No relevant target 1
25316316 10.1016/j.bmcl.2014.09.052 SMMC-7721 1
25316316 10.1016/j.bmcl.2014.09.052 NON-PROTEIN TARGET 1
24844664 10.1021/np500015v HaCaT 1
24844664 10.1021/np500015v NCI-H292 1
24844664 10.1021/np500015v Focal adhesion kinase 1 1
17253844 10.1021/np060449r Radical scavenging activity 1
21514702 10.1016/j.ejmech.2011.03.057 Calmodulin-1 1
21514702 10.1016/j.ejmech.2011.03.057 Unchecked 1
20483604 10.1016/j.bmcl.2010.04.054 RAW264.7 1
14987052 10.1021/np030303h Calmodulin 1
14987052 10.1021/np030303h Unchecked 1
17253844 10.1021/np060449r RAW 1

Data from ChEMBL 36 via Core Engine