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Compound Detail

CHEMBL463145

NORARTOCARPETIN
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O=c1cc(-c2ccc(O)cc2O)oc2cc(O)cc(O)c12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL463145
Name NORARTOCARPETIN
Phase Preclinical
Structure Type MOL
InChI Key ZSYPIPFQOQGYHH-UHFFFAOYSA-N
9
Targets
12
Activities
2
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

286.2
MW (Da)
2.28
ALogP
6
HBA
4
HBD
111.1
PSA (Ų)
0.55
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C15H10O6
MW 286.24
Aromatic Rings 3
Heavy Atoms 21
NP-Likeness 1.43

Activity Summary

IC50 10 meas. best 7.64
Ki 2 meas. best 5.71

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosinase
CHEMBL1973
 IC50 7.64 7.64 23.0 1
Unchecked
CHEMBL612545
 IC50 5.95 5.95 1130.0 1
Phosphotyrosine protein phosphatase
CHEMBL4295521
 IC50 5.92 5.92 1200.0 2
Unchecked
CHEMBL612545
 Ki 5.71 5.71 1960.0 1
Tyrosine-protein phosphatase non-receptor type 1
CHEMBL335
 IC50 5.29 5.29 5180.0 1
Low molecular weight protein-tyrosine phosphatase A
CHEMBL4542
 IC50 4.92 4.92 11970.0 1
Prostaglandin G/H synthase 1
CHEMBL221
 IC50 4.85 4.85 14000.0 1
Tyrosine-protein phosphatase non-receptor type 12
CHEMBL3236
 IC50 4.68 4.68 20940.0 1
Tyrosine-protein phosphatase non-receptor type 22
CHEMBL2889
 IC50 4.52 4.52 30290.0 1
Beta-secretase 1
CHEMBL4822
 IC50 4.22 4.22 60600.0 1
Beta-secretase 1
CHEMBL4822
 Ki 4.08 4.08 82600.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosinase IC50 = 23.0 nM 7.64 Inhibition of tyrosinase (unknown origin) using L-dihydroxyphenylalanine as subs... 29227656
Unchecked IC50 = 1130.0 nM 5.95 Inhibition of Clostridium welchii neuraminidase 19660948
Phosphotyrosine protein phosphatase IC50 = 1202.26 nM 5.92 Inhibition of Mycobacterium tuberculosis PtpB using p-nitrophenyl phosphate as s... 29275228
Phosphotyrosine protein phosphatase IC50 = 1200.0 nM 5.92 Inhibition of Mycobacterium tuberculosis PtpB using p-nitrophenyl phosphate as s... 29275228
Unchecked Ki = 1960.0 nM 5.71 Noncompetitive inhibition of Clostridium welchii neuraminidase by Dixon plot 19660948
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 5180.0 nM 5.29 Inhibition of human PTP1B using p-nitrophenyl phosphate as substrate preincubate... 29275228
Low molecular weight protein-tyrosine phosphatase A IC50 = 11970.0 nM 4.92 Inhibition of Mycobacterium tuberculosis PtpA using p-nitrophenyl phosphate as s... 29275228
Prostaglandin G/H synthase 1 IC50 = 14000.0 nM 4.85 Inhibition of COX1 11858749
Tyrosine-protein phosphatase non-receptor type 12 IC50 = 20940.0 nM 4.68 Inhibition of PTP-PEST (unknown origin) using p-nitrophenyl phosphate as substra... 29275228
Tyrosine-protein phosphatase non-receptor type 22 IC50 = 30290.0 nM 4.52 Inhibition of LYP (unknown origin) using p-nitrophenyl phosphate as substrate pr... 29275228
Beta-secretase 1 IC50 = 60600.0 nM 4.22 Inhibition of human recombinant BACE-1 expressed in HEK293 cells assessed as inh... 21511472
Beta-secretase 1 Ki = 82600.0 nM 4.08 Noncompetitive inhibition of human recombinant BACE-1 by Dixon plot analysis 21511472

Literature References

PubMed DOI Target Context # Activities
29275228 10.1016/j.ejmech.2017.11.087 Unchecked 4
19660948 10.1016/j.bmcl.2009.07.098 Unchecked 3
21511472 10.1016/j.bmcl.2011.03.060 Beta-secretase 1 2
25935644 10.1016/j.bmcl.2015.04.045 Pancreatic triacylglycerol lipase 2
29227656 10.1021/acs.jnatprod.7b00453 Tyrosinase 2
29275228 10.1016/j.ejmech.2017.11.087 Phosphotyrosine protein phosphatase 2
38640870 10.1016/j.ejmech.2024.116401 Enterococcus faecalis 1
11858749 10.1021/np010451c Prostaglandin G/H synthase 1 1
38640870 10.1016/j.ejmech.2024.116401 Staphylococcus aureus 1
31835168 10.1016/j.ejmech.2019.111921 Beta-glucuronidase 1
31255927 10.1016/j.ejmech.2019.06.034 RAW264.7 1
29275228 10.1016/j.ejmech.2017.11.087 Low molecular weight protein-tyrosine phosphatase A 1
29275228 10.1016/j.ejmech.2017.11.087 Tyrosine-protein phosphatase non-receptor type 1 1
29275228 10.1016/j.ejmech.2017.11.087 Tyrosine-protein phosphatase non-receptor type 22 1
29275228 10.1016/j.ejmech.2017.11.087 Tyrosine-protein phosphatase non-receptor type 12 1
23391365 10.1016/j.bmc.2012.12.054 Tyrosinase 1
11858749 10.1021/np010451c Prostaglandin G/H synthase 2 1
11858749 10.1021/np010451c Unchecked 1

Data from ChEMBL 36 via Core Engine