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Compound Detail

CHEMBL494252

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CC(C)=CCc1c(O)c(CC=C(C)C)c2occ(-c3ccc(O)cc3)c(=O)c2c1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL494252
Phase Preclinical
Structure Type MOL
InChI Key UCHYSPNEUSDFQR-UHFFFAOYSA-N
10
Targets
13
Activities
3
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

406.5
MW (Da)
5.59
ALogP
5
HBA
3
HBD
90.9
PSA (Ų)
0.48
QED
1
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 C25H26O5
MW 406.48
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness 1.63

Activity Summary

IC50 8 meas. best 5.64
EC50 3 meas. best 5.73
Ki 2 meas. best 5.37

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Streptokinase A
CHEMBL1293228
 EC50 5.73 5.73 1863.0 1
Tyrosine-protein phosphatase non-receptor type 1
CHEMBL335
 IC50 5.64 5.335 2300.0 2
Streptococcus sp. 'group A'
CHEMBL612389
 EC50 5.58 5.58 2660.0 1
Streptococcus
CHEMBL612313
 EC50 5.48 5.48 3281.0 1
Sialidase
CHEMBL5189
 IC50 5.39 5.39 4040.0 1
Sialidase
CHEMBL5189
 Ki 5.37 5.37 4290.0 1
SW480
CHEMBL612544
 IC50 5.09 5.09 8080.0 1
MCF7
CHEMBL387
 IC50 5.07 5.07 8580.0 1
Tyrosine-protein phosphatase non-receptor type 1
CHEMBL335
 Ki 5.02 5.02 9600.0 1
Unchecked
CHEMBL612545
 IC50 4.79 4.79 16300.0 1
RAW264.7
CHEMBL612557
 IC50 4.72 4.72 19200.0 1
Pancreatic triacylglycerol lipase
CHEMBL1687677
 IC50 4.19 4.19 65000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Streptokinase A EC50 = 1863.0 nM 5.73 PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Confirmation HTS to Iden... -
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 2300.0 nM 5.64 Inhibition of recombinant human PTP1B (1 to 321 residues) expressed in Escherich... 32196343
Streptococcus sp. 'group A' EC50 = 2660.0 nM 5.58 PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Confirmation HTS to Iden... -
Streptococcus EC50 = 3281.0 nM 5.48 PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Response HTS to Identify... -
Sialidase IC50 = 4040.0 nM 5.39 Inhibition of Clostridium perfringens neuraminidase using 4-methylumbelliferyl-a... 24054487
Sialidase Ki = 4290.0 nM 5.37 Non-competitive inhibition of Clostridium perfringens neuraminidase using 4-meth... 24054487
SW480 IC50 = 8080.0 nM 5.09 Cytotoxicity against human SW480 cells assessed as reduction in cell viability a... 28522265
MCF7 IC50 = 8580.0 nM 5.07 Cytotoxicity against human MCF7 cells assessed as reduction in cell viability af... 28522265
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 9300.0 nM 5.03 Inhibition of human recombinant PTP1B using p-nitrophenyl phosphate as substrate... 26704263
Tyrosine-protein phosphatase non-receptor type 1 Ki = 9600.0 nM 5.02 Non-competitive inhibition of human recombinant PTP1B using p-nitrophenyl phosph... 26704263
Unchecked IC50 = 16300.0 nM 4.79 Inhibition of alpha-Glucosidase (unknown origin) using pNPG as substrate incubat... 32196343
RAW264.7 IC50 = 19200.0 nM 4.72 Inhibition of LPS-induced nitric oxide production in mouse RAW264.7 cells by Gri... 19113968
Pancreatic triacylglycerol lipase IC50 = 65000.0 nM 4.19 Inhibition of porcine pancreatic lipase assessed as hydrolysis of p-NPB to p-nit... 24751440

Literature References

PubMed DOI Target Context # Activities
24054487 10.1016/j.bmc.2013.08.049 Sialidase 3
24751440 10.1016/j.bmcl.2014.03.067 Pancreatic triacylglycerol lipase 3
19113968 10.1021/np800418j RAW264.7 2
26704263 10.1016/j.bmcl.2015.12.021 Tyrosine-protein phosphatase non-receptor type 1 2
28522265 10.1016/j.bmc.2017.05.009 MCF7 2
28522265 10.1016/j.bmc.2017.05.009 SW480 2
32196343 10.1021/acs.jnatprod.9b00262 Unchecked 1
16441081 10.1021/np058069d Streptococcus mutans 1
32196343 10.1021/acs.jnatprod.9b00262 Tyrosine-protein phosphatase non-receptor type 1 1
28835349 10.1016/j.bmc.2017.08.018 Nuclear factor erythroid 2-related factor 2 1
28522265 10.1016/j.bmc.2017.05.009 Mushroom tyrosinase 1
28522265 10.1016/j.bmc.2017.05.009 Tyrosine-protein phosphatase non-receptor type 1 1
28522265 10.1016/j.bmc.2017.05.009 Unchecked 1
28522265 10.1016/j.bmc.2017.05.009 RAW264.7 1
28522265 10.1016/j.bmc.2017.05.009 HEK-293T 1
28522265 10.1016/j.bmc.2017.05.009 L02 1
28522265 10.1016/j.bmc.2017.05.009 HepG2 1
26841168 10.1021/acs.jnatprod.5b00877 Tyrosine-protein phosphatase non-receptor type 1 1
26841168 10.1021/acs.jnatprod.5b00877 Influenza A virus 1

Data from ChEMBL 36 via Core Engine